Useppa Island Florida Homes for Sale - Search All Homes & Real Estate for Sale in Useppa Island Florida

2026024647 MLS

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 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 her house. Who says island living is inconvenient?

327 Useppa, Useppa Island

Courtesy of UIP Property Company LLC

$950,000

2 Beds ⋅ 3 Baths ⋅ 2026025926 MLS

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

Courtesy of Century 21 Sunbelt Realty

$1,260,000

3 Beds ⋅ 2 Baths ⋅ 2026022591 MLS

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

Courtesy of Century 21 Sunbelt Realty

$2,800,000

4 Beds ⋅ 4 Baths ⋅ 2026021726 MLS

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

Courtesy of Century 21 Sunbelt Realty

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 2026021355 MLS

#128 “Twin Shores Cottage” is ideally positioned on the coveted north end of Useppa Island, offering captivating water views to both the east and west from much of the residence. Designed for comfortable island living, the spacious floorplan provides both functionality and privacy, while its elevated setting showcases expansive water views throughout. There is no doubt that “Twin Shores” offers exceptional boating convenience, all within easy reach of Southwest Florida’s most sought-after island destinations. The main living level features two en-suite guest bedrooms, a full kitchen, and a spacious living area overlooking the Useppa Marina basin to the west. Sunset views extend far beyond the marina basin, with the Intracoastal Waterway and Cayo Costa State Park visible in the distance. The home’s unique twin-water views can be enjoyed throughout the living area, whether looking east toward the sunrise or west toward the sunset. Each guest bedroom also takes full advantage of its positioning, with one offering sunrise water views and the other showcasing sunsets over the water. Adjacent to the kitchen is a multi-sided screened porch that provides a tranquil setting to enjoy morning sunrises over the eastern waters. Occupying the entirety of the third floor, the Primary Suite offers a private and functional retreat many would envy. The suite features a private balcony with bird’s-eye water views to the west, a private office/den that could serve a variety of additional purposes, ample storage, and a well-appointed en-suite bathroom. You and your guests will appreciate the independently arranged ground-level apartment, complete with its own en-suite bedroom, full kitchen, living room, screened porch, and laundry room. With separate exterior access from the primary residence, the design creates the opportunity to participate in Useppa’s rental program as a one-bedroom rental unit, potentially helping offset carrying costs without sacrificing the privacy of the main home. Ownership of “Twin Shores” includes the right to dock a vessel up to 24 feet at the Useppa Marina, conveniently located less than 100 yards from the back door. Also included is a private dock slip with a 10,000-pound boat lift located within a shared dock east of the property, less than 60 yards from the front door. Both forms of dockage are visible from within the home, offering the peace of mind of being able to visually confirm your vessel’s wellbeing at any given time without stepping outside. Whether welcoming the sunrise or unwinding at sunset, “Twin Shores” captures the essence of waterfront island living from every angle. When investing in island real estate, location, elevation, views, and dockage are paramount. “Twin Shores” possesses all of these qualities with the potential to enhance them even further. Offered furnished with very few exceptions, it presents an opportunity to bring your boat and belongings to commence your newfound island lifestyle.

128 Useppa Island, Useppa Island

Courtesy of Century 21 Sunbelt Realty

$975,000

2 Beds ⋅ 3 Baths ⋅ 2026021257 MLS

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

Courtesy of Century 21 Sunbelt Realty

$849,900

2 Beds ⋅ 3 Baths ⋅ 226013720 MLS

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

Courtesy of Delta Realty Int Inc

$750,000

2026009432 MLS

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, Useppa Island

Courtesy of UIP Property Company LLC

$3,395,000

5 Beds ⋅ 7 Baths ⋅ 2026007837 MLS

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

Courtesy of UIP Property Company LLC

$850,000

2025024679 MLS

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 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, Useppa Island

