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Metes And Bounds Captiva Florida Homes for Sale

Naples Florida Real Estate

Metes And Bounds Captiva Real Estate

Homes For Sale21$2.1M - $23M
Land For Sale2$5.8M - $21M
Sold ( Past 6 Months )2$8.5M - $10M
Last updated at 5:22am 05/02/2025

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$23,000,000
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Metes And Bounds

16950 Captiva Dr, Captiva, FL 33924

Homes - 8,596 ft² / 16,495 ft² - 3 Car Garage

6 or More / 7 Baths / Pool / Spa

Built 2021
Metes And Bounds Captiva Homes for Sale: 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 the 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 the human experience through sophistication and functionality, creating intimate experiences in the grandeur of larger spaces. A 24-foot fully retractable wall of glass seamlessly unites the indoors with the 4,000-plus-square-foot outdoor entertainment deck featuring a 1,575-square-foot resort-style pool with 360-degree spillover spa and an impressive 48-foot negative edge waterfall wall accentuated by fountain bowls on either end. For entertaining poolside, the luxurious cabana-kitchen can connect to the adjacent primary kitchen by opening the wall of disappearing sliders. Embodying a commercial functionality with sophisticated quality, the kitchen is timelessly beautiful and practical for the professional chef or home cook featuring industry-leading appliances including 48-inch Wolf dual fuel range, Miele coffee machine, Sub-Zero refrigeration and freezer towers, and dual Cove dishwashers. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.



$17,500,000
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Metes And Bounds

16814 Captiva Dr, Captiva, FL 33924

Homes - 6,500 ft² / 12,525 ft² - 3 Car Garage

6 or More / 5 Baths / 2 Half / Pool / Spa

Built 2025
Metes And Bounds Captiva Homes for Sale: Resilience. Romance. Rarity. Excitement. History.... Once in a great while, something truly remarkable emerges—something so rare and special, it's reserved for only a select few. This is one of those moments. Welcome to a captivating beach estate that embodies over a century of history, elegance, and coastal charm. Originally constructed in 1912 as part of the legendary Tarpon Inn Resort on Useppa Island—an ambitious project by none other than Barron G. Collier—this historic cottage has journeyed through time. In 1948, it found its forever home atop a majestic dune on Captiva Island’s prestigious Gold Coast, relocated by famed philanthropist and big-game hunter Col. Francis T. Colby. With 131 feet of unspoiled Gulf frontage, the high ridge setting is as rare as it is stunning. Today, the story continues with the addition of a newly built, exquisitely designed guest house—a modern architectural marvel crafted by Benchmark Construction and visionary - acclaimed Architect and Designer Joyce Owens of AJO Architecture & Designs. This waterfront retreat features two thoughtfully designed guest areas, offering privacy, comfort, and a seamless blend of indoor-outdoor living. Every inch of this estate, from the historic main cottage to the contemporary guest residence, is infused with luxury, elegance, and intention. Together, they create the ultimate Gulf-front retreat—a legacy property meant to be treasured for generations. This is more than a home. It's a timeless experience, a rare blend of old-world charm and modern sophistication. A truly unmatched offering on Florida’s West Coast—impossible to replicate, unforgettable to experience.



$12,500,000
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Metes And Bounds

16530 Captiva Dr, Captiva, FL 33924

Homes - 5,843 ft² / 10,586 ft² - 3 Car Garage

5+Den / 5 Baths / 1 Half / Pool

Built 1956
Metes And Bounds Captiva Homes for Sale: 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.



$10,900,000
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Metes And BoundsNEW

16730 Captiva Dr, Captiva, FL 33924

Homes - 5,059 ft² / 7,951 ft² - 3 Car Garage

5+Den / 5 Baths / 1 Half / Pool / Spa

Built 1995
Metes And Bounds Captiva Homes for Sale: 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.



