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1403 Beach Cottages, Captiva
$1,595,000
2 Beds ⋅ 2 Baths ⋅ 2025024577 MLS
Experience effortless beachfront living at this beautifully renovated, turnkey 2-bedroom, 2-bath residence in the coveted Beach Cottages at South Seas Resort. Perfectly positioned to capture sweeping Gulf views and unforgettable sunsets, this exceptional condominium blends sophisticated coastal design with the relaxed elegance of Captiva Island. Every detail has been thoughtfully updated, from the custom kitchen featuring quartz countertops and GE Profile appliances to the beautifully updated walk-in shower bathrooms, impact-resistant windows and tri-fold lanai door, plantation shutters, recessed LED lighting, and an efficient laundry room with owner’s storage. The screened lanai provides the perfect setting for morning coffee or evening cocktails overlooking the Gulf, while the private ground-level paver patio with outdoor shower makes returning from the beach a pleasure. The condo has recently updated including a new water heater, new electrical panel and wiring, new plumbing, AC and heater. The new lanai includes Trex flooring and new screens. Beach Cottages has recently undergone an impressive community transformation including new concrete Hardie board siding, roofs, stairways and railings, refreshed tropical landscaping, expanded pool deck with new furnishings, renovated pickleball and tennis courts, and beautifully updated lanais. Also, electric charging units right in front of the condo. Plenty of storage inside the unit with under cabinet locked storage and 3 closets. It also has a brand new 12 x 40 storage unit beneath the condo with electric and a new refrigerator and icemaker. The beach is a 1 minute walk from the back door and located just a short stroll to the Resort’s water park and pool and Captiva Village’s charming boutiques, waterfront restaurants, and island attractions. This residence offers the best of island living. With an outstanding rental history and unlimited owner use through the South Seas rental management program, it presents an exceptional opportunity as both a luxury retreat and an income-producing investment. Wake to the sound of the waves, spend your days on Captiva’s world-famous white-sand beach, and end each evening with spectacular Gulf sunsets. At 1403 Beach Cottages, every day feels like a vacation.

1403 Beach Cottages, Captiva

3132 Captiva Resort Villas, Captiva
$600,000
2 Beds ⋅ 2 Baths ⋅ 2025020197 MLS
Imagine slipping away to Captiva and discovering the villa that redefines your idea of an island escape. Welcome to Captiva Resort Villas 3132—freshly renamed for 2025 and tucked behind the gates of South Seas Resort. This two-bedroom, two-bath, dual-level villa blends comfort with coastal charm in all the right ways. Step inside to bright, airy living with granite counters, impact sliders, ceilings tall enough to make your shoulders drop, and an extended lanai that adds extra room to lounge, dine, or simply daydream. Upstairs, a loft-style primary suite feels like an adults-only treehouse—private, calm, and made for slow mornings. The main level offers a sun-filled living area, guest bedroom, and full bath, all opening to peaceful courtyard views with prized northern exposure. Life here comes with easy perks: a sparkling pool, BBQ gathering spots, and elevators for convenience. Stroll to the Village of Captiva for boutiques, a morning Starbucks, or iconic island dining. Wander the other direction and you’re on the beach in minutes—perfect for those legendary Captiva sunsets.

3132 Captiva Resort Villas, Captiva

941 South Seas Plantation Road, Captiva
$9,450,000
3 Beds ⋅ 4 Baths ⋅ 2025020264 MLS
Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offers 102' of beach frontage w/ breathtaking sunsets and views of the gulf. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar & primary bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave and dishwasher. Gorgeious views of the beach from the kitchen, dining & great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck over look the beach which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple sets of sliders lead to a huge outdoor deck featuring an elevated swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact glass throughout, expansive circular driveway with pavers, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized 2 car garage with room for bikes, beach & fishing gear, a separate golf cart garage, and an epoxy finish on the floor. The bonus area (non-conforming) is fun for guests and a nice addition to the home. After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle.

