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Captiva Florida Real Estate

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Homes For Sale52
Condos For Sale19
Sold in April
Last updated at 6:15am 05/31/2025

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$21,000,000
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Metes And Bounds

0 Buck Key, Captiva, FL 33924

Land
Metes And Bounds Captiva Land for Sale: One of North America’s last remaining buildable islands, Buck Key is a pristine uninhabited tropical island consisting of 350 acres of federal preserve and stunning water frontage along the Roosevelt Channel. Located directly across from Captiva Island, Tween Waters Resort, and South Seas Resort, this 14.13-acre private parcel on Buck Key Island is ideal for luxury residential homesites or a private estate. The parcel includes 8.6± acres of uplands and the island’s only boat dock for convenient access. This unique paradise is surrounded by expansive preserved land and tropical hammock. Land planner professionals have determined the private parcel to be highly suitable for development. This uninhabited tropical Island affords the ultimate privacy and seclusion, yet is easily accessible by the waterway. • Poised for private luxury estate homes with an array of recreational amenity opportunities. • Alternative opportunity for the conservation/preservation of the entire island. • Property includes an existing private landing dock. • Only remaining privately-owned site on the 350-acre Buck Key, and one of the last remaining buildable tropical islands in America.



$5,950,000
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South Seas Island Resort

944 South Seas Plantation Rd, Captiva, FL 33924

Homes - 1,471 ft² / 2,001 ft² - 1 Car Garage

3 Bed / 3 Baths

Built 1964
South Seas Plantation Resort South Seas Island Resort Captiva Homes for Sale: Discover coastal living in this enchanting bayfront cottage, perfectly positioned within the prestigious South Seas Resort on Captiva. This vintage 1964 residence, boasting 3 bedrooms and 3 baths, captures the essence of "Olde Captiva" style while offering exceptional renovation potential. Situated on two contiguous lots with subdivision possibilities, this property presents a rare opportunity to create up to three distinct structures. The property features two new boat docks, including a coveted grandfathered-in covered boathouse, offering direct access to the Gulf of Mexico and Intracoastal Waterway with no bridges to navigate. Nature enthusiasts will delight in the abundant wildlife, with frequent visits from dolphins, manatees, snook, herons, and pelicans. This area serves as a premier spot for fishing enthusiasts, while the pristine Captiva Beach lies just across the road. The property's strategic position within South Seas opens the door to world-class amenities through available membership options. Whether seeking to preserve the authentic charm or envisioning a grand transformation, this property presents an extraordinary opportunity to create your ideal coastal sanctuary.



$4,600,000
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South Seas Island Resort

1071 South Seas Plantation Rd, Captiva, FL 33924

Homes - 2,076 ft² / 2,076 ft² - 2 Car Garage

3 Bed / 3 Baths / 1 Half

Built 1988
Sandrift South Seas Island Resort Captiva Homes for Sale: Discover the ultimate coastal lifestyle with this exceptional Gulf-front property, located within the gates of South Seas Resort on Captiva Island. Ideally positioned mid-island, a multi-level elevated end-location property is amongst a residential quad offering 180-degree views of the Gulf, setting the stage for unforgettable sunsets. This 3-bedroom, 3.5-bath home is designed for comfort and functionality, with each bedroom offering an en-suite bath for privacy and convenience. The upper-level primary suite serves as a tranquil retreat, featuring a spa-like bath with a garden tub, separate shower, and dual vanities. A private open deck showcases sweeping Gulf views, perfect for relaxation or stargazing. Open-concept living and dining areas are framed by floor-to-ceiling glass doors and windows, seamlessly connecting indoor and outdoor spaces. Step out to the screened lanai or open deck and enjoy breathtaking views and refreshing coastal breezes. The kitchen, ideal for entertaining, features granite countertops, stainless steel appliances, and a spacious central island, combining practicality and style. Outdoor living spaces include private decks and a screened lanai, offering serene areas to unwind and soak in the coastal ambiance. Under-building garage parking and storage ensures convenience and security, while community amenities such as a pool and tennis courts add to the resort-like lifestyle. 1071 S Plantation Rd is within the tucked away SANDRIFT community, the perfect balance of privacy and accessibility. You'll enjoy a peaceful retreat while being a short distance from Captiva's village. Whether exploring the island or relaxing at home, this property provides the ideal setting for a laid-back coastal lifestyle. Move-in ready and fully furnished, this home is thoughtfully appointed for immediate enjoyment. 2023: New Roof, Impact Windows, and Doors. Schedule your private showing today!



