Captiva, FL Houses For Sale

Lee County | Updated
Results 29 of 38
1124 Longifolia Ct, Captiva, Florida 33924, image 1
$3,395,000
  • 5 Beds
  • 5 Baths
  • 4,356 SqFt
  • $779/SqFt
House for sale
1124 Longifolia Ct, Captiva, FL 33924
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.
Captiva Residential, 11505 Gore Ln, Captiva, Florida 33924, image 1
$3,495,000 $195K
  • 6 Beds
  • 6 Baths
  • 4,248 SqFt
  • $823/SqFt
Ultra Luxury
House for sale in Captiva Residential
11505 Gore Ln, Captiva, FL 33924
Just reduced $300, 000! This home known on the island as "lux captiva" is a captiva village beauty and is just waiting for you! Owners have chosen to use it as an investment rental and have enjoyed lots of family time here. This great rental, corporate housing or family home is just a short 6 minute stroll to the aquamarine waters of the gulf. Have fun on the island of captiva, biking, fishing, swimming, putt-putting, golf cart riding over to the restaurants, etc. This 6br, 6bath, 2 car, heated pool+spa home has plenty of extra outdoor lounging areas, pool table room, lighted putt-putt green and more. Due to its size you can also use it as a destination event home. Interior features: elevator to all 3 floors. Lr with gas fireplace. Primary br has 2 walk-in closets & fireplace & is on the 3rd floor, with 2 more guest suites on this floor, +2 more on the 2nd (main) floor and 1br+bath on the first floor. The ocean room has 4 full-sized bunkbeds! 8 tv’s in the house with hi-speed internet. The kitchen is beautiful with new s/s appliances, quartz counters, cabinets & fixtures. New or newer mechanicals in place. All new bath vanity counters/sinks/faucets installed throughout. Solid wood floors in the main areas have been redone to compliment the beach theme of the home, all done in gorgeous driftwood tones. The 1st floor has an open lanai area for lounging and cooking out by the pool+spa, and the 2nd & 3rd floors have open lanais. For sunrise across the back bay, or for sunning or an afternoon social go to the rooftop deck for amazing views and starlit nights. All vinyl siding removed and replaced with new lp smartside siding along with new soffits/fascia. New impact windows & doors! Have a boat? Mccarthy's marina and jensen's is right down the street. You don't have to travel to the bahamas to appreciate island living! This.Is.It! What are you waiting for? It is move-in ready, including all linens, furniture, art work, kitchenware, beach toys, golf clubs, beach towels and chairs and umbrellas. Would also do well as a fractional ownership property too! Get your friends and family together and let's work out a deal!
Gold Coast Of Captiva Island, 16309 Captiva Dr, Captiva, Florida 33924, image 1
$4,250,000 $500K
  • 6 Beds
  • 41/2 Baths
  • 4,861 SqFt
  • $874/SqFt
Ultra Luxury
House for sale in Gold Coast Of Captiva Island
16309 Captiva Dr, Captiva, FL 33924
Main home is 3 bedroom 2 1/2 baths and elevated. Guest house is 2 bedrooms 1 bath and the cottage is 1bedroom 1 bath. This secluded captiva island estate unfolds like a secret whispered along the shores of roosevelt channel, where privacy and natural beauty blend into an atmosphere of pure coastal enchantment. Approached by a modest shell drive softened by lush vegetation, the entrance is marked only by a discreet sign: le jardin: the garden. It is an invitation into another world, where tropical abundance greets you in every direction. Swaying palms, fragrant citrus groves, and vivid blooms guide your journey through nearly two acres of waterfront paradise. As the winding drive gently curves beneath the canopy of greenery, the estate slowly reveals itself. At its heart stands an exquisite old florida inspired residence, perfectly poised along the serene waters of the channel. With three bedrooms and two and a half baths, the main home evokes the timeless romance of florida’s classic coastal architecture, offering stunning water views from almost every room. Inside, the expansive kitchen becomes a natural gathering place, centered around a gas range ideal for culinary celebrations. Here, lingering conversations unfold beside the warmth of the fireplace, while large porches just beyond invite you to breathe in the salt-kissed breeze and watch as dolphins play and boats drift by in the afternoon sun. Steps from the water, your private dock extends into the channel, complete with two boat lifts ready to host your adventures. The days here are effortlessly filled with the best of island living: setting out on the boat to fish or explore nearby islands, cruising to waterfront restaurants, or slipping a kayak into the calm blue water to paddle toward the untouched sanctuary of buck key just across the channel. For quieter moments, a thatched tiki hut offers peaceful shade along the shoreline where you can savor the stillness of the island. Meandering deeper into the property, you arrive at the charming two bedroom pool house. Beamed ceilings soar above a warm, inviting space anchored by a stone fireplace. A kitchenette, relaxed seating areas, and game spaces encircle the screened swimming pool, creating a private oasis for effortless entertaining and unforgettable gatherings. Further along the shell path, a generous garage and storage building awaits, designed to shelter everything from bicycles and beach gear to kayaks and boating essentials. At the very end of the lane, tucked elegantly within the gardens, sits a picturesque guest cottage complete with a full kitchen, living room, bedroom, and bath. It is an intimate hideaway perfect for visiting friends or attentive caretakers, enveloped in the tranquility of nature. Le jardin is more than an estate; it is an experience.
