Captiva FL Homes For Sale

Fabulous Opportunity! Rarely offered! Build your North Captiva Island getaway on this desirable homesite within Safety Harbor Club, complete with a Class A Membership and access to an outstanding collection of island amenities. Ideally positioned near the heart of the community, the lot is convenient to the remodeled heated pool, clubhouse, tennis and pickleball courts, with the potential for lake views from the upper levels of a fantastic future residence and/or vacation home. For boating enthusiasts, one of the standout benefits is access to Safety Harbor Club’s shared docking facilities, providing options for small and large boats with dockage that can accommodate much larger vessels than most individual island slips. With two docking options - the community wharf and the T-dock plus the community kayak launch there are even more ways to enjoy North Captiva by water! Membership provides access to the community’s Gulf beach access, beach parking, boat dockage, pool, clubhouse, recreational facilities and other amenities, along with water, sewer and trash service. The club’s ferry landing and waterfront restaurant are also conveniently nearby. With key community infrastructure already established, building here may offer advantages compared with developing in other areas of the island. Create the island home you’ve envisioned and enjoy boating, kayaking, beach days, swimming, tennis, pickleball and waterfront dining as part of everyday life. This is a distinctive opportunity to own and build within one of North Captiva Island’s established amenity-rich communities.

4486 Hammock Court, Captiva

$135,000

Redfish Shores SubDv.

Build Your Private Island Dream Home --- Escape to paradise on exclusive Upper Captiva Island, where this remarkable piece of land offers the best of both worlds—beach and bay access. Nestled between the pristine shoreline of the Gulf of Mexico and the tranquil waters of Foster’s Bay, this lot is the ideal canvas for your dream island retreat. Surrounded by lush tropical foliage and located in a peaceful, car-free community, this property offers ultimate privacy and a true sense of seclusion. Whether you're seeking a luxurious second home or a one-of-a-kind vacation getaway, you’ll enjoy the rare combination of direct beach access for sun-soaked days and convenient bay access for paddleboarding, kayaking, and boating adventures. With no cars, no crowds, and unmatched natural beauty, Upper Captiva is a hidden gem where time slows down. This is your opportunity to create a custom island home in one of Florida’s most remote and magical settings. More pictures will be available at a later date

Captiva

$350,000

1 Beds ⋅ 1 Baths ⋅ Tennis Villas SubDv.

Welcome to 3221 Captiva Resort Villas, formerly known as 3221 Tennis Villas, where a refreshed community setting meets the relaxed Captiva lifestyle. Located within the gates of South Seas Resort, this fully furnished, second-floor 1-bedroom residence is surrounded by palms and native tropical landscaping and offers an inviting retreat just moments from the beach and Captiva Village. Inside, an open floor plan creates an easy flow between the kitchen, dining and living areas. Luxury vinyl flooring and wood shiplap accent walls add character and island-inspired style, while the fully equipped kitchen features granite countertops and everything needed for an effortless stay. Step through to the screened lanai overlooking the landscaped courtyard—a peaceful place for morning coffee, afternoon reading or unwinding after a day at the beach. Captiva Resort Villas is in the process of enhancing its exterior and common areas with improvements that include upgraded landings, new owner storage lockers, landscaping and fencing. Recently completed additions include sunshades around the private community pool and extending through the pergola, creating additional shaded areas to relax and gather. Separate storage has also been designated for bicycles, beach chairs and other island accessories. Community amenities include a private pool, grilling stations and picnic area, all surrounded by a tropical setting that feels distinctly Captiva. From here, leave the car behind and embrace island time. Captiva's Gulf beaches are just a short walk away, while the restaurants, shops and charm of Captiva Village are conveniently nearby. Whether envisioned as a personal island retreat, seasonal escape or investment property, 3221 Captiva Resort Villas combines a furnished, move-in-ready interior with an association actively investing in its surroundings and amenities—all from a coveted location within South Seas Resort.

3221 Captiva Resort Villas, Captiva

$4,200,000

3 Beds ⋅ 4 Baths ⋅ Sandrift SubDv.

Beachfront on Captiva Island, where Gulf views and spectacular sunsets become part of everyday living. Located within the gates of South Seas Resort, this elevated, multi-level 3-bedroom, 3.5-bath residence occupies a desirable corner within Sandrift, an intimate enclave of only four properties with individual land ownership, direct Gulf-front access and association amenities. Designed to embrace its extraordinary setting, the home features walls of windows, expansive picture windows, French doors and sliding glass doors that draw in natural light and frame the Gulf from multiple vantage points. Living and dining areas flow together with the view taking center stage, complemented by an equipped kitchen with granite countertops, stainless steel appliances and center island. A screened lanai and open decks extend the living spaces outdoors for morning coffee, Gulf breezes and front-row sunset views. The upper-level primary suite is positioned as a private retreat with sliding glass doors opening to two levels of Gulf-facing decks. Its oversized bath offers a garden tub, separate spacious shower, wraparound vanity with dedicated makeup area and generous walk-in closet. The upper guest suite features an en-suite bath and private access to an open balcony/deck, while the main-level guest suite also includes an en-suite bath and private access to the screened porch. A dramatic wall of windows along the interior staircase brings additional natural light through the home. Recent enhancements include a refreshed blue exterior, new paver driveway and enclosed oversized garage. A new roof, impact windows and impact doors were completed in 2023. Sandrift residents enjoy a community pool and tennis/pickleball shared among only four properties. Fully furnished and distinctly Captiva, this Gulf-front residence offers privacy, space and sunsets that never get old.

1071 South Seas Plantation Road, Captiva

$89,000

North Captiva Sands SubDv.

Turn your dream of owning a piece of a tropical paradise into a reality with this North Captiva Island building lot! Perched on the picturesque north end of the island, this property is just a short walk from the bay and white-sand Gulf beaches. You'll have endless opportunities for fishing, dolphin watching, eagle spotting, shelling, and enjoying the island's amazing sunsets. If you are a pilot, this lot is also close to the Salty Approach Airstrip. North Captiva Island is exclusively accessed by boat or private plane, making it a fun and unique place to live or vacation. While you really won't ever want to leave, two regular ferries are running throughout the day that can conveniently take you and your guests to and from your tropical escape. As a bonus, this property already has a well (which could potentially save you over 20k)... one less thing to worry about when you build your new vacation or retirement home!

160 Mourning Dove Drive, Captiva

$889,000

2 Beds ⋅ 2 Baths ⋅ Beach Villas Condo SubDv.

BUY THE OPPORTUNITY WHILE IT’S HERE. There is a remarkable disconnect between the value found on Captiva Island today and what buyers are paying for comparable Gulf-front properties throughout Florida. As Captiva continues an exciting transformation, opportunities like this beautifully furnished Gulf-front corner villa become increasingly difficult to overlook. Panoramic Gulf views, white-sand beaches, unforgettable sunsets, daily rental flexibility and the Captiva lifestyle, all at a value that deserves a closer look.Expansive windows and a bright, open layout fill this 2-bedroom, 2-bath villa with natural light and coastal charm. Its elevated first-floor corner location creates an incredible connection to the beach and Gulf, making the shoreline feel just steps away. Features include crown molding, plantation shutters, impact-rated windows and doors, a new AC system with all-new equipment, and a private screened lanai overlooking the Gulf, the perfect place to enjoy the breeze and spectacular sunsets. The spacious open-concept design flows effortlessly for everyday living and entertaining, while both bedrooms are generously sized for family and guests. For those looking to offset ownership costs or maximize investment potential, Beach Villas offers the flexibility of daily rentals and a proven history of strong rental performance, with income potential exceeding $100,000 annually. The villa is currently not enrolled in a rental program, allowing a new owner to select their own management company, create their own rental strategy, or simply keep it as a private island retreat. Owners enjoy a dedicated pool, pickleball and tennis courts, grilling areas and ground-level storage. From here, it's an easy walk, bike ride or golf cart trip to the heart of Captiva, with island shops, dining, boating and the relaxed lifestyle that has made Captiva one of Florida's most special destinations. Captiva is changing. The island is moving forward. And when you compare what you can own here to other premier coastal destinations, the value is compelling. Whether you're looking for a Gulf-front escape, an income-producing investment, or both, this is an opportunity worth recognizing while it's still here.

2611 Beach Villas, Captiva

$779,000

2 Beds ⋅ 1 Baths ⋅ North Captiva Sands SubDv.

Almost Beachfront! Don't miss this cute beach cottage just steps to the beach with incredible views from the front porch. Sit back, relax, and enjoy the Gulf & Sunset, surrounded by the sounds of the surf, with the expansive grass airfield as a wonderful buffer from other homes. A perfect spot for your dream retreat this close to the beach. Start your mornings with a walk along the shoreline, spend the afternoon swimming and shelling, and return home to enjoy it all from the shady front porch. Upstairs features panoramic Gulf & Airstrip Views, plus two bedrooms & one bath, with a cozy living space. On the ground level, another bonus sleeping room and bath are great for extra guests. For aviation enthusiasts, the setting is especially unique: the property directly borders North Captiva's private grass airstrip, creating the possibility of turning the journey to your island home into part of the adventure. North Captiva is a boat-access-only barrier island known for miles of beautiful beaches, protected preserve lands, abundant wildlife, and its relaxed golf-cart lifestyle. Whether you're looking for a personal beach escape, vacation property, or a special North Captiva home with an aviation connection, this property offers a combination of beach proximity, Gulf views, privacy, and location that's difficult to duplicate at this price point.

210 Nighthawk Drive, Captiva

$130,000

Castaway Key SubDv.

SOUTHERN EXPOSURE AND THE OPPORTUNITY TO BUILD YOUR OWN ISLAND ESCAPE IN CASTAWAY KEY. Located on Upper Captiva, this homesite offers a great setting to design a custom home tailored to the relaxed Southwest Florida lifestyle. Southern exposure is ideal for enjoying abundant sunshine throughout the day and creating an outdoor living area that makes the most of the island setting. Whether you are planning a personal getaway, full time residence, or investment property, this lot gives you the flexibility to bring your vision to life. Spend your days enjoying the beach, boating, fishing, shelling, and everything that makes Upper Captiva such a unique destination. With a peaceful tropical atmosphere and the charm of Castaway Key, this is a great opportunity to create a home and lifestyle that feels like a true island retreat.

4471 Smugglers Drive, Captiva

$130,000

Castaway Key SubDv.

CASTAWAY KEY ISLAND LIVING STARTS HERE. This homesite on Upper Captiva offers the perfect opportunity to build your own private island retreat in the desirable Castaway Key community. Surrounded by the natural beauty and relaxed atmosphere that make Upper Captiva so special, this lot provides an ideal setting for a custom full time residence, vacation getaway, or investment property. Enjoy the unique island lifestyle with beautiful Gulf beaches, boating, fishing, shelling, and unforgettable sunsets all close by. With its tropical surroundings and peaceful setting, this property is a blank canvas ready for your vision. Build the home you have been dreaming of and create your own slice of paradise in Castaway Key on Upper Captiva.

4520 Smugglers Drive, Captiva

$950,000

3 Beds ⋅ 3 Baths ⋅ Bayside Villas SubDv.

SW FL has it all-- sunshine, culture, and endless recreation! From the Red Sox & Twins stadiums, beaches, boating, tours, and convenient access to an international airport, this is a perfect getaway destination. While you're enjoying everything SW FL has to offer, don't miss the chance to own a top floor, 3-bed/3-bath townhouse retreat in Bayside Villas, located within the gated South Seas Island Resort on Captiva Island. The private lanai showcases breathtaking, direct views of sunrise over the Bay, Pine Island Sound & beyond. Low green mangroves provide natural erosion protection and serve as a thriving habitat for local wildlife--beautiful, serene, and uniquely Florida. Watch boats glide in and out of the canal leading to the marina, adding a touch of coastal charm to your daily view. Take a short walk to the beach, feel the sand between your toes, and enjoy unforgettable sunsets. You're also just steps from the post office, bank, ATM, Captiva shops, and restaurants.

