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$3,395,000
5 Beds ⋅ 5 Baths ⋅ 2025001507 MLS ⋅ South Seas Island Resort BLDG.
Welcome to the Palm & Shell. A rare opportunity to purchase an estate home on Captiva within South Seas Resort. This stunning home was completely renovated with quality craftsmanship and attention to every detail--from coastal themed bedroom names to airy island decor' and artwork throughout. Featuring a soaring, 2 story entry, 10 ft ceilings throughout, luxury interior furnishings, custom kitchen cabinetry, large walk-in pantry, spacious laundry, stunning checkerboard porcelain tile throughout, carpeted bdrms, and a brand new 3 story elevator. The spacious chef's kitchen features a huge peninsula, an island w/ electric, downdraft cooktop, wall oven & microwave, refrigerator/freezer, DW, and fully stocked kitchen with Nespresso, Keurig, fully stocked kitchen including service for 16--dinner & flatwear for interior or al fresco dining. Enjoy beach peeks from the kitchen windows. Dining room seats 12 w/ add'l counter seating and 4 person breakfast nook. The open living room was made for family time--featuring plush couches, armchairs, electric fireplace, dual ceiling fans, & built-in library shelves and media/game cabinets. The star of the main level is the living room's wall of French doors, all of which open to a sprawling, screened-in balcony overlooking the pool & grounds. The main level features (3) bedrooms--a queen jr suite w/ en-suite bathroom & balcony, double full BR and queen BR with their own neighboring bathrooms. The 3rd floor is the penthouse style primary bdrm--featuring a sitting area & desk, luxurious bathroom suite w/ full body showers, whirlpool tub, on-demand hwh, dual sinks, quarty vanity, lighted mirror and spacious closets. The primary suite's private deck enjoys both Bay & Gulf views--perfect for enjoying sunrise coffees and evening sunsets. The BR next to the primary makes a perfect home office or child's bdrm and features a wet bar and private balcony with gulf views. The soaring 2 story lanai features panoramic screens and offers the very best of outdoor Gulf living. Its extra large, heated pool and spa with waterfall feature, nighttime lighting, basket & volleyball nets, multiple lounge chairs, gas grill, large dining table, and entertaining area make it the heart of the home. Additional features: standing seam metal roof, work shop & large storage, space for bikes/kayaks/fishing gear/beach toys, oversized two car garage w/ space for golf carts, impact glass doors and windows AND add'l layer of motorized shutters, indoor fire sprinklers, shell driveway, tropical landscaping w/ pops of color and a beach path to the private South Seas Beach. This gorgeous, one-of-a-kind Captiva home has it all - luxury, location and lifestyle. Please call for a private viewing.

1124 Longifolia Ct, Captiva
$284,000
1 Beds ⋅ 1 Baths ⋅ 2025016323 MLS ⋅ South Seas Island Resort BLDG.
Best of Captiva living at Captiva Resort Villas at South Seas Resort! This Turn Key one bedroom / one bath is conveniently located steps to the world famous pristine beaches and the Village of Captiva Island with artsy shops, themed restaurants and tropical ambiance. The interior of this lovely condo has a coastal cottage feel with bright and airy decor. The floor plan s thoughtfully designed with a full kitchen, private shower area, king sized primary bedroom, and the great room has a sleeper sofa. Plenty of room for friends and family. Enjoy coffee or sunsets on the screened lanai! The association offers beautiful lush landscaping, a refreshing pool, bbq under a shaded pergola, plenty of parking, and a ground level laundry. This is your opportunity to own at the reimagined South Seas.

3117 Tennis Villas, Captiva
$3,995,000
4 Beds ⋅ 3.5 Baths ⋅ 2025015074 MLS ⋅ Gores A M Subd BLDG.
Enjoy breathtaking sunsets over the Gulf of Mexico from this inviting beach cottage, perfectly situated within walking distance of Captiva Village. Featuring open-beam ceilings, a gracious living area, and multiple decks that capture stunning views, this home radiates island charm and comfort. The spacious kitchen and open floor plan make entertaining effortless, while the top-floor primary suite offers sweeping water vistas and a serene retreat. Outside, a beautiful pool area with generous decking provides the ideal space for sunbathing or gatherings under the stars. Not currently part of a rental program, this property holds excellent potential for strong rental performance. Projected Gross Income provided by Kingfisher Vacations: $416,500.00 (2026); $428,995.00 (2027); $441,864.85 (2028); $455,120.80 (2029); $468,774.42 (2030); $482,837.65 (2031) Located in Captiva’s golf cart zone, this quintessential island home offers the perfect blend of relaxation, convenience, and Gulf-front beauty.