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Captiva Residential, 15160 Captiva Dr, Captiva, Florida 33924, image 1
$4,749,000
  • 6 Beds
  • 61/2 Baths
  • 4,857 SqFt
  • $978/SqFt
Ultra Luxury
House for sale in Captiva Residential
15160 Captiva Dr, Captiva, FL 33924
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.
Captiva Residential, 16813 Captiva Dr, Captiva, Florida 33924, image 1
$2,500,000 $250K
  • 3 Beds
  • 3 Baths
  • 2,530 SqFt
  • $988/SqFt
Ultra Luxury
House for sale in Captiva Residential
16813 Captiva Dr, Captiva, FL 33924
Welcome to your captiva island oasis! This gorgeous home is the perfect island get-a-way- situated on roosevelt channel offering direct gulf access from your private dock and a rare boathouse with 20, 000lb. Boat lift- the natural shoreline adds privacy and allows for a great kayak/sup launch area. Just a short stroll to one of the best beaches and shelling locations! This 3 bedroom, 3 bath, pool home has travertine floors throughout main living level and hardwood floors in the private, 2nd floor primary suite. The primary suite has vaulted/beamed ceiling & a private sunning deck w/water views. Primary bathroom has double sinks and custom glass tile. The kitchen has been completely renovated and cleverly designed to maximize storage and flow in the main living area, adding a custom island and space for a 60" range and hood, custom built-ins added in all bedroom closets, this home is light, bright and everything you want in an island home. After a day on the water, take a swim in the sparkling concrete elevated pool surrounded by lush tropical vegetation offering a feeling of seclusion and privacy. Newer septic system, 2 a/c's 2022, washer & dryer 2025. Enjoy island living, boating, fishing, shelling, sunning and stunning sunsets on captiva island. Property sold furnished, main living area and bedroom images are virtually staged adding accessories and artwork. Furniture is in place. 60" range and hood in kitchen is virtually staged, propane tank installed and piped ready for range to be installed.
Captiva Residential, 16979 Captiva Dr, Captiva, Florida 33924, image 1
$5,700,000 $700K
  • 6 Beds
  • 71/2 Baths
  • 5,598 SqFt
  • $1,018/SqFt
Ultra Luxury
House for sale in Captiva Residential
16979 Captiva Dr, Captiva, FL 33924
This is a short sale! Deeded beach access! Opportunity is knocking! Answer the door! One of captiva's most iconic residences resting on over 2.5 acres with 200 ft of bay-frontage overlooking the sparkling waters toward the preservation land beyond. Situated on a peninsula this property affords unparalleled wide water views unlike any other on the islands. As you approach up the shell drive you are surrounded by mature specimen plantings from around the globe that can only come with decades of establishment and deliberately arranged garden paths highlighting many exotic species. Upon arrival you are greeted with bay views before even entering due to the wonderful breezeway design which looks through to the wrap-around covered boat basin and gazebo. As you enter, you are welcomed with a hand forged cascading stairway which brings you to the interior for a knockout view. This sprawling one level home design is only possible because of the double water frontage of 200ft. Unequivocally the ultimate home for entertaining, with a massive relaxing area along with a knockout outdoor kitchen, spa and huge pool with billiards and more. Beautifully remodeled with a cool coastal feel that blends well with the architecture. Deeded beach access.
