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$2,850,000
- 3 Beds
- 3 Baths
- 1,670 SqFt
- $1,707/SqFt
Listing Courtesy Of: Royal Shell Real Estate, Inc.
Experience waterfront luxury at its finest in this stunning three-bedroom, three-bathroom condominium nestled within theprestigious south seas resort, captiva island's most exclusive waterfront destination. This meticulously renovated 1, 405-square-foothaven feels more like an elegant home than a traditional condo, thanks to the visionary design work by renowned designer aniko andmaster contractor will smith, who elevated the space with top-of-the-line finishes throughout. Step inside to discover exquisitecraftsmanship where panoramic views of pine island sound create a backdrop that rivals the world's finest luxury yachts. The northeasterntip of the island location offers unparalleled privacy while providing spectacular colorful sunrise views over the sound and breathtakingsunsets over the gulf of mexico. From your windows, witness dolphins and manatees playing directly in the pristine waters below—awildlife lover's dream come true. The seabreeze villa's unique eight-unit design includes covered parking for both vehicles and golf carts, plus generous interior and exterior storage options. Choose to participate in the exclusive club captiva membership to unlock access tosouth seas' world-class amenities (currently enrolled in timbers most exclusive rental agreement 'homes of distinction'), seaside diningvenues, captiva landing, bayview pools, upcoming spa services, and the coveted opportunity to lease dock space at south seas yachtharbour for vessels up to 100 feet on daily, monthly, or annual terms. This premium location overlooks the clutch golf course, offeringstunning fairway vistas, while the legendary redfish pass provides exceptional sportfishing opportunities just moments away. Theproperty provides effortless access to the enchanting upper islands within minutes, positioning you at the heart of southwest florida'smost sought-after boating and fishing paradise. Whether you're seeking a primary residence, vacation retreat, or lucrative investmentopportunity through the established homes of distinction rental program, this property delivers exceptional returns on every front. Therare combination of resort-style luxury amenities, pristine natural surroundings, and sophisticated living spaces creates an unmatchedisland lifestyle where extraordinary moments unfold daily in your own private paradise.
$3,250,000$250K
- 3 Beds
- 3 Baths
- 2,530 SqFt
- $1,285/SqFt
High-End
House for sale in Captiva Residential16813 Captiva Dr, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
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.

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$4,500,000
- 4 Beds
- 41/2 Baths
- 3,340 SqFt
- $1,347/SqFt
House for sale
660 Gulf Ln, Captiva, FL 33924
Listing Courtesy Of: Century 21 Sunbelt Realty
**a gulf-front luxury retreat – 660 gulf lane, north captiva island** welcome to *beauty & the beach*, the pinnacle of island luxury. This breathtaking gulf-front estate offers 4 bedrooms, 4.5 bathrooms, and 3, 374 sq. Ft. Of sophisticated living space in one of florida’s most exclusive coastal destinations. ### **unmatched coastal elegance** designed for seamless indoor-outdoor living, this contemporary masterpiece features floor-to-ceiling impact-resistant glass, soaring barrel-vaulted ceilings, and stunning gulf views from every level. ### **gourmet perfection** the state-of-the-art kitchen boasts premium stainless-steel appliances, custom cabinetry, and an expansive island—perfect for entertaining. The adjacent dining space, beneath vaulted ceilings, creates a refined yet inviting ambiance. ### **ultimate relaxation & entertainment** - the primary suite offers a private balcony, spa-like ensuite, and breathtaking sunset views. - additional guest suites provide comfort and elegance. - the entertainment level includes a fitness center, game room, and inviting lounge spaces. ### **resort-style outdoor living** enjoy the heated pool, expansive decks, and panoramic gulf views—ideal for sunset cocktails or starlit gatherings. A private elevator connects all levels for effortless access. ### **exclusive island living** situated on one of north captiva’s most desirable stretches of beach, this estate provides long-term coastal security and natural beauty. A club and dock membership offers exclusive boating and leisure amenities. **a rare opportunity** own a true gulf-front masterpiece where modern luxury meets unspoiled paradise. **schedule your private tour today!**
$799,000