5321 Bayside Villas, Captiva

$799,000

3 Beds ⋅ 3 Baths ⋅ Captiva Palma Unrecorded Subdivision SubDv.

Recently reduce price makes this one of the best homes available on the island. Just steps from the beach, nestled in sea grape trees and cabbage palms, surrounded by nature. The upside-down floor plan makes for cooler sleeping at night and more breezes during the day. There are screened porches off the master bedroom and the second bedroom which provides for a greater sense of spaciousness. The open deck off the third bedroom can be used as a private entry for guests. The second level has an open floor plan comprised of the living room, dining area, kitchen and half bath, great for a comfortable lifestyle and entertaining. Second floor also has a screened porch off the living area and an open deck off the kitchen; one can follow the sun or hide from the sun. The tower has a spectacular view of the island and gulf. Seller is the original owner, and the home has not been in a rental program. For more privacy the lots east and south of the home are available for additional consideration. There is also a Safety Harbor Club membership available with major benefits including dockage, pool, club house, tennis, trash collection. The club can also provide maintenance staff including yard service home repairs and pest control. Please ask for further information concerning membership cost, application, transfer fees and dues.

4551 Bartlett Parkway, Captiva

$1,845,000

3 Beds ⋅ 2 Baths ⋅ Sunset Captiva SubDv.

Welcome to Sunset Captiva, one of Captiva Island's most sought-after Gulf-to-Bay communities, ideally located in the heart of Captiva's charming Village. This beautifully updated 3 bed, 2 bath island retreat offers the perfect combination of coastal elegance, modern upgrades, and the relaxed island lifestyle that makes Sunset Captiva so desirable. Step inside to discover an open, light-filled floor plan featuring luxury vinyl plank flooring throughout, coastal furnishings, soaring vaulted ceilings, and a spacious great room that seamlessly flows into the screened lanai—ideal for indoor-outdoor living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and an open design that keeps everyone connected whether preparing meals or gathering with family and friends. The spacious primary suite offers a peaceful retreat complete with its own private second-floor sun deck, the perfect place to enjoy morning coffee, evening sunsets, or the gentle island breezes. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Thoughtfully maintained and updated, the home includes impact-resistant windows and doors, solid wood interior doors, and a freshly painted exterior. Being sold fully furnished, this home is truly move-in ready and perfectly suited as a primary residence, vacation home, or investment property. Sunset Captiva is renowned for its exceptional amenities, including private deeded beach access to Captiva's world-famous white sand beaches, community docks with water and electricity on Pine Island Sound, a heated community pool, BBQ and picnic areas, pickleball and tennis courts, and lush tropical landscaping throughout the neighborhood.

33 Urchin Court, Captiva

$3,695,000

4 Beds ⋅ 4 Baths ⋅ Beach Homes SubDv.

Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally well considered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing, custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seas setting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering.

25 Beach Homes, Captiva

$4,995,000

6 Beds ⋅ 7 Baths ⋅ Fa Lanes Bayview SubDv.

Xanadu is a rare expression of contemporary coastal architecture in the heart of Captiva's historic Village. Completely reimagined and rebuilt from the concrete structure up following its 2024 acquisition, every element is new, from the impact windows, Hardie siding and stucco exterior to every interior finish, mechanical system and luxury amenity. On iconic Andy Rosse Lane, Captiva's most celebrated address, the home places you just moments from nightly sunset celebrations, waterfront dining and the unmistakable soundtrack of island musicians carried on the Gulf breezes. Inside, the interiors embrace the principles of quiet luxury, where thoughtful restraint replaces excess. Exposed scissor trusses with concealed lighting, a modern recessed coffered dining ceiling, flush inset solid wood cabinetry, contemporary three-panel shaker doors, square-edge casing and refined craftsman-inspired trim create an architectural language defined by crisp lines and impeccable proportions. A palette of warm whites, soft taupe's, greige, sand, natural wood and coastal blues complements meticulous drywall detailing and clean trim reveals throughout. The kitchen is sculptural and functional, anchored by a dramatic Brizo bridge faucet and equipped with a full suite of Thermador appliances including an induction range, side-by-side refrigerator with four freezer drawers, drawer microwave and refrigeration drawers serving the adjoining wet bar with hammered sink. Lutron automated shades, whole-home Sonos audio and enterprise-grade Wi-Fi deliver effortless comfort and technology. Designed for entertaining as much as everyday living, a dramatic open-air gallery stretches the length of the residence, framed by crisp columns, a warm tongue-and-groove ceiling and expansive views of the courtyard and pool. Outdoors, a resort-inspired setting unfolds with a newly reconstructed linear pool and spa, sun cabana with suspended daybed swing, outdoor shower and a fully equipped outdoor kitchen featuring grill, ice maker, beverage cooler, sink, television and bar seating for 12. The custom bunk room maximizes sleeping accommodations without compromising design, while a thoughtfully conceived carriage house offers exceptional flexibility. Two private guest suites may function together with a shared morning kitchen or independently, each with its exterior entrance overlooking the central courtyard promenade. Built with solid concrete construction through the first level, a Navien tankless water heater and every modern system expected of luxury new construction, Xanadu is an exceptional legacy property that seamlessly blends timeless island living with sophisticated contemporary design on Captiva's most desired street.

11516 Andy Rosse Lane, Captiva

$999,500

2 Beds ⋅ 2 Baths ⋅ North Captiva Dunes SubDv.

A Must See! Wow Opportunity. North Captiva, private heated saltwater pool, Gulf-side location, turnkey furnished, rental history and 150+ five-star guest reviews. 60k in rentals Jan to July in 2026 alone. Welcome to “The Perfect Shell,” a fabulous turnkey island beach home offering an exceptional south Gulf-side location, private heated saltwater pool, easy beach access and impressive vacation-rental history with 150+ five-star reviews! Situated on a desirable high-and-dry lot in Captiva Dunes, this charming stilt home is just a short walk or golf-cart ride to the wide sugar-sand shoreline of Sunset Beach, known for spectacular sunsets, shelling, fishing, swimming and sandbars. Additional prime surrounding lots may be available for purchase by the buyer, offering a unique opportunity for added privacy or expansion. STRAP: 05-45-21-08-00000.0350 & 05-45-21-08-00000.0090 Inside, a bright, open great-room floor plan captures beautiful tropical views and opens to an expansive screened front balcony with sliders, ceiling fan and recessed lighting. The home offers 2 bedrooms and 1.5 baths and is sold turnkey furnished with lovely furnishings, fixtures and window coverings. The kitchen features a long breakfast bar, Corian countertops, recessed lighting, appliances and gas range. The primary bedroom includes a large closet. The main bath offers a large tiled shower and Corian-topped vanity. The half bath includes a sink, extensive built-in cabinetry, countertops and full-size stacked washer/dryer, with potential for a second full bath if desired. Outside, the large heated saltwater pool features built-in seating shelves, aluminum fencing and expansive brick-paver decking with wonderful sun exposure. A generous side yard provides additional outdoor space and room to expand. The spacious under-house area offers even more possibilities for entertaining—add an outdoor shower, changing area, bath, bar or outdoor kitchen. Enjoy the best of island living with exceptional outdoor space, tropical surroundings and easy access to one of North Captiva’s most beautiful beaches. Great property layout with a large side yard, pool area and room to expand—an increasingly special combination on the island. Simply a must-see! Recent improvements and features include a 2024 white standing-seam metal roof, 2023 HVAC, 2025 exterior paint, 2023 whole-house reverse-osmosis system, hurricane-impact windows and doors, Hardie-board siding, tile throughout and attached ground-level garage. For buyers interested in vacation-rental income, The Perfect Shell has an established rental history with many repeat annual guests. The property is professionally managed, with continued management available. Best of all, this is a private pool home with no HOA fees or club membership to assume! Whether you're looking for your own North Captiva getaway, an established vacation-rental property, or a combo of personal enjoyment & income potential. Exceptional location

4481 Butterfly Shell Drive, Captiva

$13,000,000

Metes And Bounds SubDv.

Some places are discovered. Others are preserved. Only a select few become part of someone's legacy. Just beyond the shores of Captiva Island lies Buck Key—an extraordinary private island where untouched natural beauty, remarkable privacy, & limitless possibility converge. Opportunities of this magnitude have become exceedingly rare, making Buck Key one of the most compelling island offerings available anywhere in North America. Surrounded by the tranquil waters of Roosevelt Channel and Hurricane Hole, the island encompasses approximately 14 acres, highlighted by nearly 2,600 feet of shoreline, approximately 8.6 acres of uplands, a protected 10-acre lagoon, and a 13-foot construction-grade dock. Positioned within a remarkable 350-acre island sanctuary, Buck Key offers an unparalleled combination of seclusion and accessibility, just minutes from the restaurants, marinas, and world-renowned beaches of Captiva Island. This is not a property defined by what already exists—it is defined by what is possible. Imagine an architectural masterpiece rising above the mangroves. A private family compound passed from one generation to the next. A waterfront retreat designed entirely around your vision. Here, every sunrise arrives over protected coastal habitat, every evening concludes with Gulf sunsets, and every day offers boating, fishing, paddleboarding, kayaking, and the quiet luxury of complete privacy. In an era when waterfront land grows increasingly scarce and entitlement opportunities continue to diminish, Buck Key represents something that can no longer be replicated. It is a place where conservation and luxury coexist, where nature becomes the ultimate amenity, and where the opportunity to create something entirely bespoke remains remarkably intact. Legacy properties are seldom created. They are preserved, stewarded, and ultimately entrusted to those with the vision to recognize their significance. Buck Key is more than an island. It is an invitation to create something that will endure for generations.

Buck Key, Captiva

$1,295,000

3 Beds ⋅ 3 Baths ⋅ Captiva Shores Condo SubDv.

Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call home on Captiva's premier Tween Waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deep water direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is Captiva Village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach. Projected Gross Revenue 2025 $143,718; 2026 $148,029.

15411 Captiva Drive Unit 3B, Captiva

$1,495,000

3 Beds ⋅ 4 Baths ⋅ Captiva Beach SubDv.

Steps to the incredible Captiva Island beach, this fabulous beach cottage features a screened pool and plenty of space for you and your guests. Located at the end of a private shell drive, the beach is just steps away. This elevated home has a metal roof and screened lanai. With "white box" finishes this is your opportunity to create the beach cottage of your dreams. Much of the new plumbing, electrical, insulation, ductwork, drywall and flooring are complete. The restaurants and shops of the Captiva Village are nearby and enhance the walkable island lifestyle. Perfect for an investment property, seasonal home or year round residence, this is an incredible offering! The home next door at 11546 Laika Lane is available for purchase as well. With two contiguous properties in this amazing location, there is unbelievable potential!

11550 Laika Lane, Captiva

$1,350,000

2 Beds ⋅ 2 Baths ⋅ Captiva Beach SubDv.

Only three houses from the incredible beach of Captiva, this quaint cottage sits near the end of a private shell drive. This is beach living at its easiest. The open living area is ready to be transformed into a fabulous living space with high ceilings adjacent to the existing screened front porch and an open deck accessible from the kitchen and living area. Two en suite bedrooms finish the space, one of which includes access to a private screened porch. Currently down to studs, this home is ready for a new owner to create a fabulous beach house in this amazing location. The shops and restaurants of the Captiva Village are within short walking distance. The home next door at 11550 Laika Lane is available for purchase as well. With two contiguous properties in this Captiva Beach location, there is unbelievable potential!

11546 Laika Lane, Captiva

$2,695,000

4 Beds ⋅ 4 Baths ⋅ Captiva Landings SubDv.

Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet.

