High-End Real Estate For Sale in Captiva, FL

Get away from it all at your idyllic waterfront retreat. Nestled on the serene southwestern shoreline of whoopee bay located on the private island of useppa, this charming property delivers breathtaking sunset views from the balcony, living room and master bedroom with convenient direct waterfront access to the the intracoastal waterway and cabbage key, cayo costa, boca grande pass and beyond. The home offers a perfect blend of functionality and comfort, featuring two primary suites on the main level. Upstairs, the bright and light living and dining space is accented by warm hardwood flooring, vaulted ceilings, a functional fireplace perfect for cozy evenings, and newly updated impact sliders and windows accentuating the sweeping views of the bay and intracoastal. The screened porch is the perfect place to unwind, opening up to the gorgeous views and gentle gulf breezes. The fully equipped kitchen features granite countertops, as well as ample space for all your needs. Additionally, upstairs there are also double doors leading to a den, currently outfitted with bunk beds, which is a perfect space for accommodating additional guests or children. Recent updates include all windows and sliders replaced with pgt hurricane impact systems in 2023 as well as brand new hvac system in 2025. Directly out front of the property is a protected area with a private shared dock, one/third ownership, providing dedicated use of a boat slip which is a tremendous amenity on the island and enables free and easy access to the pristine waterways. The location is truly ideal, with an under 5 minute boat ride to iconic cabbage key, and just a 15 minute ride to boca grande for dining, shopping and world class tarpon fishing. Also, included is a transferable boat lift at nearby safe harbor pineland marina, perfect for quick assess to useppa as your personal shore port. The useppa island club & marina is undergoing a transformative modernization and restoration project of the infrasturcture and shared areas, led by the new homeowner-led ownership group. First class amenities include the marina, historic collier inn, beaches, paths, landscaping and more—positioning useppa as an even more exclusive, resilient and elevated paradise in the years ahead. Ownership on useppa island does require a resident membership with the useppa island club & marina and buyers should verify and complete all due diligence as to the club's operations and fees etc.. Whether you’re seeking a peaceful family escape, a fisherman’s haven, or a savvy investment in one of florida’s most exclusive private islands amid major upgrades, this bay harbor bungalow delivers unparalleled tranquility, convenience, and unprecedented old florida charm. Embrace the revitalized useppa lifestyle—contact us today to schedule a viewing!

This two-story, three-bedroom, three-bath beach villa offers direct gulf views and a desirable corner location that enhances privacy and natural light—an ideal combination for both personal enjoyment and rental appeal. The open-concept living, dining, and kitchen areas create a comfortable coastal setting well-suited for entertaining or unwinding after a day on the beach. Enjoy the sound of the waves and memorable captiva sunsets from the living room or private patio. The main level includes the primary suite with en-suite bath, a guest bedroom with adjacent bath, and a stack washer and dryer for added convenience. Upstairs, a third bedroom with en-suite bath provides additional privacy, making the layout well-suited for accommodating family, guests, or renters. Located within gulf beach villas, residents and guests enjoy access to a community pool, tennis and pickleball courts, grilling areas, and direct beach access. Just a short walk to the village of captiva, dining, shopping, and starbucks, this villa offers an excellent blend of island lifestyle, walkability, and income potential.

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.

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.

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!

Opportunity is knocking! If you are looking for a beautiful gulf to bay property to call home on captiva's premier tween waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deep water direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is captiva village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach. Projected gross revenue 2025 $143, 718; 2026 $148, 029.

Experience the timeless coastal allure of 15160 captiva drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4, 800 square feet of refined living space, blending elevated design with effortless island living. Crafted in coastal-tuscan style, the home showcases travertine flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #islandlifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near captiva village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #captivalifestyle.

Welcome to sunset captiva, one of captiva island's most sought-after gulf-to-bay communities, ideally located in the heart of captiva's charming village. This beautifully updated 3 bed, 2 bath island retreat offers the perfect combination of coastal elegance, modern upgrades, and the relaxed island lifestyle that makes sunset captiva so desirable. Step inside to discover an open, light-filled floor plan featuring luxury vinyl plank flooring throughout, coastal furnishings, soaring vaulted ceilings, and a spacious great room that seamlessly flows into the screened lanai—ideal for indoor-outdoor living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and an open design that keeps everyone connected whether preparing meals or gathering with family and friends. The spacious primary suite offers a peaceful retreat complete with its own private second-floor sun deck, the perfect place to enjoy morning coffee, evening sunsets, or the gentle island breezes. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Thoughtfully maintained and updated, the home includes impact-resistant windows and doors, solid wood interior doors, and a freshly painted exterior. Being sold fully furnished, this home is truly move-in ready and perfectly suited as a primary residence, vacation home, or investment property. Sunset captiva is renowned for its exceptional amenities, including private deeded beach access to captiva's world-famous white sand beaches, community docks with water and electricity on pine island sound, a heated community pool, bbq and picnic areas, pickleball and tennis courts, and lush tropical landscaping throughout the neighborhood.

