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$13,000,000
2026029362 MLS ⋅ Metes And Bounds BLDG.
Some places are discovered. Others are preserved. Only a select few become part of someone's legacy. Just beyond the shores of Captiva Island lies Buck Key—an extraordinary private island where untouched natural beauty, remarkable privacy, & limitless possibility converge. Opportunities of this magnitude have become exceedingly rare, making Buck Key one of the most compelling island offerings available anywhere in North America. Surrounded by the tranquil waters of Roosevelt Channel and Hurricane Hole, the island encompasses approximately 14 acres, highlighted by nearly 2,600 feet of shoreline, approximately 8.6 acres of uplands, a protected 10-acre lagoon, and a 13-foot construction-grade dock. Positioned within a remarkable 350-acre island sanctuary, Buck Key offers an unparalleled combination of seclusion and accessibility, just minutes from the restaurants, marinas, and world-renowned beaches of Captiva Island. This is not a property defined by what already exists—it is defined by what is possible. Imagine an architectural masterpiece rising above the mangroves. A private family compound passed from one generation to the next. A waterfront retreat designed entirely around your vision. Here, every sunrise arrives over protected coastal habitat, every evening concludes with Gulf sunsets, and every day offers boating, fishing, paddleboarding, kayaking, and the quiet luxury of complete privacy. In an era when waterfront land grows increasingly scarce and entitlement opportunities continue to diminish, Buck Key represents something that can no longer be replicated. It is a place where conservation and luxury coexist, where nature becomes the ultimate amenity, and where the opportunity to create something entirely bespoke remains remarkably intact. Legacy properties are seldom created. They are preserved, stewarded, and ultimately entrusted to those with the vision to recognize their significance. Buck Key is more than an island. It is an invitation to create something that will endure for generations.

Buck Key, Captiva
$849,000
2026024248 MLS ⋅ Metes And Bounds BLDG.
Discover an extraordinary opportunity to create a legacy property in one of Sanibel Island’s captivating natural settings. Along the tranquil banks of Clam Bayou and encompassing nearly one acre of land, this exceptional homesite offers the ideal foundation for a custom waterfront residence designed to embrace the beauty, serenity and timeless allure of island living. Already enhanced with a cleared building site, an existing in-ground pool and a newly constructed private dock, the property is uniquely positioned to accelerate the journey from vision to reality. Here, every day begins with panoramic views across the protected waters of Clam Bayou, where mangrove islands rise from the landscape and an abundance of native wildlife creates an ever-changing natural spectacle. Beyond, glimpses of the Gulf waters complete a breathtaking backdrop that promises unforgettable sunsets and a profound connection to Sanibel’s celebrated coastal environment. Located within the ecological zone Upland Wetland (D2), the property offers approximately 25% allowable impervious coverage and 30% allowable developed-area coverage. Based upon the Lee County Property Appraiser’s reported lot size of 37,407 square feet, this equates to approximately 9,350 square feet of impervious area and approximately 11,222 square feet of developed area, providing remarkable flexibility for the design of a substantial custom residence and outdoor living environment. Whether your vision includes expansive terraces overlooking the bayou, walls of glass framing the surrounding natural beauty, a resort-inspired poolside retreat, guest accommodations or dedicated spaces for entertaining, this generous homesite presents a rare opportunity to design without compromise. New construction also offers the confidence and peace of mind that comes with modern engineering standards and the latest building codes, allowing you to create a home that is both beautiful and resilient. From your private dock, launch a paddleboard, kayak or small boat and explore the winding waterways that make Sanibel one of Florida’s most treasured island destinations. Spend your mornings gliding through quiet mangrove tunnels, your afternoons observing dolphins, manatees and shorebirds and your evenings enjoying the spectacular colors of the Gulf sky reflected across the bayou’s calm waters. Opportunities of this caliber are increasingly rare: a nearly one-acre waterfront homesite, thoughtfully prepared for development and surrounded by protected natural beauty. Here, the setting is inspiring, the possibilities are extraordinary and the lifestyle is unmistakably Sanibel.

5809 Sanibel Captiva Rd, Sanibel
$6,995,000
6 Beds ⋅ 4.5 Baths ⋅ 2026023434 MLS ⋅ Metes And Bounds BLDG.
At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.

17201 Captiva Dr, Captiva
$629,000
3 Beds ⋅ 2 Baths ⋅ 2026021981 MLS ⋅ Metes And Bounds BLDG.
Serenity Cove, Waterfront 3 bedroom 2.5 baths on Large lot... FANTISIC VIEWS looking the entire length of the Canal with Direct access to Matlacha Pass and the Gulf of Mexico !!! Really "cool, artistic interior with unique Master bedroom floor and original Terrazzo, epoxy and floor tile flooring throughout the Home... Open Kitchen with dining bar, Stainless steel appliances with a fisher and Paykel dishwasher drawer, Granite, stainless steel and live edgewood countertops. New LED lighting throughout. Bluetooth speakers in the bathroom ceiling and other unique touches. Check out the lighting in the living area and the open Florida Room...Doors have their own style as does the entire home... Two porches, one off the master area and the other for guests, beautiful spot for coffee in the morning (and drinks at night), views of the entire Canal, the dock with Tiki Hut, boat ramp and the beautiful Florida Sun. The Garage is a very large two car or truck, (864 Sq ft) with 1/2 bath, plenty of room for shop/storage and other fun garage things !!! Roof New & permitted in 2021 The lot is a LARGE 110' X 170' (almost 1/2 Acre) property with palm and other trees on either side for your privacy and your SERENITY... This is a house you need to see... It's unique, artsy with style and very livable...AND GREAT WATER VIEWS ... Take a look today..