- 1 Beds
- 1 Baths
- 687 SqFt
- $1,163/SqFt
High-End
Condo for sale in Beach Villas2222 Beach Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
Beautiful beach villas! Coastal-style-inspired waterfront jewel perched on the sandy beaches of the gulf of mexico offering a captivating backdrop composed of the wide beach, grassy dunes, and pristine waters. This spacious second floor, 1 bedroom, 1 bathroom condo offers charming furnishings and crisp finishes, white quartz countertops, custom wood cabinetry, stainless steel appliances, impact sliding door, and luxury vinyl floor throughout the living area which opens onto a screened lanai offering panoramic gulf views. From your lanai enjoy morning gulf breezes, spend your lazy afternoon listening to your favorite tracks, reading a book while sipping a beverage, or in the evenings witness one of the best sunsets in the world. Enjoy hassle-free ownership with strong rental income. Beach villas offer grills, a pool, tennis court, and lush tropical landscaping. Positioned near the village of captiva, indulge in leisurely strolls to eclectic shops, starbucks, and renowned dining spots like the mucky duck.
$595,000
- 1 Beds
- 1 Baths
- 586 SqFt
- $1,015/SqFt
Mid-Tier
Condo for sale in Tennis Villas3235 Tennis Villas, Captiva, FL 33924
Listing Courtesy Of: Royal Shell Real Estate, Inc.
Beautifully decorated 1 bedroom / 1 bathroom located at tennis villas inside south seas resort on captivaisland. This top floor coastal inspired condo faces due west and offers a perfect beach escape.Completely turnkey, the interior has an updated kitchen and appliances, a spacious bathroom w/ a walk inshower, thoughtfully appointed great room, and a serene primary bedroom. Enjoy morning coffee orstunning afternoon skies from the screened lanai. Tennis villas association offers a refreshing swimmingpool, brick patio, grills, elevator,
$1,500,000
- 3 Beds
- 2 Baths
- 1,034 SqFt
- $1,451/SqFt
High-End
Condo for sale in Gulf Beach Villas2030 Gulf Beach Villas, Captiva, FL 33924
Listing Courtesy Of: Royal Shell Real Estate, Inc.
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.
$3,299,500
- 4 Beds
- 4 Baths
- 3,050 SqFt
- $1,082/SqFt
Ultra Luxury
Condo for sale in Beach Homes29 Beach Homes, Captiva, FL 33924
Listing Courtesy Of: Timbers FL Real Estate Company
Stunning sunset views over the gulf from this spacious well maintained beach home! Live the dream...Plenty of room for your friends and family to make irreplaceable and treasured memories. Just footsteps from the beach home pool and captiva's pristine gulf shore. Immerse yourself in captiva's tropical surroundings to include the warm gentle waves, abundant sea life, palms and the unmatched beauty captiva is known for. The main level features a spacious well designed kitchen and breakfast bar, laundry, living and dining room, primary bedroom suite, guest bedroom and full hall bath. New roof fall2023. Gulf side spacious screened lanai is furnished with a dining table for 8, relaxing sitting area and fun swings to share dreams. Enjoy the private balcony off of the dining room perfect to take in the sunset. Just upstairs are two private guest suites, ample sized walk in closet, media loft with additional sleeping space and spectacular open sundeck overlooking the gulf of mexico. Items to be completed by assoc. - upper deck replacement with cabling to maximize views of gulf, new screens on lanai, soffit repair, ext. Stairs repairs to code, pressure wash and paint entire home.
$6,900,000
- 6 Beds
- 61/2 Baths
- 4,900 SqFt
- $1,408/SqFt
High-End
House for sale in Captiva Residential16611 Captiva Dr, Captiva, FL 33924
Listing Courtesy Of: Royal Shell Real Estate, Inc.