15301 Captiva Dr, Captiva
$233,000
2025015126 MLS ⋅ North Captiva Dunes BLDG.
Discover your slice of paradise on North Captiva Island! ?? This vacant lot is just a short walk to a pristine, untouched beach and charming island restaurants. Accessible only by boat or small plane, North Captiva offers unmatched privacy and natural beauty. Enjoy the island lifestyle where golf carts are the primary mode of transportation — the perfect spot to build your dream coastal retreat!

4500 Oyster Shell Dr, Captiva
$9,700,000
5 Beds ⋅ 4.5 Baths ⋅ 2025014681 MLS ⋅ Metes And Bounds BLDG.
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
$1,149,000
2 Beds ⋅ 2 Baths ⋅ 2025011943 MLS ⋅ Lands End Village Condo BLDG.
At the northernmost tip of Captiva Island, where the turquoise waters of Redfish Pass flow gracefully between the Intracoastal Waterway and the shimmering Gulf of Mexico, awaits one of Florida’s most coveted enclaves. Tucked behind the private gates of the world-renowned South Seas Resort lies Land’s End Village, an intimate retreat of just 17 buildings, each thoughtfully designed with only four residences above covered parking. This rare collection offers an exclusive lifestyle in one of the Gulf Coast’s most breathtaking settings. This beautifully appointed 2-bedroom, 2-bath residence embodies comfort and sophistication. An open-concept kitchen flows seamlessly into the living space, where walls of glass invite the outdoors in. Expansive screened lanais frame sweeping views of emerald fairways, glistening lakes, and the shimmering waters of the Bay and Gulf beyond, bringing the essence of island living to every corner of the home. The large primary suite offers a spacious bathroom and breathtaking views. Land’s End Village is more than a residence, it’s a lifestyle. Owners enjoy a private pool and spa in a breathtaking setting, fitness center, tennis and pickleball courts. Here, every moment feels like a postcard. Watch sailboats drift effortlessly along the Intracoastal, cast into world-class fishing grounds at Redfish Pass, or stroll Captiva’s powdery white sands as the sun melts into the Gulf—painting the sky with unforgettable sunsets that have become a cherished nightly ritual. Beyond the shoreline, the lush greens of a manicured golf course and tropical landscapes create a vibrant backdrop worthy of a travel magazine spread. The South Seas Resort itself is undergoing an extraordinary transformation. Soon, residents and guests will experience enhanced dining, a full-service marina, family-friendly waterparks, an executive golf course, and countless new amenities that redefine luxury resort living. Whether envisioned as a private coastal sanctuary or an enticing investment opportunity in the thriving vacation rental market, this residence offers unparalleled flexibility—free of current rental management commitments. It is an invitation to be part of the revitalization of one of Florida’s most iconic resorts and to own a piece of paradise at the water’s edge.

