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$10,900,000
5 Beds ⋅ 5.5 Baths ⋅ 2026022035 MLS
Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva’s world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home’s thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat—located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home—it’s an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island’s most coveted settings.

16730 Captiva DR, Captiva
$6,995,000
6 Beds ⋅ 4.5 Baths ⋅ 2026023434 MLS
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
$595,000
3 Beds ⋅ 2 Baths ⋅ 2026021981 MLS
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
$370,000
3 Beds ⋅ 2.5 Baths ⋅ 2026021867 MLS
PRICE IMPROVEMENT! Showcasing all new luxury vinyl and new master bedroom carpet, this spacious two-story home is located in Village Woods at La Cita community. Offering 3 bedrooms plus a den, 2.5 bathrooms, and a versatile loft overlooking the first floor, this home provides flexible living spaces perfect for families, remote work, or entertaining. A standout feature is the attached air-conditioned bonus building currently used as a home office, creating the ideal private workspace or studio. The home also features a screened-in patio that can easily serve as a peaceful garden retreat or relaxing sitting area. Step outside to the expansive patio deck overlooking the community lake pond, where you can enjoy tranquil water views and outdoor gatherings year-round. Nestled among beautiful mature oak trees, Village Woods at La Cita offers charming sidewalks and a welcoming neighborhood atmosphere perfect for walking and enjoying the natural surroundings. This home combines comfort, functionality, and scenic outdoor living in one of the area’s most picturesque communities.

2825 La Cita LN, Titusville
$24,950,000
6 Beds ⋅ 6.5 Baths ⋅ 2026012050 MLS
Set on 4.55 acres at the very end of West Gulf Drive, known as Sanibel's prestigious Gold Coast, on a private cul-de-sac, this extraordinary beachfront estate offers 245 ft of direct Beach & Gulf frontage, exceptional privacy, and a caliber of craftsmanship rarely seen anywhere in SWFL. Built without compromise, and running parallel to the sunset, allowing the home to capture Sanibel’s legendary Gulf views & Sunsets. A rare legacy estate. Encompassing nearly 20,000 SF with 6 bedrooms, a private office, 6.5 baths, and white-sand beach & water views from every room. Grand in scale yet livable, conceived as a multigenerational coastal retreat, suited for intimate family life, extended guest stays, and entertaining. Professionally decorated & furnished, a reflection of craftsmanship. The great room is dramatic and refined, anchored by 3 custom Barlas Baylar chandeliers, a hand-carved Calacatta marble fireplace mantel, herringbone hickory floors, mahogany ceiling beams with integrated surround sound, and concealed air systems preserving clean architectural lines. A full-length illuminated bar with underlit crystal counters brings the ambiance of a private five-star lounge, while integrated Crestron & Lutron systems provide sophisticated control of lighting, media, comfort, and shade. A Chef’s kitchen & separate service kitchen are outfitted with Thermador Pro Appliances, custom cabinetry, designer hardware, and a full butler’s pantry, ideal for private chef service & entertaining. An elevator provides seamless access across levels, while a dumbwaiter offers discreet convenience for household needs. Custom hand-crafted doors highlight the home’s attention to detail. Built to exceptional standards, the residence features a copper roof w/ matching copper gutters, $1.4M in Hartman windows & doors, and full hurricane shutters for an exceptional level of coastal protection. The Primary Wing offers 2 Gulf-front suites and office. The primary suite features a fireplace, private balcony overlooking the Gulf, direct beach access, a morning kitchen, advanced security features, and an exceptional bath w/ indoor & outdoor showers, a steam shower, an extraordinary walk-in wardrobe, dedicated laundry, Toto toilets in every bathroom. Guest accommodations are designed to provide comfort & privacy, including a 3rd-level suite with breathtaking views of Sanibel’s celebrated sunsets. Beyond its principal living spaces, the home offers scale to have a private gym, spa, game room, and lifestyle spaces tailored to multigenerational living & extended guest stays. Outdoor living rivals a luxury resort, w/ a beachfront pool & spa, lap pool, outdoor kitchen, lounge pavilion with reclaimed wood & fireplace, and a beachside putting green. Additional lot separately available, offering the opportunity to expand or create a private compound. Framed by palms, Gulf breezes, and the sound of waves, this ultra-private residence is one of the most significant estates in Florida.

4405 W Gulf DR, Sanibel
$1,113,000
4 Beds ⋅ 3 Baths ⋅ 2026006081 MLS
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
$18,900,000
6 Beds ⋅ 7 Baths ⋅ 2026006271 MLS
Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

16950 Captiva DR, Captiva
$995,000
2 Beds ⋅ 2 Baths ⋅ 2026001344 MLS
This is easy island living done right! Located on the West End of Sanibel Island along the edge of the Santiva neighborhood, this elevated two-bedroom, two-bath home sits on a private half-acre lot just steps from Blind Pass Beach, with the infamous Sanibel shared-use path right out front and quick access to both Captiva and Sanibel town centers. Best of all, the only land between you and the beach is a protected strip of SCCF conservation property—keeping your walk to the Gulf open, natural, and untouched. Enjoy the morning Gulf breeze with your coffee and wind down in the evening to the peaceful sound of waves lapping the shoreline. Inside, the home offers a relaxed coastal-casual design with high ceilings, luxury vinyl flooring, and bright, open living spaces that are comfortable and low-maintenance. The primary suite features a private bath and back patio, while the guest bedroom and bath are perfectly suited for guests and visitors. Outside, enjoy tropical views from the screened lanai or take advantage of the reimagined covered downstairs space—complete with new electrical and epoxy floors—ideal for entertaining or everyday island living. Sold fully furnished and loaded with recent upgrades including impact windows and doors, a new AC system with ductwork, LVP flooring throughout, and so much more-- all with the benefit of ample room for the home to grow on its oversized private lot. Walk, bike, beach, repeat—this is low-stress, high-reward island-time living!