941 South Seas Plantation Road, Captiva

5232 Bayside Villas, Captiva
$494,900
1 Beds ⋅ 2 Baths ⋅ 2025017415 MLS
Start each day surrounded by the sights and sounds of island life from this second-floor, one-bedroom, two-bath furnished condo overlooking Pine Island Sound. Sunlight pours through wide sliders that open to a private lanai, where gentle breezes carry the scent of salt air and the call of seabirds. Watch dolphins play and boats drift by—a constant reminder you’re living on island time. Located within the southern enclave of South Seas Resort blends comfort and convenience with an easygoing Captiva lifestyle. Tile flooring throughout creates a cool, carefree atmosphere, while the kitchen features stainless-steel appliances and open sightlines to the bay. The guest bath provides added flexibility for visitors, and the bedroom offers a peaceful retreat after a day in the sun. Owners participating in the Resort Rental Program and Club Captiva enjoy access to full resort amenities, including Sunset Beach, pools, lounges, umbrellas, and chairs for relaxed days along the Gulf—all just a short stroll away. A ground-level storage locker in the 5000 building is perfect for keeping beach gear, SUP, or fishing gear! From this ideal location, it’s easy to enjoy all that Captiva has to offer—bike along palm-lined roads, kayaking through mangroves, or watching the sunset over the Gulf. Explore the island by golf cart, or unwind with cocktails as the sun dips below the horizon. The Bayside Villas community also features a waterfront pool, spa, and under-building parking. 5232 Bayside Villas offers a front-row seat to Captiva’s natural beauty and a laid-back rhythm that makes every day feel like vacation.

5232 Bayside Villas, Captiva

1124 Longifolia Court, Captiva
$3,395,000
5 Beds ⋅ 5 Baths ⋅ 2025001507 MLS
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 Court, Captiva

1659 Lands End Village, Captiva
$1,049,000
2 Beds ⋅ 2 Baths ⋅ 2025011943 MLS
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

17030 Captiva Drive, Captiva
$11,500,000
6 Beds ⋅ 8 Baths ⋅ 2025006303 MLS
Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva Drive, Captiva

406 Gulf Bend Drive, Captiva
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 2025000843 MLS
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. Some photos are virtually staged, (this home is unfurnished)

406 Gulf Bend Drive, Captiva

16886 Captiva Drive, Captiva
$6,900,000
5 Beds ⋅ 5 Baths ⋅ 225026465 MLS
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. Don’t miss out on this exceptional piece of Captiva Island paradise!

16886 Captiva Drive, Captiva

17170 Captiva Drive, Captiva
$3,250,000
2 Beds ⋅ 2 Baths ⋅ 223036615 MLS
Own this little adorable Captiva beach cottage OR "IMAGINE" and build something incrediably special like the coastal modern masterpiece shown. Displayed are Conceptual renderings of what you could build on this property. You get to decide! Enjoy this adorable beach cottage or build a new coastal modern "Landmark" getaway. Whats offered at this price is this charming seaside retreat showcases a open layout w/expansive glass sliders that open onto a large deck, offering breathtaking views of the Gulf of Mexico. Nestled just steps away from the Blind Pass bridge, where Sanibel/Captiva converge, Coquina Cottage proudly stands as the first residence on Captiva beach, establishing itself as a landmark destination. With its panoramic beach views, this idyllic getaway boasts a compact yet well-equipped kitchen, two cozy sleeping areas, & a soothing spa. Set on a half-acre waterfront property w/a single dwelling along the Gulf, the cottage is enveloped by tropical native vegetation. Enjoy exceptional fishing, observe marine life & wildlife, indulge in world-class shelling, & enjoy enchanting sunsets on the white sand beach of Captiva.

17170 Captiva Drive, Captiva

16530 Captiva Drive, Captiva
$12,500,000
5 Beds ⋅ 6 Baths ⋅ 225024734 MLS
The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva Drive, Captiva

16280 Captiva Drive, Captiva
$12,000,000
223058783 MLS
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 Drive, Captiva

16543 Captiva Drive, Captiva
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 225029219 MLS
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva Drive, Captiva

15899 Captiva Drive, Captiva
$5,250,000
4 Beds ⋅ 3 Baths ⋅ 225013345 MLS
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 Drive, Captiva

16777 Captiva Drive, Captiva
$9,450,000
6 Beds ⋅ 7 Baths ⋅ 224082961 MLS
A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of which was building materials, delivered by barge. The oversized grandfathered dock was built in 1939 by the WPA which was founded by Franklin Roosevelt. The romantic boathouse, which is cantilevered over the water and is also grandfathered in, was constructed in 1953 by Harold Bixby. Bixby was one of Charles Lindbergh's primary backers in 1927 when Lindbergh accomplished his transatlantic flight in The Spirit of St Louis. The boathouse with two bedrooms and caretaker cottage with one bedroom stand today in superb condition with a recently installed composite roof with a 100 year life expectancy. As you approach the main house, you are greeted with the charm of olde world Southern architecture. Inside you will find soaring ceilings of cypress, and beautiful views of Roosevelt Channel along with three spacious bedrooms, a library and an office. Resting on over 1.3 acres with deeded beach access.

16777 Captiva Drive, Captiva

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