FA Lanes Bayview, 11523 Andy Rosse Ln, Captiva, Florida 33924, image 1
$3,795,000
  • 5 Beds
  • 51/2 Baths
  • 3,555 SqFt
  • $1,068/SqFt
Ultra Luxury
House for sale in FA Lanes Bayview
11523 Andy Rosse Ln, Captiva, FL 33924
Mediterranean-inspired luxury in the heart of captiva village! Discover belle mar, a stunning mediterranean-style estate perfectly situated along captiva’s iconic andy rosse lane—just steps from the gulf of mexico and the sparkling waters of pine island sound. This elegant retreat captures the essence of island sophistication, offering timeless architecture, exceptional craftsmanship, and an unrivaled village location. Originally designed as the developer’s personal residence, this concrete-built masterpiece spares no detail. From its classic terra-cotta roof and arched loggias to its wrought-iron accents and tropical courtyard design, the home balances privacy with proximity—just a short stroll to captiva’s best dining, bespoke shops and luxury boutiques, the historical "island store" and the world-class white sugar-sand beaches stretching for miles along the gulf. Inside the main residence, luxurious features abound: travertine floors, a chef’s kitchen with premium appliances including a 36” thermador gas cooktop, custom faux finishes, and elegant moldings. Multiple living and dining spaces flow effortlessly to the outdoors, where a resort-style courtyard with heated pool and spa becomes the centerpiece for island living. A large separate guest casita, connected by a covered breezeway with a built-in grilling station, offers ideal accommodations for visitors or multi-generational living. The property’s thoughtful design provides ample outdoor lounging, dining, and entertaining areas—each surrounded by lush tropical landscaping and enclosed for ultimate privacy. With a three-floor elevator, outdoor kitchen, gas fireplace, recreation room(s), and over 1, 500 sq. Ft. Of flexible a/c bonus space, belle mar seamlessly blends comfort, functionality, and style. This rare captiva offering embodies the best of the island lifestyle—luxury, location, and leisure—whether as a primary home, private retreat, or premium income-producing property!
115 Useppa Is, Captiva, Florida 33922, image 1
$1,750,000
  • 3 Beds
  • 3 Baths
  • 1,572 SqFt
  • $1,113/SqFt
House for sale
115 Useppa Is, Captiva, FL 33922
Beach house is an elevated waterfront cottage located along useppa island’s eastern shoreline with direct beach access and open water views. The home offers indoor and outdoor living with multiple porches and decks surrounding the property, creating water views from nearly every angle. Large sliding glass doors connect the main living area to a screened porch, extending the living space and allowing for year-round enjoyment. The porch includes roll-down screens and impact-rated shutters for added protection and comfort. Inside, the home features a living room with a wood-burning fireplace, an updated kitchen with refinished cabinetry, and an open layout that captures water views upon entry. The primary bedroom overlooks the shoreline and has direct access to the porch with a private stairway leading toward the beach. A guest bedroom is located off the main living area, while a third guest suite is located downstairs with a separate entrance, offering additional privacy. Kayaks, paddleboards, and beach equipment can be stored underneath the home, allowing for easy access to the water. The property includes access to a nearby shared dock and an assigned boat slip with lift. Additional features include impact-rated windows and doors, a newer roof installed in 2023, and a 22kw generator.
Captiva Residential, 11510 Murmond Ln, Captiva, Florida 33924, image 1
$1,650,000 $200K
  • 2 Beds
  • 2 Baths
  • 1,344 SqFt
  • $1,228/SqFt
Ultra Luxury
House for sale in Captiva Residential
11510 Murmond Ln, Captiva, FL 33924
Over the years, one of the most popular weekly vacation rental homes on captiva, having 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 leads 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 w/h in 2023. A spacious and separate outdoor storage shed is on the rear cornet 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 walk is 5 minutes. 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 and all advance or final rental payments shall be credited buyer at closing. Closing date request is not before june 1, 2026.
Captiva Beach, 11506 Wightman Ln, Captiva, Florida 33924, image 1
$1,950,000 $200K
  • 3 Beds
  • 3 Baths
  • 1,521 SqFt
  • $1,282/SqFt
High-End
House for sale in Captiva Beach
11506 Wightman Ln, Captiva, FL 33924
The popularity of this 3/3 key west style home, the sun & moon, may place it in the top tier of captiva rental houses, rated exceptional by over 100 vrbo guests. It is easy to maintain and prepare for incoming guests. Early 2026 advance reservations already total over $70, 000. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020 and stormsmart installed new impact windows in 2021, and the heated pool has been resurfaced. To not disturb guests, showing requests can only be approved on saturdays between departing and incoming guests, with 12 to 2 pm being suggested. Closing date request is not before june 30, 2026. Future guest reservations must be honored. Any and all advance or final rental payments for reservations shall be credited buyer at closing.
