Refine Search
Map
Sort by
$950,000
2 Beds ⋅ 3 Baths ⋅ Useppa Island SubDv.
Situated on the northwestern point of Useppa Island, "Whelk Cottage" is a 2-bedroom, 2.5-bath townhome offering a warm ambiance with spectacular west-facing waterfront views. Once inside, your attention is drawn to the breathtaking waterscape stretching across the Intracoastal Waterway, where nightly sunsets provide a constant reminder that you are within a true Florida paradise. The shoreline is framed by mangroves, with surrounding tropical greenery reminiscent of the world's most sought-after island destinations. For lovers of wildlife, the setting is exceptional, with frequent sightings of dolphins, manatees and fish in the surrounding waters. Bird enthusiasts will delight in the abundance of wading birds, songbirds, and birds of prey that call the island home. Whelk Cottage offers an authentic and immersive Florida island lifestyle. The villa features two en-suite bedrooms on the main living level, each with convenient access to outdoor space. The western bedroom serves as the primary suite and includes a spacious bath with dual sinks, a large tiled shower, and a walk-in closet. Impact-rated French doors open to a screened porch overlooking the water to the west, offering a more private setting to soak in the pristine views. The eastern bedroom is currently utilized as a den, complete with a full bath and ample closet storage. It offers direct access to an open wrap-around deck surrounded by verdant palms and tropical plantings, creating a tranquil setting of lush greenery. The upper level is dedicated entirely to the living and dining areas, where the cottage's most spectacular elevated water views are fully showcased. Its classic island finishes include crisp whites with splashes of tropical color and warm natural wood details throughout. The kitchen is well suited for everything from intimate dinners for two to entertaining guests for a sunset gathering. The living room features a vaulted wood-beam ceiling that adds warmth and character to the space, while a gas fireplace enhances the inviting atmosphere. Few experiences compare to enjoying a cool winter evening on a Florida island with a fire glowing indoors and expansive waterfront views just beyond the windows. For the past 30 years, Whelk Cottage has been lovingly maintained as a full-time residence and treasured family retreat. Continuous care and thoughtful updates include a new roof (2023), impact-rated windows and doors, roll-down hurricane screens (2024), HVAC system (2024), and water heater (2024). Its location on the northwestern tip of Useppa Island provides a peaceful setting with world-class views while remaining conveniently close to dockage at the Useppa Marina. Ownership includes the deeded right to dock a boat up to 24 feet in length at the marina, a valuable amenity that further enhances the island lifestyle. "Whelk Cottage" offers an opportunity to own a well-maintained and appointed waterfront retreat within one of Florida's most exclusive island communities.

123 Useppa Island Unit Unit B, Useppa Island
$1,260,000
3 Beds ⋅ 2 Baths ⋅ Useppa Island SubDv.
Introducing Laguna Cottage, a beautifully updated waterfront villa located within the charming Village enclave of Useppa Island. Positioned to capture picturesque northwest-facing views over Pine Island Sound and the Intracoastal Waterway, this thoughtfully designed 3-bedroom, 2-bath residence with office/den offers 1,708± square feet of air-conditioned living space, an uncommon find among similar units on Useppa. This attached villa has been tastefully updated and appointed with impact-rated windows & doors, Serena & Lilly furnishings, and vintage coastal accoutrements, blending timeless coastal character with modern comfort. The open-concept living and dining areas are filled with natural light and showcase captivating water views from both the first and second floors. A welcoming fireplace adds warmth and charm to the main living space, while multiple outdoor seating areas invite quiet mornings, sunset gatherings, and evening stargazing. The updated and fully equipped kitchen features stainless steel appliances, including a propane range, custom tile accents, abundant cabinetry, and functional workspace ideal for both casual living and entertaining. Rich design details throughout the home include recessed lighting, stylish fixtures, and numerous ceiling fans that complement the island aesthetic. Recent improvements enhance both comfort and peace of mind, including a new roof installed in 2024, two-zoned HVAC systems replaced in November 2024, new tankless water heater, dishwasher, disposal, and propane tank in late 2025. Additional landscape improvements were completed in spring 2026, further enhancing the property’s inviting outdoor setting with lush tropical foliage. Plans to install pavers leading to the entrance are underway, with installation scheduled for the near future. The flexible floor plan offers the opportunity for a primary suite upstairs or downstairs. On the ground floor is a spacious bedroom with a full en-suite bath, complete with direct access to the wraparound deck. Upstairs is another primary option with a sitting room, separate office, and private balcony overlooking the water toward Boca Grande. Another guest room with Jack-and-Jill bath complements it all. Ownership includes dockage for one vessel up to 24 feet at a community dock located directly behind the cottage, offering convenient access to the surrounding waters of Southwest Florida. Laguna Cottage offers a turnkey opportunity to establish a true island lifestyle upon closing, complete with the convenience of dockage and world-class water views. Useppa Island is a private membership-only island, and all interested parties are encouraged to explore all aspects of its private Club and what it has to offer residents. The Club came under new ownership in 2025 and is undergoing a comprehensive, multi-million-dollar renovation of its facilities and infrastructure in an effort to create a one-of-a-kind private island experience.