1659 Lands End Village, Captiva
$445,000
1 Beds ⋅ 2 Baths ⋅ 2025012075 MLS ⋅ South Seas Island Resort BLDG.
At 5132 Bayside Villas, each day is written in light, water, and breeze. Dawn begins on the lanai, where Pine Island Sound awakens with color—sunrise glows across the horizon, pelicans skim the waves, and fishing boats slip toward open water. The bay becomes your backdrop, alive with sails, seabirds, and the shifting palette of the sky. The villa itself balances coastal charm with modern ease. A 1BD/2BA first-floor retreat, it offers granite counters, stainless appliances, crisp cabinetry, wide-plank tile flooring, and crown molding. The living spaces flow naturally to the lanai, where the outdoors remains the centerpiece. The primary suite offers a calm retreat, while a second bath mirrors the same fresh finishes. Yet what makes this villa extraordinary is not just the design—it’s the rhythm of Captiva life outside its doors. Within minutes, you can sink your feet into the Gulf sands, celebrated for their shells and sunlit shallows. Island pathways invite golf cart rides and bike cruises into Captiva Village, where the hum of music, dining, and laughter sets a different tempo. Afternoons bring choices: a swim in the bayside pool, a paddle through calm waters where dolphins are frequent companions, or a wander through palm-lined trails. As the day winds down, the stage shifts once more. Perhaps you’ll gather with neighbors for cocktails while the boats return across the channel or cross the island to witness sunset blaze into the Gulf. And when evening deepens, stars scatter above the mangroves, promising another sunrise to come. With amenities like under-building parking, private storage, and a bayside pool and spa, 5132 Bayside Villas offers not just a home but an island way of life—measured in sunrises, sails, and timeless Captiva moments.

5132 Bayside Villas, Captiva
$570,000
1 Beds ⋅ 1 Baths ⋅ 2025005706 MLS ⋅ South Seas Island Resort BLDG.
Welcome to your island retreat in the heart of South Seas Resort. This fully renovated one-bedroom getaway sits on the second floor and is offered turnkey furnished—ready to enjoy or share as a proven rental performer. The light-filled open layout showcases coastal-inspired finishes, including luxury vinyl flooring, updated countertops, stainless steel appliances, a spacious double-wide sink, and modern LED lighting. Thoughtful upgrades create a balance of comfort and style, perfect for both relaxing escapes and effortless entertaining. Hurricane-rated sliding doors frame sparkling Gulf views and lead to your private screened lanai—your front-row seat for sunsets and sea breezes. Ideally positioned on the coveted South End of the resort, you’re only moments from Captiva Village, where boutique shops, Starbucks, and iconic dining spots await. Beach Villas amenities include community grills, a heated pool, and tennis/pickleball courts, blending recreation with relaxation. Whether you’re seeking a personal sanctuary, a smart investment, or both—2623 Beach Villas is a true Captiva treasure.

2623 Beach Villas, Captiva
$11,500,000
6 Beds ⋅ 7.5 Baths ⋅ 2025006303 MLS ⋅ Metes And Bounds BLDG.
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
$114,900
2025004796 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.
FANTASTIC Residential Lot for Sale on North Captiva Island! Desirable High and Dry Area of the Island. Lush and Tropical...A Simply Wonderful Lot for your New Beach House Build! Easy to Clear. Close to Butterfly Beach and a Short Distance to all of the Island Beaches and the Island Amenities. Partially Cleared with the Potential of Partial Gulf and Bay Views! Come and Explore all that North Captiva Island has to Offer! Daily Ferry Services are available. Visit our Gorgeous Beaches with Amazing Fishing and Shelling. Drive a Golf Cart, Rent a Fat Tire Bike, or Walk the State Preserve, while Admiring the Birds, Tortoises, Eagles, Manatees, Dolphins, and other Wild and Marine Life! Island Amenities include Boats and Fun Store, Mangos Convenience Store and Outdoor Grill and Bar, Barnacles Outdoor Bar, Mainstay - Indoor and Outdoor Restaurant, Mainstays Ice Cream and Gift Shop. and Over the Waterfront Restaurant! A Great Opportunity Awaits You! Please inquire today!

4490 Conch Shell Dr, Captiva
$1,970,000
3 Beds ⋅ 3 Baths ⋅ 2025000843 MLS ⋅ Safety Harbor Club BLDG.
Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva Island A rare opportunity has arisen to purchase a luxurious gulf front estate located within the prestigious community of Safety Harbor Club on North Captiva Island. This stunning coastal property boasts beach frontage with breathtaking sunsets and panoramic views of the Gulf. Recently renovated and remodeled with the highest quality craftsmanship and attention to detail, this estate is truly one-of-a-kind. The interior of the property features a striking custom staircase, quartz countertops, and custom solid wood cabinetry in the kitchen. Beautiful oak and porcelain floors run throughout the home, creating a sense of elegance and luxury. The estate includes two guest bedrooms. One ensuite. The highlight of the property is the exquisite Master Bedroom, located on the second floor with private decks offering stunning views of the Gulf. The Master Bedroom also features a fireplace and a large bathroom with a jet tub and separate shower. The spacious kitchen is equipped with an island cooktop, downdraft ventilation, Subzero refrigerator/freezer, microwave with convection, wall oven, and dishwasher. The property offers gorgeous views of the beach from the Master Bedroom, kitchen, dining area, and great room. This custom home is truly a gem and must be seen to be fully appreciated. Schedule an appointment today to view this beautiful estate and make it your own.

