Refine Search
Sort by
4120 Bayside Unit 4120, Captiva
$449,900
1 Beds ⋅ 2 Baths ⋅ 226040943 MLS
Rarely does a property give you the perfect personal vacation spot and a proven moneymaker all in one—but 4120 Bayside Villas does exactly that. Tucked away in the highly sought-after southern end of South Seas Resort, this fully renovated 1-bedroom, 2-bathroom condo is beautifully updated and comes with an amazing waterview. It is move-in ready or rent ready, and easily sleeps four, making it an absolute magnet for the resort’s rental program or be your own entrepreneur and host yourself! Guests will love hanging outside as the pocketing glass sliders open up completely to a screened balcony. It’s the perfect spot to sit with a cup of coffee and watch the boats, dolphins, and manatees swim by. Add in the awesome community perks—like a bayside pool, hot tub, covered parking, and your own private storage locker for beach gear—and you have an island getaway that practically pays for itself. Currently not in the South Seas rental program your options are completely open on rentals and style of ownership. Minimum 1 night stays! Come make this your dream investment today!

4120 Bayside Unit 4120, Captiva

54 Sandpipper Court, Captiva
$1,390,000
2 Beds ⋅ 2 Baths ⋅ 2026045525 MLS
Welcome home to this charming island home in the Sunset Captiva Community. Located in the heart of Captiva, Sunset Captiva is a truly unique community consisting of both beach front and bayside properties. This island gem features an open floor plan with vaulted ceilings, comfortable living room with a fireplace, a sizable kitchen and dining area. The large, screened lanai offers plenty of space for relaxing, entertaining, and enjoying a peak of the bay. A laundry room, guest bedroom and full bathroom complement the main floor. The large primary bedroom features an ensuite with adjoining sitting area containing abundant windows and a view of the bay. In addition to the two comfortably sized bedrooms, the wonderful flexible areas create plenty of additional space for family and guests, being currently used as sleeping areas. Sunset Captiva offers lovely amenities including the deeded beach access, community pool, tennis and pickleball courts, community boat docks, and grilling areas. Captiva’s village is just steps away for easy enjoyment of enticing restaurants, the local market, shopping, and boat tours. You will enjoy the daily, stunning sunsets found on this beautiful section of beach and the sunrises as you leave the dock to enjoy a day of fishing or exploring Pine Island Sound. This well-built home also includes two storage areas under the house for boating and beach gear, a metal roof, impact glass, and Bahama shutters. This charming island home is waiting for you, as a full-time residence, your island retreat or investment property with weekly rentals.

54 Sandpipper Court, Captiva

24 Beach Homes, Captiva
$4,850,000
4 Beds ⋅ 5 Baths ⋅ 2026046564 MLS
Where sophisticated coastal design meets the beauty of the Gulf, Beach Home 24 presents an exceptional island retreat within the gates of South Seas on Captiva Island. Completely renovated, reconfigured and expanded to nearly 2,400 square feet, this professionally designed and furnished home offers four bedrooms, four-and-a-half baths, sweeping Gulf views and a distinctive floor plan designed for entertaining and relaxed island living. The showpiece kitchen features an impressive 11-foot-plus island, Vadara Sereno Gold quartz countertops, honed marble backsplash and premium Thermador appliances, including an integrated refrigerator and 48-inch Pro Harmony gas range. An adjoining bar with Zephyr refrigerator drawers, built-in wine refrigerator and brass sink creates an inviting setting for gathering with family and friends. Each bedroom enjoys a private en-suite bath, offering exceptional comfort and privacy. The main level includes a primary suite, junior suite and twin suite, while the upper-level primary retreat opens to a private sun deck with sweeping Gulf views. Beautifully finished baths feature mosaic marble floors, honed marble shower walls and thermostatic shower systems with body sprays. Engineered hardwood floors, custom shiplap and board-and-batten accents, impact-rated windows and doors, and a new 2025 standing-seam metal roof reflect the attention to detail throughout. From its thoughtfully curated furnishings to its seamless connection with the coastal surroundings, Beach Home 24 celebrates the art of Captiva living, where timeless style, exceptional craftsmanship and unforgettable Gulf sunsets take center stage.