$12,000,000
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Dickeys John R Subd

15819 Captiva Dr, Captiva, FL 33924

Land
Dickeys John R Subd Captiva Land for Sale: One of the Best waterfront properties on the West Coast of Florida. Gulf to Bay, Sunrise to Sunset, 125 feet of Incredible Water Frontage on the Tween Waters stretch on Captlva Island, Florida. Build your Masterpiece here located at One of the highest point elevations on Captlva Island. Located at the mouth of the Bay & Roosevelt Channel. This property enjoys Deep Water Yacht Access & One of the Best covered boat house, lift & dock set ups you will find. In addition to the lot, a full set of the Masterful Work of Art fully completed blue prints by Nationally known Architect John Cooney of Naples (of what could be built) are available for purchase. This property Is a One of A Kind!



$3,795,000
Decrease*
$95K
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Gores A M Subd

11505 Gore Ln, Captiva, FL 33924

Homes - 4,248 ft² / 6,727 ft² - 2 Car Garage

6 or More / 6 Baths / Pool / Spa

Built 2001
Gores A M Subd Captiva Homes for Sale: INVESTOR OR PRIMARY HOME OR VACATION HOME ALERT! JUST REDUCED $195,000. Since the home has so much $ in annual rental income, owner has not needed to sell, but does want to sell. You keep all that cash that rolls in every year. This LUX CAPTIVA VILLAGE BEAUTY is waiting for you! 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. Elevator to all 3 floors. LR with gas fireplace. Primary BR has 2 walk-in closets & FP & 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. The kitchen is beautiful with new S/S appliances, quartz counters, cabinets & fixtures. 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! Great rental or make it your own primary home or vacation spot! 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. Lots of fun tchotchkes all throughout the house with pleasant



$6,975,000
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Metes And Bounds

17181 Captiva Dr, Captiva, FL 33924

Homes - 4,737 ft² / 7,625 ft² - 3 Car Garage

5+Den / 4 Baths / 1 Half / Pool / Spa

Built 2001
Metes And Bounds Captiva Homes for Sale: You really can have it all! Boating on the Bayside and the beach at your door. An unparalleled setting with tremendous views from every room of this exceptional residence that enjoys stunning sunrises, and phenomenal sunsets. 150 ft of linear gulf frontage allows for 180* unobstructed views of the Gulf ofMexico. As you enter this commanding residence, your eye is drawn through the great room, to the bayside with its abundance of daily wildlife. Five ensuite bedrooms ensure privacy and comfort, while a private elevator and temperature-controlled wine room enhance convenience and luxury. The first level offers tremendous storage, and the home is being sold as-is. The buyer will assume responsibility for landscaping, irrigation, and repairs to the ground-level storage area. Interior areas sustained no damage ;trim was removed in preparation for window and door replacement, which will also be the buyers responsibility. Some west-facing windows have already been upgraded to impact glass. With eight brand-new AC systems and offered well below duplication cost, this home presents unmatched potential in a truly one-of-a-kind location.



$12,000,000
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Tichenors F H Silver King

16280 Captiva Dr, Captiva, FL 33924

Land
Tichenors F H Silver King Captiva Land for Sale: Discover an unparalleled beachfront jewel on the prestigious Gold Coast of Captiva Island. This 2-acre estate lot boasts a unique 153 ft of pristine beach frontage, uniquely situated on a stretch that naturally accumulates sand, ensuring lasting value and shoreline stability. Envision your dream compound with the freedom to build 3 distinct structures, all set against the backdrop of breathtaking sunsets, tranquil water vistas, and lush tropical foliage. Revel in the abundance of marine and wildlife, world-class fishing, boating, and the laid-back lifestyle that exemplifies the very essence of Florida living. Elevated high on a sand dune for superior views and protection, this property offers unrivaled value and luxury, setting it apart from other Florida retreats. Here, you're not just buying a property; you're securing a slice of paradise that truly represents why you live in Florida. Dive into the epitome of coastal elegance and allure. It’s paradise!