15301 Captiva Dr, Captiva, Florida 33924, image 1
$3,995,000 $403K
  • 4 Beds
  • 31/2 Baths
  • 2,980 SqFt
  • $1,341/SqFt
House for sale
15301 Captiva Dr, Captiva, FL 33924
Enjoy breathtaking sunsets over the gulf of mexico from this inviting beach cottage, perfectly situated within walking distance of captiva village. Featuring open-beam ceilings, a gracious living area, and multiple decks that capture stunning views, this home radiates island charm and comfort. The spacious kitchen and open floor plan make entertaining effortless, while the top-floor primary suite offers sweeping water vistas and a serene retreat. Outside, a beautiful pool area with generous decking provides the ideal space for sunbathing or gatherings under the stars. Not currently part of a rental program, this property holds excellent potential for strong rental performance. Projected gross income provided by kingfisher vacations: $416, 500.00 (2026); $428, 995.00 (2027); $441, 864.85 (2028); $455, 120.80 (2029); $468, 774.42 (2030); $482, 837.65 (2031) located in captiva’s golf cart zone, this quintessential island home offers the perfect blend of relaxation, convenience, and gulf-front beauty.
Gold Coast Of Captiva Island, 16512 Captiva Dr, Captiva, Florida 33924, image 1
$7,950,000 $2M
  • 6 Beds
  • 51/2 Baths
  • 5,813 SqFt
  • $1,368/SqFt
Ultra Luxury
House for sale in Gold Coast Of Captiva Island
16512 Captiva Dr, Captiva, FL 33924
Nestled along captiva island’s most coveted stretch of the gold coast, this exceptional beachfront private estate is surrounded by lush tropical landscaping, offering the ultimate blend of serenity and sophistication. Behind its unassuming beach house exterior lies a strikingly modern, european-inspired interior that radiates style and comfort. The main residence and guest house combine to offer 7 bedrooms and 5.5 baths, designed with expansive open living spaces and refined finishes throughout. Soaring ceilings, rich hardwood and shell stone flooring, and stunning custom woodwork create a timeless coastal ambiance. Walls of glass showcase panoramic gulf of mexico views and breathtaking sunsets from two levels of open living areas. Outdoors, enjoy the dramatic beachfront pool, spacious screened lanais, and a rooftop sundeck perfect for soaking in endless ocean vistas. With ample additional yard space offering room to expand, this architectural gem is a rare opportunity for those seeking a distinctive, sophisticated beach retreat on captiva island’s most desirable coastline.
Captiva Residential, 16611 Captiva Dr, Captiva, Florida 33924, image 1
$6,900,000
  • 6 Beds
  • 61/2 Baths
  • 4,900 SqFt
  • $1,408/SqFt
Ultra Luxury
House for sale in Captiva Residential
16611 Captiva Dr, Captiva, FL 33924
This extraordinary spanish colonial revival waterfront estate spans approximately two acres of pristine island landscape and is ideally situated directly across from golf cart–accessible deeded beach access. Offering the rare combination of gulf access and private waterfront living, this property presents a truly exceptional opportunity on captiva island. The main residence is thoughtfully designed to accommodate four spacious suite-style bedroom areas, including a stunning primary retreat. Expansive living spaces include a grand great room, formal dining area, wine cellar, and an exceptional game and recreation room ideal for entertaining. Distinctive architectural elements showcase the home’s authentic character, including exposed cypress beams, saltillo tile flooring, and hand-fired decorative tile accents. Please note: the estate presents a unique opportunity for customization. The main kitchen, guest bedroom(s), and associated bathrooms are not yet constructed, allowing the next owner to complete these spaces according to their own vision and design preferences. A boater’s and angler’s paradise, the estate features an impressive and highly unique dock and entertainment complex with three boat lifts, two covered boathouses, and multiple outdoor gathering areas designed for both relaxation and hosting. The waterfront setting has been enhanced with lush landscaping, creating a serene and picturesque backdrop. Outdoor living is equally impressive, featuring an open pool area, multiple covered porches, and a poolside cabana complete with a fireplace—perfect for year-round island living. In addition, the estate includes a fully serviced two-bedroom guesthouse with a modern, playful interior design, offering privacy and comfort for family and guests. 16615 captiva drive, pid 03-46-21-00-00005.0070. Tax amt is combined (16611 & 16615). Additional parcel included. 16615 captiva dr. Tax bill includes both parcels and lot lines are both lots. All is approxament and must be verified legal: fr ne cor gl 3 sec 3 run sly alg e li sec 3 1740 ft to pob th n 89 deg 42 min
Frowes, 16205 Captiva Dr, Captiva, Florida 33924, image 1
$5,500,000
  • 5 Beds
  • 5 Baths
  • 3,890 SqFt
  • $1,414/SqFt
Ultra Luxury
House for sale in Frowes
16205 Captiva Dr, Captiva, FL 33924