24 Beach Homes, Captiva

15361 Captiva Drive, Captiva
$3,820,000
5 Beds ⋅ 5 Baths ⋅ 2026024624 MLS
Steps from the Gulf, this beautifully appointed 5-bedroom, 5-bath home known as Almost Heaven sits along the desirable Tween Waters stretch in the heart of Captiva Village, offering the island’s best combination of location and livability. This residence delivers turquoise-water views and puts you a minute’s walk from the Village’s boutiques and galleries. Deeded beach access adds an extra layer of convenience and long-term value. A dramatic two-story great room anchors the main living space, complemented by a formal dining area perfect for hosting family dinners or entertaining guests. The gas fireplace adds warmth and ambiance on cooler evenings, while the chef’s kitchen brings it all together with an oversized refrigerator, glass cooktop, built-in microwave, wine cabinet, and premium cabinetry. Thoughtfully designed for gathering, the home sleeps up to 14. The primary suite is complete with a morning bar and beverage cooler, a jetted soaking tub, and an oversized dual-spray walk-in shower. Two additional king suites, a queen bedroom, and a built-in bunk room complete the sleeping arrangements. This home is ideal for multigenerational living or hosting extended family and friends. Outdoor living centers on a private heated pool with a spa and an adjacent putting green, surrounded by lush, mature tropical landscaping for total privacy. Extensive recent upgrades bring peace of mind and easy living, including a brand new metal roof, impact windows and doors, an elevator, garage doors, pool equipment, and air conditioners, plus newly installed EnduraFlood paneling on the ground level. Whether as a personal retreat or a strong income-producing investment on one of Southwest Florida’s most sought-after barrier islands, Almost Heaven offers a rare blend of privacy, proximity to the beach, and Village walkability that’s difficult to replicate.

15361 Captiva Drive, Captiva

25 Beach Homes, Captiva
$3,695,000
4 Beds ⋅ 4 Baths ⋅ 2026030378 MLS
Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally well considered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing, custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seas setting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering.

25 Beach Homes, Captiva

4481 Butterfly Shell Drive, Captiva
$974,500
2 Beds ⋅ 2 Baths ⋅ 2026029804 MLS
Fabulous North Captiva Island Opportunity! Welcome to the “The Perfect Shell,” a Fabulous Turnkey Furnished Gulf-side Beach Home featuring a private heated saltwater pool, no HOA or club membership fees, very impressive rental property with over 150+ FIVE STAR guest reviews! Situated on a desirable high-and-dry lot in Captiva Dunes, this custom stilt home is just a short walk or golf-cart ride to the sugar-sand shoreline of Sunset Beach, renowned for spectacular sunsets, shelling, fishing, swimming and sandbars! Surrounding lots may be available for purchase, offering an opportunity for added privacy or expansion directly across from and to the left of the home for a Prime Island Street and Island Location! Inquire on STRAP: 05-45-21-08-00000.0350 & 05-45-21-08-00000.0090. Inside, a bright, open great-room floor plan captures tropical views and opens to an expansive screened front balcony with sliders, ceiling fan and recessed lighting. The home offers 2 bedrooms and 1.5 baths and is sold turnkey furnished with lovely furnishings, fixtures and window coverings. The kitchen features a long breakfast bar, Corian countertops, recessed lighting, appliances and gas range. The primary bedroom includes a large closet. The main bath offers a large tiled shower and Corian-topped vanity. The half bath includes a sink, extensive built-in cabinetry, countertops and full-size stacked washer/dryer, with potential for a second full bath if desired. Appraisal in Hand and Second Story Architectural Plans in Hand "as applicable" should you want to expand in the future to this custom beach home. Outside, the large heated saltwater pool features built-in seating shelves, aluminum fencing and expansive brick-paver decking with wonderful sun exposure. A generous side yard provides additional outdoor space, while the spacious under-house area offers possibilities for entertaining—add an outdoor shower, changing area, bath, bar or outdoor kitchen. Enjoy tropical surroundings, exceptional outdoor living and easy access to one of North Captiva’s most beautiful beaches. Simply a must-see! Recent improvements and features include a 2024 white standing-seam metal roof, 2023 HVAC, 2025 exterior paint, 2023 whole-house reverse-osmosis system, hurricane-impact windows and doors, Hardie-board siding, tile throughout and attached ground-level garage. For buyers interested in vacation-rental income, The Perfect Shell has an established rental history with many repeat annual guests. The property is professionally managed, with continued management available. Whether you're looking for your own North Captiva getaway, private permanent island pool home, an established income-producing property, or a combination of personal enjoyment and rental potential, this exceptional island home delivers! Experience a Showing at The Perfect Shell, you will be glad you did!

