5+ Bedroom Homes Real Estate For Sale in Captiva, FL

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.

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.

Steps from the gulf, this beautifully appointed 5-bedroom, 5-bath home known as almost heaven sits along the desirable tween waters stretch in the heart of captiva village, offering the island’s best combination of location and livability. This residence delivers turquoise-water views and puts you a minute’s walk from the village’s boutiques and galleries. Deeded beach access adds an extra layer of convenience and long-term value. A dramatic two-story great room anchors the main living space, complemented by a formal dining area perfect for hosting family dinners or entertaining guests. The gas fireplace adds warmth and ambiance on cooler evenings, while the chef’s kitchen brings it all together with an oversized refrigerator, glass cooktop, built-in microwave, wine cabinet, and premium cabinetry. Thoughtfully designed for gathering, the home sleeps up to 14. The primary suite is complete with a morning bar and beverage cooler, a jetted soaking tub, and an oversized dual-spray walk-in shower. Two additional king suites, a queen bedroom, and a built-in bunk room complete the sleeping arrangements. This home is ideal for multigenerational living or hosting extended family and friends. Outdoor living centers on a private heated pool with a spa and an adjacent putting green, surrounded by lush, mature tropical landscaping for total privacy. Extensive recent upgrades bring peace of mind and easy living, including a brand new metal roof, impact windows and doors, an elevator, garage doors, pool equipment, and air conditioners, plus newly installed enduraflood paneling on the ground level. Whether as a personal retreat or a strong income-producing investment on one of southwest florida’s most sought-after barrier islands, almost heaven offers a rare blend of privacy, proximity to the beach, and village walkability that’s difficult to replicate.

Major price reduction. Even bigger opportunity. Now $6.2 million! This may be one of the most compelling beachfront opportunities captiva island has seen in years. Once offered at $12 million and having attracted multiple offers at substantially higher levels, this exceptional gold coast estate is now being offered at a price approaching land value. The sellers are ready to make a move, creating an extraordinary opportunity for the next owner. Located along one of the most coveted stretches of captiva’s gold coast, 16512 captiva drive sits among some of the island’s finest beachfront estates. This stretch is known for its exceptional beach, beautiful natural dunes, wide sandy shoreline and spectacular gulf and sunset views. The location, the beach and the land are simply irreplaceable. And unlike many properties trading near land value, there is already a substantial and beautiful estate here. The main residence and separate guest house offer 7 bedrooms and 5.5 baths, soaring ceilings, dramatic walls of glass overlooking the gulf, hardwood and shell-stone floors, beautiful woodwork, a beachfront pool, expansive screened lanais and a rooftop sundeck.Enjoy it as it is, renovate and put your own signature on it, or take advantage of the exceptional homesite and create something truly extraordinary. The possibilities, and the upside, are tremendous. At $6.2 million, opportunities like this simply do not come along often on captiva. Compare the location. Compare the beachfront. Compare the land. Compare the surrounding sales. Then compare the price. This is an exceptional opportunity to own a premier gold coast estate at a value that demands attention.

Begin creating your own unforgettable moments at “captiva memories, ” a stunning coastal retreat perfectly positioned in the heart of captiva village. This beautifully designed 5-bedroom, 5-bath home offers an exceptional blend of luxury, charm, and relaxed island living. Nestled within the exclusive village by the sea—a boutique enclave of just seven custom homes—it captures the timeless character of classic old florida style with refined, modern updates. From the moment you arrive, lush tropical landscaping surrounds you, creating a sense of privacy and tranquility that feels worlds away. Yet, you’re just steps from the sugar-white sands of the gulf and the vibrant shops and dining along andy rosse lane, offering a rare balance of seclusion and convenience. Designed for both relaxation and entertaining, the home features an inviting outdoor oasis where you can unwind beside the sparkling heated pool, enjoy warm coastal breezes, and listen to the gentle rhythm of the surf. Inside, the home has been meticulously maintained and thoughtfully updated, showcasing elevated finishes and timeless coastal character throughout. The beautifully renovated kitchen (2023) boasts custom cabinetry, quartz countertops, and premium finishes, while all bathrooms were stylishly updated in 2022. Luxury vinyl flooring runs throughout, complemented by durable trex decking and hardi-board trim. Additional enhancements include a new roof (2023), impact-resistant windows and doors, a three-zone a/c system, and the watergate flood barrier system (2024), —providing comfort and peace of mind. The thoughtfully designed split floor plan ensures privacy for both family and guests, including two second-floor ensuite bedrooms that share a private sundeck overlooking the pool and backyard. Offered fully furnished and turnkey, this home is ready for immediate enjoyment. One of the home’s most captivating features is the expansive fourth-level observation deck, offering breathtaking panoramic gulf views and unforgettable sunsets. Generous bonus space and ample parking further enhance the home’s versatility. With a strong rental history this property presents an outstanding opportunity as both a private beach retreat and a high-performing investment. Just a short stroll brings you to the beach, where you can enjoy world-class shelling, soft sandy shores, and spectacular sunsets. Living in the village means everything you need is within walking distance—from beloved local restaurants like the mucky duck to charming shops, bailey’s island store, and lively evening entertainment. “captiva memories” is more than a home—it’s a lifestyle rooted in the rich history, tradition, and natural beauty of captiva island, a place where cherished moments are made with family and friends for years to come.

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!

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.