406 Gulf Bend Dr, Captiva
$2,599,000
3 Beds ⋅ 3 Baths ⋅ 225031126 MLS ⋅ South Seas Island Resort BLDG.
Coastal Elegence along Captiva’s coastline, where luxury and contemporary blend together seamlessly. A one-of-a-kind, fully renovated 3-Bedroom, 3-Bathroom duplex Beach Cottage, expertly reimagined by a professional interior designer to exude sophistication and comfort. Fully furnished with curated, upscale decor. Step into the heart of the home—a beautifully curated kitchen featuring Vadara Sereno Quartz countertops, high-end smart appliances with an integrated refrigerator and dishwasher, hidden coffee nook, and custom cabinetry with polished nickel hardware. The Gulf-front living and dining areas flow effortlessly, with a dining space highlighted by wood detailing and modern lighting. Smart Frame TVs throughout offer an immersive entertainment experience. Additionally, the condo is lined with luxurious engineered hardwood flooring. Walk up the floating staircase to the versatile 3-bedroom loft featuring an upper level that extends to include extra closet space, study enclave, and flexible options for use—perfect as a cozy retreat or additional sleeping quarters with a pull-out sofa. The en-suite primary bedroom features a bathroom offering quartz countertops, signature hardware, and a floor-to-ceiling tiled walk-in shower with a seamless glass door, creating a sanctuary of relaxation. Outside, the screened lanai invites you to take in breathtaking Gulf views while offering a private stairway to the pristine sandy beaches. A rare feature of this property is the custom fitted under-home storage space that is a one-of-a-kind! Rinse off the day’s adventures in the outdoor shower, beautifully fitted with navy blue mosaic tiles. Every inch of this residence has been meticulously crafted for comfort, elegance, and effortless Gulf-front living. Experience a lifestyle of unparalleled luxury in this rare Beach Cottage. Extensive feature list available.

1411 Beach Cottages Unit 1411, Captiva
$6,900,000
5 Beds ⋅ 4.5 Baths ⋅ 225026465 MLS ⋅ Metes And Bounds BLDG.
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!

16886 Captiva Dr, Captiva
$4,800,000
3 Beds ⋅ 3 Baths ⋅ 225029219 MLS ⋅ Metes And Bounds BLDG.
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva Dr, Captiva
$12,500,000
5 Beds ⋅ 5.5 Baths ⋅ 225024734 MLS ⋅ Metes And Bounds BLDG.
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
$5,250,000
4 Beds ⋅ 3 Baths ⋅ 225013345 MLS ⋅ Dickeys John R Subd BLDG.
Nestled between the Gulf and Bay, this stunning beachfront home offers unparalleled 180-degree views of both pristine waters, coupled with direct deep-water boating access and a private dock space with lift. Perfect for those who enjoy both the beach and boating lifestyle, this residence seamlessly blends luxurious indoor spaces with expansive outdoor living areas. The thoughtfully designed split floor plan provides ultimate privacy for owners and guests, while the open-concept gathering areas flow effortlessly from room to room. Sunlight pours through large windows, highlighting the voluminous interiors and enhancing the beauty of the home. The light-filled spaces lead to multiple outdoor areas ideal for entertaining or relaxing, all while taking in the spectacular views. Enjoy easy maintenance witha galvalume roof, composite decking, aluminum railings, durable stucco finish, impact windows and doors and more. The beautifully landscaped property boasts a large fenced backyard with pavers, perfect for hosting or enjoying the outdoors, plus a spacious pool and spa for ultimate relaxation. The gourmet kitchen offers fantastic views of the Gulf, stone countertops, a large pantry, a cozy dining area, and an adjacent deck for alfresco dining. The master suite is a true retreat, featuring incredible Gulf views, a spacious bath, two walk-in closets, and a private office. With a 3-car garage, this home is as practical as it is luxurious—making it the perfect waterfront getaway. NOTE, this property is atsome of the highest elevation in the X Zone of Captiva Island.