16785 Captiva Drive, Captiva

$3,279,000

6 Beds ⋅ 7 Baths ⋅ Lanes F A Bayview Sub SubDv.

Virtually Staged. Virtually Staged. Welcome to one of Captiva Island's most remarkable residences: a stunning Mediterranean-inspired estate nestled on the legendary Andy Rosse Lane, just steps from the Gulf of Mexico. Move-in ready and finished with fine stylings throughout, this multi-level home delivers the perfect blend of luxury island living, flexible accommodations, and exceptional investment potential as a short-term rental. Arrive via a classic paver brick driveway framed by lush tropical landscaping, climbing vines, and colorful blooms. The stucco façade, clay tile roofline, arched garage doors, and elegant balustrade balcony set a tone of timeless sophistication from the moment you pull in. A grand staircase sweeps up to the main entry, while a private elevator services every floor of the main house for effortless access. The ground level features a spacious two-car garage with ample storage, a large recreation room perfect for a game room, media lounge, or fitness space, and a full en suite bathroom, ideal for guests or extended stays without ever needing the upper floors. The heart of the home unfolds across a sweeping, light-filled main level featuring large-format travertine tile, soaring coffered ceilings, and graceful arched doorways. Dual chandeliers anchor a dramatic tray ceiling above the open-concept living and dining room, a space bathed in natural light through picture windows and French doors that open to the outdoors. The gourmet kitchen is a chef's dream, offering custom white cabinetry, a generous island with breakfast bar seating, a walk-in pantry, and a bold statement range hood that adds a touch of artful color. Two well-appointed guest bedrooms, each with a private en suite bathroom, provide comfort and privacy for family and visitors alike. The main level is rounded out by a convenient laundry room and a powder half bath for guests. The entire top floor exemplifies refined luxury. The primary suite is a true sanctuary, featuring two expansive walk-in closets and a spa-caliber bathroom that will take your breath away. A dramatic black clawfoot soaking tub with polished chrome fixtures rests beneath a crystal chandelier, flanked by a dual-sink vanity with backlit mirrors, a rich marble tile surround, and a separate oversized walk-in shower. Glimpses of the tropical landscape through the primary bath's windows complete this private retreat. A fourth bedroom with its own en suite bath completes the top floor, perfect for a home office, nursery, or additional guest quarters. A covered balcony walkway connects the main house to a fully independent in-law suite, a rare and coveted feature on Captiva Island. This self-contained retreat includes a private bedroom, full bathroom, and kitchenette, making it perfect for extended family, a live-in property manager, or a dedicated short-term rental unit. Directly below the in-law suite, a pool bath and bonus room offer additional flexibility for outdoor entertaining, equipment storage, or a cabana-style hangout. Situated on Andy Rosse Lane, Captiva's beloved main street, this home places you at the center of island life. Stroll to the Gulf beach in seconds, or walk to iconic local favorites like the Mucky Duck and the Bubble Room. Whether you're seeking a full-time residence, a personal island getaway, or a high-performing vacation rental, 11523 Andy Rosse Lane checks every box. Properties of this caliber, in this location, rarely come to market. Schedule your private showing today.

11523 Andy Rosse Lane, Captiva

$10,900,000

5 Beds ⋅ 6 Baths ⋅ Metes And Bounds SubDv.

Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva’s world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home’s thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat—located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home—it’s an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island’s most coveted settings.

16730 Captiva Drive, Captiva

$1,125,000

5 Beds ⋅ 4 Baths ⋅ North Captiva Sands SubDv.

Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine Gulf beaches of North Captiva Island. Offering 1,682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes North Captiva one of Southwest Florida's most unique destinations. Accessible only by boat or private aircraft, North Captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, Gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional North Captiva home is ready to be enjoyed.

120 Swallow Drive, Captiva

$4,350,000

5 Beds ⋅ 6 Baths ⋅ Metes And Bounds SubDv.

Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

15161 Wiles Drive, Captiva

$3,949,999

4 Beds ⋅ 4 Baths ⋅ Punta Robalo SubDv.

Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters 300 feet of private white sandy beach & Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

211 Kingfisher Drive, Captiva

$6,995,000

6 Beds ⋅ 5 Baths ⋅ Metes And Bounds SubDv.

At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.

17201 Captiva Drive, Captiva

$1,299,000

3 Beds ⋅ 4 Baths ⋅ Castaway Key Unrecorded Subdivision SubDv.

UPPER CAPTIVA CANAL HOME. Room for two boats. Needs some updating. Beautiful private views across the State Park to Pine Island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has everything you would want from an island home including protected docking for your boats on a navigable canal which leads out to the Gulf of Mexico and the Intracoastal Waterway, an elevator to bring groceries and supplies up to the kitchen, all windows are hurricane impact windows, cedar ship-lap exterior siding, wood burning fireplace, an upper mezzanine area above the living room which could be a studio or office, plenty of room for guests, a beautiful kitchen with big windows showing the view to the State Park, wide decks wrap around the house on both floors, a large screened-in pool with a shower and bathroom, new electric system inside and out, new roof, newly painted decks, newly painted exterior. Also, recent maintenance check on the Elevator. The beach is just down the sandy path to a parking area with access to the widest beach on the island. This island home could be an exceptional income producing property. Please make an appointment to see this wonderful home soon.

621 Rum Road, Captiva

$3,498,000

2 Beds ⋅ 3 Baths ⋅ Sunset Captiva Condo SubDv.

Be captivated in Captiva Island at this extraordinary Gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart of Captiva Village. Just moments from boutiques, restaurants, marinas, and island entertainment, this exceptional residence offers the ideal blend of privacy, luxury, and breathtaking Gulf sunsets. Completely reimagined with impeccable craftsmanship and designer finishes throughout, the home seamlessly blends sophisticated elegance with relaxed coastal living. Expansive impact-rated glass doors fill the interiors with natural light while framing panoramic water views from nearly every room. Inside, thoughtfully designed living spaces feature beamed ceilings, rich hardwood flooring, custom millwork, and dramatic fireplaces that add warmth and character. The gourmet chef’s kitchen is designed for entertaining and everyday living alike, showcasing custom high-gloss cabinetry, premium appliances, designer stone surfaces, and an oversized gathering island. Outdoor living is equally impressive, with multiple screened and open lanais, inviting lounge and dining spaces, sun decks, and a fully equipped summer kitchen overlooking the beach and Gulf waters. Upstairs, guests enjoy a private suite opening to a spectacular beachfront terrace, while the luxurious primary suite offers a spa-inspired bath, bespoke finishes, private viewing deck, and statement fireplace. Extensive upgrades include Hardie-board siding, a metal roof, Trex decking, updated electrical and plumbing systems, a floating architectural staircase, retractable sun screens, brick-paver driveway, lush tropical landscaping, and curated designer furnishings throughout. Residents also enjoy resort-style amenities including a bayside marina and boat dock, tennis courts, and a large community pool. With strong weekly rental potential, this fully renovated beachfront retreat presents a rare opportunity to own a luxury island escape in one of Southwest Florida’s most sought-after communities. Luxury, privacy, views, and lifestyle come together beautifully in Captiva.

1 Sunset Captiva Lane, Captiva

$130,000

Punta Robalo Unrecorded Subdivision SubDv.

This is an exceptional buildable lot! Steps from the sugar sand beaches of North Captiva and the runway. Build your dream home or keep it simple and use the same builder that would have built for the seller's. Royal Corinthian Homes has a build design for this lot to see panoramic views with 5 bedrooms & 3 1/2 baths. Large open floor plan on top floor with kitchen & living area with sliders across entire house. Large picture window on the side of house to optimize water views. Master suite on the 3rd floor where the main living space and powder bath are. First flight has 4 bedrooms with a Jack and Jill bath and laundry room. You can also choose your own builder. Short walk or golf cart ride to beautiful wide sandy beaches, state preserve, restaurants, resort-style amenities & a ferry landing. Once built this would be a great potential for vacation rental income, secondary home or primary home.

200 Gold Finch Drive, Captiva

$199,000

Upper Captiva Shores SubDv.

You are looking to build your new getaway, but how do you get away from it all? A true barrier island with no bridges. Separate yourself from the world and enjoy the peace and quiet. It’s just you, your companions and the beach on North Captiva Island. Only accessible by boat or plane, this bay to beach lot offers expansive views of the Gulf of Mexico. The closely neighboring barrier island Sanibel is a popular tourist destination known for its unique shelling and beaches (due to the east/west orientation) and wildlife refuges. There are only a handful of bay to beach lots that are buildable on North Captiva Island. Build your sanctuary on one of the best rated beaches in Florida. Owner financing may be available, call for terms!!

12541 South Banks Drive, Captiva

$65,000

Upper Captiva Shores SubDv.

our own private beach on an island that's only accessible by boat or plane! Pick up your piece of paradise for under $60,000. This is a beach lot and is located at the northern tip of North Captiva Island. Anchor your boat lay out the beach towels and enjoy the sun! amazing sunsets and sunrises from the west side of Paradise. you’ll love watching the waves glow orange in the surf while you’re enjoying one of the best beaches on this side of Florida. If you already own a home on the interior of the island this is your chance to have the beach as well. Make an offer today!

90 Pink Flamingo Drive, Captiva

$3,250,000

5 Beds ⋅ 5 Baths ⋅ Fa Lanes Bayview SubDv.

Begin creating your own unforgettable moments at “Captiva Memories,” a stunning coastal retreat perfectly positioned in the heart of Captiva Village. This beautifully designed 5-bedroom, 5-bath home offers an exceptional blend of luxury, charm, and relaxed island living. Nestled within the exclusive Village by the Sea—a boutique enclave of just seven custom homes—it captures the timeless character of classic Old Florida style with refined, modern updates. From the moment you arrive, lush tropical landscaping surrounds you, creating a sense of privacy and tranquility that feels worlds away. Yet, you’re just steps from the sugar-white sands of the Gulf and the vibrant shops and dining along Andy Rosse Lane, offering a rare balance of seclusion and convenience. Designed for both relaxation and entertaining, the home features an inviting outdoor oasis where you can unwind beside the sparkling heated pool, enjoy warm coastal breezes, and listen to the gentle rhythm of the surf. Inside, the home has been meticulously maintained and thoughtfully updated, showcasing elevated finishes and timeless coastal character throughout. The beautifully renovated kitchen (2023) boasts custom cabinetry, quartz countertops, and premium finishes, while all bathrooms were stylishly updated in 2022. Luxury vinyl flooring runs throughout, complemented by durable Trex decking and Hardi-board trim. Additional enhancements include a new roof (2023), impact-resistant windows and doors, a three-zone A/C system, and the Watergate flood barrier system (2024), —providing comfort and peace of mind. The thoughtfully designed split floor plan ensures privacy for both family and guests, including two second-floor ensuite bedrooms that share a private sundeck overlooking the pool and backyard. Offered fully furnished and turnkey, this home is ready for immediate enjoyment. One of the home’s most captivating features is the expansive fourth-level observation deck, offering breathtaking panoramic Gulf views and unforgettable sunsets. Generous bonus space and ample parking further enhance the home’s versatility. With a strong rental history this property presents an outstanding opportunity as both a private beach retreat and a high-performing investment. Just a short stroll brings you to the beach, where you can enjoy world-class shelling, soft sandy shores, and spectacular sunsets. Living in the Village means everything you need is within walking distance—from beloved local restaurants like the Mucky Duck to charming shops, Bailey’s Island Store, and lively evening entertainment. “Captiva Memories” is more than a home—it’s a lifestyle rooted in the rich history, tradition, and natural beauty of Captiva Island, a place where cherished moments are made with family and friends for years to come.