Where timeless island architecture meets modern luxury, this exceptional captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect bud lawrence and situated on a premier corner lot just steps from both the gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a pebbletec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with brazilian cherry wood flooring, marble finishes, handcrafted sinker cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of captiva island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of southwest florida's most sought-after island destinations. A rare opportunity to own a distinctive captiva residence where luxury, location, and lifestyle come together.

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.

Over the years, one of the most popular weekly vacation rental homes on captiva has had an exceptional rating by vrbo guests. 2026 advance rentals are already over $100, 000. This classic captiva cottage-style home is totally updated with new lvp flooring, two new baths, new quartz kitchen with new s/s appliances, and a separate laundry room. The home is very well furnished for guest comfort with 3 tvs and a living room audio system with bose speakers, and also speakers on the pool deck. The french doors from the living room and full-length screened lanai lead to the 2024 resurfaced 26 x 13 electric heated pool. All windows are impact rated installed by stormsmart in 2021. The pool cage was new in 2023, pool heater in 2025, new a/c in 2021, and the w/h in 2023. A spacious and separate outdoor storage shed is on the rear corner of the property for storage of beach equipment. Beach access is a 3-5 minute walk to the path by the library and chapel by the sea. The green flash restaurant is a 1-minute walk, and the village center is a 5-minute walk. Due to busy weekly guest occupancy, showings will be accepted by appointment only on a saturday with guest turnover, and between 12 and 2 pm. Future guest reservations after closing must be honored. Any advance or final rental payments shall be credited to the buyer at closing. Closing date request is not before august 1, 2026.

Discover your slice of paradise in this exquisitely renovated two-bedroom, two-bathroom condominium nestled within the prestigious south seas resort on enchanting captiva island. This direct gulf front sanctuary seamlessly marries coastal elegance with contemporary sophistication, offering an unparalleled retreat where pristine white sugar sand beaches meet your doorstep. Step into a world where luxury meets comfort, featuring a completely transformed interior reimagined with elevated coastal décor and new contemporary furnishings that whisper tales of seaside serenity. The thoughtfully designed space includes stainless steel appliances, luxury vinyl tile flooring, and a walk-in shower plus a shower-tub combination for ultimate convenience. Impact glass sliders frame breathtaking sunset vistas over the gulf of mexico, while native plants and swaying palms create a natural masterpiece beyond your windows. This turnkey residence comfortably accommodates six guests, making it an exceptional investment opportunity with outstanding rental potential. The building's recent comprehensive renovation includes a striking new standing seam metal roof, fresh exterior paint, updated laundry facilities, refreshed pool area, and an enchanting turtle-safe lighted boardwalk leading directly to the beach. Your participation in club captiva membership unlocks a treasure trove of world-class amenities that transform everyday living into extraordinary experiences. Dedicated staff will arrange your beach chairs and umbrellas while you indulge in seaside dining, exhilarating water sports, fitness facilities, seaside golf, captiva landing waterslides, and the meandering lazy river. Resort trolley service, supervised kids camp, and countless recreational activities ensure every moment brims with possibility. Embrace the subtropical climate where warm winters and tropical summers create an idyllic backdrop for abundant wildlife encounters. Watch pelicans dive for lunch, dolphins frolic in azure waters, or try your luck catching snook. The healthy outdoor lifestyle beckons with beach walks, pickleball, tennis, and swimming in crystal-clear waters. Beyond the resort's boundaries, adventure awaits at nearby attractions including the renowned j.N. "ding" darling national wildlife refuge, scenic redfish pass, and the pristine pine island sound. Captiva's unique positioning offers easy access to charming upper islands for delightful lunch excursions and exploration. This meticulously maintained property features thoughtful touches like a convenient shell cleaning station and beautifully relandscaped grounds adorned with vibrant flowers and towering palms. The building's comprehensive renovations ensure worry-free ownership while the prime location guarantees enduring value in one of florida's most coveted destinations.

Located on the stunning beaches of south seas resort, this exceptional 3-bedroom, 2-bathroom gulf beach villa has been completely renovated to offer a premier seaside sanctuary living experience. Situated in one of the most sought-after gulf-front locations on captiva, this villa provides not only an upscale coastal oasis but also a fantastic rental income opportunity. Inside, you'll find a spacious, open-concept layout featuring high-end finishes including tile flooring, impact-resistant windows & sliding glass doors, white cabinetry with trendy countertops and stylish coastal decor. The villa's contemporary design includes a thoughtful floor plan with soaring ceilings in the great room and primary bedroom. Most rooms offer breathtaking views of the expansive shell-strewn beach and the azure gulf waters. Residents and guests can enjoy the complex’s resort-style amenities, including a swimming pool, tennis courts, grilling areas, and ground-level storage lockers. The landscaping around the buildings and common areas are filled with vibrant foliage, mature, towering palm trees, and fragrant, colorful, blooming, tropical, plants. Gulf beach villas 2030 participates in the on-site rental program through south seas resort where owners and guests can access the resort amenities with complimentary chairs and umbrellas; resort pools and a newly built water park known as captiva landing which includes a lazy river, splash zones, and waterslides. Bayview pools feature a waterslide and the tarpon tiki bar. Other notable amenities include the clutch - a 12-hole, par-3 course; flippers arcade, and the bayview fishing pier. Dining options including redfish grill, harbourside grill, scoops & slices ice cream. This beach villa is a rare gem that combines an investment opportunity with style, comfort, and an unbeatable location. Don't miss the chance to own a piece of paradise in one of captiva's most sought-after communities. Rentals to be honored. Call for your private showing.