Courtesy of UIP Property Company LLC

$850,000

3 Beds ⋅ 2 Baths ⋅ 2026001775 MLS

#504 “Barefoot Cottage” on Useppa Island is a thoughtfully renovated villa that seamlessly blends classic island architecture with fresh, coastal finishes. Located along the western shoreline of this private, members-only island, the residence enjoys sweeping water views across the Intracoastal Waterway to Charlotte Harbor, with Gasparilla Island and iconic Boca Grande Pass visible in the distance. A neighborhood community dock is just steps away, providing convenient access to world-class boating, fishing, and the pristine beaches of Southwest Florida. Ownership includes the cost-free right to dock a boat up to 24 feet, offering effortless direct water access. The home is surrounded by a spacious open deck, newly replaced in 2023, complete with updated handrails and durable 2x6 skirting enclosing the lower storage crawlspace. Remote-operated canvas awnings provide shade when desired while remaining discreet when retracted. A waterside ramp leads to the mangrove shoreline, enhancing the home’s connection to its natural surroundings. Inside, the front entry opens to an inviting open-concept kitchen and living area, finished in clean coastal style. A wall of sliding glass doors frames uninterrupted water views and is protected by roll-down storm screens. The first floor was comprehensively renovated in 2022, featuring new flooring, interior lighting, ceiling fans, and fresh paint throughout. The kitchen was fully updated with new refrigerator, dishwasher, stove, and microwave, along with a new LG washer and dryer. The primary bedroom is conveniently located on the main level, offering a spacious en-suite bath and ample closet storage. Major system upgrades include a new HVAC system, an on-demand propane water heater, and a newly installed underground 500-gallon propane tank, ready to support a future generator. The entire lower level has been spray-foam insulated beneath the floors, encapsulating electrical wiring and delivering noticeable energy efficiency. Upstairs, the west-facing loft-style bedroom overlooks the living area and opens through impact-rated sliding doors to a private balcony with elevated views of the water and surrounding islands. An additional east-facing guest room offers flexible use as a children’s sleeping area, home office, or exercise room, with a shared bath conveniently located between the two rooms. “Barefoot Cottage” offers a combination of timeless island character, thoughtful modern upgrades, and proven resilience—all within the exclusive setting of Useppa Island. With panoramic water views, direct boating access, and a level of care that allows for immediate enjoyment rather than ongoing projects, this home is ideally suited for those seeking a refined yet effortless coastal retreat. Whether envisioned as a peaceful getaway or a legacy island residence, Barefoot Cottage stands ready to be enjoyed from day one.

504 Useppa island, Useppa Island

Courtesy of Century 21 Sunbelt Realty

Selling Office: .

$1,074,900

2 Beds ⋅ 2 Baths ⋅ 2025024636 MLS

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

Courtesy of UIP Property Company LLC

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 225084484 MLS

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

Courtesy of Premier Sotheby's Int'l Realty

$6,400,000

5 Beds ⋅ 7 Baths ⋅ 2025023649 MLS

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

Courtesy of UIP Property Company LLC

$1,900,000

5 Beds ⋅ 4 Baths ⋅ 2025023544 MLS

This beautiful home features a stunning entrance under an old Live Oak tree and tropical foliage. Know as the Paddle to the Sea cottage, the entrance is a classic split foyer, with steps down to 4 bedrooms, 2 baths and guest living area. Step up and open to a dramatic Great Room with vaulted and coffered ceiling, kitchen, bar and half bath. Multiple classic multi-lite French doors along 3 sides open up the outdoors, while screened decks surround both the first and second floors providing comfortable and spacious outdoor living. A corner stairwell then provides access to the third-floor master suite and living area. Enter this ultimate private suite and Stunning views open up across Boca Grande Pass and Charlotte Harbor and to Boca Grande. A private balcony facing north provides unsurpassed privacy and beauty. Beneath the first living floor is a fully screened and decked area for golf cart parking, work room, spare fridge and freezer, ping pong table, storage or whatever, It is spacious, protected multi-use space. Access is via a stairwell to the first floor and a ground level automatic garage door for cart access. The home is in new condition, following significant reconstruction after Hurricane Ian in 2022. This effort brought the entire structure up to current building and windstorm codes with new roof strapping and roof, all impact glass, interior finishes, appliances, whole house generator and too much to summarize here. Refer to the supplementary information tabs for complete details of the work accomplished. As far as flood threats are concerned, the home is in the X Zone, above any potential storm surge or flooding. Home buyers on bridgeless Useppa Island are required to have membership in the Useppa Island Club and Marina. Useppa is a luxury boating, fishing private resort in the style of Olde Florida. No cars, just golf carts, bikes and feet for transport. Boat Dockage is available at the Marina. The island is just 3 miles south of Boca Grande and a 15-minute boat ride to Pine Island and all things “mainland”.

328 Useppa Island, Useppa Island

Courtesy of UIP Property Company LLC

Selling Office: .