11525 Andy Rosse Lane, Captiva

$550,000

2 Beds ⋅ 2 Baths ⋅ Tennis Villas SubDv.

Tucked within the gated setting of South Seas Resort, 3233 Tennis Villas presents an inviting island escape in the intimate Captiva Resort Villascommunity. Residents enjoy access to a private pool, expansive sun deck, gazebo with outdoor dining space, and grilling area, all just moments from the Gulfshoreline. Positioned in the desirable southern enclave and only a short stroll to the beach, this top-floor, two-level villa overlooks a tranquil courtyard framed bymature tropical landscaping. The interior has been thoughtfully updated with quartzite surfaces, crisp shaker-style cabinetry, and tile flooring throughout the mainliving areas. The open living and dining space is filled with natural light from impact-rated sliding glass doors and an oversized picture window, while the screenedlanai offers a peaceful setting to capture coastal breezes. The floor plan is designed for comfort and privacy, featuring a guest suite on the main level and agenerous primary suite upstairs. Ideal for personal enjoyment or investment, this well-appointed residence blends refined finishes with effortless island living withinone of Captiva’s most sought-after resort communities.

3233 Captiva Resort Villas, Captiva

$1,895,000

4 Beds ⋅ 4 Baths ⋅ Captiva Beach SubDv.

This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in Captiva's "Village". Just steps from the sugar sand, shell strewn beaches of the Gulf. Built and owned by one family who used it for many wonderful years and also as a great rental property. Fantastic floor plan with vaulted ceilings, sky lights, tile and wood floors throughout. The first floor offers a screen enclosed porch/lanai, living/dining combination with a breakfast sitting area next to the breakfast bar and kitchen. There is a primary suite with sliders that open to the balcony, bathroom with double sinks and a tub/shower combination. There is a guest bedroom and guest bath on this floor as well. Balconies and sliders that run around the perimeter of the house and overlook the screen enclosed pool. The 2nd floor has a spacious loft that opens to the lower level, a laundry room and offers 2 Bedroom En-suites. The 3rd floor has a private sundeck to watch wildlife, enjoy sunning and gazing at the stars at night. The screen-enclosed, heated pool is elongated to allow for lap swimming with plenty of space to sun and a covered outdoor area to enjoy outdoor dining, grilling and entertaining family and friends. Rinse off in the outdoor shower after a day at the beach. Just steps away from island restaurants, shopping, Marina, library and Chapel By the Sea. Buyer must honor rentals.

11508 Wightman Lane, Captiva

$875,000

3 Beds ⋅ 3 Baths ⋅ Bayside Villas SubDv.

Highly sought-after, updated 3 bed, 3 bath two-story villa stands apart with rare features not found in other Bayside units, overlooking the tranquil waters of Pine Island Sound, where unchanging estuary views and native wildlife create a peaceful, elevated backdrop—just moments from the best of Captiva Island. Rare features of this top-floor unit include a walk-in pantry—an uncommon luxury in Bayside 3-bedroom villas—all-new hurricane-impact windows and sliders, and a residence that has been gently used as a private second home and never enrolled in a rental program—an added advantage in condition and care. Whether enjoyed as a private island retreat or leveraged as a high-performing investment, this residence offers rare flexibility within a renter-friendly community and stands as one of the least expensive 3-bedroom opportunities on Captiva. The interior is anchored by an updated kitchen with quartz countertops, glass-front upper cabinetry, and matching appliances, flowing seamlessly into the main living area. Three generously sized bedrooms and three full baths include two primary suites—one on the main level and one upstairs—each with its own ensuite, offering ideal separation for guests or extended stays. A third guest bedroom also enjoys a private bath, while an in-unit washer and dryer adds everyday convenience. The screened lanai feels like your own private perch above Pine Island Sound, where it’s just you, the water, and the rhythm of nature. From both the kitchen and lanai, morning sunrises unfold over the Sound, setting the tone for slow mornings, passing wildlife, and uninterrupted calm. Set within South Seas Island Resort in the desirable Bayside Villas enclave, just a stone’s throw from the sugar-white Gulf beaches, the Village of Captiva, and Captiva Landing. Residents and guests enjoy a bayside pool and spa with generous lounging areas, along with under-building parking for added ease. Where time slows, views remain untouched, and every return feels like coming home—this is Captiva at its finest.

5323 Bayside Villas Unit 24, Captiva

$1,750,000

3 Beds ⋅ 3 Baths ⋅ Safety Harbor Club SubDv.

GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door. SIMPLY SPECTACULAR OCEANS VIEWS from the entire beach side of this property! This Large Beach Home is located in the Fantastic Safety Harbor Club offering the availability of Shared Boat Dockage for it’s Members – A Commodity that Boaters will Love! Safety Harbor also features A Community Pool, Clubhouse, Tennis/Pickleball Courts etc. Located on an OVERSIZED Lot on the Wide Sugar Sand of Butterfly Beach - this 2400 SQ FT+ Beach House with a Great Room Floor Plan offers Three Bedrooms, Three Full Baths, Over 2400 Plus Square Interior Footage, PLUS a Loft and Interior Storage Room. With its' Bright Huge Main Living Area with SOARING Ceilings, Beautiful Recess Lighting, Coffered Ceilings, Large Kitchen and Breath-Taking Oceans Views you can envision the FULL Potential of this Beach Front Beauty right upon your entry! Two BRs have Ensuite Full Baths. There is also a Fantastic Screened Balcony with access off of the Primary BR and Living Room, a Large Open Balcony off of the Loft offering Superb Gulf Views and Unforgettable Sunsets and a Nice Side Deck! Great Under House Area offers Plenty of Enclosed Storage and Covered Carport Areas. All New Recent Upgrades Include: New Roof and Gutters. Three New AC Units. New Water Heater. New Hurricane Shutters with Hand Cranks and Motors. New Hurricane Door(s) Loft, Both Sets of Sliders in the Living Room, Sliders in the Primary Bedroom and Refrigerator. Windows are all Hurricane Impact Rated per seller. New Hunter Fans in the Main Living Area - Sitting Area, Dining and Kitchen plus new fans in the Loft, Guest and Primary BR. New Lighting Primary BR. The Home’s Interior is Freshly Painted and there is New Exterior Paint. Two Baths are Remodeled with all New Showers, Vanities, Faucets, Mirrors etc. New Kitchen Faucet, Fan, Microwave. New Dehumidifiers with Custom Drains to exterior. Etc. Schedule Your Showing Today to see all that this Beach Home has to offer! It is a MUST SEE!

484 Gulf Bend Drive, Captiva

$1,999,000

4 Beds ⋅ 3 Baths ⋅ Captiva Beach SubDv.

Looking for a "True" Captiva Beach cottage with conforming lower-level space, situated on a private lane just yards from the Gulf? This wonderful 4 bedroom, 3 bath cottage is surrounded by lush tropical vegetation with shell pathways throughout. Enjoy the large patio surrounding the fenced, heated pool and spa with Pebble Tech finish with a new pool heater and pump 2024. Perfect for dining alfresco and entertaining friends and family. The property offers two screen enclosed porches and a deck that wraps the house. Living/Dining Room combination with French doors that open to the upstairs porch and side deck. Kitchen with granite counters, custom cabinetry, breakfast bar, stainless steel appliances and also has a French door that opens to the porch. Bamboo wood floors and impact windows/doors throughout. Primary bedroom has a walk-in closet and French doors to the back deck that leads to a spiral staircase to the lower level and pool area. Upstairs guest bathroom has a linen closet. The newly remodeled lower level/cabana offers a kitchenette, tile floors throughout, living room, screened porch, guest bathroom with a walk-in shower and linen closet. Home is being sold partially furnished with exceptions. Keyed owner's storage on lower level. There is a two-car tandem garage. Great location in Captiva's "Village", walk to restaurants, shopping, the historic Chapel By the Sea and marinas. Enjoy the islands "World" Famous shelling, fishing, boating and gorgeous Captiva sunsets.

11536 Wightman Lane, Captiva

$850,000

Useppa Is Cottage Site Iii-26 SubDv.

Located atop one of the tallest ridges in Lee County—possibly all of Southwest Florida—this building lot will offer impressive sunset views and sweeping water vistas stretching west and northwest toward Boca Grande Pass and beyond. The lot fronts the famous Pink Path extending from the north to south end of the primary island body and is proximate to historic archeological explorations and findings on Useppa Island. The Collier Inn restaurant, pool, tennis, bocce and croquet facilities are just a short stroll down the path, while your boat can be moored at the Useppa Marina, just 5 minutes on foot or one minute by golf cart. All public utilities are available and ready. Zoning allows either a single-family or two-family (duplex) structure and island covenants will require an Old Florida design. The site is in the X flood zone, above any potential storm surge. Homeowners on bridgeless Useppa Island are required to have membership in the Useppa Island Club and Marina. The 110-acre Sanctuary Island is a private community and members-only club. With no need for gates or walls, it is surrounded by water, in the pristine Pine Island Sound and Charlotte Harbor Aquatic Preserves of Southwest Florida. Geographically it is Located in the same chain of barrier islands as Sanibel-Captiva, North Captiva, Cayo Costa and Gasparilla Islands, one island east of the Gulf of America. Accessible only by boat (or aircraft), the commute to the mainland is in a special class of its own. Just a 15-minute boat ride will deliver you to Boca Grande or Pine Island, and thence to all “civilized” conveniences of the mainland. The commute is special in a way that you will never tire of it. Just think-you are not stuck in traffic, or waiting for a light to change, fretting over the packed roads ahead. You are just watching the dolphins play and the birds dive, waving to passing boats with smiling passengers, and all of them wave with more than one finger-joyfully! Yes, not like the mainland! You might be sitting next to one of your Useppa neighbors, the one that has not been in a grocery store for months, because all their goods are delivered to the Shore Port, where the staff will transport them to the island, and her home. Who said it is inconvenient when you don’t have roads?

326 Useppa Island, Captiva

$750,000

Useppa Island Ph Iii-A SubDv.

This oversized lot 440 in the Collier Preserve section of Useppa Island boasts 150 feet of water frontage on Pine Island Sound. Sharing a 2-slip dock with the adjacent owner, soo the boating life is conveniently at your doorstep. Useppa Island Club and Marina is a private community and members-only club. With no need for gates or walls, it is surrounded by water, in the pristine Pine Island Sound and Charlotte Harbor aquatic preserves. Geographically it is in the same chain of barrier islands as Sanibel-Captiva, visible to the south, although one island east of the Gulf. Accessible only by boat (or aircraft), the commute to the mainland is in a special class of its own. Just a 15-minute joyful boat ride will deliver you to Boca Grande or Pine Island, and thence to all “civilized” conveniences of the mainland. The commute is special in a way that you will never tire of it. Just think-you are not stuck in traffic, or waiting for a light to change, fretting over the packed roads ahead. You are just watching the dolphins play and the birds dive, waving to passing boats with smiling passengers. Yes, not like the mainland! You might be sitting next to one of your Useppa neighbors, who has all their goods delivered to the Shore Port, where the staff will transport them to the island, and her home. Who said it is inconvenient when you don’t have roads? And this beautiful lot will let you build the house of your dreams and join the ranks of the smart and lucky who have already landed on Useppa as a lifestyle choice.

440 Useppa Island, Captiva

$170,000

Joses Hideaway SubDv.

