Useppa Island, Florida listings for sale

$3,750,000 - Useppa Island, FL

218 Useppa Useppa Island, FL - High and dry!! #218 "Cove's Edge" is a stunning, meticulously updated home on coveted Useppa Island on one of the highest elevations in SW Florida, with an abundance of entertainment space and private abodes to soak in the lush foliage and long water views. The home boasts features for the luxury buyer: private 40' heated lap pool with extensive decking and furnishings overlooking the water, private dock with two boat-lifts, 86' of waterfront with white sand beach, surrounded by mature landscaping on this high elevation. There was NO storm damage to the house and pool during the last 2 hurricanes! The interiors of this 5 bedroom, 7 bath home are equally as captivating, with contemporary updates within an ambiance of Old Florida charm. The large principal rooms are light-filled with stunning views from every angle. The primary king bedroom suite with a large walk-in closet and ensuite bathroom on the Main Floor has a private staircase connecting two office/studios and furnished outdoor retreats for the ultimate private escape. Large chef's kitchen, complete with Sub-zero fridge and double ovens, offers easy entertaining with water views of Pine Island Sound. The two upper-floor king guest bedrooms have soaring ceilings, dedicated washrooms and access onto 900 sf of furnished decks with spectacular water views. The lower-level queen bedroom and four twin bunk room offers plenty of accommodation for guests, and they'll be steps from a large entertainment room which exits directly to the pool patio. A whole home generator, hurricane protection, all new plumbing, mechanical systems and abundant storage on all levels make this a perfect year-round or seasonal home. The private dock with two boat lifts and plenty of water depth also has the potential to accommodate a large boat with deep draft. Offered furnished with a newer Club Car golf cart for a complete turnkey experience.

$2,400,000 - Useppa Island, FL

128 Useppa Island Useppa Island, FL - "Twin Shores" cottage is located on the north end of Useppa Island and features stunning water views to both the east and west throughout much of the home. The spacious floorplan would suit many who seek a comfortable island home with a wealth of water views, and all within easy access to the most popular SWFL island destinations. Ownership of this property comes with a private dock slip located just outside the front door, in addition to cost-free dockage of a boat 24' or less at the Useppa Marina located right outside the back door. A boat lift could be installed at the private slip, while the Marina offers wet-slip usage. The main living floor is compiled of two en-suite guest bedrooms, a full kitchen, a large living room overlooking the Marina to the west, and screened porch with water views to the east. The uppermost floor is all Master Suite, featuring an open balcony with sunset views over the water and a large study. Your guests will be smitten on the ground floor, within an independent apartment with en-suite bedroom, full kitchen, living room, screened porch and laundry room. Whether you like sunrises or sunsets, "Twin Shores" offers both over shimmering water.

$2,350,000 - Useppa Island, FL

328 Useppa Useppa Island, FL - #328 "Paddle to the Sea" is located on private Useppa Island, upon one the highest points of elevation in Lee County, providing for bird's-eye sunset views of the water, with 24' of elevation at the first of three living floors. This commanding 5-bedroom, 4-bath home just underwent a thorough renovation, revitalizing it to the point of feeling like new, while bringing all elements up to current code. New kitchen, bathrooms, roof, generator, interior finishes, exterior siding and trim, impact windows/doors are a few notable improvements among many made within the last year, a detailed list of which can be provided. Offered furnished, with two golf carts, this is an ultimate family escape ready to move into and enjoy with pride. Enter the front door beyond a large live-oak tree standing sentry alongside the eastern walkway, and you'll find yourself in the foyer, with the option to go down to the guest rooms, or up to the primary living room & kitchen. Four guest rooms and two full bathrooms occupy the entire first living floor, each with access to the lowest level of a 2-story wrap around screen porch which encircles the home. The second floor contains the Great Room with its high ceilings, a fireplace with ventless propane setting, a new kitchen with all new appliances, bar with beverage cooler and powder room, all surrounded by new impact rated French doors which lead out to the wrap around screened porch. The dominating tropical views of Useppa Island and water to the west are in full effect at this level , offering a picturesque backdrop throughout. The views only get better as you go up to the 3rd-floor Master Suite, which is among the highest living space on Useppa Island, and wrapped in 360 degrees of windows. There is no bad view from the Master, and it possesses a private open balcony to the west, with a remarkable sunset perspective. Below the living space exists a massive open-air screened & decked area perfect for games, grilling, chilling and storage. Included is a large workshop/utility room with benches and plenty of space for tools, toys and fishing gear. With an enclosed stairwell offering direct access to the home's interior, you'll have easy access to/from the living space to watch a big game while grilling, or to access one of the two included Club Car golf carts. This ground floor space is at 14' of elevation, offering potential to enclose as air-conditioned living space if the need arises, or tied into a private pool, if one was to be installed at the rear of the home. An island-home possessing the qualities found at "Paddle to the Sea" is a challenge to replicate in Florida. The entirety of the parcel is outside the floodway in an "X" flood-zone, yet there are views of water and you're within a short golf cart ride to your boat at the Useppa marina. Completely renovated with top-notch finishes and design, all of the heavy lifting has been taken care of for its new owner, who can focus on their new island lifestyle.