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
$330,000$69K
- 1 Beds
- 1 Baths
- 586 SqFt
- $563/SqFt
Mid-Tier
Condo for sale in Tennis Villas3136 Tennis Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
Exceptional top-floor condo at south seas villas – a captiva island treasure own a rare top-floor condo in the coveted south seas villas at south seas resort, nestled in the sought-after southern enclave. This beautifully appointed 1-bedroom, 1-bathroom retreat blends coastal elegance with island charm, just steps from captiva’s pristine beaches, local dining, boutique shopping, and the village center. Inside, a bright and airy interior showcases a sophisticated coastal palette of bluish-green, coral, and soft greys, creating an inviting ambiance that complements the tropical surroundings. Enjoy coffee on the extended screened lanai, afternoons by the community pool, or barbecues under the pergola, all while soaking in the island’s serene atmosphere. A bonus feature? Gulf views and stunning sunsets, making every evening a breathtaking experience. Whether you're looking for a personal retreat, an investment property, or both, this unit offers an exceptional opportunity to own a piece of paradise within the prestigious south seas resort. Don’t miss out—schedule your private showing today!
Pending
$570,000$45K
- 1 Beds
- 1 Baths
- 687 SqFt
- $830/SqFt
High-End
Condo for sale in Beach Villas2623 Beach Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
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.
$1,850,000$100K
- 2 Beds
- 2 Baths
- 1,203 SqFt
- $1,538/SqFt
High-End
Condo for sale in Gulf Beach Villas2122 Gulf Beach Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
Discover the pinnacle of coastal living in this exquisite 2-bedroom + loft, 2-bathroom, two-story retreat in south seas resort. Nestled along the pristine shores of the gulf, this beautifully reconfigured condo combines modern elegance with the serene charm of beachfront living. Thoughtful additions include a tankless hot water heater, plank porcelain flooring, and water filtration system throughout enhance the durability. The kitchen is a masterpiece, boasting quartz countertops, high-end stainless steel appliances, under counter lighting, and custom cabinetry accented with premium hardware. The gulf-front living and dining areas provide a seamless flow, with coastal décor and contemporary recessed lighting adding to the ambiance. Step outside through the impact sliders to the screened patio with panoramic gulf-front views! Ascend the staircase to the loft, a space designed for flexibility. The upper level primary features high and bright ceilings, coastal furnishings, a vanity with a backlit mirror. Both bathrooms boast floor-to-ceiling tile showers and quartz vanities with backlit mirrors. Every detail of this exceptional residence has been meticulously curated for sophistication, comfort, and effortless gulf-front living. This is your opportunity to own a premier coastal retreat in one of captiva’s most sought-after locations. A strong producing rental for south seas!
$17,500,000
- 6 Beds
- 52/2 Baths
- 6,500 SqFt
- $2,692/SqFt
House for sale
16814 Captiva Dr, Captiva, FL 33924
Listing Courtesy Of: Royal Shell Real Estate, Inc.
Resilience. Romance. Rarity. Excitement. History.... Once in a great while, something truly remarkable emerges—something so rare and special, it's reserved for only a select few. This is one of those moments. Welcome to a captivating beach estate that embodies over a century of history, elegance, and coastal charm. Originally constructed in 1912 as part of the legendary tarpon inn resort on useppa island—an ambitious project by none other than barron g. Collier—this historic cottage has journeyed through time. In 1948, it found its forever home atop a majestic dune on captiva island’s prestigious gold coast, relocated by famed philanthropist and big-game hunter col. Francis t. Colby. With 131 feet of unspoiled gulf frontage, the high ridge setting is as rare as it is stunning. Today, the story continues with the addition of a newly built, exquisitely designed guest house—a modern architectural marvel crafted by benchmark construction and visionary - acclaimed architect and designer joyce owens of ajo architecture & designs. This waterfront retreat features two thoughtfully designed guest areas, offering privacy, comfort, and a seamless blend of indoor-outdoor living. Every inch of this estate, from the historic main cottage to the contemporary guest residence, is infused with luxury, elegance, and intention. Together, they create the ultimate gulf-front retreat—a legacy property meant to be treasured for generations. This is more than a home. It's a timeless experience, a rare blend of old-world charm and modern sophistication. A truly unmatched offering on florida’s west coast—impossible to replicate, unforgettable to experience.