515 Useppa, Useppa Island
$2,800,000
4 Beds ⋅ 4 Baths ⋅ Useppa Island SubDv.
Nestled along the western shoreline of private Useppa Island, #315 “Valhalla” is a remarkable example of luxury island living, offering breathtaking sunset views across the Intracoastal Waterway toward Cabbage Key. Accessible only by boat, helicopter, or seaplane, Useppa Island is considered by Condé Nast to be among the world’s premier private island retreats, where privacy, world-class boating and fishing, fine dining, and relaxed coastal elegance come together seamlessly. Built in 2009 to exceptional standards with durability, comfort, and low-maintenance living in mind, this thoughtfully designed residence showcases Hardi siding, impact windows and doors, stainless steel fasteners throughout, a galvalume roof, fire sprinkler system, whole-house generator, ground-to-Master elevator, and construction meeting Florida Green Home Standards. Every detail of this home was carefully considered to maximize hurricane resistance without compromising luxury or functionality. Included is a privately-owned dock slip with 12,000lb boat lift located nearby in quiet Rum Cove, providing convenient dockage within easy reach of Cabbage Key, Boca Grande, Cayo Costa and other popular boating destination. Spacious wraparound porches and expansive outdoor living areas provide endless waterfront views and cooling Gulf breezes, creating the perfect setting for entertaining or quiet relaxation. The porches and decks exude a theme of luxury, with hardwood Ipe Decking and high quality accents. A porch kitchen with industrial grade pizza oven, griddle and ice cream maker provide an unrivaled outdoor dining experience. Inside, rich cherry hardwood floors and elegant finishes complement the open-concept living spaces. The chef’s kitchen features granite countertops, solid wood cabinetry, stainless steel appliances, a gas stove with griddle, and recessed lighting. The main living level contains the kitchen, living and dining areas, along with two guest suites featuring en-suite baths. Upstairs, the primary suite enjoys its own expansive sunset deck with adjustable shutters, spa-inspired bath with freestanding soaking tub and walk-in shower, plus an additional guest suite with en-suite bath. The third-floor observatory-style den/office delivers spectacular 360-degree views of the island, mangroves, waterways, and surrounding coastal beauty. There's no doubt "Valhalla" provides its owner a wide range of qualities and advantages not typically found in other island homes. Its construction quality is in a league of its own with the forethought necessary to engineer it to maximum hurricane resistance while not sacrificing comfort and luxury. Seeing this home in person is pivotal to understanding all that sets it apart. Useppa Island Club is a private member's-only boating community accessible only to Club members, homeowners, and their guests. Purchase of property on Useppa requires a mandatory Resident membership with Useppa Island Club & Marina.