15899 Captiva Dr, Captiva
$12,000,000
225009365 MLS ⋅ Dickeys John R Subd BLDG.
One of the Best waterfront properties on the West Coast of Florida. Gulf to Bay, Sunrise to Sunset, 125 feet of Incredible Water Frontage on the Tween Waters stretch on Captlva Island, Florida. Build your Masterpiece here located at One of the highest point elevations on Captlva Island. Located at the mouth of the Bay & Roosevelt Channel. This property enjoys Deep Water Yacht Access & One of the Best covered boat house, lift & dock set ups you will find. In addition to the lot, a full set of the Masterful Work of Art fully completed blue prints by Nationally known Architect John Cooney of Naples (of what could be built) are available for purchase. This property Is a One of A Kind!

15819 Captiva Dr, Captiva
$9,450,000
6 Beds ⋅ 6.5 Baths ⋅ 224082961 MLS ⋅ Metes And Bounds BLDG.
A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.

16777 Captiva Dr, Captiva
$610,000
1 Beds ⋅ 1 Baths ⋅ 225008378 MLS ⋅ South Seas Island Resort BLDG.
Enjoy Gorgeous Sunsets and Sand Between Your Toes! Directly on the beach! This coastal inspired one bedroom / one bath Gulf Beach Villas offers beach front living within the gates of South Seas Resort. Fully furnished and turnkey! Impact glass, white cabinets, vinyl plank flooring, etc. The association offers a large pool and pool deck, tennis/pickelball courts, tropical landscaping, exterior storage locker, grills and the nicest neighbors! Short walk to the Captiva Village with lively restaurants and fun shopping! This location and condo has it all!

2117 Gulf Beach Villas, Captiva
$1,375,000
2 Beds ⋅ 2 Baths ⋅ 225011517 MLS ⋅ Captiva Hide-A-Way Condo BLDG.
Spectacular, direct Bayfront vistas from this furnished, 2 bedroom and 2 bath condo situated in Captiva's "Village" at Captiva Hide-A-Way. “Boater’s Paradise” - dock your boat right out your back door for easy access to Pine Island Sound and the Gulf. Experience magical sun and moon rises from your private lanai and stunning sunsets from the Gulf beach. Conveniently located close to the marina for all your boating needs. Enjoy some of the BEST fishing on the West coast of Florida! Amenities include a private dock with a RARE opportunity to add your own boat lift, fishing pier, sparkling pool, and BBQ grill. All this just a short 5 minute stroll from the Gulf where you’ll enjoy incredible sugar sand beaches and some of the world's best shelling. Walk into the heart of Captiva's "Village" for dining, shopping, entertainment, marina and more. The building has been totally renovated post hurricane with new roof, siding, windows and lanais. Condo offers tile plank floors throughout main living area and carpet in bedrooms, new air conditioner handler/compressor and tankless water heater. New custom tile and exotic stone and marble vanity in both bathrooms. Stainless steel appliances, granite counters in kitchen and built-in buffet. Owners can have two pets, under 30lbs.