Here's your opportunity to own a piece of one of Southwest Florida's most coveted private islands. This vacant lot on Oro Pesos Lane offers a clean slate to build your custom island retreat on North Captiva — a boat-access-only barrier island where the pace slows, the crowds disappear, and the Florida you've been searching for actually exists. No bridge. No cars. No worries. North Captiva is one of the last truly undeveloped islands in Lee County, and this lot sits in the desirable Jose's Hideaway section of the island — walkable to the beach at the end of the street and close to all island amenities. Whether you're envisioning an elevated coastal home, a private fishing retreat, or a high-performing vacation rental, this lot delivers the fundamentals: a prime island address, a natural setting, and the kind of scarcity that protects long-term value. The adjoining lot is also available — purchase both together to double your property size and create nearly a half-acre parcel. Build a private compound, a main home with a guest house, or two separate income-producing properties with their own distinct addresses and street access. Opportunities like this simply don't exist on North Captiva. Short-term rental demand on North Captiva is strong and new construction commands premium nightly rates. Details on the building process, preferred island contractors, and revenue potential are available upon request

4521 Oro Pesos Lane, Captiva

$3,949,999

4 Beds ⋅ 5 Baths ⋅ Punta Robalo Unrecorded Subdivision SubDv.

Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters of Pine Island Sound with views to the Gulf of America, this extraordinary Upper Captiva property offers one of the most unique lifestyles in Southwest Florida. Located on approximately 1.16 acres, this private island retreat is accessible by boat or private aircraft via Salty Approach Airstrip (FL90), Upper Captiva’s private 1,800-foot grass runway. The property also includes a hangar below the home, making it ideal for aviation enthusiasts. FL90 is best suited for experienced pilots flying light aircraft designed for short-field and turf operations, including planes in the style of Cessna 150, 152, 172, 182, 206, Piper Cub, Super Cub, Aviat Husky, Maule, Kitfox, and similar STOL-capable aircraft. For seaplane owners, welcome home. The residence features 5 bedrooms, 5 bathrooms, and over 3,900 square feet designed to capture panoramic water views and sunsets. A private elevator services all four levels. Inside, the home offers spacious living and entertaining areas with marble, tile, and wood flooring throughout. The chef’s kitchen includes premium appliances, wine and beverage refrigeration, ice maker, and an open layout ideal for hosting. Outdoor living is exceptional, with expansive terraces and gathering spaces overlooking the water. A new Trex waterfront deck leads to a private composite dock with boat lift, ideal for a 40-foot Viking for serious fishing adventures, plus a fast boat such as a Nortech or Midnight Express for island-hopping and cruising. The dock may also accommodate a seaplane. Additional features include whole-house generator, hurricane impact windows and doors with shutters, outdoor kitchen, poolside cabana, exercise room, multiple entertaining spaces, and well water, septic, and propane gas service. A rare combination of privacy, adventure, and luxury waterfront living in one of Southwest Florida’s most exclusive island communities. Created for those who crave privacy, adventure, and a true sense of escape, this estate offers a lifestyle few properties can match. Spend your mornings heading out by Viking for serious fishing, your afternoons cruising by fast boat to nearby islands, and your evenings enjoying panoramic sunsets over Pine Island Sound. With a hangar below the home, private dockage, expansive terraces, and resort-style outdoor living, every detail supports an effortless fly-in, boat-in island lifestyle. This is more than a residence. It is a gateway to one of the most extraordinary waterfront experiences in Southwest Florida. With exceptional access to Boca Grande’s renowned deep-water fishing right from your back door, this remarkable estate is designed for the buyer who expects the extraordinary. Complete with a private sauna and every luxury appointment. The 29'5" x 36'7" hangar-style garage offers substantial space for aircraft.

211 Kingfisher Drive, Captiva

$4,900,000

3 Beds ⋅ 3 Baths ⋅ Beach Homes SubDv.

Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretches of beach within the gates of South Seas. Thoughtfully redesigned and extensively renovated, this exceptional home blends modern coastal sophistication with the natural beauty of its beachfront setting. The open-concept interior features luxury vinyl flooring throughout, creating a seamless foundation for both durability and style. A custom floating staircase anchors the living space as a striking architectural focal point, enhancing light, volume, and visual flow. The beautifully appointed kitchen pairs form and function with custom wood cabinetry, substantial quartz countertops, premium stainless steel appliances, and a gas cooktop, true Gulf-front cooking with a view. Coastal-inspired furnishings and curated finishes create a relaxed yet refined atmosphere, allowing the Gulf to remain the focal point from nearly every room. Expansive impact-resistant windows invite abundant natural light while providing energy efficiency and peace of mind. Outdoor living is equally compelling, with composite decking designed for effortless enjoyment of sea breezes, sunsets, and direct access to the sugar-sand beach just steps away. Located within the gated South Seas community, Beach Home 19 offers privacy, exclusivity, and immediate access to some of the finest beaches in the United States. Whether envisioned as a private retreat or a luxury investment opportunity, this residence captures the essence of Gulf-front living on Captiva Island.

19 Beach Homes, Captiva

$1,395,000

3 Beds ⋅ 4 Baths ⋅ Castaway Key Unrecorded Subdivision SubDv.

An Island Masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailing and bold roof lines create a unique and timeless design. Sited on an oversized lot close to gulf beaches on a quiet sandy lane. Hardie board siding, Pella impact windows, and electric storm shutters provide peace of mind. The private heated pool and screened outdoor entertainment area offer relaxation and island fun. Perfectly designed for high-volume vacation rentals. A grand two-story foyer welcomes you inside with an elegant winding wood staircase. Two spacious primary suites on the first level offer en suite baths with custom tile walk-in showers. The third guest bedroom enjoys its adjacent upgraded bath with a tub/shower. On the next level, the luxurious custom kitchen sparkles with granite countertops & stainless steel appliances. Deep dark wood cabinetry throughout the kitchen space offers elegantly curved corner cupboards for a sleek and functional appeal. Built-in yacht-style dining that seats 12+ in a three-side banquette uses the space ideally for entertaining. The living area meanders from the cozy TV/media area to covered screen porches and three levels of outdoor sundecks. Upstairs, the vaulted natural wood ceiling loft is a stunning focal point and versatile fourth sleeping space, offering gorgeous Gulf views through expansive sliding glass doors. Step up to the top lookout deck, where panoramic vistas of the Gulf and the island's natural beauty unfold. A rare blend of refined elegance and island serenity, this exceptional home is a magical seaside spot to enjoy your new island beach lifestyle.

4541 Conch Shell Drive, Captiva

$4,890,000

3 Beds ⋅ 3 Baths ⋅ Frowes SubDv.

Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of Captiva Village, this exceptional bayfront residence combines expansive, unobstructed water views, direct Gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to Captiva's renowned restaurants, charming boutiques, Captiva Chapel by the Sea, the library, local galleries, and the sugar-sand beaches of the Gulf of Mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the Gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of Old Florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of Pine Island Sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made Captiva one of Florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 Captiva Drive represents one of Captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the Captiva lifestyle you've been dreaming about!

15153 Captiva Drive, Captiva

$1,900,000

2 Beds ⋅ 2 Baths ⋅ Gulf Beach Villas SubDv.

Experience refined Gulf-front living in this exquisite 2-bedroom plus loft, 2-bath, two-story residence at South Seas Resort. Set along the pristine shoreline, this beautifully reconfigured condo blends modern elegance with the relaxed charm of beachfront living. Thoughtful enhancements include plank porcelain flooring, a tankless hot water heater, and a whole-home water filtration system, adding both durability and everyday comfort. The kitchen is a standout, featuring quartz countertops, high-end stainless steel appliances, under-counter lighting, and custom cabinetry accented with premium hardware. The Gulf-front living and dining areas flow seamlessly together, complemented by coastal décor and contemporary recessed lighting that elevate the atmosphere. Impact-rated sliding doors lead to a screened patio with sweeping panoramic views of the Gulf. Upstairs, the loft offers flexible living space, while the upper-level primary retreat showcases high ceilings, abundant natural light, coastal furnishings, and a vanity with a backlit mirror. Both bathrooms feature floor-to-ceiling tiled showers and quartz vanities with illuminated mirrors, creating a spa-like feel. Every detail of this residence has been thoughtfully curated for sophistication, comfort, and effortless Gulf-front living. Located in one of Captiva’s most desirable resort settings, this home also offers a strong rental history within South Seas.

2122 Gulf Beach Villas, Captiva

$78,400

Captiva Palma Unrecorded Subdivision SubDv.

GREAT OPPORTUNITY on North Captiva Island! Fabulous Building Lot! Best-priced lot on the Central South Side of the Island AND located directly across from The Island Club at North Captiva (approximately 150 yards). This residential lot sits in a Desirable Area on the Island with a Very Short Walk to the Ferry, The Island Club at North Captiva, and all the amenities it has to offer. Lush and tropical, this is your chance to own a Piece of Paradise! Close to Butterfly Beach and a Short Distance to the Island's beautiful beaches and amenities. Come and Explore all that North Captiva Island has to Offer! Ferry services run all day, every day. Visit our Gorgeous Beaches and enjoy Amazing Fishing and Shelling. Drive a Golf Cart, Rent a Fat Tire Bike, or Walk the State Preserve while Admiring the Birds, Tortoises, Eagles, Manatees, Dolphins, and other Wildlife and Marine Life! Island Amenities include the Boats and Fun Store, Mango's Convenience Store, Mango's Outdoor Grill and Bar, the new Anchorage Steak House, the new Coconuts Outdoor Bar, The Island Club Gift Store, Mainstay Indoor and Outdoor Restaurant, Mainstay's Ice Cream and Gift Shop, Barnacle's Bar, and Over the Waterfront Restaurant at Safety Harbor.

516 Longboat Circle, Captiva

$18,900,000

6 Beds ⋅ 7 Baths ⋅ Metes And Bounds SubDv.

Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

16950 Captiva Drive, Captiva

$69,000

North Captiva Sands SubDv.

Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 161 Swallow DR and 171 Swallow DR also are Available for Sale for a Three in a Row Parcel Opportunity. Each Lot at this same asking price. Lot Build(s) have Possible Bay and/or Gulf Views! Just a Short Golf Cart Ride to the Bay Side Beach - A Great Fishing Area, Island Airstrip, Barnacles Bar, Mainstay Restaurant and Gift Store, and Island Girl Charters Ferry Landing. House Plan drawn for each lot - agents see attachments. Drone Photos Coming Soon!

151 Swallow Drive, Captiva

$69,000

North Captiva Sands SubDv.

Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 151 Swallow DR and 171 Swallow DR also are Available for Sale for a Three in a Row Parcel Opportunity. Each Lot at this same asking price. Lot Build(s) have Possible Bay and/or Gulf Views! Just a Short Golf Cart Ride to the Bay Side Beach - A Great Fishing Area, Island Airstrip, Barnacles Bar, Mainstay Restaurant and Gift Store, and Island Girl Charters Ferry Landing. House Plan drawn for each lot -agents see attachments. Drone Photos Coming Soon!

161 Swallow Drive, Captiva

$69,000

North Captiva Sands SubDv.

Great Opportunity! Now is Your Chance for a North Captiva Island Buildable Lot. Priced to Sell! 151 Swallow DR and 161 Swallow DR also are Available for Sale for a Three in a Row Parcel Opportunity. Each Lot at this same asking price. Lot Build(s) have Possible Bay and/or Gulf Views! Just a Short Golf Cart Ride to the Bay Side Beach - A Great Fishing Area, Island Airstrip, Barnacles Bar, Mainstay Restaurant and Gift Store, and Island Girl Charters Ferry Landing. House Plan drawn for each lot- agents see attachments. Drone Photos Coming Soon!

171 Swallow Drive, Captiva

$5,699,000

5 Beds ⋅ 4 Baths ⋅ Metes And Bounds SubDv.

A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo. The estate zoning with multifamily use sets this property apart for a custom legacy residence, multigenerational compound, or future redevelopment, while preserving the low density character of this stretch of Captiva Drive. Opportunities of this scale, frontage, and zoning are exceedingly limited and rarely come to market. A grandfathered shared bulkhead adds lasting value and provides direct bay access. Positioned among Captiva’s most notable properties, this estate parcel delivers exceptional value to renovate or explore redevelopment opportunities!

16632 Captiva Drive, Captiva

$950,000

3 Beds ⋅ 3 Baths ⋅ Gulf Beach Villas SubDv.

This two-story, three-bedroom, three-bath Beach Villa offers direct Gulf views and a desirable corner location that enhances privacy and natural light—an ideal combination for both personal enjoyment and rental appeal. The open-concept living, dining, and kitchen areas create a comfortable coastal setting well-suited for entertaining or unwinding after a day on the beach. Enjoy the sound of the waves and memorable Captiva sunsets from the living room or private patio. The main level includes the primary suite with en-suite bath, a guest bedroom with adjacent bath, and a stack washer and dryer for added convenience. Upstairs, a third bedroom with en-suite bath provides additional privacy, making the layout well-suited for accommodating family, guests, or renters. Located within Gulf Beach Villas, residents and guests enjoy access to a community pool, tennis and pickleball courts, grilling areas, and direct beach access. Just a short walk to the Village of Captiva, dining, shopping, and Starbucks, this villa offers an excellent blend of island lifestyle, walkability, and income potential.