315 Useppa Island, Useppa Island
$975,000
2 Beds ⋅ 3 Baths ⋅ Useppa Island SubDv.
Tucked away in a quiet, seldom-traveled enclave along the mid-western shoreline of Useppa Island, this private 2-bedroom, 2.5 bath attached villa offers a rare sense of seclusion paired with sweeping coastal views. Oriented to the northwest, the residence overlooks the Intracoastal Waterway with panoramic sightlines stretching across Cabbage Key, Cayo Costa, Boca Grande Pass, and Gasparilla Island beyond. The home features a thoughtfully designed “upside-down” floor plan, with two en-suite bedrooms located on the first level and the main living areas positioned above to fully capture the stunning water views. Upstairs, the kitchen, living room, and screened waterfront balcony create an inviting space for daily living and entertaining, while the lower-level bedrooms provide a quiet retreat at day’s end. Designed for comfort and peace of mind, the villa is equipped with impact-rated windows and doors, along with electric storm panels protecting the screened balcony. Tasteful updates are found throughout, including recently renovated bathrooms, a new HVAC system, and a new water heater. Timeless wood flooring runs through the bedrooms, where classic finishes are complemented by the warmth and character of a traditional fireplace. Just beyond the living room, the screened balcony overlooks a protected basin and shared dock. The property includes a one-third ownership interest in the dock, granting use of a boat slip—an exceptional amenity for island living. The dock sits just off the Intracoastal Waterway, with Cabbage Key less than a half-mile to the south. Cayo Costa State Park, renowned for its 7.5 miles of pristine Gulf beaches, is a short boat ride away via either Captiva Pass or Boca Grande Pass, both within four miles. For many buyers seeking a true Florida island escape, sunset water views and private, deeded dockage rank at the top of the wish list. This residence offers both—providing a rare blend of convenience, beauty, and long-term investment security. Unit #303-A delivers these highly sought-after features in a thoughtfully finished, low-maintenance package.

303 Useppa Unit Unit A, Useppa Island
$849,900
2 Beds ⋅ 3 Baths ⋅ Useppa Island SubDv.
Get away from it all at your idyllic waterfront retreat. Nestled on the serene southwestern shoreline of Whoopee Bay located on the private island of Useppa, this charming property delivers breathtaking sunset views from the balcony, living room and master bedroom with convenient direct waterfront access to the the Intracoastal Waterway and Cabbage Key, Cayo Costa, Boca Grande Pass and beyond. The home offers a perfect blend of functionality and comfort, featuring two primary suites on the main level. Upstairs, the bright and light living and dining space is accented by warm hardwood flooring, vaulted ceilings, a functional fireplace perfect for cozy evenings, and newly updated impact sliders and windows accentuating the sweeping views of the bay and intracoastal. The screened porch is the perfect place to unwind, opening up to the gorgeous views and gentle gulf breezes. The fully equipped kitchen features granite countertops, as well as ample space for all your needs. Additionally, upstairs there are also double doors leading to a den, currently outfitted with bunk beds, which is a perfect space for accommodating additional guests or children. Recent updates include all windows and sliders replaced with PGT hurricane impact systems in 2023 as well as brand new HVAC system in 2025. Directly out front of the property is a protected area with a private shared dock, one/third ownership, providing dedicated use of a boat slip which is a tremendous amenity on the island and enables free and easy access to the pristine waterways. The location is truly ideal, with an under 5 minute boat ride to iconic Cabbage Key, and just a 15 minute ride to Boca Grande for dining, shopping and world class Tarpon fishing. Also, included is a transferable boat lift at nearby Safe Harbor Pineland Marina, perfect for quick assess to Useppa as your personal shore port. The Useppa Island Club & Marina is undergoing a transformative modernization and restoration project of the infrasturcture and shared areas, led by the new homeowner-led ownership group. First class amenities include the marina, historic Collier Inn, beaches, paths, landscaping and more—positioning Useppa as an even more exclusive, resilient and elevated paradise in the years ahead. Ownership on Useppa Island does require a resident membership with the Useppa Island Club & Marina and buyers should verify and complete all due diligence as to the club's operations and fees etc.. Whether you’re seeking a peaceful family escape, a fisherman’s haven, or a savvy investment in one of Florida’s most exclusive private islands amid major upgrades, this Bay Harbor Bungalow delivers unparalleled tranquility, convenience, and unprecedented Old Florida charm. Embrace the revitalized Useppa lifestyle—contact us today to schedule a viewing!