$1,599,000
Decrease*
$251K
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Sunset Captiva Condo

15123 Captiva Dr # 103, Captiva, FL 33924

Condos - 1,323 ft² / 1,442 ft²

2 Bed / 2 Baths

Built 1982
Sunset Captiva Condo Captiva Condos for Sale: Intercostal opportunity! Sunset Captiva Harbor Side offers a rare opportunity to own in a unique Gulf-to-Bay community in the heart of historic Captiva Village. This highly desirable location combines exceptional value, unbeatable views, and abundant wildlife, with sweeping vistas overlooking Pine Island Sound, Buck Key, and beyond. As the only community in the village area offering full amenities, Sunset Captiva provides an unparalleled island lifestyle. The newly remodeled unit features luxury finishes throughout, with spacious two-bedroom accommodations and open living areas designed for relaxed island living. Residents enjoy a range of top-tier amenities, including deep-water dockage for boating, a community pool, tennis, pickleball, an elevator, and a scenic boardwalk leading directly to the beach. This quaint, 10-unit complex also offers a private ground-floor storage area perfect for accommodating a golf cart, adding convenience to your island retreat. Offered fully furnished and turnkey, Sunset Captiva is the perfect place for a second home, rental property, or investment opportunity. With its prime location, high-end finishes, and exceptional amenities, it’s an ideal choice for those seeking an exclusive island escape with potential for rental income. Don’t miss your chance to make Sunset Captiva your very own private paradise.



$4,500,000
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Captiva Beach

11555 Wightman Ln, Captiva, FL 33924

Homes - 1,844 ft² / 3,396 ft² - 1 Car Garage

3 Bed / 2 Baths / 1 Half

Built 1930
Captiva Beach Captiva Homes for Sale: 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.



$1,475,000
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South Seas Island Resort

2121 Gulf Beach Villas, Captiva, FL 33924

Condos - 1,500 ft² / 1,600 ft²

3 Bed / 3 Baths

Built 1976
Gulf Beach Villas South Seas Island Resort Captiva Condos for Sale: Don’t miss this RARE two-story, 3 bedroom, 3 bathroom Beach Villa offering direct gulf views! The corner location ensures abundant natural light and enhanced privacy, while the open floor plan seamlessly connects the living, dining, and kitchen areas, perfect for entertaining or relaxing after a day at the beach. Savor in the calm sound of the waves while witnessing an incredible Captiva sunset from the luxury of your living room or patio. Located on the lower level are the primary bedroom with en-suite bathroom and a guest bedroom + bathroom. Stack washer & dryer as well! Walk upstairs to the additional bedroom offering an en-suite bathroom. Plenty space for family, friends, and guests! If you’re seeking an investment or family property, this property provides the perfect blend of coastal living and convenience. As part of Gulf Beach Villas, residents and guests enjoy access to a pool, tennis/pickleball courts, grills, and steps to the sandy beaches. Just walking distance to the Village of Captiva, retail shops, Starbucks, and restaurants!



$3,250,000
Decrease*
$250K
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Metes And Bounds

16813 Captiva Dr, Captiva, FL 33924

Homes - 2,530 ft² / 4,998 ft² - 2 Car Garage

3 Bed / 3 Baths / Pool

Built 1978
Metes And Bounds Captiva Homes for Sale: 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.



$5,900,000
Decrease*
$1M
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Dickeys John R Subd

15891 Captiva Dr, Captiva, FL 33924

Homes - 4,729 ft² / 6,310 ft² - 2 Car Garage

5+Den / 4 Baths / 1 Half / Pool

Built 1999
Dickeys John R Subd Captiva Homes for Sale: Bay front retreat with endless potential on Captiva Island! Nestled on a prime 3/4 acre bay front parcel, this distinguished residence offers unobstructed vistas of shimmering waters, steps from deeded beach access, and a private boat dock, providing an enchanting backdrop for daily indulgence and relaxation. Boasting an expansive layout and timeless architectural charm, this home presents a canvas for creativity and personalization, inviting you to unleash your imagination and transform it into a bespoke sanctuary tailored to your unique vision. With its privileged location on Captiva Island, residents enjoy access to a host of exclusive amenities and recreational pursuits, from world-class boating and fishing to pristine beaches and eclectic dining options. Rainbow's End, bayfront, with the option to purchase this estate separately or collectively with the gulf front "Paradise Found" estate creating the ultimate gulf-to-bay compound and waterfront experience.