$9,700,000
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Metes And Bounds

16770 Captiva Dr, Captiva, FL 33924

Homes - 4,134 ft² / 8,816 ft² - 3 Car Garage

5 Bed / 4 Baths / 1 Half / Pool / Spa

Built 1998
Metes And Bounds Captiva Homes for Sale: SOUTH HAVEN—Experience unparalleled tropical luxury at South Haven, a meticulously designed concrete piling home that seamlessly blends elegance and functionality. Recent enhancements include a fully remodeled kitchen, dining room, and primary bath, along with a 2023 roof replacement and premium finishes throughout. The main level features a sunlit foyer, guest accommodations, and dual guest retreats in a private wing. The redesigned kitchen boasts modern amenities and a bright dining nook, while the living room offers sweeping coastal views. Upstairs, the owner’s suite captivates with Gulf of America vistas, a stone-clad electric fireplace, and sophisticated woven flooring. The ground level includes a spacious garage and versatile spaces, all accessible via an elevator serving every level. Outside, Royal Palms frame the exquisitely designed pool area, complete with a sunbathing platform, covered dining, and lounging spaces. A beachside yard features a private cabana, landscaped greens, and a serene walkway to the shore. South Haven is the ultimate coastal retreat, offering exceptional craftsmanship, lush surroundings, and unforgettable sunsets.



$9,450,000
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Metes And Bounds

16777 Captiva Dr, Captiva, FL 33924

Homes - 5,346 ft² / 6,030 ft² - 3 Car Garage

6 or More / 6 Baths / 1 Half / Pool

Built 1989
Metes And Bounds Captiva Homes for Sale: 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.



$7,500,000
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Metes And Bounds

16886 Captiva Dr, Captiva, FL 33924

Homes - 4,608 ft² / 7,599 ft² - 4 Car Garage

5+Den / 4 Baths / 1 Half

Built 1973
Metes And Bounds Captiva Homes for Sale: 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 Captiva’s renowned natural beauty. Additionally, there is an exclusive opportunity to acquire the adjacent 1.4-acre bayside estate, complete with an artist’s studio, home, private dock, and pool. This additional parcel further elevates the potential of this once-in-a-lifetime property offering. Don’t miss out on this exceptional piece of Captiva Island paradise!



$7,250,000
Decrease*
$1.2M
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Metes And Bounds

16500 Captiva Dr, Captiva, FL 33924

Homes - 4,000 ft² / 8,348 ft² - 3 Car Garage

6 or More / 6 Baths / 1 Half / Pool / Spa

Built 1991
Metes And Bounds Captiva Homes for Sale: Welcome to a breathtaking coastal-modern beachfront estate on Captiva Island’s exclusive Gold Coast! Designed for peace & rejuvenation, this home blends comfort, nature, & luxury into a seamless oasis. Set on over 100 feet of beachfrontage, this estate-zoned property offers the ability to add two additional structures, creating your ultimate private retreat. This meticulously enhanced home features stunning Gulf views, luxurious amenities, & unmatched privacy. With 6 spacious bedrooms, each with en-suite baths, the expansive layout is perfect for entertaining. Highlights include family gathering spaces, a media room, & an elevator. The great room’s floor-to-ceiling sliding glass doors create a seamless indoor-outdoor flow, while the kitchen impresses with panoramic views, high-end appliances, & a coffee bar. Outdoor enthusiasts will love the atrium-style, 44-ft heated saltwater pool, offering total privacy. Expansive decks on every level provide breathtaking water views, with a rooftop sun deck perfect for champagne sunsets. Beyond its luxury, this property is a proven high-income RENTAL POWERHOUSE, consistently generates well over $500K in annual rental income. The proven detailed rental history makes it a turnkey opportunity for investors, with an established track record of strong returns. Whether you’re seeking a luxurious beachside retreat or an investment property with exceptional income potential, this Captiva escape is the ultimate!