$1,850,000 - Useppa Island, FL

101 Useppa Island Useppa Island, FL - #101 "Fair Winds Cottage" is located on the eastern shoreline and beachfront of private Useppa Island. The views from all three levels span across the waters of Pine Island Sound and the sunrises repeat a magnificent daily performance. Deciding where to enjoy them can be a challenge, with spacious screened porches extending from the ground and second floors, while the third-level Master Suite features a private open balcony, where a bird's-eye view of the beach and water is the vantage point. Walk directly into the primary living space from Useppa's historic Pink Pathway to find a large and open living area with screened porch, which flows into the kitchen, all with grand water views. Adjacent to those is a large guestroom with en-suite bath, as well as a powder-room. The ground floor is the ideal space for guests or family, with two bedrooms, a full bathroom, living area, office and large screened porch just steps from the beach. The third floor is all Master Suite, with walk-in-closets, a beautifully tiled bathroom and private balcony from where dolphin and predatory fish stalking the shoreline can be spotted. This home features so many qualities island-home-shoppers seek, while still possessing endless potential to make it your own. The location on the beach and functional floorplan make for an amazing family home and it's a short walk away from Useppa Island Club's community pool and jacuzzi. Dockage is solved, with the right for the owner to dock a boat 24' or less at the nearby Useppa Marina for no additional cost. The atmosphere and finishes are Classic Useppa and the home is poised to host the next family's island traditions.

$1,750,000 - Useppa Island, FL

115 Useppa Useppa Island, FL - The aptly-named "Beach House" is a prime example of the cute-island-cottage so many people seek. Located on Useppa Island's eastern beach shoreline, it sits at the water's edge and features big water views to the east with daily sunrise performances. Lovers of watersports will have a deep appreciation for this home, as it has direct access to Useppa's beach shoreline, with the ability to easily store kayaks, sailboats and paddleboards underneath the living space. Its outdoor space is consistently impressive all around, with a collection of porches and decks which possess attractive qualities and two exterior stairwells direct to the beach. Dockage is also solved, because a slip with boatlift at a nearby shared dock within sight of the home is included. Needless to say, this home meets many of the most common expectations & goals shoppers target on Useppa Island and provides a wealth of comfort with views which never grow old. The Beach House is situated near the Useppa Marina on the island's historic Pink Promenade pathway amid tropical landscaping and shady palms. Upon entry, the water views are in full view through a series of stackable sliding doors which separate the living space from a beautifully renovated porch. The porch features remote-controlled roll-down screens which allows for versatility in deciding if you want screens or not, depending on the season and weather. An additional layer of porch protection exists in form of remote-controlled impact-rated shutters, allowing for security and storm protection while away. 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 lies a spacious kitchen with new appliances and freshly re-finished cabinetry. Through the living room and just past the fireplace you'll find the Master and one of two guest bedrooms. The Master has expansive 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 just north of the front door. It contains an en-suite bathroom and direct access to the northernmost exterior deck. From the deck and down a spiral staircase, you're on the beach and within steps of the water. Below the living quarters is a large storage area with plenty of headroom and space for a multitude of water-toys, as well as an open workshop. Kayaks and sailboats are easily launched and then later stored out of sight through lattice gates just off the water. The entire home is shrouded with impact rated doors & windows, the metal roof was replaced in 2023 along with a 22kw generator. *Please note, at the Seller's request the photos provided in the gallery are from 2023 and will be updated soon. Some furnishings and decor have changed.