11400 Old Lodge Ln Unit 1C, Captiva
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 224090726 MLS ⋅ Jose's Hideaway BLDG.
One of the Newest Homes recently built on North Captiva! Just completed in 2022, this home still feels pristine and like brand new! Built to the latest wind codes and with upgraded interior fixtures, decor, and finish. This 3 bedroom and 3 bath home is located directly on North Captiva's private airstrip, offering excellent access for pilots as well as scenic views of the Gulf and Bay. The reverse floorplan of this home even offers views from the lower bedroom level as you gaze across the green space of the airstrip to the beaches at either end. The master suite offers a full en suite bath with a walk-in shower, private commode room, double sinks, and a large dressing room/closet. A large laundry space is conveniently located between the bedrooms. Two more exquisitely decorated guest bedrooms share a hallway bath with a deep soaking tub/shower combo. The upper level will impress with its large open-concept kitchen, dining, and living space open to the large covered and screened outdoor porch. The kitchen's central island will become the heart of your home, with dining spots on each side of the island. This kitchen offers a full pantry, quartz countertops, stainless steel appliances, large amounts of storage space, seating, and more. You have views of the bay right from a cozy coffee corner table, while the sparkling waters of the gulf are just outside your sliding glass doors. Enjoy the sunsets from your top-level lookout tower just off the living area. The private elevator rises from your ground-level entrance space and storage garage to the first and second levels of the home for your convenience and comfort. If you have been looking for a newer, move-in home on North Captiva, this is the one! Don't miss it!

4500 Seair Ln, Captiva
$1,499,000
2 Beds ⋅ 2 Baths ⋅ 224020201 MLS ⋅ Sunset Captiva Condo BLDG.
Sunset Captiva Harbor Side offers a rare chance to own in one of Captiva’s 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.

15123 Captiva Dr Unit 103, Captiva
$12,000,000
223058783 MLS ⋅ Tichenors F H Silver King BLDG.
Discover an unparalleled beachfront jewel on the prestigious Gold Coast of Captiva Island. This 2-acre estate lot boasts a unique 153 ft of pristine beach frontage, uniquely situated on a stretch that naturally accumulates sand, ensuring lasting value and shoreline stability. Envision your dream compound with the freedom to build 3 distinct structures, all set against the backdrop of breathtaking sunsets, tranquil water vistas, and lush tropical foliage. Revel in the abundance of marine and wildlife, world-class fishing, boating, and the laid-back lifestyle that exemplifies the very essence of Florida living. Elevated high on a sand dune for superior views and protection, this property offers unrivaled value and luxury, setting it apart from other Florida retreats. Here, you're not just buying a property; you're securing a slice of paradise that truly represents why you live in Florida. Dive into the epitome of coastal elegance and allure. It’s paradise!

16280 Captiva Dr, Captiva
$150,000
222078159 MLS ⋅ Upper Captiva BLDG.
Amazing opportunity to build your dream vacation paradise. Arrive by sea or air to your private home in Upper Captiva island. Just steps away to multiple beach access areas and an abundance of preserve land to explore. This piece of paradise will afford a perfect setting for nature enthusiasts.

Captiva
$150,000
222078161 MLS ⋅ Upper Captiva BLDG.
Amazing opportunity to build your dream vacation paradise. Arrive by sea or by air to your private home in Upper Captiva island. Just steps away to multiple beach access areas and an abundance of preserve land to explore. This piece of paradise will afford a perfect setting for nature enthusiasts.

4440 Oyster Shell Dr, Captiva
$3,250,000
2 Beds ⋅ 2 Baths ⋅ 223036615 MLS ⋅ Metes And Bounds BLDG.
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
$7,950,000
6 Beds ⋅ 5.5 Baths ⋅ 222057371 MLS ⋅ Not Applicable BLDG.
Nestled along Captiva Island’s most coveted stretch of the Gold Coast, this exceptional beachfront private estate is surrounded by lush tropical landscaping, offering the ultimate blend of serenity and sophistication. Behind its unassuming beach house exterior lies a strikingly modern, European-inspired interior that radiates style and comfort. The main residence and guest house combine to offer 7 bedrooms and 5.5 baths, designed with expansive open living spaces and refined finishes throughout. Soaring ceilings, rich hardwood and shell stone flooring, and stunning custom woodwork create a timeless coastal ambiance. Walls of glass showcase panoramic Gulf of Mexico views and breathtaking sunsets from two levels of open living areas. Outdoors, enjoy the dramatic beachfront pool, spacious screened lanais, and a rooftop sundeck perfect for soaking in endless ocean vistas. With ample additional yard space offering room to expand, this architectural gem is a rare opportunity for those seeking a distinctive, sophisticated beach retreat on Captiva Island’s most desirable coastline.

16512 Captiva Dr, Captiva