$6,995,000
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Metes And Bounds

16500 Captiva Dr, Captiva, FL 33924

Homes - 3,771 ft² / 8,228 ft² - 1 Car Garage

6 or More / 5 Baths / 1 Half / Pool / Spa

Built 1991
Metes And Bounds Captiva Homes for Sale: Captiva Gold Coast sanctuary, where coastal luxury meets wellness living. Welcome to one of Captiva Island’s offerings—a private, contemporary estate tucked away at the end of a winding 200-foot drive, set on 1.3 acres along the elite Gold Coast. With 100 feet of direct Gulf frontage and unobstructed western exposure, this is a front-row seat to nature’s most spectacular show with nightly sunsets over the water. Thoughtfully designed for the wellness-minded, the home centers around an open-air solarium—an architectural centerpiece featuring a 44-foot lap pool that invites morning swims, cold-plunge recovery or meditative moments surrounded by sea air. Two casita-style guest suites, each with private entrances from the solarium, offer luxurious privacy for family and friends, evoking the intimacy of a boutique retreat. For the investment-minded property owner, this home has an established track record of repeat rentals that have consistently generated approximately $600,000 annually in gross rents. The flexibility of the space and the fact that every bedroom has a dedicated bath ensure the home remains a popular short-term rental. This low-profile contemporary residence channels the spirit of mid-century California beach bungalows, with clean lines, organic textures, and a seamless flow between indoor serenity and outdoor splendor. Deeded walking access to Roosevelt Channel adds yet another layer of coastal freedom to this already rare property. Zoned RSC-2, this estate is more than just a home, it’s a foundation for legacy living. The expansive grounds offer space for a guest house, caretaker’s cottage, resort-style pool, pickleball court or freestanding pool house cabana with a full gym. Here, possibilities aren’t limited—they’re invited. For those who measure time in sunsets, long dinners and quiet luxury, this is your canvas.



$2,599,000
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South Seas Island Resort

1411 Beach Cottages, Captiva, FL 33924

Condos - 1,130 ft² / 1,203 ft²

3 Bed / 3 Baths

Built 1976
Beach Cottages South Seas Island Resort Captiva Condos for Sale: Coastal Elegence along Captiva’s coastline, where luxury and contemporary blend together seamlessly. A one-of-a-kind, fully renovated 3-Bedroom, 3-Bathroom duplex Beach Cottage, expertly reimagined by a professional interior designer to exude sophistication and comfort. Fully furnished with curated, upscale decor. Step into the heart of the home—a beautifully curated kitchen featuring Vadara Sereno Quartz countertops, high-end smart appliances with an integrated refrigerator and dishwasher, hidden coffee nook, and custom cabinetry with polished nickel hardware. The Gulf-front living and dining areas flow effortlessly, with a dining space highlighted by wood detailing and modern lighting. Smart Frame TVs throughout offer an immersive entertainment experience. Additionally, the condo is lined with luxurious engineered hardwood flooring. Walk up the floating staircase to the versatile 3-bedroom loft featuring an upper level that extends to include extra closet space, study enclave, and flexible options for use—perfect as a cozy retreat or additional sleeping quarters with a pull-out sofa. The en-suite primary bedroom features a bathroom offering quartz countertops, signature hardware, and a floor-to-ceiling tiled walk-in shower with a seamless glass door, creating a sanctuary of relaxation. Outside, the screened lanai invites you to take in breathtaking Gulf views while offering a private stairway to the pristine sandy beaches. A rare feature of this property is the custom fitted under-home storage space that is a one-of-a-kind! Rinse off the day’s adventures in the outdoor shower, beautifully fitted with navy blue mosaic tiles. Every inch of this residence has been meticulously crafted for comfort, elegance, and effortless Gulf-front living. Experience a lifestyle of unparalleled luxury in this rare Beach Cottage. Extensive feature list available.