Welcome to 'avoca'—a captivating gulf frontage/private beach estate, ideally positioned along the coveted tween waters stretch of captiva drive on captiva island. Offering rare privacy, expansive grounds, and direct beach frontage, this remarkable property showcases panoramic views of the gulf of mexico and a private beach path to sugar-sand shores. Avoca is one of the rare properties in captiva that showcases the luxurious resort-style pool in the back of the home, allowing for stunning sunset views and immense outdoor space! Spanning over one acre and set at one of the highest elevations on the island (x zone flood elevation), avoca is located within the estate zoning district—allowing for up to three structures, providing exceptional flexibility for expansion or additional guest accommodations. The lush tropical setting frames a true resort-style backyard, featuring a 20' x 60' pool with integrated spa, a full outdoor kitchen, and one of the most impressive outdoor entertaining environments on captiva. Recent upgrades include a newer roof and impact-rated windows and doors for added peace of mind. Inside, the residence is thoughtfully designed for relaxed luxury and effortless entertaining. Four expansive levels of decking invite breathtaking sunsets and gulf breezes from nearly every room. The main living level offers a generous open layout with a spacious chef’s kitchen, open dining area, fireplace, elevator, multiple guest bedrooms, and light-filled gathering spaces. The third-floor owner’s suite is a private sanctuary, complete with a balcony, sitting area, office nook, and a well-appointed en-suite bath. Additional guest suites and a loft area provide comfortable accommodations for family and friends. Crowning the home is one of the largest rooftop sundecks on the island, delivering elevated, unobstructed coastal views. Whether envisioned as an extraordinary private gulf-front retreat, a luxurious vacation escape, or a high-performing rental investment, avoca represents a rare and compelling opportunity on world-renowned captiva island.
Captiva Residential, 16475 Captiva Dr, Captiva, Florida 33924, image 1
$4,695,000 $2M
  • 3 Beds
  • 31/2 Baths
  • 3,258 SqFt
  • $1,441/SqFt
Ultra Luxury
House for sale in Captiva Residential
16475 Captiva Dr, Captiva, FL 33924
Presented with a new design vision by mhk architecture, this extraordinary captiva island estate features concept plans to reimagine the existing residence, design a new coastal masterpiece, or expand by combining with the adjacent 1.5-acre estate lot to create a contiguous 5-acre compound unlike anything else on captiva island. A once-in-a-generation opportunity to own one of the island’s largest and most private bayfront properties - 3.5 acres of gated serenity with an existing custom built home that has never flooded, gulf access, resort-style amenities, and exceptional privacy along the coveted roosevelt channel. Surrounded by unspoiled nature, the property offers direct gulf access with private docks. Inside, the existing home showcases soaring beamed ceilings, rich wood flooring, and a dramatic beacon tower filling the great room with natural light. Thoughtfully designed for entertaining and easy island living, it offers a chef’s kitchen, formal dining, wood-accented den, private study, and flexible guest quarters. Two grand ensuite bedrooms serve as luxurious sanctuaries, complemented by an indoor wellness wing with travertine-lined pool, fitness room, and sauna. Outdoors, enjoy a tennis court, bocce court, firepit overlooking the bay, and a rooftop hot tub for starlit evenings. A three-car garage with workshop provides ample space for vehicles, storage, and all your waterfront essentials. With no hoa restrictions, the estate offers remarkable flexibility - whether envisioned as a family legacy compound, private coastal retreat, or trophy property of architectural distinction- where architectural vision meets natural beauty.**some photos in this listing have been virtually staged to illustrate the potential use and layout of the space. Furnishings and décor shown are for illustrative purposes only and are not included in the sale.**
Beach Homes, 6 Beach Homes, Captiva, Florida 33924, image 1
$2,995,000
  • 3 Beds
  • 3 Baths
  • 2,038 SqFt
  • $1,470/SqFt
High-End
House for sale in Beach Homes
6 Beach Homes, Captiva, FL 33924
Located within an intimate enclave of captiva beach homes, beach home 6 delivers the ultimate captiva lifestyle. This private beach home offers direct beachfront positioning, timeless island design, and the serenity only true waterfront living provides. Designed for relaxed island living and effortless entertaining, the home captures the essence of a true beachfront escape whether enjoyed as a private sanctuary or luxury investment opportunity. Enjoy morning walks on the beach and unforgettable sunset from your private coastal retreat. Experience island living with condo convenience and the privacy of a single family home. Spacious 3 bedroom w/loft and 3 baths features soaring ceilings with spacious outdoor living areas. Resort style community pool, tennis and pickelball compliment the island lifestyle. This beachfront retreat offers the largest floor plan of the beach homes with additional expansion options. A rare beachfront opportunity and perfect location for a second home while offering a proven short term vacation rental investment. Upgrades include new standing metal roof, flooring and impact glass. The community shares three resort style pool along with tennis and pickleball. Rentals options and amenity information available. Fresh tropical landscaping is currently being installed and near completion.