4481 Butterfly Shell Drive, Captiva

11525 Andy Rosse Lane, Captiva
$3,149,000
5 Beds ⋅ 5 Baths ⋅ 2026017713 MLS
Begin creating your own unforgettable moments at “Captiva Memories,” a stunning coastal retreat perfectly positioned in the heart of Captiva Village. This beautifully designed 5-bedroom, 5-bath home offers an exceptional blend of luxury, charm, and relaxed island living. Nestled within the exclusive Village by the Sea—a boutique enclave of just seven custom homes—it captures the timeless character of classic Old Florida style with refined, modern updates. From the moment you arrive, lush tropical landscaping surrounds you, creating a sense of privacy and tranquility that feels worlds away. Yet, you’re just steps from the sugar-white sands of the Gulf and the vibrant shops and dining along Andy Rosse Lane, offering a rare balance of seclusion and convenience. Designed for both relaxation and entertaining, the home features an inviting outdoor oasis where you can unwind beside the sparkling heated pool, enjoy warm coastal breezes, and listen to the gentle rhythm of the surf. Inside, the home has been meticulously maintained and thoughtfully updated, showcasing elevated finishes and timeless coastal character throughout. The beautifully renovated kitchen (2023) boasts custom cabinetry, quartz countertops, and premium finishes, while all bathrooms were stylishly updated in 2022. Luxury vinyl flooring runs throughout, complemented by durable Trex decking and Hardi-board trim. Additional enhancements include a new roof (2023), impact-resistant windows and doors, a three-zone A/C system, and the Watergate flood barrier system (2024), —providing comfort and peace of mind. The thoughtfully designed split floor plan ensures privacy for both family and guests, including two second-floor ensuite bedrooms that share a private sundeck overlooking the pool and backyard. Offered fully furnished and turnkey, this home is ready for immediate enjoyment. One of the home’s most captivating features is the expansive fourth-level observation deck, offering breathtaking panoramic Gulf views and unforgettable sunsets. Generous bonus space and ample parking further enhance the home’s versatility. With a strong rental history this property presents an outstanding opportunity as both a private beach retreat and a high-performing investment. Just a short stroll brings you to the beach, where you can enjoy world-class shelling, soft sandy shores, and spectacular sunsets. Living in the Village means everything you need is within walking distance—from beloved local restaurants like the Mucky Duck to charming shops, Bailey’s Island Store, and lively evening entertainment. “Captiva Memories” is more than a home—it’s a lifestyle rooted in the rich history, tradition, and natural beauty of Captiva Island, a place where cherished moments are made with family and friends for years to come.