2121 Gulf Beach Villas, Captiva

$1,650,000

2 Beds ⋅ 2 Baths ⋅ Not Applicable SubDv.

Over the years, one of the most popular weekly vacation rental homes on Captiva has had an exceptional rating by VRBO guests. 2026 advance rentals are already over $100,000. This classic Captiva cottage-style home is totally updated with new LVP flooring, two new baths, new quartz kitchen with new S/S appliances, and a separate laundry room. The home is very well furnished for guest comfort with 3 TVs and a living room audio system with Bose speakers, and also speakers on the pool deck. The French doors from the living room and full-length screened lanai lead to the 2024 resurfaced 26 x 13 electric heated pool. All windows are impact rated installed by StormSmart in 2021. The pool cage was new in 2023, pool heater in 2025, new A/C in 2021, and the W/H in 2023. A spacious and separate outdoor storage shed is on the rear corner of the property for storage of beach equipment. Beach access is a 3-5 minute walk to the path by the Library and Chapel by the Sea. The Green Flash Restaurant is a 1-minute walk, and the village center is a 5-minute walk. Due to busy weekly guest occupancy, showings will be accepted by appointment only on a Saturday with guest turnover, and between 12 and 2 pm. Future guest reservations after closing must be honored. Any advance or final rental payments shall be credited to the buyer at closing. Closing date request is not before August 1, 2026.

11510 Murmond Lane, Captiva

$1,790,000

3 Beds ⋅ 3 Baths ⋅ Not Applicable SubDv.

11506 Wightman Lane, Captiva

$489,000

1 Beds ⋅ 2 Baths ⋅ Bay Villas SubDv.

This beautifully appointed one-bedroom, two-bathroom villa at Bayside Villas is not only a stunning coastal retreat but also a fantastic investment property with daily rental capabilities. Offering breathtaking views of the marina and bay, leading to open waters, this villa features luxurious wood-like tile flooring, granite countertops, and coastal-inspired decor throughout. Nestled in the heart of the Bayside Villas community, residents enjoy convenient access to Captiva's pristine beaches, vibrant village, and unforgettable sunsets. Community amenities include a pool, spa, under-building parking, and an assigned storage locker. Whether for personal enjoyment or investment purposes, this property is sure to delight. Your slice of paradise awaits!

4216 Bayside Villas, Captiva

$1,349,000

2 Beds ⋅ 2 Baths ⋅ Beach Villas Of Upper Captiva Condominium SubDv.

MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! EXQUISITE PRIME ISLAND BEACH FRONT REMODELED TOWNHOME “OCEAN WAVES”! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! FANTASTIC VACATION RENTAL or GULF FRONT HOME! This High End, Newly Remodeled, Gulf Front AND Beach Front Townhouse makes up one half of this Duplex Property. This Turnkey Villa offers Two Main Owner Suites and Two Full Baths. It has undergone Gorgeous and Extensive Renovations and offers Breath Taking Views of the Gulf of Mexico from its Deck, Porches, and Balcony! Aside from the Elegant Brand Open New Kitchen with Huge Breakfast Bar, Upscale Baths, Appliances, Flooring, Electrical, Fixtures, Fans, Finish Carpentry, Paint, Electric Fireplace, and Turnkey Furnishings, this Amazing Property has a Brand New Metal Roof, Hardie Board Siding, Impact Windows and Doors, New Whole House Reverse Osmosis Water System, Railings, Stairs, and more. This Turnkey Furnished Villa has Fantastic Rental History and Potential gearing up for a busy Florida Winter Season. Located directly on the Wide Butterfly Beach on the Barrier Island of North Captiva with Private Beach Access. The property's Shoreline provides an Abundance of the Finest and Most Beautiful Shells and its' Gulf Waters offers World Class Fishing! The Islands State Nature Preserve is also only Steps Away. The Islands Sea and Wildlife are magnificent to Enjoy! An Island Club at North Captiva Memberships is available please inquire to enjoy their Pools, Spa, Kayaks, Fat Tire Bikes, Basketball, Activities and Island Services etc. Professional Licensed Property Mgmt with Upcoming Rentals is already in place should you choose to Enjoy Your Townhomes and/or Value its’ Rental Income! This is a Must See Property Located Directly on the Beach. Tropical and Lush, this Duplex sits in a Spectacular Location on Island. *The Entire Duplex is also currently for available for sale. Ask Agents about Unit 3! Rare is this Unparalleled Opportunity to Own an Entire Gulf Front and Beach Front Luxury Duplex in a Spectacular Location on Butterfly Beach!

640 Gulf Lane Unit 4, Captiva

$1,299,000

2 Beds ⋅ 2 Baths ⋅ Beach Villas Of Upper Captiva Condominium SubDv.

MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum Boat Size and 10,000 LB Covered Boat Lift please inquire! Rare is this Unapparelled Opportunity to Own a Gulf Front and Beach Front Luxury Townhome in a Spectacular Location on Butterfly Beach! Attached, High End, Brand New Remodeled, Gulf Front AND Beach Front! This Turnkey Villa called "Beach Dayz" offers Two Main Owner Suites and Two Full Baths. This Beach Villa has undergone Gorgeous and Extensive Renovations and Both offer Breath Taking Views of the Gulf of Mexico from its Decks, Porches, and Balconies! Aside from the Elegant Brand New Open Kitchen & Upscale Baths, Appliances, Flooring, Electrical, Fixtures, Fans, Finish Carpentry, Paint, Electric Fireplaces, and Turnkey Furnishings, this Amazing Property has a Brand New Metal Roof, Hardie Board Siding, Impact Windows and Doors, New Whole House Reverse Osmosis Water System, Railings, Stairs, and more. This Turnkey Furnished Villa has Fantastic Rental History and Potential! Located directly on the Wide Butterfly Beach on the Barrier Island of North Captiva with Private Beach Access. The property's Shoreline provides an Abundance of the Finest and Most Beautiful Shells and its' Gulf Waters offers World Class Fishing! The Islands State Nature Preserve is also only Steps Away. The Islands Sea and Wildlife are magnificent to behold. An Island Club at North Captiva Memberships is available please inquire to enjoy their Pools, Spa, Kayaks, Fat Tire Bikes, Basketball, Activities and Island Services etc. Professional Licensed Property Mgmt with Upcoming Rentals is already in place should you choose to Enjoy Your Townhomes and/or Value its’ Rental Income! This is a Must See Property Located Directly on the Beach. Tropical and Lush, this Duplex sits in a Spectacular Location on Island. *The Entire Duplex is also currently for available for sale please see 640 Gulf LN #4* Rare is this Unparalleled Opportunity to Own an Entire Gulf Front and Beach Front Luxury Duplex in a Spectacular Location on Butterfly Beach! Hurry to Schedule Your Showings Today!

640 Gulf Lane Unit 3, Captiva

$1,075,000

3 Beds ⋅ 2 Baths ⋅ Captiva Palma Unrecorded Subdivision SubDv.

A Must See! Priced to Move! North Captiva Island FABULOUS Young Island Pool Home! Beautiful Coastal Turnkey Furnished Three Bedroom, Two Full Baths, Single Family Stilt, 2021 Year Built on a Private AND Oversized HALF ACRE - Corner Lot! FANTASTIC On Island Location! Close to the Beach and Seconds to The Island Club at North Captiva its’ Marina, Mangos Restaurant and Bar, Mangos Convenience Store, and the Boats and Fun Island Store. Bright, Open, Great Room Floor Plan. Split Bedroom Floor Plan. Lovely Kitchen with Large Center Island with Breakfast Bar. Great Sized Bedrooms and Upgraded Full Baths. Wonderful Front Screened Balcony and Large Back Open Balcony Overlooking the Inground Pool and Grounds. Other Features and Upgrades Include: Ideal Newer Construction, Impact Resistant Windows and Doors, Hardie Board Siding, New Whirlpool Appliances, Granite Countertops, Dual Sinks in Both Baths, Upgraded Tile Bath Walls, Convenient Laundry Room with Washer and Dryer, Luxury Tile Plank Flooring Throughout, Vaulted Ceilings, Metal Roof, Two Covered Carport Area(s), Large, Heated, Salt Water Pool, Outdoor Summer Kitchen, Entry Gate PLUS a Gorgeous, Fenced Yard - A Lush Tropical Oasis with Mature Assorted Palms and including Five Coconut Palms. Turnkey Furnished and Ready for Rentals Should you Wish for Rental Income Too with Professional Licensed Mgmt. Special Note: A Boat Slip with Covered Boat Lift is also Offered for Sale in Addition to this Home Sale at $235K. It Accommodates up to 26’Boat and 10Klbs. Please Inquire with Agents! Paradise Awaits! Now is the Time to Make “Hidden Garden” your Island Dream Home and/or Investment Opportunity! Schedule Your Showing Today! NEWEST HOME AT THIS PRICE POINT!

4511 Bartlett Parkway, Captiva

$4,749,000

6 Beds ⋅ 7 Baths ⋅ Metes And Bounds SubDv.

Experience the timeless coastal allure of 15160 Captiva Drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4,800 square feet of refined living space, blending elevated design with effortless island living. Crafted in Coastal-Tuscan style, the home showcases travertine flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #IslandLifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near Captiva Village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #CaptivaLifestyle.

15160 Captiva Drive, Captiva

$1,595,000

2 Beds ⋅ 2 Baths ⋅ Beach Cottages SubDv.

Experience effortless beachfront living at this beautifully renovated, turnkey 2-bedroom, 2-bath residence in the coveted Beach Cottages at South Seas Resort. Perfectly positioned to capture sweeping Gulf views and unforgettable sunsets, this exceptional condominium blends sophisticated coastal design with the relaxed elegance of Captiva Island. Every detail has been thoughtfully updated, from the custom kitchen featuring quartz countertops and GE Profile appliances to the beautifully updated walk-in shower bathrooms, impact-resistant windows and tri-fold lanai door, plantation shutters, recessed LED lighting, and an efficient laundry room with owner’s storage. The screened lanai provides the perfect setting for morning coffee or evening cocktails overlooking the Gulf, while the private ground-level paver patio with outdoor shower makes returning from the beach a pleasure. The condo has recently updated including a new water heater, new electrical panel and wiring, new plumbing, AC and heater. The new lanai includes Trex flooring and new screens. Beach Cottages has recently undergone an impressive community transformation including new concrete Hardie board siding, roofs, stairways and railings, refreshed tropical landscaping, expanded pool deck with new furnishings, renovated pickleball and tennis courts, and beautifully updated lanais. Also, electric charging units right in front of the condo. Plenty of storage inside the unit with under cabinet locked storage and 3 closets. It also has a brand new 12 x 40 storage unit beneath the condo with electric and a new refrigerator and icemaker. The beach is a 1 minute walk from the back door and located just a short stroll to the Resort’s water park and pool and Captiva Village’s charming boutiques, waterfront restaurants, and island attractions. This residence offers the best of island living. With an outstanding rental history and unlimited owner use through the South Seas rental management program, it presents an exceptional opportunity as both a luxury retreat and an income-producing investment. Wake to the sound of the waves, spend your days on Captiva’s world-famous white-sand beach, and end each evening with spectacular Gulf sunsets. At 1403 Beach Cottages, every day feels like a vacation.

