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$3,250,000
2 Beds ⋅ 2 Baths ⋅ Metes And Bounds SubDv.
Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediably special like the coastal modern masterpiece shown. Displayed are Conceptual renderings of what you could build on this property. You get to decide! Enjoy this adorable beach cottage or build a new coastal modern "Landmark" getaway. Whats offered at this price is this charming seaside retreat showcases a open layout w/expansive glass sliders that open onto a large deck, offering breathtaking views of the Gulf of Mexico. Nestled just steps away from the Blind Pass bridge, where Sanibel/Captiva converge, Coquina Cottage proudly stands as the first residence on Captiva beach, establishing itself as a landmark destination. With its panoramic beach views, this idyllic getaway boasts a compact yet well-equipped kitchen, two cozy sleeping areas, & a soothing spa. Set on a half-acre waterfront property w/a single dwelling along the Gulf, the cottage is enveloped by tropical native vegetation. Enjoy exceptional fishing, observe marine life & wildlife, indulge in world-class shelling, & enjoy enchanting sunsets on the white sand beach of Captiva.

17170 Captiva Drive, Captiva
$2,199,000
4 Beds ⋅ 4 Baths ⋅ Metes And Bounds SubDv.
Amid the untouched landscapes of Sanibel Island, where nature and architecture quietly coexist, lies a rare estate designed not just to respect its surroundings but to elevate them. Casa de Joewood is more than a home, it is a refined expression of place, purpose and preservation. Set nearly an acre deep along the edge of Sanibel’s protected Gulfside Park, this private retreat is veiled from the road, offering seclusion and soul-stirring proximity to nature. The home's orientation, expertly imagined by architect Joyce Owens and realized by architect Edgar Burton, follows the arc of the sun and the rhythm of the seasons. Crafted with hurricane-rated concrete construction in 2016, impact glass and a standing seam metal roof, it is at once resilient and resolute. Within, the architecture unfolds with deliberate grace. A reverse floor plan raises the kitchen, great room, dining room and lanai to the treetops, capturing sunlight and Gulf breezes. The treetop elevation of the main floor and an abundance of windows capture the spectacular Gulf views to the south and in the other directions, views of the tropical hammock preserve lands and the island beyond. English oak engineered floors add warmth, while an elevator connects every level with ease. Each element of the home invites the outdoors in, calm, sun-soaked and endlessly serene. Perhaps the most poetic feature of Casa de Joewood is what lives just outside its walls. Named for the endangered Joewood Trees that flourish here, Sanibel’s symbolic plant and a rarity throughout the state. The home’s grounds are a living gallery of native flora and fauna. A gopher tortoise burrow is among match weed, osprey return to the nesting pole each season and butterflies emerge quietly from their stone-hinged chrysalises in the sculptural gardens. This is more than landscaping, it is habitat, heritage and homage. Deeded beach access, a gas-heated pool with elevated equipment and artisanal furnishings curated for the space complete the offering. Offered mostly furnished, this is a rare opportunity to own a legacy estate that aligns environmental stewardship with architectural artistry.

2190 Camino Del Mar Drive, Sanibel
$12,500,000
5 Beds ⋅ 6 Baths ⋅ Metes And Bounds SubDv.
The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva Drive, Captiva
$350,000
3 Beds ⋅ 2 Baths ⋅ Metes And Bounds SubDv.
Fantastic rental income opportunity! This property includes your very own deeded, DIRECT Gulf-access dock conveniently located right across the street. You're just a short drive to the Marina and the Lazy Flamingo, and only steps from the Lavender Landing boat ramp—making boat launches quick and effortless. Inside, you’ll find a beautifully renovated home with a strong income history. The fully finished lower level has been transformed into a separate 1,020 sq. ft. apartment, perfect for guests or maximizing rental potential. Bokeelia, located on the North side of Pine Island is a true escape—known for its peaceful atmosphere, world-class fishing, stunning natural beauty, and laid-back coastal lifestyle. Whether you're seeking tranquility, boating adventures, or a charming island community, this location delivers it all.

7431 Barrancas Avenue, Bokeelia
$4,800,000
3 Beds ⋅ 3 Baths ⋅ Metes And Bounds SubDv.
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 Drive, Captiva
$33,880,000
6 Beds ⋅ 8 Baths ⋅ Metes And Bounds SubDv.
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 Road, Sanibel
$9,450,000
6 Beds ⋅ 7 Baths ⋅ Metes And Bounds SubDv.
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 Drive, Captiva