$5,500,000
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Frowes Subd

16205 Captiva Dr, Captiva, FL 33924

Homes - 3,890 ft² / 8,641 ft² - 2 Car Garage

4+Den / 5 Baths / Pool / Spa

Built 2004
Frowes Subd Captiva Homes for Sale: Welcome to “Avoca” – A captivating Gulf-Front Retreat perfectly positioned on Captiva Drive along the Tween Waters Stretch. This amazing Estate offers privacy, expansive grounds, and direct beach frontage—with panoramic views of the Gulf of Mexico and your own private beach path. The property is well over 1 acre with one of the highest elevations on the island (X Zone Flood Elevation) and is located in the Estate Zoning section of the islands which allows you to build up to 3 structures, YES, you can build additional structures on the property. This gorgeous tropical estate showcases a resort-style backyard complete with a 20 x 60 sparkling pool and integrated spa, a full outdoor kitchen, and one of the most impressive settings on Captiva Island. The home also features a newer roof and all impact windows and doors for added peace of mind. You will absolutely love and enjoy 4 HUGE levels of deck space, allowing you to take in stunning sunsets and Gulf breezes from nearly every room. The spacious main living area features a HUGE kitchen, open dining area, fireplace, elevator, multiple guest bedrooms, and comfortable gathering spaces filled with natural light. The third-floor owner's suite is a luxurious retreat with a private balcony, sitting area, office nook, and generous en-suite bath with additional guest suites and loft area. You will feel on top of the world with one of the largest roof top sundecks you will see on the islands. Whether you're looking for an exceptional vacation getaway, a Rental Investment Powerhouse, or your own private Gulf-front haven, Avoca is a fantastic opportunity on world renowned Captiva Island.



$5,400,000
Decrease*
$250K
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South Seas Island Resort

19 Beach Homes, Captiva, FL 33924

Condos - 2,096 ft² / 3,107 ft² - 1 Carport

3+Den / 3 Baths

Built 1974
Beach Homes South Seas Island Resort Captiva Condos for Sale: Experience unparalleled luxury and coastal elegance at 19 Beach Homes, a stunning direct Gulf-front, elevated, 3 Bedroom + Den, 3 Bathroom residence situated within on the coastline of Captiva. Completely redesigned and renovated in 2022, this breathtaking home offers top-of-the-line finishes and modern upgrades that blend seamlessly with the serene, natural beauty of its beachfront setting. Step inside to discover an open-concept living space adorned with luxury vinyl flooring, setting the tone for both durability and sophisticated charm. The custom floating staircase serves as a striking architectural centerpiece, enhancing the home’s modern aesthetic while maximizing space and light. Designed for both style and functionality, the kitchen boasts custom wood cabinetry, thick quartz cabinetry, high-end stainless steel appliances, and a gas cooktop…Gulf-front cooking at its finest! The coastal-inspired furnishings create a relaxed yet refined atmosphere, perfectly complementing the breathtaking views from nearly every room. Expansive impact-resistant windows flood the home with natural light while providing peace of mind and energy efficiency. Step outside onto the composite decking, where you can unwind and take in the gentle sea breeze or enjoy direct beach access just steps away. Nestled inside the gated South Seas Resort, this exceptional property offers unmatched privacy and access to pristine Florida beaches. Whether you're looking for a serene retreat or a luxurious investment opportunity, 19 Beach Homes is a rare gem that perfectly captures the essence of Gulf-front living on Captiva Island.



$1,695,000
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North Captiva Dunes

4500 Butterfly Shell Dr, Captiva, FL 33924

Homes - 1,767 ft² / 5,755 ft²

3 Bed / 4 Baths / Pool / Spa

Built 2022
North Captiva Dunes Captiva Homes for Sale: 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.



$1,650,000
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South Seas Island Resort

1408 Beach Cottages, Captiva, FL 33924

Condos - 960 ft² / 1,033 ft²

2 Bed / 2 Baths

Built 1977
Beach Cottages South Seas Island Resort Captiva Condos for Sale: Just steps from toes in the sand!! Meticulously redesigned and completely renovated in 2020 by renowned island builder, Estate Management Construction, this exquisite 2-bedroom, 2-bathroom condo is a turn-key treasure offering unparalleled luxury within the gates of South Seas Resort. Every detail has been thoughtfully crafted to enhance both form and function. The reimagined floor plan maximizes space with an expanded kitchen featuring an extended quartz island, providing ample counter and storage space—perfect for entertaining or everyday living. Truly one-of-a-kind, this condo showcases white-oak engineered hardwood flooring, premium stainless steel KitchenAid appliances, impact-rated sliding glass doors, and elegant floor-to-ceiling tile in the walk-in showers. Coastal contemporary furnishings and hardwood shaker doors add to the refined yet relaxed aesthetic. This condo offers the ultimate island lifestyle with easy access to Captiva’s renowned white sandy beaches, charming village shops, Starbucks, and local island dining eateries. Experience coastal living at its finest in this rare gem that blends luxury, comfort, and the essence of Captiva Island.