$6,975,000
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Metes And Bounds

17181 Captiva Dr, Captiva, FL 33924

Homes - 4,737 ft² / 7,625 ft² - 3 Car Garage

5+Den / 4 Baths / 1 Half / Pool / Spa

Built 2001
Metes And Bounds Captiva Homes for Sale: You really can have it all! Boating on the Bayside and the beach at your door. An unparalleled setting with tremendous views from every room of this exceptional residence that enjoys stunning sunrises, and phenomenal sunsets. 150 ft of linear gulf frontage allows for 180* unobstructed views of the Gulf ofMexico. As you enter this commanding residence, your eye is drawn through the great room, to the bayside with its abundance of daily wildlife. Five ensuite bedrooms ensure privacy and comfort, while a private elevator and temperature-controlled wine room enhance convenience and luxury. The first level offers tremendous storage, and the home is being sold as-is. The buyer will assume responsibility for landscaping, irrigation, and repairs to the ground-level storage area. Interior areas sustained no damage ;trim was removed in preparation for window and door replacement, which will also be the buyers responsibility. Some west-facing windows have already been upgraded to impact glass. With eight brand-new AC systems and offered well below duplication cost, this home presents unmatched potential in a truly one-of-a-kind location.



$6,950,000
Decrease*
$1.6M
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Metes And Bounds

16475 Captiva Dr, Captiva, FL 33924

Homes - 3,258 ft² / 10,225 ft² - 3 Car Garage

3+Den / 3 Baths / 1 Half / Pool

Built 2003
Metes And Bounds Captiva Homes for Sale: This private, gated estate, nestled along the serene shores of Captiva’s renowned Roosevelt Channel and surrounded by unspoiled nature, offers the ultimate blend of luxury, recreation, and coastal elegance. Designed for privacy and entertaining, this custom-built home features rich wood flooring, soaring beamed ceilings, and a grand beacon tower that floods the great room with natural light. A cozy gas fireplace adds warmth, while the gourmet kitchen, formal dining room, dedicated office, and wood-accented den provide refined living spaces. A chair lift on the staircase ensures accessibility. The outdoor living spaces are designed for enjoyment, with an expansive Brazilian wood deck overlooking a private tennis court and bocce court, outdoor fireplace, and a spiral staircase leading to a rooftop hot tub for spectacular stargazing. The private wellness center includes an indoor lap pool surrounded by travertine marble, a fitness room, and a personal sauna. Two grand ensuite bedrooms serve as luxurious retreats, each with a morning bar, sitting area, and private laundry closet. For boating enthusiasts, two private docks with lifts—one covered—provide direct access to the Bay and Gulf for world-class fishing and boating. As the sun sets, unwind by the waterfront firepit and take in breathtaking views. A three-car garage with a workshop completes this exceptional estate, a rare opportunity to own a piece of Captiva Island history while embracing the tranquility of coastal living immersed in nature.



$6,500,000
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Metes And Bounds

16548 Captiva Dr, Captiva, FL 33924

Homes - 2,426 ft² / 2,943 ft²

4 Bed / 4 Baths

Built 1957
Metes And Bounds Captiva Homes for Sale: Nestled along the most coveted stretch of Captiva Island’s Gold Coast, this 100-foot beachfront estate offers an exceptional opportunity to own a piece of paradise. Featuring a charming main house and guest cottage, this property provides the perfect retreat as-is or serves as the ideal foundation for a custom-designed beachfront estate. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity. 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 16543 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.



$6,500,000
Decrease*
$1.7M
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Metes And Bounds

16979 Captiva Dr, Captiva, FL 33924

Homes - 5,598 ft² / 15,765 ft² - 2 Car Garage

6 or More / 7 Baths / 1 Half / Pool / Spa

Built 1975
Metes And Bounds Captiva Homes for Sale: Deeded Beach Access! Opportunity is knocking! Answer the door! One of Captiva's 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.