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 2025020965 MLS

Beach House is an elevated waterfront cottage located along Useppa Island’s eastern shoreline with direct beach access and open water views. The home offers indoor and outdoor living with multiple porches and decks surrounding the property, creating water views from nearly every angle. Large sliding glass doors connect the main living area to a screened porch, extending the living space and allowing for year-round enjoyment. The porch includes roll-down screens and impact-rated shutters for added protection and comfort. Inside, the home features a living room with a wood-burning fireplace, an updated kitchen with refinished cabinetry, and an open layout that captures water views upon entry. The primary bedroom overlooks the shoreline and has direct access to the porch with a private stairway leading toward the beach. A guest bedroom is located off the main living area, while a third guest suite is located downstairs with a separate entrance, offering additional privacy. Kayaks, paddleboards, and beach equipment can be stored underneath the home, allowing for easy access to the water. The property includes access to a nearby shared dock and an assigned boat slip with lift. Additional features include impact-rated windows and doors, a newer roof installed in 2023, and a 22kW generator.

115 Useppa Island, Useppa Island

Courtesy of Florida Luxurious Properties

Selling Office: .

$1,025,000

2 Beds ⋅ 2 Baths ⋅ 2025012287 MLS

114 North Useppa Island is a rare and distinguished island beach property that offers a luxurious and functional family waterfront/beach lifestyle while providing its new owners seamlessly never ending breath breathtaking views of Pine Island Sound and the historic Cuban rancheros stilt houses. In the summer of 2020, the home went through extensive renovation. New Bosch kitchen appliances, wide plank ceramic wood-look tile flooring throughout the house, new furniture and refreshed interior painting throughout. In 2022, the home received new storm sliders to open up to the living room, and new slider doors in the main. All windows were resealed to hurricane code and the metal roof refastened with upgraded screws. The exterior of the house is white vinyl siding and has spacious decking with direct access to the beach to the east, and to the west the Useppa Island Club Marina and the historic pink path. The interior boasts a high-grade elevated architectural layout and design utilizing all 1,206 square feet to the upmost potential. The living area features ceramic wood-look tile flooring, custom plantation shutters and solid core doors are found throughout the home. First-floor living features a chef's kitchen with Bosch appliances and gas stove, marble countertop, open living room with a dining area all with stunning open water and beach views. There is a downstairs bedroom with en suite that could serve as a ground floor main bedroom and with western views toward Useppa Marina. Your villa comes with a deeded under 24-foot boat slip in the Useppa Island Club Marina which is conveniently a few hundred feet directly west of the house. Second floor living, the upstairs primary main bedroom suite is spacious and has dual custom sinks, and convenient upstairs laundry room. A private deck of the main bedroom overlooks the expanse of Pine Island Sound.

114 Useppa Island Unit A, Useppa Island

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$900,000

3 Beds ⋅ 3 Baths ⋅ 225034236 MLS

#501 is a well-appointed island villa located on Useppa Island's western waterfront which contains highly desirable qualities, setting it apart from other similar units. Through an extensive renovation, the floorplan of this 3-bedroom villa has been reconfigured to allow for 3 en-suite bathrooms, an in-demand feature not often found in the Useppa Village. This is a turn-key villa which lives like a home and all of the hard work has been done to a very high degree of quality. In addition to its spacious and functional floorplan, this is the only building within the Useppa Village with a private dock, and a new boatlift was recently installed. Located at the northernmost end of the neighborhood down a secluded driveway, this unit possesses the most privacy of all surrounding cottages. Beautiful Florida red mangroves are your neighbors to the north, which lie adjacent to the large exterior deck covered with high quality, low maintenance composite material. The western waterfront views overlook Useppa's protected harborage and span beyond the Intracoastal Waterway into Charlotte Harbor, with Boca Grande in the distance. The cottage's interior is nicely finished with tasteful decor and clean accents. The kitchen was opened up to possess an island, modern appliances, robust cabinetry and granite counters. There are impact windows and doors throughout, dressed with plantation shutters and other tasteful treatments. New floors were recently installed, creating a warm natural wood look and feel. Upstairs, a dormer was added, allowing for the master bedroom's walk-in-closet, dual-sink master bath with standup shower and private water closet, along with added finished storage. Unlike other villa floorplans, the upstairs rooms don't share a jack-and-jill bathroom. #501's bedrooms are privately situated on either side of the stair landing with en-suite bathrooms. This is a unit which has been owned and cared for to a high degree and it shows. No other cottage in the Useppa Village can achieve the combination of features this unit has, setting it apart from the others nearby. #501 is an opportunity to acquire a fully functional waterfront villa complete with a deeded dock and boat lift right outside your back door for under $1m.

501 Useppa Island, Useppa Island

Courtesy of Useppa Property Company Inc.

Selling Office: .

