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$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
$549,900
4 Beds ⋅ 3 Baths ⋅ North Captiva Sands SubDv.
FANTASTIC North Captiva Investor or Dreamy Island Home Owner Opportunity! *Engineering plans for the remodel have now been completed 10/01/2025* Largest Available Beach Home at Best Price! Charming Large Olde Florida Style Beach Home with New Modernized Expansive Floor Plan with Tons of New Natural Light Plus 360 Degree Island Water Views! So Close to the Bay for World Class Fishing at Airstrip Beach and a Short Ride to Butterfly Beach with World Class Shelling and the Islands Amazing State Preserve! This home has Beautiful Water Views from the Third Level Balcony and Over 2148 Newly Framed and Structured SQ Feet! The Current Foot Print is Four Fantastic Bedrooms and Three Full Baths. Welcoming Entry Foyer with Glass Front Door with Side Panels and Lovely Oak Staircase. Beautiful New PGT Hurricane Impact Windows Throughout, Exterior Doors, and Multiple Sets of PGT French Doors. Brand New White Metal Standing Seem Roof. New Hardi Board Siding on Whole House excluding ground level. AMAZING New Built Cupola Ceiling and Windows! New Interior Framing. All New Rear and Side Decks - mostly finished. Wrap Around Decks for Finishing. Huge Oversized Bright Remodeled Kitchen with Pantry and Window Lined for Views that overlooks the Dining Area and Living Room with French Doors out to the Second Floor Balcony. Added Tray Ceiling in the Dining Room. There are Three Large Balconies which were also restructured. New Weardeck High End Composite Decking on First Level Balcony. One is accessible from the First Level of the Home, one is accessible from the Second Level and the Third will be accessible from the Second Level Balcony upon an exterior staircase installation. Lookout Balcony with Gulf and Bay Views! Large Laundry/Storage RM in place. Under House Storage Room/Garage. North Captiva Island is known for Pristine Gulf and Bay Beaches, Beautiful Waters, Amazing Marine & Wildlife, State Preserve, World Class Fishing & Shelling. This Beach Home is in the process of being rebuilt. New Buyers to finish construction items to make this Island Home Your Own! Being sold As Is. Engineering Plans in Hand and to be provided to the Buyers for Remodel. Great Opportunity!

121 Swallow 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
$4,800,000
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
$2,599,000
3 Beds ⋅ 3 Baths ⋅ Beach Cottages SubDv.
Coastal Elegence along Captiva’s coastline, where luxury and contemporary blend together seamlessly. A one-of-a-kind, fully renovated 3-Bedroom, 3-Bathroom duplex Beach Cottage, expertly reimagined by a professional interior designer to exude sophistication and comfort. Fully furnished with curated, upscale decor. Step into the heart of the home—a beautifully curated kitchen featuring Vadara Sereno Quartz countertops, high-end smart appliances with an integrated refrigerator and dishwasher, hidden coffee nook, and custom cabinetry with polished nickel hardware. The Gulf-front living and dining areas flow effortlessly, with a dining space highlighted by wood detailing and modern lighting. Smart Frame TVs throughout offer an immersive entertainment experience. Additionally, the condo is lined with luxurious engineered hardwood flooring. Walk up the floating staircase to the versatile 3-bedroom loft featuring an upper level that extends to include extra closet space, study enclave, and flexible options for use—perfect as a cozy retreat or additional sleeping quarters with a pull-out sofa. The en-suite primary bedroom features a bathroom offering quartz countertops, signature hardware, and a floor-to-ceiling tiled walk-in shower with a seamless glass door, creating a sanctuary of relaxation. Outside, the screened lanai invites you to take in breathtaking Gulf views while offering a private stairway to the pristine sandy beaches. A rare feature of this property is the custom fitted under-home storage space that is a one-of-a-kind! Rinse off the day’s adventures in the outdoor shower, beautifully fitted with navy blue mosaic tiles. Every inch of this residence has been meticulously crafted for comfort, elegance, and effortless Gulf-front living. Experience a lifestyle of unparalleled luxury in this rare Beach Cottage. Extensive feature list available.

1411 Beach Cottages Unit 1411, 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
$1,499,000
2 Beds ⋅ 2 Baths ⋅ Sunset Captiva Condo SubDv.
Sunset Captiva Harbor Side offers a rare chance to own in one of Captiva’s most unique Gulf-to-Bay communities, perfectly situated in the heart of historic Captiva Village. This coveted location blends exceptional value with sweeping views of Pine Island Sound, Buck Key, and abundant island wildlife. As the only community in the Village offering full amenities, Sunset Captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the Gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart—an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, Sunset Captiva Harbor Side is your opportunity to claim a true piece of paradise.

15123 Captiva Drive Unit 103, 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