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507 Useppa, Useppa Island
$895,000
3 Beds ⋅ 2 Baths ⋅ 2026034128 MLS
“Fancy Free Cottage” is located along the northwestern shoreline of Useppa Island and possesses many of the qualities that make for a quaint and private island retreat. This attached villa features three bedrooms and two baths encompassing more than 1,600 square feet of air-conditioned living space. From the moment you approach the front door, the difference is apparent: the end-unit setting offers additional openness and privacy, with lush tropical landscaping in place of the neighboring residence found alongside interior units. Situated just steps from the shoreline, its position provides expansive water views to the north and west, along with magnificent sunsets overlooking Boca Grande and Charlotte Harbor in the distance. Those waters and surrounding islands are easily accessible, as ownership of this unit includes the right to dock a boat of up to 24 feet at a nearby community dock at no additional cost. Through the front door, you are greeted by an open and light-filled living area overlooking the northwesterly water views through impact-rated sliding doors. The living room is spacious enough to accommodate a variety of dining and seating arrangements and also features a fireplace and bar. Adjacent to the living room is a full kitchen with breakfast bar, providing added functionality for entertaining while maintaining a convenient and manageable footprint. The Primary Bedroom is situated on the east side of the first of two living floors and offers ample storage along with a recently renovated ensuite bathroom. Direct access to the wraparound deck is provided through classic multipaned French doors, where privacy and a tropical setting come together. The deck provides ample room for a jacuzzi, should the new owner desire one, or for a complement of patio furniture for outdoor entertaining and relaxation. Upstairs are two additional bedrooms joined by a Jack-and-Jill bathroom. The western bedroom possesses bird’s-eye views over the water through impact-rated sliding doors, and those views come to life the moment you step through the sliders onto the private open balcony. The bathroom is both functional and charming, with classic coastal décor and a private water closet and bath that can be closed off with pocket doors. The easterly guest room is quaint yet spacious enough to accommodate guests of all ages and would also serve well as an office or exercise room. With this floor plan, it is not uncommon for the western guest room to become the Primary Bedroom, while the eastern guest room serves as a Primary office or den. “Fancy Free Cottage” has received a wide range of updates and thoughtful attention in recent years, creating a truly move-in-ready property without the need for renovation or significant additional work. Its location and position provide a sense of waterfront living, complete with expansive water views and convenient dockage amid a lush tropical setting—all within a quaint and manageable package offered below $1,000,000.

507 Useppa, Useppa Island

Courtesy of Premier Sotheby's Int'l Realty

327 Useppa, Useppa Island
$790,000
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

123 Useppa Island Unit Unit B, Useppa Island
$950,000
2 Beds ⋅ 3 Baths ⋅ 2026025926 MLS
On the northwestern point of Useppa Island, Whelk Cottage is a two-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), an HVAC system (2024) and a 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 exclusive island communities.

123 Useppa Island Unit Unit B, Useppa Island

Courtesy of Premier Sotheby's Int'l Realty

303 Useppa Unit Unit A, Useppa Island
$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 two-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 on the first level and main living areas 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 baths, 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 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 Florida island escape, sunset water views and private, deeded dockage ranks 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 sought-after features in a thoughtfully finished, low-maintenance package.

303 Useppa Unit Unit A, Useppa Island

Courtesy of Premier Sotheby's Int'l Realty

303 Useppa, Useppa Island
$995,000
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

326 Useppa Island, Useppa Island
$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

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than eXp Realty are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®

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