$614,500
- 1 Beds
- 2 Baths
- 684 SqFt
- $898/SqFt
Mid-Tier
Condo for sale in Bayside Villas4204 Bayside Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
Beautiful bayside! Immaculate views down the channel from this second floor, 1 bedroom, 2 bath bayside villa. This coastal condo with an open floor plan boasts an enclosed patio, completely redesigned kitchen with granite countertops and a breakfast bar, tile and carpet flooring in the living areas, distressed wood furnishings, crown molding, walk in shower in the master bathroom and more! Enjoy the south seas lifestyle complimented by strong income; bayside villas also boasts a central location in the resort's south pointe village for a quick stroll to the beach, the village of captiva, retail shops, starbucks, and restaurants like mucky duck, bubble room, and more! The bayside villas community offers a pool, spa and under building parking. This condo had little to no damage from hurricane ian.
$639,000$36K
- 1 Beds
- 2 Baths
- 684 SqFt
- $934/SqFt
Mid-Tier
Condo for sale in Bayside Villas4116 Bayside Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
Renovated and rental ready. Not locked into a rental program and meticulously redone. Incredible views down the channel from this first floor, 1 bedroom, 2 bath bayside villa. This one of a kind condo boasts vinyl flooring, wood doors, custom hardware/faucets, and coastal furnishings. The kitchen features quartz countertops, shaker wood cabinetry, double wide sink, brand new stainless steel appliances, and contemporary lighting. The bathrooms offer a floor-to-ceiling tiled walk-in shower with a glass door, quartz vanities and a tasteful decorative mirror. Fully furnished. Bayside villas also offers a central location for a quick stroll to the beach, the village of captiva, retail shops, starbucks, restaurants like mucky duck, bubble room, and more! The bayside villas community offers a pool, spa and under building parking.
$1,499,000$200K
- 3 Beds
- 2 Baths
- 1,622 SqFt
- $924/SqFt
- $567/mo HOA
High-End
House for sale in Sunset Captiva57 Sandpiper Ct, Captiva, FL 33924
Listing Courtesy Of: Premier Sotheby's Int'l Realty
Charming and private is the perfect way to describe this beautiful home in the heart of captiva. New roof in 2023. Located in the popular sunset captiva community and at the end of the cul-de-sac, this home is tucked amidst lush tropical vegetation offering peace and privacy. The updated kitchen opens to a large great room featuring vaulted ceilings, tile throughout and a fireplace. Multiple lanais both screened and open afford you the opportunity to enjoy the warm tropical breezes. An additional loft and den can accommodate more guests and add to the spacious feel of the home. You are literally steps to captiva's world-famous beaches, the large community pool, tennis courts, community boat docks and the heart of captiva where music, dining, shopping and entertainment are yours to enjoy. Hop in a golf cart and tool around the village area, grab a bite to eat and head to the beach to watch the sun set into the gulf. There is also income potential through vacation rentals. This home has it all! Seller just replaced all flooring upstairs with luxury vinyl plank. Home is fully booked for the 23-24 season so buyer can walk into immediate income & excellent established rentals.