16886 Captiva Dr, Captiva, Florida 33924, image 1
$6,900,000 $600K
  • 5 Beds
  • 41/2 Baths
  • 4,608 SqFt
  • $1,497/SqFt
House for sale
16886 Captiva Dr, Captiva, FL 33924
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!
Gold Coast Of Captiva Island, 16632 Captiva Dr, Captiva, Florida 33924, image 1
$5,950,000
  • 5 Beds
  • 4 Baths
  • 3,681 SqFt
  • $1,616/SqFt
Ultra Luxury
House for sale in Gold Coast Of Captiva Island
16632 Captiva Dr, Captiva, FL 33924
A rare gulf-front estate opportunity on captiva island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo. The estate zoning with multifamily use sets this property apart for a custom legacy residence, multigenerational compound, or future redevelopment, while preserving the low density character of this stretch of captiva drive. Opportunities of this scale, frontage, and zoning are exceedingly limited and rarely come to market. A grandfathered shared bulkhead adds lasting value and provides direct bay access. Positioned among captiva’s most notable properties, this estate parcel delivers exceptional value to renovate or explore redevelopment opportunities!
16500 Captiva Dr, Captiva, Florida 33924, image 1
$6,600,000 $245K
  • 6 Beds
  • 61/2 Baths
  • 4,000 SqFt
  • $1,650/SqFt
House for sale
16500 Captiva Dr, Captiva, FL 33924
Welcome to a stunning coastal-modern beachfront estate on captiva island’s exclusive gold coast. This beautifully enhanced home combines comfort, nature, and luxury across more than 100 feet of pristine gulf frontage. The property is estate-zoned, allowing the addition of two more structures for those seeking a truly private compound. Recent updates elevate the home’s appeal, including electric roll-down shutters, impact-rated windows and doors, a new pool heater, a large propane tank, and updated landscaping. Inside, you’ll find premium interior finishes throughout, six spacious bedrooms, each with an en-suite bath, along with inviting gathering areas, a media room, and an elevator. Just off the beach path is a convenient outdoor shower and a lower-level bathroom for effortless beach-to-home living. The great room’s floor-to-ceiling sliding glass doors open to sweeping gulf views, creating an effortless indoor-outdoor flow. The gourmet kitchen features sub-zero and wolf appliances, a coffee bar, and panoramic views that make every meal feel special. Outdoor living shines with an atrium-style, 44-foot heated saltwater pool offering total privacy, a 6 person hotub, plus expansive decks on every level and a rooftop sun deck perfect for sunset views over the gulf. Additional storage includes a garage plus a large homeowner garage ideal for vehicles and extra space. This property is also a proven high-income rental, generating well over $500k annually, with potential to exceed $600k, backed by a detailed rental history and strong repeat bookings. Whether you’re looking for a refined beachside retreat or a turnkey income producing powerhouse, this captiva escape offers the best of both.
11555 Wightman Ln, Captiva, Florida 33924, image 1
$3,250,000 $250K
  • 3 Beds
  • 21/2 Baths
  • 1,844 SqFt
  • $1,762/SqFt
House for sale
11555 Wightman Ln, Captiva, FL 33924
Stunning gulf views! Step into timeless island charm with this direct gulf-front beach cottage on captiva island, boasting 114 feet of pristine beach frontage and breathtaking, unobstructed views of the gulf of mexico. This rare gem dating back to 1930 captures the essence of old captiva with historic character seamlessly blended with thoughtful modern updates, offering the perfect balance of classic coastal vibes and contemporary comfort. Inside, you'll be captivated by the soaring beamed ship-lapped ceilings and natural light that pours in from every angle. The open living space flows effortlessly and the split bedroom floorplan is ideal when hosting guests. The chef conscious kitchen features custom bluestar appliances, including a built in refrigerator freezer and gas range. Every corner of this cottage has been lovingly restored and updated, preserving its historic soul while adding modern amenities for today’s lifestyle. Outside, enjoy your private gulf-front sanctuary, where the sound of the waves and breathtaking sunsets become part of your everyday life. Whether you're enjoying your morning coffee on the deck or strolling down your own stretch of beach, this home is all about slowing down and soaking in the beauty around you. Just a short stroll brings you to captiva village, where charming shops, top-rated restaurants, and a vibrant community await. Whether you’re searching for a serene retreat, an island getaway, or an investment property, this captiva beach cottage is the one you’ve been dreaming of.