303 Useppa, Useppa Island
$6,400,000
5 Beds ⋅ 7 Baths ⋅ Useppa Island SubDv.
Located on the eastern shore of the reimagined and redeveloped private Useppa Island, the Aerie estate is the signature property on 30 miles of Pine Island Sound. With 250 feet of shoreline and views that capture 180 degrees of the Sound stretching for miles, the home is unique. Enter the foyer and take in a great room reminiscent of a century old fishing retreat, the pecky cypress ceiling soaring 25 feet above the fireplace gathering area, broad windows to watch passing boats and soaring birds. A mezzanine floor overlooking the great room boasts a kitchen with two of everything and room for multiple chefs-or dishwashers or bartenders. Overlooking the water from this level is a dining room for 12. Adjacent to the kitchen is a screened-in grilling and outdoor serving area, and a swimming pool with an expansive deck area. Also on this level is a half bath, and 2 bedrooms with ensuite baths. The second floor includes 2 bedrooms with ensuite baths and a massive 25x30 owners suite. A private dock, enclosed and conditioned garage, storage and equipment rooms provide the service areas needed to serve this expansive home. Useppa has all the services and amenities of a small town, and is a bridgeless island ensuring privacy and solitude. Yet an active lifestyle of boating and sporting activities for any that wish to participate. The island is known for its outgoing community of residents, and with only 118 homes, the nature of the island will not deviate from the tropical luxury and Old Florida ambiance that create this special place in the sun.

203 Useppa Island, Captiva
$3,395,000
5 Beds ⋅ 7 Baths ⋅ Useppa Island SubDv.
Elevated luxury retreat on coveted Useppa Island in the aquatic preserve of Pine Island Sound. Sitting well above the flood zone, this updated 5BR/5+2 BA home offers long water views, lush privacy, and exceptional amenities. Enjoy 97’ of waterfront with white-sand beach and riparian rights, plus a private dock with two lifts and additional space for a larger boat. A 40’ lap pool with expansive decking overlooks the Sound, surrounded by mature landscaping on one of the highest elevation points in Lee County. Interiors blend contemporary updates with Old Florida charm. Light-filled principal rooms capture stunning views throughout. The main-floor primary suite includes views of the Sound, an unsuite, walk-in closet and a private staircase to two offices/studios and multiple furnished outdoor retreats. Spacious water view kitchen with Sub-Zero fridge, double ovens, and new custom cabinets and stone countertops. Upper level offers two king guest suites with soaring ceilings, dedicated baths, and access to a 670 SF Sound-view deck and a 225 SF front deck overlooking the Useppa Palm Garden. Lower level includes a queen suite and a 4-twin bunk room for guests. Whole-home generator, hurricane protection, new AC equipment with a dedicated mechanical room and a separate golf cart garage and workshop. Offered turnkey with golf cart and most furnishings. Perfect for seasonal or full-time island living with excellent rental opportunities. Located on the southern end of the island, along the historic Pink Path and overlooking the Sound, you can keep an eye on your boat at the dock just behind the house. Coves Edge cottage is in the boating community of Useppa Island. The 110-acre Sanctuary 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 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 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 home will let you join the ranks of the smart and lucky who have already landed on Useppa as a lifestyle choice.