$445,000$30K
- 1 Beds
- 2 Baths
- 684 SqFt
- $651/SqFt
Mid-Tier
Condo for sale in Bayside Villas5132 Bayside Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
At 5132 bayside villas, each day is written in light, water, and breeze. Dawn begins on the lanai, where pine island sound awakens with color—sunrise glows across the horizon, pelicans skim the waves, and fishing boats slip toward open water. The bay becomes your backdrop, alive with sails, seabirds, and the shifting palette of the sky. The villa itself balances coastal charm with modern ease. A 1bd/2ba first-floor retreat, it offers granite counters, stainless appliances, crisp cabinetry, wide-plank tile flooring, and crown molding. The living spaces flow naturally to the lanai, where the outdoors remains the centerpiece. The primary suite offers a calm retreat, while a second bath mirrors the same fresh finishes. Yet what makes this villa extraordinary is not just the design—it’s the rhythm of captiva life outside its doors. Within minutes, you can sink your feet into the gulf sands, celebrated for their shells and sunlit shallows. Island pathways invite golf cart rides and bike cruises into captiva village, where the hum of music, dining, and laughter sets a different tempo. Afternoons bring choices: a swim in the bayside pool, a paddle through calm waters where dolphins are frequent companions, or a wander through palm-lined trails. As the day winds down, the stage shifts once more. Perhaps you’ll gather with neighbors for cocktails while the boats return across the channel or cross the island to witness sunset blaze into the gulf. And when evening deepens, stars scatter above the mangroves, promising another sunrise to come. With amenities like under-building parking, private storage, and a bayside pool and spa, 5132 bayside villas offers not just a home but an island way of life—measured in sunrises, sails, and timeless captiva moments.
$1,700,000$295K
- 3 Beds
- 31/2 Baths
- 2,481 SqFt
- $685/SqFt
Mid-Tier
House for sale in Castaway Key621 Rum Rd, Upper Captiva, FL 33924
Listing Courtesy Of: Islander Realty
Major price reduction. This gorgeous home, 3 bedroom + den & 4 baths, has everything you would llove to have on upper captiva island. Gulf access canal home with a large dock. Room for 2 boats & located on a navigable canal. Come see the wonderful views overlooking the wildlife preserve. The living area is on the upper floor to more enjoy the views of the state wildlife preserve. All hurricane impact glass windows. Cedar shiplap exterior siding. Wood burning fireplace. And the views are even better from the upper mezzanine area above the living room which could be another sleeping area. Plenty of room for guests with 3 bedrooms, a den and 3.5 bathrooms. Huge beautiful kitchen. Enjoy a large pool completely screened in. The beach is just down the road to a parking area with access to the widest beach on the island. New roof. Elevator! What more do you need! Make an appointment to see this wonderful home.
$6,500,000
- 4 Beds
- 4 Baths
- 2,426 SqFt
- $2,679/SqFt
House for sale
16548 Captiva Dr, Captiva, FL 33924
Listing Courtesy Of: Royal Shell Real Estate, Inc.
Nestled along the most coveted stretch of captiva island’s gold coast, this 100-foot beachfront estate offers an exceptional opportunity to own a piece of paradise. Featuring a charming main house and guest cottage, this property provides the perfect retreat as-is or serves as the ideal foundation for a custom-designed beachfront estate. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity. 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 16543 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.
$625,000
- 1 Beds
- 1 Baths
- 687 SqFt
- $910/SqFt
High-End
Condo for sale in Beach Villas2323 Beach Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
Fully renovated coastal gem in south seas resort! Discover a rare opportunity to own a beautifully reimagined one-bedroom condo within the private gates of south seas resort. Located on the second floor, this fully furnished retreat blends luxury and comfort with strong rental potential through the resort’s program. Step into a light-filled, open-concept living space featuring white oak hardwood flooring, custom wood cabinetry, sleek quartz countertops, a double-wide stainless steel sink, and modern led lighting. The spa-style walk-in tiled shower and elegant coastal furnishings create a space that feels like a true escape. Enjoy stunning gulf views from the hurricane-impact sliding doors that open to your private screened lanai—the perfect spot for sunsets and salty breezes. This unit is ideally situated on the south end of the resort, just a short walk to captiva village, starbucks, boutique shops, and iconic dining spots. Sunset beach villas offers access to community grills, a sparkling pool, and tennis/pickleball courts—making this property perfect for both personal enjoyment and income potential. A rare find. A smart investment. A true slice of captiva paradise.