16777 Captiva Dr, Captiva, Florida 33924, image 1
$9,450,000
  • 6 Beds
  • 61/2 Baths
  • 5,346 SqFt
  • $1,768/SqFt
House for sale
16777 Captiva Dr, Captiva, FL 33924
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.
Beach Homes, 27 Beach Homes, Captiva, Florida 33924, image 1
$4,750,000
  • 5 Beds
  • 41/2 Baths
  • 2,680 SqFt
  • $1,772/SqFt
High-End
House for sale in Beach Homes
27 Beach Homes, Captiva, FL 33924
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.
15009 Binder Dr, Captiva, Florida 33924, image 1
$6,950,000
  • 5 Beds
  • 61/2 Baths
  • 3,915 SqFt
  • $1,775/SqFt
House for sale
15009 Binder Dr, Captiva, FL 33924
Set along quiet, storied binder drive—where captiva’s most beloved waterfront homes line the bay—15009 binder drive, known as limoncello, is a rare bayfront estate that seamlessly blends classic island character with refined coastal living. With sweeping water views, deep-water dockage, and a thoughtfully reimagined design, this property offers an exceptional captiva lifestyle both on land and sea. The main residence is light-filled and expansive, showcasing panoramic bayfront vistas, soaring vaulted ceilings, and impact-rated windows and doors that frame the natural beauty of the surroundings. The floor plan features three spacious bedrooms, four full baths, and a powder room, designed for both everyday comfort and elegant entertaining. The gourmet kitchen is a true centerpiece, complete with top-of-the-line appliances, waterfall quartz countertops, custom wood cabinetry, designer lighting, and a paneled refrigerator. A stylish wet bar with refrigerator drawers, ice maker, and custom shelving enhances the home’s effortless flow for hosting. The bayfront primary suite is a private retreat, offering tranquil water views, dual walk-in closets, a private balcony, and a spa-inspired bath with soaking tub and walk-in shower. Outdoors, the property unfolds into a private tropical oasis featuring a fenced pool, lush landscaping, artificial turf, a putting green, expansive decking, and a screened porch. Boating enthusiasts will appreciate the deep-water dockage with a 32, 000-lb boat lift, two jet ski lifts, and a kayak/paddleboard platform—perfect for watching the lady chadwick pass by or heading straight out to the gulf. Two additional guest residences complete the estate: a charming one-bedroom cottage and an elevated one-bedroom suite with a mini kitchen, ideal for hosting friends, family, or creating private retreats. Originally built in 1964—just one year after the sanibel causeway connected captiva to the mainland—this home sits on land once part of the homestead of william herbert binder, captiva’s first modern settler, later incorporated into captain frank a. Lane’s historic “lane’s bay view.” today, limoncello honors that legacy while delivering modern luxury in one of captiva’s most treasured settings. 15009 binder drive is more than a home—it’s a front-row seat to captiva’s past, present, and timeless waterfront lifestyle.
Dickeys John, 15899 Captiva Dr, Captiva, Florida 33924, image 1
$5,250,000 $300K
  • 4 Beds
  • 3 Baths
  • 2,897 SqFt
  • $1,812/SqFt
Ultra Luxury
House for sale in Dickeys John
15899 Captiva Dr, Captiva, FL 33924
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.
Captiva Residential, 17030 Captiva Dr, Captiva, Florida 33924, image 1
$11,500,000
  • 6 Beds
  • 71/2 Baths
  • 6,292 SqFt
  • $1,828/SqFt
Ultra Luxury
House for sale in Captiva Residential
17030 Captiva Dr, Captiva, FL 33924
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.
Captiva Beach, 11536 Wightman Ln, Captiva, Florida 33924, image 1
$1,999,000
  • 4 Beds
  • 3 Baths
  • 1,024 SqFt
  • $1,952/SqFt
High-End
House for sale in Captiva Beach
11536 Wightman Ln, Captiva, FL 33924
Looking for a "true" captiva beach cottage with conforming lower-level space, situated on a private lane just yards from the gulf? This wonderful 4 bedroom, 3 bath cottage is surrounded by lush tropical vegetation with shell pathways throughout. Enjoy the large patio surrounding the fenced, heated pool and spa with pebble tech finish with a new pool heater and pump 2024. Perfect for dining alfresco and entertaining friends and family. The property offers two screen enclosed porches and a deck that wraps the house. Living/dining room combination with french doors that open to the upstairs porch and side deck. Kitchen with granite counters, custom cabinetry, breakfast bar, stainless steel appliances and also has a french door that opens to the porch. Bamboo wood floors and impact windows/doors throughout. Primary bedroom has a walk-in closet and french doors to the back deck that leads to a spiral staircase to the lower level and pool area. Upstairs guest bathroom has a linen closet. The newly remodeled lower level/cabana offers a kitchenette, tile floors throughout, living room, screened porch, guest bathroom with a walk-in shower and linen closet. Home is being sold partially furnished with exceptions. Keyed owner's storage on lower level. There is a two-car tandem garage. Great location in captiva's "village", walk to restaurants, shopping, the historic chapel by the sea and marinas. Enjoy the islands "world" famous shelling, fishing, boating and gorgeous captiva sunsets.