$6,295,000
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Metes And Bounds

15161 Captiva Dr, Captiva, FL 33924

Homes - 3,720 ft² / 6,790 ft² - 2 Car Garage

4 Bed / 4 Baths / 1 Half / Pool / Spa

Built 1985
Metes And Bounds Captiva Homes for Sale: Discover coastal luxury at its finest in this recently renovated bayfront estate on Captiva Island's prestigious Pine Island Sound. This architectural masterpiece, thoughtfully designed by renowned architect David Bornhorst, offers an exceptional 3,720 square feet of casually elegant living space with 105 feet of prime bay frontage along the Intracoastal Waterway. The residence showcases four spacious bedrooms plus a versatile loft space, complemented by four and a half bathrooms. A private elevator ensures seamless accessibility throughout this Americans with Disabilities Act compliant home. The open-concept design features seamlessly flowing living spaces, where the family room and living area gracefully merge with the dining room and gourmet kitchen, creating an inviting environment for entertaining. Outdoor living reaches new heights with an expansive screened lanai overlooking a private bayfront pool and spa. The deep-water dock, capable of accommodating vessels up to 85 feet, provides direct access to world-class fishing grounds where enthusiasts can pursue snook, tarpon, redfish, and permit. The property's eastern exposure treats residents to magnificent sunrise views over the tranquil waters. Nestled in the heart of historic Captiva Village, this residence offers the perfect blend of privacy and convenience. A short stroll leads to pristine Gulf beaches, acclaimed island dining establishments, and charming art galleries. Enjoy boating to the upper islands on sunny days. The home's location near Buck Key Preserve ensures abundant wildlife viewing opportunities. Whether serving as a primary residence, vacation retreat, or luxury rental property, this bayfront haven delivers an unparalleled island lifestyle where coastal elegance meets modern sophistication.



$5,750,000
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Metes And Bounds

16585 Captiva Dr, Captiva, FL 33924

Homes - 4,630 ft² / 9,190 ft² - 2 Car Garage

5 Bed / 4 Baths / 2 Half / Pool / Spa

Built 1993
Metes And Bounds Captiva Homes for Sale: Located on nearly 2 acres of pristine Captiva Island waterfront, this coastal estate offers unparalleled privacy and direct access to the Roosevelt Channel. With a private dock and boat lift, you’ll enjoy seamless access to the Intracoastal Waterway and the Gulf of Mexico, making it an ideal location for fishing, boating, and water enthusiasts. This fully furnished, move-in-ready home boasts expansive living spaces, including five bedrooms, four full baths, and two half baths, all thoughtfully designed for comfort and style. The open-concept living area flows effortlessly onto a spacious pool deck, offering the perfect setting for outdoor entertaining. A raised pool and hot tub enhance the experience, providing a seamless transition between indoor and outdoor spaces. Inside, the home has been beautifully updated with a chef’s kitchen featuring high-end appliances, quartz countertops, and custom tile work. The attention to detail is evident throughout, from the wood floors and crown molding to the metal roof and impact windows. Other standout features include a custom built-in bar area, a gas fireplace, and a crow’s nest offering breathtaking views of both the Gulf and the Bay. For added convenience, a full home generator ensures peace of mind, and the home is equipped with Hardi-board siding. An elevator accesses all floors, adding an extra layer of ease and accessibility to the home. Additionally, you’ll have deeded beach access just a short walk away, giving you the best of both worlds—beachfront relaxation and boating adventures. This estate is a rare gem, blending modern luxury with the natural beauty of Captiva Island.



$5,650,000
Decrease*
$248K
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Metes And Bounds

15153 Captiva Dr W, Captiva, FL 33924

Homes - 2,414 ft² / 3,038 ft² - 2 Car Garage

3+Den / 3 Baths / Pool / Spa

Built 1975
Metes And Bounds Captiva Homes for Sale: Rare opportunity for this charming waterfront property located in the heart of the village on Captiva Island. Located on Roosevelt Channel, this .48-acre lot boasts 100 feet of bay frontage, with a seawall and deep water dockage. Ideal location with direct gulf access as well as the Intercostal Waterway offering the perfect spot for boaters and nature lovers. Ideal Island location accommodating larger vessels and sailboats. Newer dock with ample space for two lifts. The spacious 3-bedroom, 3-bath home is designed with a blend of elegance and comfort. Inside, vaulted beamed ceilings and a full rock fireplace create an inviting atmosphere, while the open floor plan extends to the large, screened lanai. Step outside to enjoy the private pool/spa, dock, and serene water views. This rare combination of deep-water dockage, easy beach access, and prime location makes it a true nature lover's paradise. One of the few parcels on Captiva that offers deep water dockage.