$1,695,000
- 3 Beds
- 4 Baths
- 1,767 SqFt
- $959/SqFt
High-End
House for sale in North Captiva Dunes4500 Butterfly Shell Dr, Upper Captiva, FL 33924
Listing Courtesy Of: Islander Realty
Welcome to 4500 butterfly shell dr — upper captiva island. This is your island retreat, built in 2022. Accessible only by boat, ferry, or private aircraft. Upper captiva is a hidden gem where pristine beaches, unspoiled nature, and ultimate privacy define the lifestyle. This 3br 4 ba with a den. Home was constructed on pilings with a metal roof, hardie board siding and impact-resistant windows and doors. Which will provide years of maintenance free enjoyment. The inside: volume ceilings, with a floor plan known as 'the upside-down house, ' which allows the bedrooms to be positioned on the first floor therefore cooler in the evening and the living area, kitchen and balcony on the 2nd floor which gives the advantage of tropical breeze and views. Impressive 10 ft ceilings on the first level. 2nd level sliding doors to the balcony are an amazing 8ft high and allows for a great view. Step up to the crow's nest and enjoy beautiful views of the gulf and the surrounding island. Each of the three spacious bedrooms features its own private en-suite bath, offering comfort and privacy. Outdoors, a heated saltwater pool and spa invite relaxation. This home was designed for relaxing or entertaining with an expansive patio and screening on the ground level. The pool deck is finished with elegant pavers. Located just a short walk to the white sandy beaches. Great entertainment area with pool table and shuffleboard. Luxurious sitting area with hammocks awaiting you. This home offers both convenience and tranquility. It provides some of florida’s most spectacular sunsets. For investors, this property could potentially be a great rental property.
$3,950,000
- 2 Beds
- 21/2 Baths
- 1,680 SqFt
- $2,351/SqFt
- $567/mo HOA
High-End
House for sale in Sunset Captiva1 Sunset Captiva Ln, Captiva, FL 33924
Listing Courtesy Of: Premier Sotheby's Int'l Realty
At the quaint end of captiva's unofficial main street, this beautifully remodeled beachfront property offers a blend of serene coastal living and vibrant island charm. Ideally near the heart of captiva, this home places you at the center of it all, while offering privacy and stunning water views that define the island lifestyle. Whether from your lanai, living room, or dining area, you'll be treated to stunning sunsets over the gulf, a daily spectacle that never gets old. Inside, the open-concept kitchen is ideal for entertaining, while the inviting fireplace creates a cozy ambiance for those cooler island evenings. The expansive outdoor area features screened and open lanais, providing spaces for sunbathing, dining or simply relaxing. A fully-equipped grilling station sets the stage for memorable alfresco meals with family and friends. Just a short stroll from your front door, you’ll find an array of charming shops, local restaurants, bars and entertainment, making this an ideal location for those who want to experience the essence of island life. The community offers amazing amenities including a large pool, tennis courts and a boat dock on the bayside. This property is the escape for anyone seeking a low maintenance, yet luxurious lifestyle in one of the sought-after locations on captiva. With its incredible walkability, modern upgrades and tranquil outdoor spaces, this home offers the best of both worlds, peacefulness of beach life combined with the excitement of captiva's island offerings. Embrace your island dream here, where sunsets are always spectacular and every day feels like a vacation.
$475,000
- 1 Beds
- 1 Baths
- 586 SqFt
- $811/SqFt
Mid-Tier
Condo for sale in Tennis Villas3127 Tennis Villas, Captiva, FL 33924
Listing Courtesy Of: Royal Shell Real Estate, Inc.
