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$12,500,000
5Beds
5.1Baths
5,843Sqft
Captiva, Florida, 33924, United States
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.
Michael Polly
$12,500,000
16530 Captiva Drive
5Beds
5.1Baths
5,843Sqft
Captiva, Florida, 33924, United States
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.
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Michael Polly
$12,500,000
16530 Captiva Drive
5Beds
5.1Baths
5,843Sqft
$12,500,000
Captiva, Florida, 33924, United States
$4,800,000
3Beds
3Baths
2,373Sqft
Captiva, Florida, 33924, United States
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.
Michael Polly
$4,800,000
16543 Captiva Drive
3Beds
3Baths
2,373Sqft
Captiva, Florida, 33924, United States
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.
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Michael Polly
$4,800,000
16543 Captiva Drive
3Beds
3Baths
2,373Sqft
$4,800,000
Captiva, Florida, 33924, United States
$849,000
3Beds
2Baths
3,036Sqft
1986 Wild Lime Drive, Sanibel, Florida, 33924, United States
Well maintained, remodeled, Sanibel Bayous home is located on a large vegetated, private lot and sits in the "High Ridge" on Sanibel Island. New landscaping, irrigation system, raised flower beds and shell paths. Wonderful split floor plan offering 3 bedrooms and 2 baths with quartz vanities and a private elevator. New LVP flooring throughout, living/dining combination with vaulted ceiling.
Karen Bell
$849,000
SANIBEL BAYOUS BEAUTY
3Beds
2Baths
4
3,036Sqft
1986 Wild Lime Drive, Sanibel, Florida, 33924, United States
Well maintained, remodeled, Sanibel Bayous home is located on a large vegetated, private lot and sits in the "High Ridge" on Sanibel Island. New landscaping, irrigation system, raised flower beds and shell paths. Wonderful split floor plan offering 3 bedrooms and 2 baths with quartz vanities and a private elevator. New LVP flooring throughout, living/dining combination with vaulted ceiling. Kitchen with granite counters, all new GE, Stainless steel appliances and a breakfast bar. The home has been freshly painted inside and out, all new furniture just 6 months old, new ceiling fans, new a/c system, new alarm system/video surveillance visible anywhere via internet, fiber optic is scheduled for installation on the street as well. New composite stairs and decks. New 2025 survey with calculations show room for a pool. Great island location, perfect for hopping on bike trails or heading up to Ding Darling Wildlife Sanctuary to bird watch. Close to Bowman's beach for some of Sanibel's world-famous shelling and those spectacular sunsets. This property has NOT had any insurance/hurricane or storm related claims.
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Karen Bell
$849,000
SANIBEL BAYOUS BEAUTY
3Beds
2Baths
3,036Sqft
$849,000
1986 Wild Lime Drive, Sanibel, Florida, 33924, United States
$1,824,900
3Beds
3Baths
Upper Captiva, Florida, 33924, United States
High-performing Vacation Rental Getaway! Must see this extraordinary Key West-style retreat built in 2021, perfectly positioned on Upper Captiva Islands private airstrip. Designed for discerning buyers who value both refined living and adventurous access, this elevated luxury home offers a rare opportunity for pilots and island enthusiasts alike.