1403 Beach Cottages, Captiva

$624,000

2 Beds ⋅ 2 Baths ⋅ Tennis Villas SubDv.

Imagine slipping away to Captiva and discovering the villa that redefines your idea of an island escape. Welcome to Captiva Resort Villas 3132—freshly renamed for 2025 and tucked behind the gates of South Seas Resort. This two-bedroom, two-bath, dual-level villa blends comfort with coastal charm in all the right ways. Step inside to bright, airy living with granite counters, impact sliders, ceilings tall enough to make your shoulders drop, and an extended lanai that adds extra room to lounge, dine, or simply daydream. Upstairs, a loft-style primary suite feels like an adults-only treehouse—private, calm, and made for slow mornings. The main level offers a sun-filled living area, guest bedroom, and full bath, all opening to peaceful courtyard views with prized northern exposure. Life here comes with easy perks: a sparkling pool, BBQ gathering spots, and elevators for convenience. Stroll to the Village of Captiva for boutiques, a morning Starbucks, or iconic island dining. Wander the other direction and you’re on the beach in minutes—perfect for those legendary Captiva sunsets.

3132 Captiva Resort Villas, Captiva

$430,000

North Captiva Dunes SubDv.

Sunrise and Sunset Views from this Rare Estate Lot bordering the 350 Acre State Preserve on North Captiva Island! Imagine building your dream home on this lot, where every day you can see glowing sunrises over acres of palm trees and seagrapes, and in the evenings, admire the Gulf sunsets painting the sky. Bordering protected state park land, this lot offers exceptional privacy, uninterrupted sightlines, and a front-row seat to island wildlife. Osprey flights at dawn, flocks of pelicans soaring past, flying in formation, glimpses of the local bald eagles, and the soft hush of nature all around you. On this property, the landscape doesn’t just surround you… it embraces you. Take a short stroll or golf cart ride down the street to one of the most expansive stretches of sugar sand on the island. The entrance to the state preserve hiking and biking trails is just a few hundred feet away. Very few vacant parcels on North Captiva combine preserve frontage, panoramic water views, estate-level space, and both sunrise and sunset vistas, making this a unique and wonderful place to enjoy your new island life.

751 Rum Road, Captiva

$9,450,000

3 Beds ⋅ 4 Baths ⋅ South Seas Plantation Resort SubDv.

Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar & primary bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave and dishwasher. Gorgeious views of the beach from the kitchen, dining & great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck over look the beach which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple sets of sliders lead to a huge outdoor deck featuring an elevated swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact glass throughout, expansive circular driveway with pavers, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized 2 car garage with room for bikes, beach & fishing gear, a separate golf cart garage, and an epoxy finish on the floor. The bonus area (non-conforming) is fun for guests and a nice addition to the home. After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle.

941 South Seas Plantation Road, Captiva

$5,650,000

Metes And Bounds SubDv.

Situated along the most coveted stretch of Captiva Island’s Gold Coast, this 100-foot beachfront lot presents a rare opportunity to start fresh on one of the most iconic shorelines in Southwest Florida. Recently cleared, the property is ready for your vision, whether that means designing a custom beachfront retreat from the ground up or creating something truly extraordinary by combining it with the adjacent 200-foot beachfront parcel and the 100-foot bayfront property across the street. Together, these offerings present the potential for a one-of-a-kind waterfront compound spanning over 5.25 acres with 300 feet on the Gulf of Mexico and 100 feet on the Bay. Cherished as part of a family estate for over 40 years, this location offers dune-wide beachfront, sweeping views, and a level of privacy and serenity that is unmatched. Whether built as a standalone sanctuary or envisioned as part of a grand, multi-property estate, this is a once-in-a-lifetime opportunity to create your own legacy on Captiva Island.

16548 Captiva Drive, Captiva

$4,850,000

4 Beds ⋅ 5 Baths ⋅ Beach Homes SubDv.

Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2,400 square feet. This 4-bedroom, 4.5-bath residence showcases a one-of-a-kind floor plan with direct Gulf views and a design that perfectly balances modern sophistication with the relaxed charm of Captiva Island. Professionally designed and furnished, every detail has been thoughtfully curated to elevate comfort and style within the exclusive South Seas Resort. The designer kitchen serves as the heart of the home, featuring an impressive 11’+ island, Vadara Sereno Gold Quartz countertops, honed marble tile backsplash, and top-of-the-line Thermador appliances including a panel-front built-in refrigerator and 48” Pro Harmony gas range. An adjoining bar area enhances the home’s entertaining appeal, complete with Zephyr panel-front fridge drawers, built-in wine fridge, and brass sink. Each of the four bedrooms offers a private en-suite bath, providing comfort and luxury for family and guests. The main level hosts a primary suite, junior suite, and twin suite, while the upstairs primary suite presents a serene retreat with a walk-out sun deck capturing sweeping Gulf views. Bathrooms are finished with mosaic marble tile flooring, honed marble shower walls, and thermostatic shower systems with body sprays. Additional highlights include engineered hardwood flooring, shiplap and board-and-batten accents, impact-rated windows and doors, and a brand-new 2025 standing seam metal roof. With timeless coastal décor and unparalleled craftsmanship, Beach Home 24 embodies the essence of Captiva Island luxury living—offering elegance, comfort, and breathtaking Gulf vistas.

24 Beach Homes, Captiva

$494,900

1 Beds ⋅ 2 Baths ⋅ Bayside Villas SubDv.

Start each day surrounded by the sights and sounds of island life from this second-floor, one-bedroom, two-bath furnished condo overlooking Pine Island Sound. Sunlight pours through wide sliders that open to a private lanai, where gentle breezes carry the scent of salt air and the call of seabirds. Watch dolphins play and boats drift by—a constant reminder you’re living on island time. Located within the southern enclave of South Seas Resort blends comfort and convenience with an easygoing Captiva lifestyle. Tile flooring throughout creates a cool, carefree atmosphere, while the kitchen features stainless-steel appliances and open sightlines to the bay. The guest bath provides added flexibility for visitors, and the bedroom offers a peaceful retreat after a day in the sun. Owners participating in the Resort Rental Program and Club Captiva enjoy access to full resort amenities, including Sunset Beach, pools, lounges, umbrellas, and chairs for relaxed days along the Gulf—all just a short stroll away. A ground-level storage locker in the 5000 building is perfect for keeping beach gear, SUP, or fishing gear! From this ideal location, it’s easy to enjoy all that Captiva has to offer—bike along palm-lined roads, kayaking through mangroves, or watching the sunset over the Gulf. Explore the island by golf cart, or unwind with cocktails as the sun dips below the horizon. The Bayside Villas community also features a waterfront pool, spa, and under-building parking. 5232 Bayside Villas offers a front-row seat to Captiva’s natural beauty and a laid-back rhythm that makes every day feel like vacation.

5232 Bayside Villas, Captiva

$3,395,000

5 Beds ⋅ 5 Baths ⋅ South Seas Plantation Resort SubDv.

Welcome to the Palm & Shell. A rare opportunity to purchase an estate home on Captiva within South Seas Resort. This stunning home was completely renovated with quality craftsmanship and attention to every detail--from coastal themed bedroom names to airy island decor' and artwork throughout. Featuring a soaring, 2 story entry, 10 ft ceilings throughout, luxury interior furnishings, custom kitchen cabinetry, large walk-in pantry, spacious laundry, stunning checkerboard porcelain tile throughout, carpeted bdrms, and a brand new 3 story elevator. The spacious chef's kitchen features a huge peninsula, an island w/ electric, downdraft cooktop, wall oven & microwave, refrigerator/freezer, DW, and fully stocked kitchen with Nespresso, Keurig, fully stocked kitchen including service for 16--dinner & flatwear for interior or al fresco dining. Enjoy beach peeks from the kitchen windows. Dining room seats 12 w/ add'l counter seating and 4 person breakfast nook. The open living room was made for family time--featuring plush couches, armchairs, electric fireplace, dual ceiling fans, & built-in library shelves and media/game cabinets. The star of the main level is the living room's wall of French doors, all of which open to a sprawling, screened-in balcony overlooking the pool & grounds. The main level features (3) bedrooms--a queen jr suite w/ en-suite bathroom & balcony, double full BR and queen BR with their own neighboring bathrooms. The 3rd floor is the penthouse style primary bdrm--featuring a sitting area & desk, luxurious bathroom suite w/ full body showers, whirlpool tub, on-demand hwh, dual sinks, quarty vanity, lighted mirror and spacious closets. The primary suite's private deck enjoys both Bay & Gulf views--perfect for enjoying sunrise coffees and evening sunsets. The BR next to the primary makes a perfect home office or child's bdrm and features a wet bar and private balcony with gulf views. The soaring 2 story lanai features panoramic screens and offers the very best of outdoor Gulf living. Its extra large, heated pool and spa with waterfall feature, nighttime lighting, basket & volleyball nets, multiple lounge chairs, gas grill, large dining table, and entertaining area make it the heart of the home. Additional features: standing seam metal roof, work shop & large storage, space for bikes/kayaks/fishing gear/beach toys, oversized two car garage w/ space for golf carts, impact glass doors and windows AND add'l layer of motorized shutters, indoor fire sprinklers, shell driveway, tropical landscaping w/ pops of color and a beach path to the private South Seas Beach. This gorgeous, one-of-a-kind Captiva home has it all - luxury, location and lifestyle. Please call for a private viewing.

1124 Longifolia Court, Captiva

$233,000

North Captiva Dunes SubDv.

Discover your slice of paradise on North Captiva Island! ?? This vacant lot is just a short walk to a pristine, untouched beach and charming island restaurants. Accessible only by boat or small plane, North Captiva offers unmatched privacy and natural beauty. Enjoy the island lifestyle where golf carts are the primary mode of transportation — the perfect spot to build your dream coastal retreat!

4500 Oyster Shell Drive, Captiva

$9,700,000

5 Beds ⋅ 5 Baths ⋅ Metes And Bounds SubDv.

This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

16770 Captiva Drive, Captiva

$1,099,000

2 Beds ⋅ 2 Baths ⋅ Lands Ends Village Condo SubDv.

At the northernmost tip of Captiva Island, where the turquoise waters of Redfish Pass flow gracefully between the Intracoastal Waterway and the shimmering Gulf of Mexico, awaits one of Florida’s most coveted enclaves. Tucked behind the private gates of the world-renowned South Seas Resort lies Land’s End Village, an intimate retreat of just 17 buildings, each thoughtfully designed with only four residences above covered parking. This rare collection offers an exclusive lifestyle in one of the Gulf Coast’s most breathtaking settings. This beautifully appointed 2-bedroom, 2-bath residence embodies comfort and sophistication. An open-concept kitchen flows seamlessly into the living space, where walls of glass invite the outdoors in. Expansive screened lanais frame sweeping views of emerald fairways, glistening lakes, and the shimmering waters of the Bay and Gulf beyond, bringing the essence of island living to every corner of the home. The large primary suite offers a spacious bathroom and breathtaking views. Land’s End Village is more than a residence, it’s a lifestyle. Owners enjoy a private pool and spa in a breathtaking setting, fitness center, tennis and pickleball courts. Here, every moment feels like a postcard. Watch sailboats drift effortlessly along the Intracoastal, cast into world-class fishing grounds at Redfish Pass, or stroll Captiva’s powdery white sands as the sun melts into the Gulf—painting the sky with unforgettable sunsets that have become a cherished nightly ritual. Beyond the shoreline, the lush greens of a manicured golf course and tropical landscapes create a vibrant backdrop worthy of a travel magazine spread. The South Seas Resort itself is undergoing an extraordinary transformation. Soon, residents and guests will experience enhanced dining, a full-service marina, family-friendly waterparks, an executive golf course, and countless new amenities that redefine luxury resort living. Whether envisioned as a private coastal sanctuary or an enticing investment opportunity in the thriving vacation rental market, this residence offers unparalleled flexibility—free of current rental management commitments. It is an invitation to be part of the revitalization of one of Florida’s most iconic resorts and to own a piece of paradise at the water’s edge.