5387 Marina Dr, Bokeelia
$1,113,000
4 Beds ⋅ 3 Baths ⋅ 2026006081 MLS ⋅ Metes And Bounds BLDG.
Navigate Florida's iconic waterways from Port St.Lucie on the Atlantic all the way to Fort Myers on the Gulf - right from your own backyard. This impressive 4 bedroom 3 bath home offers 2985 SF of beautifully finished living space, plus an additional 2500 SF basement, currently used as a workshop with a view, but can easily be transformed into more living space, a guest suite, or a fully separate apartment. Set on 2.5 Oak laden acres, the property also includes a 125' x 45' concrete slab, the perfect foundation for a Butler building, workshop, storage facility, or future expansion. With 130 feet of pristine frontage on the Caloosahatchee River, a boathouse and a dock, you'll enjoy effortless access to the water and endless opportunities for adventure. And the views - Sunrise to Sunset, every single day - are nothing short of spectacular. Step outside to outdoor living spaces galore, ideal for entertaining, relaxing, and soaking in the beauty of the riverfront lifestyle. A rare blend of space, freedom and waterfront living.

1209 County Rd 78, Labelle
$1,500,000
2 Beds ⋅ 2.5 Baths ⋅ 2025023759 MLS ⋅ Metes And Bounds BLDG.
Fully remodeled, custom-built, and offered fully furnished turnkey, this ultimate vacation retreat captures the rare feeling of being blissfully cast away—where a long, winding driveway lined with swaying palms gently disconnects you from the outside world. Sunsets unfold beautifully over Clam Bayou with the Gulf beyond, and direct water access makes this property exceptionally special—launch a kayak or boat from your private dock and reach one of Sanibel’s most secluded beaches in minutes, a truly rare island experience. Thoughtfully rebuilt from the ground up, the home’s architecture embodies an organic coastal modern aesthetic—entirely rebuilt to perfection and stunning inside and out—with clean, intentional lines softened by warm, natural materials inspired by the surrounding coastal environment. Designed for effortless enjoyment, the property offers incredible privacy, a spacious lot approximately 360 feet in length, and mature tropical landscaping that reinforces the feeling of an instant island getaway with simple, very low-maintenance living. The backyard sparkles as the sun reflects off the Bayou waters. Inside, soaring ceilings and abundant natural light create an airy, relaxed coastal ambiance, while exceptionally refined designer finishes reflect thoughtful craftsmanship throughout. All windows and doors are impact-rated, and a commercial-grade standing seam metal roof provides lasting durability and peace of mind. A screened porch sets the stage for sunset dining, while the back deck off the kitchen enjoys prized southwestern exposure—ideal for sunbathing, entertaining, or unwinding as the day fades. Wildlife sightings are part of everyday life, from bald eagles and ospreys overhead to endless fishing just steps from your door. Blissfully secluded yet just a short bike ride to Captiva, this is a truly rare opportunity to own a refined organic coastal retreat where architecture, nature, and island luxury exist in effortless harmony.

5801 Sanibel Captiva Rd, Sanibel
$4,800,000
3 Beds ⋅ 3 Baths ⋅ 225029219 MLS ⋅ Metes And Bounds BLDG.
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva Dr, Captiva
$9,450,000
6 Beds ⋅ 6.5 Baths ⋅ 224082961 MLS ⋅ Metes And Bounds BLDG.
A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.

16777 Captiva Dr, Captiva
$33,880,000
6 Beds ⋅ 7.5 Baths ⋅ 224050501 MLS ⋅ Metes And Bounds BLDG.
Welcome to Mandalay, an unparalleled sanctuary where refined luxury meets unspoiled nature on one of Florida’s most coveted stretches of beachfront. This is more than a home, it is a legacy estate where properties of this magnitude and caliber are truly special and rare. Step inside through a grand, gated entrance and experience the seamless blend of modern elegance and timeless coastal design. Built to commercial standards in 2009, this fortress-like estate is engineered to endure with custom Tischler windows and doors imported from Germany, capable of withstanding over 200 mph winds. Every detail has been meticulously curated, far exceeding Florida’s most rigorous building codes. The estate’s expansive layout was designed for effortless entertaining and luxurious day-to-day living. The chef’s kitchen is a culinary dream, boasting a full-size walk-in cooler, professional-grade appliances, a sprawling prep island, butler’s pantry, and a stunning full-service bar, all overlooking the Gulf of Mexico’s endless horizon. It's an entertainer’s paradise, offering unforgettable backdrops for gatherings both grand and intimate. The primary suite is a haven of serenity, featuring a cozy fireplace, private balcony, and spa-inspired ensuite complete with dual vanities, individual water closets, and a spa shower that redefines relaxation. Step outside to the resort-style pool, framed by a dramatic spillover waterfall, where a private path leads you to one of Sanibel Island’s most celebrated treasures, its white sandy beach. From sunrise meditations to sunset soirées and some of the BEST shelling in the country, every moment here is steeped in the magic of Gulf-front living. Mandalay is not just a home, it’s the epitome of coastal living, elevated to its highest expression. Whether you're seeking a private family compound, an elite retreat, or a trophy property, this offering is your once-in-a-lifetime invitation to own one of Florida’s most exclusive beachfront estates. Experience the pinnacle of privacy, prestige, and paradise... Mandalay awaits.

6111 Sanibel Captiva Rd, Sanibel