$2,800,000 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. 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
$975,000 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. 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
$849,900 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! 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
$1,074,900 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. 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
$6,400,000 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. 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