LUXVT Real Estate Marketing Real Estate Marketing
$1,824,900
4540 Seair Lane
3Beds
3Baths
Upper Captiva, Florida, 33924, United States
High-performing Vacation Rental Getaway! Must see this extraordinary Key West-style retreat built in 2021, perfectly positioned on Upper Captiva Islands private airstrip. Designed for discerning buyers who value both refined living and adventurous access, this elevated luxury home offers a rare opportunity for pilots and island enthusiasts alike. Accessible only by boat, ferry, or private aircraft, Upper Captiva is a hidden gem where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This stunning three-bedroom, three and a half-bathroom residence was expertly constructed on pilings with a metal roof and impact-resistant windows and doors, ensuring strength, safety, and peace of mind. The living space remained untouched by recent storm surge events, a testament to its thoughtful design and elevation. Inside, vaulted ceilings and a striking clerestory window system flood the home with natural light, creating a bright, breezy ambiance that complements its coastal surroundings. Expansive Gulf and bay views can be enjoyed from the open-air balcony and patio-ideal for relaxing or entertaining guests. The chefs kitchen is equipped with high-end appliances, including a propane-fueled range with grill, and double oven, tailor-made for culinary enthusiasts. Each of the three spacious bedrooms features its own private en-suite bath, offering comfort and privacy for residents and guests, and additional sleeping space area. Outdoors, a heated saltwater pool and spa invite relaxation, enhanced by a fully automated system controllable remotely via smartphone app-perfect for preparing your soak before you arrive. The pool deck is finished with elegant pavers, while the composite decking on the screened porch and upper balcony offers durability and low maintenance in key outdoor living spaces. Down by the pool, a sandy beach lounge area and an undercover recreation space (which is also an open air hangar) provide a perfect setting for island-style entertainment and relaxation. A fire table adds ambiance for cozy evenings under the stars. Located just 650 feet from the white sands of the Gulf of Mexico, this home offers both convenience and tranquility. It offers front-row seats to some of Floridas most breathtaking sunsets. Each evening, the sky transforms into a vibrant canvas of oranges, pinks, and purples, casting a golden glow over the shoreline and surrounding palm trees. Whether youre swimming, sunbathing, or strolling the shore, the beach is always within reach. For investors, this property doubles as a proven income generator with a successful short-term rental history and records available upon request. 4540 Seair Lane is more than a home-its a lifestyle. A rare find for American and international buyers alike, it combines modern luxury with island seclusion and aviation access. Discover the ultimate island escape on Upper Captiva, where every detail is elevated, and every arrival feels like a getaway.
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LUXVT Real Estate Marketing Real Estate Marketing
$1,100,000
3Beds
3Baths
1,496Sqft
Captiva, Florida, 33924, United States
Highly sought after top floor 3 bedroom, 3 bath, 2 story Bayside Villa with breathtaking views of Pine Island Sound and beyond. In addition, this is one of the few lanais with a side view which offers the ability to watch the boats come and go from the canal leading to the marina. The well trimmed mangroves provide a haven for nesting birds, as well as other wild life.
Michael Polly
$1,100,000
5321 Bayside Villas #22
3Beds
3Baths
1,496Sqft
Captiva, Florida, 33924, United States
Highly sought after top floor 3 bedroom, 3 bath, 2 story Bayside Villa with breathtaking views of Pine Island Sound and beyond. In addition, this is one of the few lanais with a side view which offers the ability to watch the boats come and go from the canal leading to the marina. The well trimmed mangroves provide a haven for nesting birds, as well as other wild life. Master suite with great views is located on upper floor. Discover the tranquil beauty of Island living found at South Seas Island Resort located on Captiva Island. Bayside Villas is situated at the South end of the resort where its just a short walk to the beautiful beaches of the Gulf of Mexico, also a short stroll to the Village of Captiva with its wonderful restaurants and unique shops. Freshly painted with new flooring and granite countertops recently installed. Under building parking. Fantastic rental potential, with great options available. Large pool and spa area.
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Michael Polly
$1,100,000
5321 Bayside Villas #22
3Beds
3Baths
1,496Sqft
$1,100,000
Captiva, Florida, 33924, United States
$6,900,000
5Beds
4.5Baths
4,608Sqft
Captiva, Florida, 33924, United States
Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island.
Homes and Land
$6,900,000
16886 Captiva Drive
5Beds
4.5Baths
4,608Sqft
Captiva, Florida, 33924, United States
Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family. The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family. With 100 feet of pristine Gulf of Mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to Captivas renowned natural beauty. Additionally, there is an exclusive opportunity to acquire the adjacent 1.4-acre bayside estate, complete with an artists studio, home, private dock, and pool. This additional parcel further elevates the potential of this once-in-a-lifetime property offering. Dont miss out on this exceptional piece of Captiva Island paradise!