$4,900,000
Decrease*
$90K
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Metes And Bounds

15160 Captiva Dr, Captiva, FL 33924

Homes - 4,857 ft² / 8,901 ft² - 3 Car Garage

6 or More / 6 Baths / 1 Half / Pool / Spa

Built 2002
Metes And Bounds Captiva Homes for Sale: Experience the charm of Sandcastle, a stunning coastal estate with a unique reverse floor plan. This impressive 6-bedroom + den, 6.5-bath residence spans over 4,800 square feet, offering breathtaking bay views from its multi-level decks. Designed in Coastal Tuscan style, the home features luxurious touches throughout, including travertine floors in the living areas, wood floors in the bedrooms, and soaring 10+ ft ceilings with elegant crown molding. The spacious layout boasts multiple living rooms, en-suite bedrooms, an elevator, a morning kitchen, and a private in-law suite. The chef’s kitchen is a culinary dream, featuring a gas stove, stainless steel appliances, granite countertops with a breakfast bar, a walk-in pantry, custom wood cabinetry, an oversized sink, and a dedicated bar area. Enjoy the #IslandLifestyle with your private pool and spa, multiple covered and open patios, or a short walk to the beach. Sandcastle is conveniently located near the Village, renowned restaurants, and plenty of shopping, offering everything you need to embrace the #CaptivaLifestyle.



$4,800,000
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Metes And Bounds

16543 Captiva Dr, Captiva, FL 33924

Homes - 2,373 ft² / 7,467 ft² - 2 Car Garage

3 Bed / 3 Baths / Pool

Built 2000
Metes And Bounds Captiva Homes for Sale: 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.



$4,000,000
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Metes And Bounds

16891 Captiva Dr, Captiva, FL 33924

Homes - 3,028 ft² / 3,028 ft² - 1 Car Garage

3 Bed / 3 Baths / 1 Half / Pool / Spa

Built 1963
Metes And Bounds Captiva Homes for Sale: Discover the ultimate Artist retreat with this exceptional 1.4-acre bay front estate parcel on Captiva’s 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!



$3,250,000
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Metes And Bounds

17170 Captiva Dr, Captiva, FL 33924

Homes - 1,344 ft² / 1,344 ft²

2 Bed / 2 Baths / Spa

Built 1984
Metes And Bounds Captiva Homes for Sale: 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.



$3,250,000
Decrease*
$250K
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Metes And Bounds

16813 Captiva Dr, Captiva, FL 33924

Homes - 2,530 ft² / 4,998 ft² - 2 Car Garage

3 Bed / 3 Baths / Pool

Built 1978
Metes And Bounds Captiva Homes for Sale: Welcome to your Captiva Island oasis! This Gorgeous home is the perfect island get-a-way- situated on Roosevelt channel offering direct Gulf access from your private dock and a rare boathouse with 20,000lb. boat lift- the natural shoreline adds privacy and allows for a great kayak/SUP launch area. Just a short stroll to one of the best beaches and shelling locations! This 3 bedroom, 3 bath, pool home has Travertine floors throughout main living level and hardwood floors in the private, 2nd floor primary suite. The primary suite has vaulted/beamed ceiling & a private sunning deck w/water views. Primary bathroom has double sinks and custom glass tile. The kitchen has been completely renovated and cleverly designed to maximize storage and flow in the main living area, adding a custom island and space for a 60" range and hood, custom built-ins added in all bedroom closets, this home is light, bright and everything you want in an island home. After a day on the water, take a swim in the sparkling concrete elevated pool surrounded by lush tropical vegetation offering a feeling of seclusion and privacy. Newer Septic system, 2 a/c's 2022, washer & dryer 2025. Enjoy Island living, boating, fishing, shelling, sunning and stunning sunsets on Captiva Island. Property sold furnished, main living area and bedroom images are virtually staged adding accessories and artwork. Furniture is in place. 60" Range and hood in kitchen is virtually staged, propane tank installed and piped ready for range to be installed.