$998,000 - Useppa Island, FL

509 Useppa Useppa Island, FL - Cottage number 509 on Useppa Island possesses qualities and ambiance which set it apart from others. What began as a simple island duplex cottage was transformed to become a very functional and livable family home one with very high standards could be proud of. In conjunction with extensive and invasive renovations in 2006 to convert the original 3/2 floorplan to become a true 3/3, all components were brought up to code and improvements were added throughout to convert this unit into something much more than a simple island cottage. Walking up, the Hardie Plank siding, Ipe decking, private jacuzzi, whole house generator and designer outdoor furniture catch the eye of those with critical tastes and a preference of high-quality materials. When you enter the home, it's impossible not to notice the designer-quality decor and finishes of a caliber that would impress the far majority of those who see it. The interior benefitted from a complete refresh in 2022, to include the following attention: Painted the entire interior of the home; Replaced all of the lighting in the home including interior fixtures with LED can lights and exterior fixtures; New cabinet doors, flooring, backsplash and countertops; New appliances (dual washer and dryers only appliances not replaced); Remodeled the bar to match the kitchen; New Restoration Hardware vanities, countertops and faucets in ALL bathrooms; Added 22kw generator with 500 gallon buried propane tank; Almost all new furniture throughout home (majority of the furniture is Serena and Lily and Restoration Hardware). The first living floor of two contains an entry with storage, the kitchen with its premier accoutrements & adjacent bar, a living room with tray ceiling & dining area both possessing expansive water views to the north which extend to Boca Grande pass and an en-suite bedroom/bath which could serve as a ground floor Master. Open hardwood decks with views of the water and tropical landscaping are accessible via the living room, bedroom and kitchen. Traverse upstairs to enter the primary Master suite, which opens to a private open balcony overlooking the water to the north, spanning Charlotte Harbor. Within the suite is a dedicated Master bath with beautiful glass and tilework, as is a walk-in closet with washer/dryer. Pass through the hallway to find the third guest room which contains an en-suite bathroom, a highly desirable feature rarely found in similar units. The true ambiance and feel of #509 cannot be expressed into words, seeing it is the only way to clearly understand it. The care of its owners is felt in the details, and it will convey turn-key to allow its new owner to walk right in and enjoy on day-1.