$950,000

3 Beds ⋅ 3 Baths ⋅ 225002168 MLS

510 Useppa Island is a unique and distinguished island property that offers both a luxurious and functional family home. Major home renovations were completed in 2006 by a Sarasota custom homebuilder, converting the home to a highly upgraded three-bedroom, three-bath floor plan, with new plumbing and electrical being brought up to code and enhancements made throughout. Exterior: The home features Hardie Plank siding and spacious Ipe hardwood decking, which is both low maintenance and very long-lasting, providing a beautiful natural appearance. The deck space on the south side is perfect for grilling and lounging, while the north vista offers breathtaking waterfront views towards Cayo Costa and Boca Grande Pass. Interior: The interior boasts a high-grade architectural layout and design utilizing all 1,786 square feet to the upmost potential. The living area features light-colored hardwood floors and a matching coffered ceiling. Plantation shutters and solid core doors are found throughout the home. First-floor living: Features a kitchen with fossil black marble countertop with an adjacent matching bar area, open living room with a coffered ceiling and dining area all with stunning open water views. There is a downstairs bedroom with en-suite that could serve as a ground-floor primary bedroom and has a washer and dryer combo. Second-floor living. The upstairs primary bedroom suite features a cozy balcony that provides the perfect vantage point to take in evening sunsets, a walk-in-closet with custom shelving, and an additional washer/dryer combo. The third guest room also has its own en-suite bath. Additional features: The home has a built-in fire extinguishing system and made efficient with full spray foam installation. The home Wi-Fi, controlled lawn irrigation system, a beautiful meditation garden and water feature. This home is being sold with all its lovely furnishings, and two golf carts, allowing its new owners to immediately enjoy their private island home.

510 Useppa Island, Useppa Island

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$750,000

3 Beds ⋅ 3 Baths ⋅ 225044894 MLS

#506 Useppa Island is a three bedroom, three bath attached-villa located on private Useppa Island within a quaint neighborhood called the Useppa Village. It is located just off the western shoreline and overlooks the water of Charlotte Harbor to the NW. The water views span across the harbor and beyond the Intracoastal Waterway to Boca Grande Pass and Gasparilla Island. This unit features unique architectural design and offers a custom floorplan unlike any other within the Useppa Village. The feel from within is more of a home than it is a villa and the picturesque backdrop outside is a constant reminder that you're on a beautiful Florida island. Enter the front door to find yourself in a grand vaulted foyer full of light from the large overhead bay window. An inviting living area with fireplace is nearest the shoreline, with a brand new open deck right outside impact-rated sliding doors. The water views command your focus from within the living room and they come to life when on the deck outside. To the east is a ground-floor Master bedroom, complete with its own private deck which overlooks the tropical landscape. Between the Master and Living Room lies a fully functional kitchen with tasteful appointments and a clear view of the water. Two additional en-suite bedrooms are upstairs, along with multiple walk-out balconies for when fresh air and unobstructed views of the water are needed. #506 is a home which has been provided with regular care while being continuously improved by the Seller. Recent upgrades include.... 2025: brand new waterfront deck; new impact rated living room sliding doors. 2023: new Mitsubishi mini-split AC with heat in Master; new Generac 20kw propane generator with 500 gal tank; 3 new impact rated French doors downstairs. 2022: Electric blinds over 2nd story bay window; deck awning. 2021: new HVAC unit which is still under warranty; new impact rated sliding door upstairs; flat roof under upstairs deck replaced; new Coretech Flooring installed. "Sea Forever" presents an opportunity to acquire a ready-to-use cottage you can be proud of on day-1.

506 Useppa Island, Useppa Island

Courtesy of Useppa Property Company Inc.

Selling Office: .