Captiva Residential, 16543 Captiva Dr, Captiva, Florida 33957, image 1
$4,800,000
  • 3 Beds
  • 3 Baths
  • 2,373 SqFt
  • $2,023/SqFt
Ultra Luxury
House for sale in Captiva Residential
16543 Captiva Dr, Captiva, FL 33957
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.
Beach Homes, 24 Beach Homes, Captiva, Florida 33924, image 1
$4,850,000
  • 4 Beds
  • 41/2 Baths
  • 2,392 SqFt
  • $2,028/SqFt
High-End
House for sale in Beach Homes
24 Beach Homes, Captiva, FL 33924
Welcome to beach home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2, 400 square feet. This 4-bedroom, 4.5-bath residence showcases a one-of-a-kind floor plan with direct gulf views and a design that perfectly balances modern sophistication with the relaxed charm of captiva island. Professionally designed and furnished, every detail has been thoughtfully curated to elevate comfort and style within the exclusive south seas resort. The designer kitchen serves as the heart of the home, featuring an impressive 11’+ island, vadara sereno gold quartz countertops, honed marble tile backsplash, and top-of-the-line thermador appliances including a panel-front built-in refrigerator and 48” pro harmony gas range. An adjoining bar area enhances the home’s entertaining appeal, complete with zephyr panel-front fridge drawers, built-in wine fridge, and brass sink. Each of the four bedrooms offers a private en-suite bath, providing comfort and luxury for family and guests. The main level hosts a primary suite, junior suite, and twin suite, while the upstairs primary suite presents a serene retreat with a walk-out sun deck capturing sweeping gulf views. Bathrooms are finished with mosaic marble tile flooring, honed marble shower walls, and thermostatic shower systems with body sprays. Additional highlights include engineered hardwood flooring, shiplap and board-and-batten accents, impact-rated windows and doors, and a brand-new 2025 standing seam metal roof. With timeless coastal décor and unparalleled craftsmanship, beach home 24 embodies the essence of captiva island luxury living—offering elegance, comfort, and breathtaking gulf vistas.
Dickeys John, 15735/737 Captiva Dr, Captiva, Florida 33924, image 1
$11,900,000 $1M
  • 5 Beds
  • 51/2 Baths
  • 5,751 SqFt
  • $2,069/SqFt
Ultra Luxury
House for sale in Dickeys John
15735/737 Captiva Dr, Captiva, FL 33924
Set amidst the glistening waters of the gulf and the captivating bay, this stunning estate epitomizes unparalleled luxury and exclusive waterfront living. Stretching from beachside to bayside, the property offers dazzling sunrises & sunsets, and shows meticulous renovations and upgrades throughout, with no detail overlooked. Every aspect of this magnificent estate has been crafted with the utmost care and precision, ensuring a truly exceptional living experience. The main residence is a stunning blend of elegance and comfort, highlighting airy living spaces and breathtaking panoramic views of the gulf and bay. The home features shell stone floors, custom designs, exquisite finishes, advanced technology, a new whole home generator, elevator to all floors, and refined amenities. The chef's kitchen, equipped with the finest of viking appliances, is sure to inspire culinary creativity. The impressive indoor and outdoor entertaining areas seamlessly connect via pocketing sliders, creating a harmonious flow between spaces. The expansive outdoor area is framed by a sparkling pool and spa, artfully designed with grace and sophistication in mind. From the immaculate garage to the private, luxurious top-floor guest suites, the numerous comfort features elevate and enhance island living. A special aspect of this iconic estate is the historic boathouse where teddy roosevelt stayed in 1917, expertly curated as a charming & updated guest cottage with timeless character, and breathtaking bay views. A kayak launch and copious trex deck extending into the bay and culminating in a new covered boat lift complete the picture of this coastal castle by the sea. Dolphins crossing presents a rare opportunity to own one of the very few properties that encompasses both gulf and bay, offering the ultimate captiva island lifestyle. Truly the best of both worlds, owning a piece of history while enjoying the finest in modern luxury living. This is more than just a home – it is a statement legacy.
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$289K to $18.9M
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