$949,000 - Useppa Island, FL

523 Useppa Island Useppa Island, FL - Cottage #523 "Osprey Nest", located on private Useppa Island, is a 3 bedroom, 2 bathroom attached villa with top of the line finishes, professional decor and dramatic water views to the north and west. Its ambiance exudes premier quality and taste throughout and presents a turn-key opportunity to begin an upscale island lifestyle without the need to renovate or redecorate. Completely rebuilt to code from the inside-out in 2007, "Osprey Nest" was brought into the modern era with new impact glass, Hardi siding, electrical & plumbing systems and mechanicals. Since the extensive renovation, it's been well maintained and continuously freshened to adhere to the ever-changing trends in interior design and advancements in technology. Its floorplan is extremely accommodating to a range of needs, being large enough to comfortably suit a family, yet small enough for a retired couple to reasonably manage. Historically, the Villas on Useppa Island have been extremely functional for those who are looking for an island escape to enjoy when a busy schedule permits, while being more cost-effective and maintenance-friendly than a single-family home. Useppa's "Village" units are each offered complementary use of a nearby community dock for a boat 24' or less, which offers a cost-free dockage solution to those particular owners. At a price point below $1m, finding a more appealing & affordable 3-bedroom cottage on a nearby island with the same feel, features and finishes as "Osprey Nest" will be a difficult challenge. Situated on the NW shoreline of Useppa's "Village" neighborhood, #523 offers water views to the north and west, which span across the Intracoastal Waterway, offering dramatic sunset views from the Master balcony. The historic "Whoopee Island" offers storm-protection in the form of a mangrove buffer to the west, which deserves some credit for the building's lack of damage in 2004's Hurricane Charley and 2022's Hurricane Ian. When it comes to severe storms, preparation and positioning offer distinct advantages to success, and "Osprey Nest" has an upper hand in both departments when compared to others. Its floorplan is livable and spacious, with one Master-sized bedroom & bath on the first living floor and another on the second level. The downstairs Master has access to the lower deck and its jacuzzi, while the upstairs Master has a private open balcony and the greatest water views to the north and west. The third bedroom located on the second floor could also serve as a home office, den or bunk room, depending on needs. Decks and porches embrace #523, presenting a range of environments to enjoy our range of weather, from the screened lanai outside the living room, to the open wrap-around which contains the in-set jacuzzi and the private upstairs Master balcony. It even has a private attached garage large enough to store a golf cart among many other things. Seeing this unit is vital to appreciating all it has to offer, so don't hesitate.

$933,000 - Useppa Island, FL

501 Useppa Island Useppa Island, FL - #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.

$900,000 - Useppa Island, FL

504 Useppa Island Useppa Island, FL - #504 "Barefoot Cottage" on Useppa Island is an intelligently renovated villa featuring a blend of classic design and clean coastal finishes. Situated on the western shoreline of this private, members-only island, the water views reach across the Intracoastal Waterway to Charlotte Harbor, with Gasparilla Island and famous Boca Grande Pass in the distance. A community dock dedicated to the neighborhood is nearby, making for easy access to the finest boating, fishing and beaches Southwest Florida has to offer. Surrounding this unit is a large open deck replaced new in 2023, along with new handrail and robust 2x6 skirting surrounding the lower storage crawlspace. Remote-operated canvas awnings are poised to roll out when shade is needed but remain inconspicuous when retracted. A ramp on the waterside leads to the mangrove shoreline, with a community dock a short walk away. Ownership of "Barefoot Cottage" comes with the cost-free right to dock a boat 24' or less, offering convenient direct water access. Enter the front door to find an open kitchen and large living area, with clean coastal finishes throughout. Both the kitchen and living room possess unobstructed water views through a wall of sliding glass doors, which are protected by roll-down storm screens. To the east of the kitchen is the Master bedroom with spacious bathroom and ample closet storage. The first floor underwent a thorough renovation in 2022. New interior lighting, fans and flooring were installed, and a repaint was performed. The kitchen received a new refrigerator, dishwasher, stove and microwave and a new LG washer/dryer set was installed. The HVAC was replaced with a new system, along with an on-demand propane water heater. A new underground 500 gallon propane tank feeds the water heater and is ready for a generator to be installed. The entire lower level was spray-foam insulated under the floors, encapsulating the electrical wiring and providing for noticeable conservation of energy. Upstairs, the westernmost bedroom is a loft design which overlooks the living area. The western view through the impact-rated sliding door is a bird's-eye of the water and islands beyond, with a private balcony right outside. The eastern guest room could serve a variety of purposes, with room enough for multiple kid's beds, a fully functional office or small exercise room. The shared bath in between serves its purpose well. "Barefoot Cottage" has been consistently upgraded inside and out over recent years and presents an opportunity to have a very manageable island home without a long list of to-dos. The colors and decor are timeless, resulting in an ambiance in keeping with its classic Key West design, with accents of quality modern accoutrements. It has stood the test of island-time for over 40-years, and most significantly during recent years of sporty tropical events. Not once has "Barefoot Cottage" been intruded by rising flood waters and it has weathered the winds remarkably well.

$825,000 - Useppa Island, FL

506 Useppa Island Useppa Island, FL - #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.

Useppa Island, Florida listings for sale

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