This charming 1 bed / 1 bath tennis villa has been tastefully upgraded with luxury vinyl flooring, granitecountertops, and a breakfast bar big enough to seat 4 people comfortably. The condo is centrallylocated between the bay and the beach on captiva island, you get the best of both worlds! From yourscreened lanai you can enjoy impressive 2nd floor views over the resort's tennis courts. Thecommunity offers amenities including a swimming pool, grill and bbq area, under building storage, elevators, and more. Take a short walk to captiva village for outdoor entertainment, restaurants, artgalleries, and boutique shopping!
$1,525,000$74K
- 3 Beds
- 2 Baths
- 2,138 SqFt
- $713/SqFt
High-End
House for sale in Sunset Captiva58 Sandpiper Ct, Captiva, FL 33924
Listing Courtesy Of: Timbers FL Real Estate Company
Nestled in the heart of captiva, this home epitomizes the essence of the revered 'gulf to bay' community of sunset captiva. This key west-style residence is ideally positioned within walking distance to the village of captiva, offering an array of water sports rentals, great restaurants, the historic chapel by the sea, art galleries & grocery shopping. The home itself is masterfully designed, featuring an expansive living room w/elevated ceilings, an inviting fireplace & plank flooring complementing the open floor plan. Thoughtfully updated kitchen with dacor & bosch stainless steel appliances, granite countertops, brick wall accents & breakfast bar. Residents can savor the tranquil breezes from an upper balcony amidst lush treetops, enhanced by subtle landscape lighting, or entertain guests in the generously sized lower-level screened lanai. Sunset captiva offers bayside docks, a swimming pool, tennis/pickleball courts, bbq grills, all meticulously maintained by the hoa. The residence features a new metal roof, & impact-resistant glass windows & doors. Never rented, cherished by a single owner, this property represents an exceptional investment, rental prospect or permanent home.
Pending
$950,000$525K
- 3 Beds
- 3 Baths
- 1,500 SqFt
- $633/SqFt
High-End
Condo for sale in Gulf Beach Villas2121 Gulf Beach Villas, Captiva, FL 33924
Listing Courtesy Of: John R. Wood Properties
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.
$159,900
- 0.33 Acres
- $484,545/Acre
Mid-Tier
Land for sale in Castaway Key534 Longboat Cir, Upper Captiva, FL 33924
Listing Courtesy Of: Resort Properties Internationa
Nestled in the heart of north captiva's vibrant resort area, this oversized island building lot offers harbor and bay views from the highest levels. Just a short stroll to the island club ferry landing, pool & dining/bar, island market, as well as all the recreational activities offered at boats & fun. Beach access points are a short walk or golf cart ride from the house, with miles of pristine shoreline for beachcombing, shelling, and sunsets.
$525,000
- 1 Beds
- 2 Baths
- 684 SqFt
- $768/SqFt
Mid-Tier
Condo for sale in Bayside Villas5114 Bayside Villas, Captiva, FL 33924
Listing Courtesy Of: Berkshire Hathaway Florida
Welcome to your new island retreat at 5114 bayside villas! Begin each day from the waterfront lanai of your highly sought after end unit, offering breathtaking sunrises and direct expansive views over pine island sound. Native birds fly by and dolphins frolic as boats pass in the distance via the intercoastal waterway as well as up close and personal in the community canal and marina. Bayside villas is located in an ideal location within the gates of south seas island resort; just steps to the worlds greatest beach, your boating desires can be realized from the marina right out your doorstep, and the shortest walking distance to the heart of captiva village from south seas. The community amenities include a gorgeous pool, spa, bbq grills, community laundry, covered parking, bike storage, and a marina. With one bedroom and two full bathrooms with an additional queen murphy bed in the living room, this wonderful condominium is a fantastic choice for short impromptu getaways or extended vacations, and is a great opportunity for a rental investment previously grossing $68, 000+ annually. Enjoy your vacation investment where time stands still and nature meets convenience and luxury!