$1,000,000

3 Beds ⋅ 4 Baths ⋅ 224073810 MLS

#130-A is a 3 bedroom, 3.5 bath attached-villa located on the north end of private Useppa Island, offering water views to both the east & west, a private dock slip with 10k# lift, and so much more. In 2005, this spacious villa was entirely rebuilt to code with impact glass, electric shutters, upgraded plumbing & electrical amid many other improvements such as wood floors, granite counters and a whole-house generator. Complete with an oversized attached garage large enough to store a golf cart among other toys, this unit possesses qualities nearly everyone would appreciate, all within a very manageable package. Enter the front door from Useppa's historic Pink Promenade Pathway to the middle of three levels and you'll find a large living room with westerly water views over the Useppa Marina Basin, offering daily sunset performances. Accompanying the living room is a tasteful kitchen, with granite counters, bar, wine cooler and a high-quality gas range. This entertainment level is encircled by open decking, featuring plenty of outdoor space to enjoy the range of island weather with friends or in peaceful seclusion. Up the central staircase leads to the primary Master Suite, with its vaulted ceiling, private western balcony and ample space to feel comfortably at home. Exit through impact rated sliding doors to the private Master balcony to find the premier vantage point to witnessing the day's marina activity and evening's sunsets. Saunter back down below the middle entertainment level to the first living floor, where there are two additional en-suite guest rooms and interior access to the attached garage and workshop. The western waterfront guest suite possesses a kitchenette, private ingress/egress and sunset water views across the Marina Basin. The eastern guest suite is of tasteful size, with plenty of alternative potential if an extra bed isn't needed. Dockage on private islands is pivotal to fully maximize one's enjoyment, resale value and flexibility. Ownership of #130-A comes with the cost-free right of docking a boat 24' or less at the Useppa Marina, granted by the deed restrictions. An additional form of private dockage is also included in the asking price, in form of a dock slip with 10k# boat lift situated within a shared dock located on the eastern shoreline a stone's-throw from the front door. #130-A offers a wealth of highly desired qualities while not being overly burdensome. To be able to walk right into a finished and furnished 3-bedroom island unit complete with modern storm protection, whole house generator, a private dock slip & lift and east and west water views for under $1.5m should be very attractive to those who appreciate and seek the Florida Island Lifestyle.

130 Useppa, Useppa Island

Courtesy of Useppa Property Company Inc.

Selling Office: .

$800,000

3 Beds ⋅ 3 Baths ⋅ 223082491 MLS

Welcome to Bikini Bottom, a charming waterfront coastal cottage in Useppa Village, the best-kept secret in Florida. The northwest-facing waterfront porch and wrap-around decks provide ample outdoor space to enjoy island living and stunning views. Where else could you find a three-bedroom, three-bath waterfront cottage with a cart garage, hot tub, lush foliage, on Paradise Coast, with dockage at your front door? The home is turnkey furnished down to the linens, kitchen/cooking utensils, flatware, etc., all awaiting your arrival. Just bring your favorite art and accessories to this move-in-ready residence. The home includes rights to dock a 24-foot boat at the Village docks, and all the island amenities—pool, spa, tennis, bocce, and fitness center—are a short walk away. Useppa is a private, bridgeless island, four miles west of Pine Island, three miles south of Boca Grande Pass, and 500 yards off the Intracoastal Waterway, situated in the best fishing waters in Southwest Florida. It is truly set in "another place and time," where little ones are told to be home by dark, and informal parties erupt at dusk. There are no cars, only golf carts, and no stop signs, only turtle crossings. Paradise!

519 Useppa Island, Useppa Island

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 223043302 MLS

The "Beach House" is located on Useppa Island's beach shoreline and features big water views to the east with daily sunrise performances. Its outdoor space is impressive all around, with a collection of porches with two exterior stairwells direct to the beach. Dockage is solved with a slip & boatlift at a nearby shared dock which are included. Upon entry, the water views are in full effect through a series of stackable sliders which separate the living space from a beautifully renovated porch. Within the living room is a wood-burning fireplace, high ceilings and a dining area, all of which have full focus of the water. Astride the living room is a spacious kitchen with new appliances and freshly re-finished cabinetry. Through the living room and beyond the fireplace you'll find the Master and one of two ensuite guest bedrooms. The Master has water views and direct access to the living room porch and its stairway to the beach. The third guest bedroom is independently located and accessed to the north of the front door. It contains an en-suite bathroom and direct access to the northernmost exterior deck which has a spiral staircase to the beach. Detailed list of much more in photos.

115 Useppa, Useppa Island

Courtesy of Useppa Property Company Inc.

Selling Office: .

$1,975,000

4 Beds ⋅ 4 Baths ⋅ 223015924 MLS

"Periwinkle Cottage" is located on the northern end of Useppa Island, with dramatic water views to the east and west, allowing one to witness waterfront sunrises and sunsets from the comfort of home. The floorplan offers ultimate family-functionality, with 4 ensuite bedrooms and a wealth of additional living space. Enter the front door to the middle of three levels to find a spacious living room, screened balcony, updated kitchen and guest room, all of which have water views to the east or west or both. A floor above is the Master suite and an intimate balcony overlooking the eastern shoreline with water stretching beyond. An adjoining Master study offers added privacy, and the Master bath features a walk-in closet. The ground floor contains two spacious guest suites with private baths, all situated astride a large guest living area with kitchenette which opens up to a travertine patio with water views. Outside the front door is direct access to a seldom-used stretch of beachfront, where you can stick your toes in the water while soaking in the sunrise. Dockage is solved, with a nearby dock slip included, in addition to the right to dock a boat 24’ or less at the Useppa Marina.

125 Useppa, Useppa Island

Courtesy of Useppa Property Company Inc.

Selling Office: .