11525 Andy Rosse Lane, Captiva

15153 Captiva Drive, Captiva
$4,788,000
3 Beds ⋅ 3 Baths ⋅ 2026010812 MLS
Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning with coffee overlooking the sparkling waters of Pine Island Sound as dolphins glide past your private dock and pelicans soar overhead. This is more than a waterfront home, it's a lifestyle that few properties can offer. Perfectly positioned in the heart of Captiva Village, this exceptional bayfront residence combines expansive, unobstructed water views, direct Gulf boating access, and one of the island's most walkable locations. Leave the car behind and stroll to Captiva's renowned restaurants, charming boutiques, Captiva Chapel by the Sea, the library, local galleries, and the sugar-sand beaches of the Gulf of Mexico. Few waterfront homes offer the rare opportunity to enjoy both a premier boating lifestyle and the convenience of village living. Set on nearly one-half acre, the property features a private deep-water dock with no bridges to the Gulf, making it an ideal retreat for boating enthusiasts, anglers, and those who simply love life on the water. Designed to capture the timeless charm of Old Florida, the home offers warm, inviting living spaces where family and friends naturally gather. Spend the day boating to nearby islands, relaxing by the pool, fishing from your dock, or simply watching the ever-changing beauty of Pine Island Sound unfold before you. Evenings are reserved for spectacular sunsets, waterfront dining just a short walk away, and the relaxed pace that has made Captiva one of Florida's most treasured destinations. Adding to its appeal, the home has enjoyed a successful vacation rental history, providing an exceptional opportunity for buyers seeking both a luxury retreat and income-producing potential. Whether you're searching for a full-time residence, seasonal escape, or legacy waterfront property, 15153 Captiva Drive represents one of Captiva's most compelling values. Offering an irreplaceable combination of walkability, direct boating access, breathtaking bay views, and authentic island charm, this is the Captiva lifestyle you've been dreaming about!

15153 Captiva Drive, Captiva

11510 Murmond Lane, Captiva
$1,650,000
2 Beds ⋅ 2 Baths ⋅ 2025024701 MLS
Over the years, one of the most popular weekly vacation rental homes on Captiva has had an exceptional rating by VRBO guests. 2027 advance rentals are already booked well into the summer months. This classic Captiva cottage-style home is totally updated with new LVP flooring, two new baths, a new quartz kitchen with new S/S appliances, and a separate laundry room. The home is well furnished for guest comfort, with 3 TVs, a living room audio system with Bose speakers, and speakers on the pool deck. The French doors from the living room and full-length screened lanai lead to the 2024 resurfaced 26 x 13 electric heated pool. All windows are impact-rated, installed by StormSmart in 2021. The pool cage is new (2023), the pool heater is new (2025), the A/C is new (2021), and the W/H is new (2023). A spacious, separate outdoor storage shed sits on the rear corner of the property for beach equipment. Beach access is a 3-5 minute walk to the path by the Library and Chapel by the Sea. The Green Flash Restaurant is a 1-minute walk, and the village center is a 5-minute walk. Due to busy weekly guest occupancy, showings will be accepted by appointment only on Saturdays between 12 and 2 p.m., between guest turnovers. Future guest reservations after closing must be honored. Any advance or final rental payments shall be credited to the buyer at closing. The requested closing date is no earlier than April 1, 2027.

11510 Murmond Lane, Captiva

11506 Wightman Lane, Captiva
$1,790,000
3 Beds ⋅ 3 Baths ⋅ 2025024676 MLS
The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top tier of Captiva rental houses, with over 100 VRBO guests rating it as exceptional. It is easy to maintain and prepare for incoming guests. Early 2027 advance reservations are booked into April, and many are multi-year repeat guests. The house is very well furnished and equipped for guest or owner's use. The metal roof was replaced in 2020. StormSmart installed new impact windows in 2021, and the heated pool has been resurfaced. To avoid disturbing guests, showing requests can only be approved on Saturdays between departing and incoming guests, with 12 to 2 pm suggested. Closing date not requested before April 1, 2027. Future guest reservations must be honored. Any advance or final rental payments for reservations shall be credited to the buyer at closing.

11506 Wightman Lane, Captiva

15160 Captiva Drive, Captiva
$4,749,000
6 Beds ⋅ 7 Baths ⋅ 2025024133 MLS
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.

15160 Captiva Drive, Captiva

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

3132 Captiva Resort Villas, Captiva

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

17030 Captiva Drive, Captiva

How much is your home worth?

Get instant property value now!