$6,200,000
- 3 Beds
- 31/2 Baths
- 2,076 SqFt
- $2,987/SqFt
- $3,210/mo HOA
Listing Courtesy Of: John R. Wood Properties
Enjoy immaculate gulf and sunset views from this beautifully elevated and fully furnished 3-bedroom + entertainment room, 3.5-bath sandrift residence located within the exclusive gates of south seas resort. Thoughtfully reimagined and masterfully upgraded, this home offers the perfect blend of luxury, comfort, and privacy in a low-density community setting. Step inside to discover a professionally designed coastal interior featuring wide-plank white oak flooring, custom board and batten accents, and carefully curated furnishings that create a refined, relaxed ambiance. The chef’s kitchen is a showstopper, equipped with premium appliances, 2” thick quartz countertops, handcrafted wood cabinetry, a wine/beverage bar, and an oversized farmhouse sink—highlighted by gas cooking for the culinary enthusiast. Each of the three spacious bedrooms is en-suite and offers stunning gulf-front views, creating serene retreats for family and guests alike. The 2024 renovation brought significant upgrades throughout the home, including new plumbing, electrical, windows, decking, and a new roof—ensuring peace of mind and modern convenience. Outdoor living is elevated with multiple decks including a screened-in patio, a sunrise balcony with partial bay views, and an expansive upper sunset deck featuring panoramic gulf views and sleek no-show cable railings. Additional highlights include a climate-controlled storage/entertainment room, a two-car climate-controlled garage with epoxy flooring, a separate back garage for beach gear, and a refreshing outdoor shower. This exceptional property offers the rare opportunity to enjoy resort-style living with all the comforts of a private home.
$1,699,000
- 3 Beds
- 2 Baths
- 2,138 SqFt
- $795/SqFt
High-End
House for sale in Sunset Captiva58 Sandpipper Ct, Captiva, FL 33924
Listing Courtesy Of: Timbers FL Real Estate Company
Nestled in the heart of captiva, this home epitomizes the essence of the revered 'gulf to bay' community of sunset captiva. This key west-style residence is ideally positioned within walking distance to the village of captiva, offering an array of water sports rentals, great restaurants, the historic chapel by the sea, art galleries & grocery shopping. The home itself is masterfully designed, featuring an expansive living room w/elevated ceilings, an inviting fireplace & plank flooring complementing the open floor plan. Thoughtfully updated kitchen with dacor & bosch stainless steel appliances, granite countertops, brick wall accents & breakfast bar. Residents can savor the tranquil breezes from an upper balcony amidst lush treetops, enhanced by subtle landscape lighting, or entertain guests in the generously sized lower-level screened lanai. Sunset captiva offers bayside docks, a swimming pool, tennis/pickleball courts, bbq grills, all meticulously maintained by the hoa. The residence features a new metal roof, & impact-resistant glass windows & doors. Never rented, cherished by a single owner, this property represents an exceptional investment, rental prospect or permanent home.
$1,590,000$110K
- 3 Beds
- 31/2 Baths
- 2,481 SqFt
- $641/SqFt
Mid-Tier
House for sale in Castaway Key621 Rum Rd, Upper Captiva, FL 33924
Listing Courtesy Of: Islander Realty
Upper captiva home. This gorgeous home, 3 bedroom + den & 4 baths, has everything you would want for an island home. Gulf access canal home with a large dock. Room for 2 boats on a navigable canal. A large pool when the kids want to swim "now." come see the wonderful views overlooking the wildlife preserve that go on for miles which gives the feeling of being far away from the rest of the busy world. The living area is on the upper floor to more enjoy the views of the state wildlife preserve. All hurricane impact glass windows. Cedar shiplap exterior siding. Wood burning fireplace. And the views are even better from the upper mezzanine area above the living room which could be another sleeping area. Plenty of room for guests with 3 bedrooms, a den and 3.5 bathrooms. Enjoy a beautiful kitchen. The decks wrap around the house for easy maintenance. Enjoy the large pool completely screened in. The beach is just down the road to a parking area with access to the widest beach on the island. New roof. Elevator! Could be an exceptional income producing property. Make an appointment to see this wonderful home.
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