218 Useppa Island, Useppa Island
$1,074,900
2 Beds ⋅ 2 Baths ⋅ Useppa Island SubDv.
Water Wings cottage is waterfront, two-stories with Master on the first floor. The open first floor plan allows water views from the kitchen and living/dining areas which open onto a covered/screened porch and an open deck. The second floor features a loft-guest bedroom with bath, and a water view balcony. Both the interior and exterior have been renovated to first class quality. Exterior is Hardi Board, roofing is aluminum and decks are wood. Naturally the construction meets all windstorm resistance codes as the developer is a well-known contractor that has completed numerous high quality homes and renovations on the island over the past 20 years. Interior finishes include granite or marble counters, quality cabinetry and appliances. The entrance to the home is from a driveway of stone pavers and a thoughtfully landscaped yard. There is a shared storage room, a new propane generator and a 500-gallon propane tank. In addition to these fine features, Village owners recently were treated to significant road improvement of layered gravel, and heavily landscaped with mature palms of all types, creating a beautiful, tropical boulevard access. Recently completed multi-family dockage is just steps away and accommodates boats up to 24’. This home is located in the Useppa Village neighborhood on the western shore of the reimagined and redeveloped, private Useppa Island. Featuring the Useppa Island Club and Marina, Useppa Village owners enjoy all the services and amenities of a small town. Useppa is a bridgeless island ensuring privacy and solitude. Yet, there is an active lifestyle of boating and sporting activities for any that wish to participate. The island is known for its outgoing community of residents, and with only 118 homes, the nature of the island will not deviate from the tropical luxury and Old Florida ambiance that create this special place in the sun.

520 Useppa island, Useppa Island
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Useppa Island SubDv.
Discover the serenity of Cottage #143 on Useppa Island, where breathtaking views endlessly unfold. This remarkable three-bedroom, three-bath home graces the northwestern waterfront of Useppa Island, offering an ideal vantage point for captivating sunsets over the Intracoastal Waterway. Delight in daily aquatic spectacles performed by schooling mullet and wading birds. Step inside to find a spacious haven for entertaining, where the expansive kitchen and living area seamlessly merge. A grand wall of sliding doors open to vistas of water, creating a seamless connection between indoors and outdoors. Upstairs, you will find an ideally sized bedroom and bath with never-ending water views. Embrace the allure of waterfront living as you and your guests are drawn outdoors to the inviting porches and decks, accessible from every corner of this charming cottage. Ideal for the active island family, this two-story retreat on a private island has been thoughtfully updated. Life on the water has never been more inviting.

143 Useppa Island, Useppa Island
$6,400,000
5 Beds ⋅ 7 Baths ⋅ Useppa Island SubDv.
Located on the eastern shore of the reimagined and redeveloped private Useppa Island, the Aerie estate is the signature property on 30 miles of Pine Island Sound. With 250 feet of shoreline and views that capture 180 degrees of the Sound stretching for miles, the home is unique. Enter the foyer and take in a great room reminiscent of a century old fishing retreat, the pecky cypress ceiling soaring 25 feet above the fireplace gathering area, broad windows to watch passing boats and soaring birds. A mezzanine floor overlooking the great room boasts a kitchen with two of everything and room for multiple chefs-or dishwashers or bartenders. Overlooking the water from this level is a dining room for 12. Adjacent to the kitchen is a screened-in grilling and outdoor serving area, and a swimming pool with an expansive deck area. Also on this level is a half bath, and 2 bedrooms with ensuite baths. The second floor includes 2 bedrooms with ensuite baths and a massive 25x30 owners suite. A private dock, enclosed and conditioned garage, storage and equipment rooms provide the service areas needed to serve this expansive home. Useppa has all the services and amenities of a small town, and is a bridgeless island ensuring privacy and solitude. Yet an active lifestyle of boating and sporting activities for any that wish to participate. The island is known for its outgoing community of residents, and with only 118 homes, the nature of the island will not deviate from the tropical luxury and Old Florida ambiance that create this special place in the sun.

203 Useppa Island, Useppa Island