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!

At the southernmost tip of captiva island, where the turquoise waters of the gulf meet the tranquil expanse of pine island sound, lies one of southwest florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from gulf to bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering gulf and captiva’s legendary sunsets unfold. To the east, pine island sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of captiva so completely.

Experience refined gulf-front living in this exquisite 2-bedroom plus loft, 2-bath, two-story residence at south seas resort. Set along the pristine shoreline, this beautifully reconfigured condo blends modern elegance with the relaxed charm of beachfront living. Thoughtful enhancements include plank porcelain flooring, a tankless hot water heater, and a whole-home water filtration system, adding both durability and everyday comfort. The kitchen is a standout, featuring quartz countertops, high-end stainless steel appliances, under-counter lighting, and custom cabinetry accented with premium hardware. The gulf-front living and dining areas flow seamlessly together, complemented by coastal décor and contemporary recessed lighting that elevate the atmosphere. Impact-rated sliding doors lead to a screened patio with sweeping panoramic views of the gulf. Upstairs, the loft offers flexible living space, while the upper-level primary retreat showcases high ceilings, abundant natural light, coastal furnishings, and a vanity with a backlit mirror. Both bathrooms feature floor-to-ceiling tiled showers and quartz vanities with illuminated mirrors, creating a spa-like feel. Every detail of this residence has been thoughtfully curated for sophistication, comfort, and effortless gulf-front living. Located in one of captiva’s most desirable resort settings, this home also offers a strong rental history within south seas.

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.

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.

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.

Wake up to this every day... Captiva's best value for buyers seeking walkability, deep-water boating, and the authentic island lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of pine island sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of captiva village, this exceptional bayfront residence combines expansive, unobstructed water views, direct gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to captiva's renowned restaurants, charming boutiques, captiva chapel by the sea, the library, local galleries, and the sugar-sand beaches of the gulf of mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of old florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of pine island sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made captiva one of florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 captiva drive represents one of captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the captiva lifestyle you've been dreaming about!

Be captivated in captiva island at this extraordinary gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart of captiva village. Just moments from boutiques, restaurants, marinas, and island entertainment, this exceptional residence offers the ideal blend of privacy, luxury, and breathtaking gulf sunsets. Completely reimagined with impeccable craftsmanship and designer finishes throughout, the home seamlessly blends sophisticated elegance with relaxed coastal living. Expansive impact-rated glass doors fill the interiors with natural light while framing panoramic water views from nearly every room. Inside, thoughtfully designed living spaces feature beamed ceilings, rich hardwood flooring, custom millwork, and dramatic fireplaces that add warmth and character. The gourmet chef’s kitchen is designed for entertaining and everyday living alike, showcasing custom high-gloss cabinetry, premium appliances, designer stone surfaces, and an oversized gathering island. Outdoor living is equally impressive, with multiple screened and open lanais, inviting lounge and dining spaces, sun decks, and a fully equipped summer kitchen overlooking the beach and gulf waters. Upstairs, guests enjoy a private suite opening to a spectacular beachfront terrace, while the luxurious primary suite offers a spa-inspired bath, bespoke finishes, private viewing deck, and statement fireplace. Extensive upgrades include hardie-board siding, a metal roof, trex decking, updated electrical and plumbing systems, a floating architectural staircase, retractable sun screens, brick-paver driveway, lush tropical landscaping, and curated designer furnishings throughout. Residents also enjoy resort-style amenities including a bayside marina and boat dock, tennis courts, and a large community pool. With strong weekly rental potential, this fully renovated beachfront retreat presents a rare opportunity to own a luxury island escape in one of southwest florida’s most sought-after communities. Luxury, privacy, views, and lifestyle come together beautifully in captiva.

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.

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.

Arguably the most architecturally significant home to ever be brought to market on captiva, bella luna was nationally recognized for impeccable design when it received the american institute of building design’s (aibd) prestigious american residential design award (arda) in 2021. Conceptualized by the renowned wayne visbeen of visbeen architects, bella luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as metropolitan museum of art, martha stewart and disney, visbeen architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance human experience through sophistication and functionality, creating intimate experiences within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

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.

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.