6092 Sanibel Captiva RD, Sanibel
$1,500,000
2 Beds ⋅ 2.5 Baths ⋅ 2025023759 MLS
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
$1,090,000
4 Beds ⋅ 3.5 Baths ⋅ 2025016110 MLS
Extraordinary Sanibel Estate Home Discover a one-of-a-kind property nestled between twin ponds and pristine conservation land. Located in Sanibel’s coveted West Gulf Drive neighborhood, this serene family home offers a perfect blend of privacy, comfort, and natural beauty — all just a short stroll from a deeded beach access. The main residence features three spacious king bedrooms, including a luxurious primary suite with a private sitting room/home office, double vanity, and walk-in shower. Two additional bedrooms share a Jack & Jill bath with dual vanities and Corian countertops. A separate guest cabana, connected by a lighted and covered walkway, offers a private queen suite — ideal for visitors or extended family. It would also make a wonderful a dedicated home studio. In the main house soaring vaulted ceilings and an airy, open-plan living area lead to a sun-drenched deck — perfect for al fresco dining, grilling, or simply relaxing while watching native wildlife. The cabana pool area is a tropical oasis, with a heated pool overlooking a peaceful pond. Thoughtfully updated, the home boasts ceramic tile flooring, Corian countertops , and modern kitchen appliances including an induction cooktop and circulating ceiling fans. A tankless water heater ensures on-demand hot water, while four individual cooling systems provide custom climate control year-round. Whether you're seeking a quiet sanctuary, a multigenerational layout, or a coastal getaway with room to entertain, this property is a rare find on Sanibel Island.

2999 Twin Ponds DR, Sanibel
$2,450,000
4 Beds ⋅ 4.5 Baths ⋅ 2025014856 MLS
After Ian had his way with this charming original Island cottage, circa 1956, located down on the east end of the island, by the Lighthouse, this home was reimagined for today’s lifestyle and conditions, but has still maintained its classic Sanibel ambience. In collaboration with an island architect and an award winning contractor, this home was designed with the Sanibel lifestyle in mind. The ground level portion of this house was taken down to the studs and completely rebuilt, including a new slab, where the dining room now sits. New walls, new framing, new sub floors, new interior doors, new porcelain tile flooring, new electrical wiring, including panel, new plumbing, new ductwork, new HVAC new impact exterior doors and windows throughout the whole house. Brand new kitchen was solid wood, custom-made cabinets, quartz countertops with a stunning island, new stainless steel appliances, beautiful crown molding throughout, new lighting fixtures that add a special ambience to this amazing property. The exterior improvements include new, hardie board siding, and soffits, Outlookers installed, Bahama Shutters, new structural framing on all exterior windows, new 6” K gutters, exterior waterproofing, garage was leveled and finished, new automatic garage door installed. Venturing up the stairs to the second story, which was unscathed by Ian, we have another 1500+ SF of living area which encompasses two bedrooms and two baths. The main master is HUGE and reminds one of a Tribeca loft, with living and sleeping areas conjoined, that gives a unique vibe to this fabulous layout. The master bath is spacious with double sinks, separate soaking tub and walk in shower. On a whimsical note, the guest bath is designed after the infamous Bubble Room in Captiva and is certainly a conversation piece. All the flooring upstairs has been replaced with porcelain tile. Off the loft area is an alluring lanai and a great spot to unwind after a busy day of shelling. The saltwater pool was completely refinished and re-tiled, all new pool equipment, including pool heater, new screens on pool cage, new travertine marble tiles in and around pool and patio. The Landscaping on this property was specifically redesigned and graded to prevent flooding and to establish multiple drainage areas using berms and a riprap border around the perimeter, including newly planted Buttonwood trees that surround the property. Native plants were installed, preserving the natural beauty of the property and its location. And all new sprinkler system was installed. All new drywall on the first floor, 4 feet down was replaced with PVC drywall that can be easily removed, cleaned and reinstalled. The home has been well-thought-out and has kept in step with the current climate situation. Located on a shell drive with just little literally steps to the to the bay or gulf and a two minute walk to the shops and restaurants. This property is really something special!

1163 Seagrape LN, Sanibel
$9,700,000
5 Beds ⋅ 4.5 Baths ⋅ 2025014681 MLS
This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

16770 Captiva DR, Captiva
$11,500,000
6 Beds ⋅ 7.5 Baths ⋅ 2025006303 MLS
Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva DR, Captiva
$2,199,000
4 Beds ⋅ 3.5 Baths ⋅ 225037092 MLS
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 DR, Sanibel
$4,800,000
3 Beds ⋅ 3 Baths ⋅ 225029219 MLS
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
$12,500,000
5 Beds ⋅ 5.5 Baths ⋅ 225024734 MLS
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 DR, Captiva
$9,450,000
6 Beds ⋅ 6.5 Baths ⋅ 224082961 MLS
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
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
$3,250,000
2 Beds ⋅ 2 Baths ⋅ 223036615 MLS
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 DR, Captiva

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.