$2,149,000
Decrease*
$240K
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Metes And Bounds

15155 Wiles Dr, Captiva, FL 33924

Homes - 1,600 ft² / 2,347 ft²

3 Bed / 2 Baths / Pool

Built 1985
Metes And Bounds Captiva Homes for Sale: Welcome to "Wade On In," a beautifully remodeled Captiva Island retreat and prime investment opportunity with proven success in weekly rentals. Previously known as "On the Wiles Side," this home features lush, tropical landscaping that complements the island setting. Just a 2-minute stroll to Captiva Beach, The open floor plan boasts vaulted ceilings, an inviting kitchen, and a spacious master suite with well-appointed guest rooms. Outside, the large pool area is a private oasis with lounge seating, a dining area, and grill. Enjoy corn hole or relax on pool floats, then transition to the screened front porch for a cool drink. It’s equipped for a turnkey beach experience, including beach chairs, umbrellas, a wagon,and toys for the kids. With shops and restaurants a short walk or golf cart ride away, "Wade On In"embodies the best of Captiva living and offers exceptional rental income potential.



$8,495,000
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Metes And Bounds

16486/488 Captiva Dr, Captiva, FL 33924

Homes - 9,026 ft² / 23,089 ft² - 4 Car Garage

6 or More / 8 Baths / 1 Half / Pool / Spa

Built 1984
Metes And Bounds Captiva Homes Under Contract: Discover the pinnacle of private Gulf-front living along Captiva Island’s exclusive Gold Coast. This magnificent gated estate is a rare and extraordinary beachfront sanctuary, offering a seamless blend of seclusion, sophistication, and breathtaking natural beauty. Set on a one-of-a-kind parcel with direct access to Captiva’s pristine sugar-sand beaches, this remarkable family compound delivers an unrivaled connection to the turquoise waters of the Gulf of Mexico and awe-inspiring sunsets. The grand main residence boasts six bedrooms and six-and-a-half baths, each crafted with exquisite architectural details and unparalleled craftsmanship. A two-story great room with soaring coffered ceilings, a gas fireplace, and panoramic Gulf views creates a dramatic yet inviting atmosphere. The formal dining room is elegantly appointed, while the gourmet kitchen is a chef’s dream, fully equipped with top-tier appliances and custom finishes. A one-of-a-kind, hand-painted private elevator adds an artistic touch to this coastal masterpiece. Designed for both privacy and indulgence, each bedroom suite features private balconies and screened lanais, providing serene Gulf breezes and unobstructed sunset views. The primary retreat is a sanctuary unto itself, offering his-and-her spa-inspired baths, a soaking tub, dual showers, double vanities, a morning bar, and expansive walk-in closets. Step onto your private screened lanai and take in the breathtaking ocean vistas as the waves roll onto the shore. An expansive coquina stone veranda surrounds the heated saltwater pool and spa, creating the perfect setting for luxurious outdoor living and entertaining. Six conveniently placed laundry rooms add to the home’s seamless functionality. The oversized two-car garage offers massive storage beneath the home for added convenience. A charming guest cottage enhances the estate, featuring two en-suite bedrooms, a full kitchen with breakfast bar, a spacious living area, and a private covered terrace. Additional amenities include two garages at the guest house, a large workshop, and ample storage space for all your island essentials. This exclusive beachfront oasis embodies the epitome of island luxury. Whether you seek a private sanctuary or an entertainer’s dream retreat, this Captiva estate is truly a rare gem that exceeds expectations....your paradise awaits. PROPERTY CAN BE PURCHASED WITH 16475 CAPTIVA DRIVE FOR A RARE GULF TO BAY OPPORTUNITY!



$10,000,000
Sold Price:
$10,000,000
Sold Date:
12/31/2024
View Details

Metes And Bounds

16310 Captiva Dr, Captiva, FL 33924

Homes - 4,473 ft² / 8,289 ft² - 2 Car Garage

4 Bed / 5 Baths / 1 Half / Pool / Spa

Built 2009
Metes And Bounds Captiva Homes: Captiva!!




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