1659 Lands End Village, Captiva

$445,000

1 Beds ⋅ 2 Baths ⋅ Bayside Villas SubDv.

At 5132 Bayside Villas, each day is written in light, water, and breeze. Dawn begins on the lanai, where Pine Island Sound awakens with color—sunrise glows across the horizon, pelicans skim the waves, and fishing boats slip toward open water. The bay becomes your backdrop, alive with sails, seabirds, and the shifting palette of the sky. The villa itself balances coastal charm with modern ease. A 1BD/2BA first-floor retreat, it offers granite counters, stainless appliances, crisp cabinetry, wide-plank tile flooring, and crown molding. The living spaces flow naturally to the lanai, where the outdoors remains the centerpiece. The primary suite offers a calm retreat, while a second bath mirrors the same fresh finishes. Yet what makes this villa extraordinary is not just the design—it’s the rhythm of Captiva life outside its doors. Within minutes, you can sink your feet into the Gulf sands, celebrated for their shells and sunlit shallows. Island pathways invite golf cart rides and bike cruises into Captiva Village, where the hum of music, dining, and laughter sets a different tempo. Afternoons bring choices: a swim in the bayside pool, a paddle through calm waters where dolphins are frequent companions, or a wander through palm-lined trails. As the day winds down, the stage shifts once more. Perhaps you’ll gather with neighbors for cocktails while the boats return across the channel or cross the island to witness sunset blaze into the Gulf. And when evening deepens, stars scatter above the mangroves, promising another sunrise to come. With amenities like under-building parking, private storage, and a bayside pool and spa, 5132 Bayside Villas offers not just a home but an island way of life—measured in sunrises, sails, and timeless Captiva moments.

5132 Bayside Villas, Captiva

$570,000

1 Beds ⋅ 1 Baths ⋅ Beach Villas Condo SubDv.

Welcome to your island retreat in the heart of South Seas Resort. This fully renovated one-bedroom getaway sits on the second floor and is offered turnkey furnished—ready to enjoy or share as a proven rental performer. The light-filled open layout showcases coastal-inspired finishes, including luxury vinyl flooring, updated countertops, stainless steel appliances, a spacious double-wide sink, and modern LED lighting. Thoughtful upgrades create a balance of comfort and style, perfect for both relaxing escapes and effortless entertaining. Hurricane-rated sliding doors frame sparkling Gulf views and lead to your private screened lanai—your front-row seat for sunsets and sea breezes. Ideally positioned on the coveted South End of the resort, you’re only moments from Captiva Village, where boutique shops, Starbucks, and iconic dining spots await. Beach Villas amenities include community grills, a heated pool, and tennis/pickleball courts, blending recreation with relaxation. Whether you’re seeking a personal sanctuary, a smart investment, or both—2623 Beach Villas is a true Captiva treasure.

2623 Beach Villas, Captiva

$11,500,000

6 Beds ⋅ 8 Baths ⋅ Metes And Bounds SubDv.

Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva Drive, Captiva

$1,970,000

3 Beds ⋅ 3 Baths ⋅ Safety Harbor Club SubDv.

Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva Island A rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of Safety Harbor Club on North Captiva Island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the Gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite Master Bedroom, located on the second floor with private decks offering stunning views of the Gulf. The Master Bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, Subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the Master Bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own.

406 Gulf Bend Drive, Captiva

$6,900,000

5 Beds ⋅ 5 Baths ⋅ Metes And Bounds SubDv.

Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family. The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family. With 100 feet of pristine Gulf of Mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to Captiva’s renowned natural beauty. Don’t miss out on this exceptional piece of Captiva Island paradise!

16886 Captiva Drive, Captiva

$150,000

North Captiva Dunes SubDv.

Amazing opportunity to build your dream vacation paradise. Arrive by sea or air to your private home in Upper Captiva island. Just steps away to multiple beach access areas and an abundance of preserve land to explore. This piece of paradise will afford a perfect setting for nature enthusiasts.

Captiva

$610,000

1 Beds ⋅ 1 Baths ⋅ Gulf Beach Villas SubDv.

Enjoy Gorgeous Sunsets and Sand Between Your Toes! Directly on the beach! This coastal inspired one bedroom / one bath Gulf Beach Villas offers beach front living within the gates of South Seas Resort. Fully furnished and turnkey! Impact glass, white cabinets, vinyl plank flooring, etc. The association offers a large pool and pool deck, tennis/pickelball courts, tropical landscaping, exterior storage locker, grills and the nicest neighbors! Short walk to the Captiva Village with lively restaurants and fun shopping! This location and condo has it all!

2117 Gulf Beach Villas, Captiva

$12,000,000

Dickeys John R Subd SubDv.

One of the Best waterfront properties on the West Coast of Florida. Gulf to Bay, Sunrise to Sunset, 125 feet of Incredible Water Frontage on the Tween Waters stretch on Captlva Island, Florida. Build your Masterpiece here located at One of the highest point elevations on Captlva Island. Located at the mouth of the Bay & Roosevelt Channel. This property enjoys Deep Water Yacht Access & One of the Best covered boat house, lift & dock set ups you will find. In addition to the lot, a full set of the Masterful Work of Art fully completed blue prints by Nationally known Architect John Cooney of Naples (of what could be built) are available for purchase. This property Is a One of A Kind!

15819 Captiva Drive, Captiva

$7,950,000

6 Beds ⋅ 6 Baths ⋅ Not Applicable SubDv.

Nestled along Captiva Island’s most coveted stretch of the Gold Coast, this exceptional beachfront private estate is surrounded by lush tropical landscaping, offering the ultimate blend of serenity and sophistication. Behind its unassuming beach house exterior lies a strikingly modern, European-inspired interior that radiates style and comfort. The main residence and guest house combine to offer 7 bedrooms and 5.5 baths, designed with expansive open living spaces and refined finishes throughout. Soaring ceilings, rich hardwood and shell stone flooring, and stunning custom woodwork create a timeless coastal ambiance. Walls of glass showcase panoramic Gulf of Mexico views and breathtaking sunsets from two levels of open living areas. Outdoors, enjoy the dramatic beachfront pool, spacious screened lanais, and a rooftop sundeck perfect for soaking in endless ocean vistas. With ample additional yard space offering room to expand, this architectural gem is a rare opportunity for those seeking a distinctive, sophisticated beach retreat on Captiva Island’s most desirable coastline.

16512 Captiva Drive, Captiva

$3,250,000

2 Beds ⋅ 2 Baths ⋅ Metes And Bounds SubDv.

Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediably special like the coastal modern masterpiece shown. Displayed are Conceptual renderings of what you could build on this property. You get to decide! Enjoy this adorable beach cottage or build a new coastal modern "Landmark" getaway. Whats offered at this price is this charming seaside retreat showcases a open layout w/expansive glass sliders that open onto a large deck, offering breathtaking views of the Gulf of Mexico. Nestled just steps away from the Blind Pass bridge, where Sanibel/Captiva converge, Coquina Cottage proudly stands as the first residence on Captiva beach, establishing itself as a landmark destination. With its panoramic beach views, this idyllic getaway boasts a compact yet well-equipped kitchen, two cozy sleeping areas, & a soothing spa. Set on a half-acre waterfront property w/a single dwelling along the Gulf, the cottage is enveloped by tropical native vegetation. Enjoy exceptional fishing, observe marine life & wildlife, indulge in world-class shelling, & enjoy enchanting sunsets on the white sand beach of Captiva.

17170 Captiva Drive, Captiva

$150,000

North Captiva Dunes SubDv.

Amazing opportunity to build your dream vacation paradise. Arrive by sea or by air to your private home in Upper Captiva island. Just steps away to multiple beach access areas and an abundance of preserve land to explore. This piece of paradise will afford a perfect setting for nature enthusiasts.

4440 Oyster Shell Drive, Captiva

$12,500,000

5 Beds ⋅ 6 Baths ⋅ Metes And Bounds SubDv.

The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva Drive, Captiva

$12,000,000

Tichenors F H Silver King SubDv.

Discover an unparalleled beachfront jewel on the prestigious Gold Coast of Captiva Island. This 2-acre estate lot boasts a unique 153 ft of pristine beach frontage, uniquely situated on a stretch that naturally accumulates sand, ensuring lasting value and shoreline stability. Envision your dream compound with the freedom to build 3 distinct structures, all set against the backdrop of breathtaking sunsets, tranquil water vistas, and lush tropical foliage. Revel in the abundance of marine and wildlife, world-class fishing, boating, and the laid-back lifestyle that exemplifies the very essence of Florida living. Elevated high on a sand dune for superior views and protection, this property offers unrivaled value and luxury, setting it apart from other Florida retreats. Here, you're not just buying a property; you're securing a slice of paradise that truly represents why you live in Florida. Dive into the epitome of coastal elegance and allure. It’s paradise!

16280 Captiva Drive, Captiva

$1,499,000

3 Beds ⋅ 3 Baths ⋅ Jose's Hideaway SubDv.

One of the Newest Homes recently built on North Captiva! Just completed in 2022, this home still feels pristine and like brand new! Built to the latest wind codes and with upgraded interior fixtures, decor, and finish. This 3 bedroom and 3 bath home is located directly on North Captiva's private airstrip, offering excellent access for pilots as well as scenic views of the Gulf and Bay. The reverse floorplan of this home even offers views from the lower bedroom level as you gaze across the green space of the airstrip to the beaches at either end. The master suite offers a full en suite bath with a walk-in shower, private commode room, double sinks, and a large dressing room/closet. A large laundry space is conveniently located between the bedrooms. Two more exquisitely decorated guest bedrooms share a hallway bath with a deep soaking tub/shower combo. The upper level will impress with its large open-concept kitchen, dining, and living space open to the large covered and screened outdoor porch. The kitchen's central island will become the heart of your home, with dining spots on each side of the island. This kitchen offers a full pantry, quartz countertops, stainless steel appliances, large amounts of storage space, seating, and more. You have views of the bay right from a cozy coffee corner table, while the sparkling waters of the gulf are just outside your sliding glass doors. Enjoy the sunsets from your top-level lookout tower just off the living area. The private elevator rises from your ground-level entrance space and storage garage to the first and second levels of the home for your convenience and comfort. If you have been looking for a newer, move-in home on North Captiva, this is the one! Don't miss it!

4500 Seair Lane, Captiva

$3,750,000

3 Beds ⋅ 3 Baths ⋅ Metes And Bounds SubDv.

Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva Drive, Captiva

$5,250,000

4 Beds ⋅ 3 Baths ⋅ Dickeys John R Subd SubDv.

Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-degree views of both pristine waters, coupled with direct deep-water boating access and a private dock space with lift. Perfect for those who enjoy both the beach and boating lifestyle, this residence seamlessly blends luxurious indoor spaces with expansive outdoor living areas. The thoughtfully designed split floor plan provides ultimate privacy for owners and guests, while the open-concept gathering areas flow effortlessly from room to room. Sunlight pours through large windows, highlighting the voluminous interiors and enhancing the beauty of the home. The light-filled spaces lead to multiple outdoor areas ideal for entertaining or relaxing, all while taking in the spectacular views. Enjoy easy maintenance witha galvalume roof, composite decking, aluminum railings, durable stucco finish, impact windows and doors and more. The beautifully landscaped property boasts a large fenced backyard with pavers, perfect for hosting or enjoying the outdoors, plus a spacious pool and spa for ultimate relaxation. The gourmet kitchen offers fantastic views of the Gulf, stone countertops, a large pantry, a cozy dining area, and an adjacent deck for alfresco dining. The master suite is a true retreat, featuring incredible Gulf views, a spacious bath, two walk-in closets, and a private office. With a 3-car garage, this home is as practical as it is luxurious—making it the perfect waterfront getaway. NOTE, this property is atsome of the highest elevation in the X Zone of Captiva Island.

15899 Captiva Drive, Captiva

$9,450,000

6 Beds ⋅ 7 Baths ⋅ Metes And Bounds SubDv.

A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.

16777 Captiva Drive, Captiva

$245,000

Joses Hideaway SubDv.

Beautiful Beach Front Land available for sale in Captiva, FL! Amazing deal. Priced to sell quickly!

4621 Oro Pesos Lane, Captiva