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Homes and Land
$6,900,000
16886 Captiva Drive
5Beds
4.5Baths
4,608Sqft
$6,900,000
Captiva, Florida, 33924, United States
$1,295,000
3Beds
2.5Baths
1,410Sqft
Captiva, Florida, 33924, United States
Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call home on Captivas premier Tween Waters stretch youve found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deepwater direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai.
Homes and Land
$1,295,000
15411 Captiva Drive unit: 3B
3Beds
2.5Baths
1,410Sqft
Captiva, Florida, 33924, United States
Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call home on Captivas premier Tween Waters stretch youve found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deepwater direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is Captiva Village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach. Projected Gross Revenue 2025 143,718; 2026 148,029.
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Homes and Land
$1,295,000
15411 Captiva Drive unit: 3B
3Beds
2.5Baths
1,410Sqft
$1,295,000
Captiva, Florida, 33924, United States
$5,700,000
6Beds
7.5Baths
5,598Sqft
Captiva, Florida, 33924, United States
THIS IS A SHORT SALE! Deeded Beach Access! Opportunity is knocking! Answer the door! One of Captivas most iconic residences resting on over 2.5 acres with 200 ft of bay-frontage overlooking the sparkling waters toward the preservation land beyond. Situated on a peninsula this property affords unparalleled wide water views unlike any other on the islands.
Homes and Land
$5,700,000
16979 Captiva Drive
6Beds
7.5Baths
5,598Sqft
Captiva, Florida, 33924, United States
THIS IS A SHORT SALE! Deeded Beach Access! Opportunity is knocking! Answer the door! One of Captivas most iconic residences resting on over 2.5 acres with 200 ft of bay-frontage overlooking the sparkling waters toward the preservation land beyond. Situated on a peninsula this property affords unparalleled wide water views unlike any other on the islands. As you approach up the shell drive you are surrounded by mature specimen plantings from around the globe that can only come with decades of establishment and deliberately arranged garden paths highlighting many exotic species. Upon arrival you are greeted with bay views before even entering due to the wonderful breezeway design which looks through to the wrap-around covered boat basin and gazebo. As you enter, you are welcomed with a hand forged cascading stairway which brings you to the interior for a knockout view. This sprawling one level home design is only possible because of the double water frontage of 200ft. Unequivocally the ultimate home for entertaining, with a massive relaxing area along with a knockout outdoor kitchen, spa and huge pool with billiards and more. Beautifully remodeled with a cool coastal feel that blends well with the architecture. Deeded beach access.
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Homes and Land
$5,700,000
16979 Captiva Drive
6Beds
7.5Baths
5,598Sqft
$5,700,000
Captiva, Florida, 33924, United States
$1,550,000
3Beds
3Baths
2,300Sqft
Captiva, Florida, 33924, United States
Situated at the northernmost tip of Captiva Island is Lands End. Appropriately named, this intimate complex provides a setting like no other with a 180 degrees vistas from The Gulf of Mexico across the stunning golf course to Pine Island Sound. This penthouse is beautifully updated and spacious with 2300 ft.2 of living area along with two commodious sundecks and parking under the building.
Homes and Land
$1,550,000
1666 Lands End Village
3Beds
3Baths
2,300Sqft
Captiva, Florida, 33924, United States
Situated at the northernmost tip of Captiva Island is Lands End. Appropriately named, this intimate complex provides a setting like no other with a 180 degrees vistas from The Gulf of Mexico across the stunning golf course to Pine Island Sound. This penthouse is beautifully updated and spacious with 2300 ft.2 of living area along with two commodious sundecks and parking under the building. The floor plan is gracious and flows beautifully with all areas. Offering a gorgeous pool area and soon-to-be lushly landscaped grounds along with a private fitness center and access to the beach, Lands End is your own resort. Pro Forma Attached. Projection Gross income for 2026 is 213,000. This property in not encumbered by any program whatsoever so a future owner can do as they see fit.