Positioned and priced primarily for its underlying land value, the gulf front property presents a compelling opportunity for builders, developers, and discerning buyers seeking to create a custom gulf front residence, multigenerational compound, or thoughtfully designed redevelopment project. Existing improvements include a three bedroom, three bath main residence, separate two bedroom guest home, private pool, detached garage, beachside cabana, and screened gazebo, providing additional flexibility for restoration or future development. A rare opportunity to create an extraordinary gulf front legacy estate on captiva island. Offering approximately 100 feet of direct gulf frontage, this exceptional estate parcel combines coveted beachfront acreage with established multifamily zoning and estate entitlement, a distinctive combination increasingly difficult to replicate under today's coastal development regulations. The property's established zoning distinguish it from conventional beachfront offerings, presenting possibilities for an exceptional coastal vision while complementing the low density character of prestigious captiva drive. Adding further value is a grandfathered shared bayside bulkhead providing access to captiva's boating waters. Opportunities combining substantial gulf frontage, beachfront acreage, and distinctive development entitlements are exceedingly limited. Surrounded by some of captiva's most notable estates, this extraordinary property offers a rare canvas to restore, reimagine, or create a lasting gulf front legacy.

Xanadu is a rare expression of contemporary coastal architecture in the heart of captiva's historic village. Completely reimagined and rebuilt from the concrete structure up following its 2024 acquisition, every element is new, from the impact windows, hardie siding and stucco exterior to every interior finish, mechanical system and luxury amenity. On iconic andy rosse lane, captiva's most celebrated address, the home places you just moments from nightly sunset celebrations, waterfront dining and the unmistakable soundtrack of island musicians carried on the gulf breezes. Inside, the interiors embrace the principles of quiet luxury, where thoughtful restraint replaces excess. Exposed scissor trusses with concealed lighting, a modern recessed coffered dining ceiling, flush inset solid wood cabinetry, contemporary three-panel shaker doors, square-edge casing and refined craftsman-inspired trim create an architectural language defined by crisp lines and impeccable proportions. A palette of warm whites, soft taupe's, greige, sand, natural wood and coastal blues complements meticulous drywall detailing and clean trim reveals throughout. The kitchen is sculptural and functional, anchored by a dramatic brizo bridge faucet and equipped with a full suite of thermador appliances including an induction range, side-by-side refrigerator with four freezer drawers, drawer microwave and refrigeration drawers serving the adjoining wet bar with hammered sink. Lutron automated shades, whole-home sonos audio and enterprise-grade wi-fi deliver effortless comfort and technology. Designed for entertaining as much as everyday living, a dramatic open-air gallery stretches the length of the residence, framed by crisp columns, a warm tongue-and-groove ceiling and expansive views of the courtyard and pool. Outdoors, a resort-inspired setting unfolds with a newly reconstructed linear pool and spa, sun cabana with suspended daybed swing, outdoor shower and a fully equipped outdoor kitchen featuring grill, ice maker, beverage cooler, sink, television and bar seating for 12. The custom bunk room maximizes sleeping accommodations without compromising design, while a thoughtfully conceived carriage house offers exceptional flexibility. Two private guest suites may function together with a shared morning kitchen or independently, each with its exterior entrance overlooking the central courtyard promenade. Built with solid concrete construction through the first level, a navien tankless water heater and every modern system expected of luxury new construction, xanadu is an exceptional legacy property that seamlessly blends timeless island living with sophisticated contemporary design on captiva's most desired street.

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.

Picture yourself on island time where contemporary coastal elegance meets the pristine shores of captiva island. This 5 bedroom, 4 1/2 bath gulf front gem represents the thoughtfully reimagined collaborative vision of amy nowacki's architectural expertise, will smith's masterful construction, and aniko's inspired interior design—creating a space that's as refined as it is relaxed. Step inside where every thoughtful detail whispers "come as you are" while surrounding you with serious comfort. The heart of this stunning home showcases a chef’s dream kitchen featuring subzero, wolf, and bosch appliances and custom wet bar that make whipping up everything from morning coffee to sunset cocktails feel like pure joy. The contemporary coastal vibe flows naturally throughout, blending clean, modern touches with those warm, beachy textures that make you want to kick off your shoes and stay awhile. The upper level unfolds like a private resort—a wonderfully spacious family room, bonus room and full bath with exceptional panoramic gulf views. Watching dolphins play in the waves or catching those legendary captiva sunsets becomes your new favorite daily ritual. The perfectly placed wet bar makes entertaining friends and family a breeze, while that extended upper sundeck creates the ultimate indoor-outdoor hangout spot where island breezes are always present. Three generously appointed ensuite bedrooms, bunk and bonus rooms give everyone their own luxurious retreat to unwind. The primary bedroom is your personal sanctuary, while a delightful bonus room offers endless possibilities with impressive closet space that opens gracefully to both the family room and that amazing deck—perfect for morning coffee or evening stargazing. The architectural improvements extend beyond mere aesthetics, with a new standing seam metal roof providing both durability and visual appeal against the island’s subtropical elements. Thoughtful landscaping is currently underway transforming the property into a lush tropical oasis that feels perfectly at home in captiva's stunning natural setting. Literally footsteps away the beach, the beach home pool and tennis court create an active lifestyle playground. This exceptional residence sits within the exclusive south seas resort community where world-class amenities to include the captiva course, recently opened beach house gulf front restaurant, captiva landing watersports and resort’s yacht harbour catering to nautical enthusiasts are available with club captiva membership. The abundant wildlife, sea life and pristine natural environment offer daily reminders of why captiva remains a most coveted destination. For those considering investment potential, this property offers exceptional rental income opportunities within the resort’s established vacation rental program, combining your own personal enjoyment with financial returns in one of florida’s most desirable markets.

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.