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Homes and Land
$1,550,000
1666 Lands End Village
3Beds
3Baths
2,300Sqft
$1,550,000
Captiva, Florida, 33924, United States
$9,450,000
6Beds
6.5Baths
5,346Sqft
Captiva, Florida, 33924, United States
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.
Homes and Land
$9,450,000
16777 Captiva Drive
6Beds
6.5Baths
5,346Sqft
Captiva, Florida, 33924, United States
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 Lindberghs 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.
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Homes and Land
$9,450,000
16777 Captiva Drive
6Beds
6.5Baths
5,346Sqft
$9,450,000
Captiva, Florida, 33924, United States
$3,500,000
3Beds
3.5Baths
3,028Sqft
Captiva, Florida, 33924, United States
Discover the ultimate Artist retreat with this exceptional 1.4-acre bay front estate parcel on Captivas coveted Roosevelt Channel. Nestled among lush, mature vegetation, this property offers breathtaking waterfront views, abundant wildlife, and a private dock with direct access to the Intracoastal Waterway and Gulf of Mexico.
Homes and Land
$3,500,000
16891 Captiva Drive
3Beds
3.5Baths
3,028Sqft
Captiva, Florida, 33924, United States
Discover the ultimate Artist retreat with this exceptional 1.4-acre bay front estate parcel on Captivas coveted Roosevelt Channel. Nestled among lush, mature vegetation, this property offers breathtaking waterfront views, abundant wildlife, and a private dock with direct access to the Intracoastal Waterway and Gulf of Mexico. Your Picturesque estate also offers a deeded beach access through a scenic walkway to the Gulf of Mexico across Captiva Drive. Main Residence: - Fully remodeled 3-bedroom, 3-bath home - Impact glass windows & metal roof for modern safety & efficiency - Private pool & spa for island-style relaxation - Charming coastal-inspired interiors with elegant finishes Art Studio & Guest Retreat: - Distinctive architectural design - Second-level space with potential for future expansion - A tranquil creative space or additional guest quarters Surrounded by nature, this estate offers a serene sanctuary where you can experience manatees, dolphins, and incredible birdlife right in your backyard. A rare opportunity to embrace the Captiva Island lifestyle with privacy, charm, and endless waterfront adventures. Ground level home that did not flood in any of the recent storms........Schedule your private showing today!
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Homes and Land
$3,500,000
16891 Captiva Drive
3Beds
3.5Baths
3,028Sqft
$3,500,000
Captiva, Florida, 33924, United States
$1,499,000
2Beds
2Baths
1,323Sqft
Captiva, Florida, 33924, United States
Sunset Captiva Harbor Side offers a rare chance to own in one of Captivas most unique Gulf-to-Bay communities, perfectly situated in the heart of historic Captiva Village. This coveted location blends exceptional value with sweeping views of Pine Island Sound, Buck Key, and abundant island wildlife.
Homes and Land
$1,499,000
15123 Captiva Drive unit: 103
2Beds
2Baths
1,323Sqft
Captiva, Florida, 33924, United States
Sunset Captiva Harbor Side offers a rare chance to own in one of Captivas most unique Gulf-to-Bay communities, perfectly situated in the heart of historic Captiva Village. This coveted location blends exceptional value with sweeping views of Pine Island Sound, Buck Key, and abundant island wildlife. As the only community in the Village offering full amenities, Sunset Captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the Gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart-an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, Sunset Captiva Harbor Side is your opportunity to claim a true piece of paradise.
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Homes and Land
$1,499,000
15123 Captiva Drive unit: 103
2Beds
2Baths
1,323Sqft
$1,499,000
Captiva, Florida, 33924, United States
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