$2,250,000
Decrease*
$600K
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South Seas Island Resort

1656 Lands End Village, Captiva, FL 33924

Condos - 2,115 ft² / 3,158 ft² - 2 Carport

3 Bed / 3 Baths

Built 1986
Lands Ends Village Condo South Seas Island Resort Captiva Condos for Sale: -PRICE REDUCED! Indulge in breathtaking sunrise views from this luxurious 3-bed, 3-bath condominium nestled in Land's End Village at the Northern tip of Captiva. Overlooking a serene lake, golf course, and Pine Island Sound, this 2-story masterpiece boasts a penthouse primary suite offering unmatched 180-degree vistas. Relax in the expanded living area featuring a glassed-in lanai, open lanai, and a private sundeck off the primary suite. Enjoy added conveniences like an upstairs laundry room, expanded primary walk-in closet, and a jetted tub for ultimate pampering. Elevate your experience with a private elevator, two dining areas, a breakfast bar, and opulent quartz and granite countertops. Sold furnished with exceptions, this haven awaits your personal touch to transform it into your island dream home. Minor storm damage has been expertly repaired, and with no rental history, rental options are open for consideration. Don't miss out on this unparalleled opportunity!



$1,950,000
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South Seas Island Resort

2535 Beach Villas, Captiva, FL 33924

Condos - 1,492 ft² / 1,612 ft² - 1 Car Garage

4 Bed / 3 Baths / Pool

Built 1978
Beach Villas Condo South Seas Island Resort Captiva Condos for Sale: Located on the stunning beaches of South Seas Island Resort, this exceptional 4-bedroom, 3-bathroom Beach Villa penthouse has been completely redesigned and renovated to offer a luxurious and modern living experience. Situated in one of the most sought-after Gulf-front locations on Captiva, this villa provides not only an upscale coastal escape but also a fantastic rental income opportunity, with projected gross earnings of $204,000. Inside, you'll find a spacious, open-concept layout featuring high-end finishes like luxury vinyl flooring, impact-resistant sliding doors, quartz countertops, custom wood cabinetry, and stylish coastal decor. The villa's contemporary design includes multiple walk-in tiled showers, and it also offers the added convenience of an in-unit washer/dryer. The thoughtful floor plan has two bedrooms and two bathrooms on the lower level, with an additional two bedrooms and one bathroom on the upper level. Most rooms offer breathtaking views of the expansive shell-strewn beach and the azure waters of the Gulf of Mexico. Residents and guests can enjoy the resort-style amenities, including a swimming pool, tennis courts, grilling areas, and ground-level storage lockers. This property is currently in an unencumbered off site rental program with Kingfisher Vacation Rentals. Whether you’re looking for a luxurious beach getaway or a high-performing investment property, this Beach Villa is a rare gem that combines 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.



$1,495,000
Decrease*
$255K
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Fa Lanes Bayview

14865 Mango Ct, Captiva, FL 33924

Homes - 1,176 ft² / 1,950 ft² - 2 Car Garage

2 Bed / 2 Baths

Built 1981
Fa Lanes Bayview Captiva Homes for Sale: Lowest-Priced Single-Family Home on Captiva – No HOA! Prime Village Location with Bay Views Don’t miss this coastal-inspired Captiva cottage, offering partial bay views and the best of island living with abundant outdoor space. This charming home features a screened-in porch, two large sun decks, undercover parking, and an entertainment area, perfect for enjoying the tropical lifestyle. With plenty of room to add a pool or spa, the possibilities for enhancing your outdoor oasis are endless. Situated on a large 100 x 100 corner lot, this elevated island retreat is just steps from the bay and a short walk to Captiva’s pristine beaches, shops, galleries, and bistros. The spacious living area boasts vaulted ceilings, two bedrooms, and two baths, with newer plank tile flooring and a durable metal roof. The home's high and dry elevation ensured it did not flood or suffer storm damage, making it a resilient and secure investment. This turnkey furnished home (with exceptions) offers excellent short-term vacation rental potential with weekly rentals allowed. There’s also an opportunity to add a second floor to maximize breathtaking bay views. Whether you're looking for a second home or a high-income rental property, this Captiva gem delivers both. Survey and Elevation Certificate available. Schedule your private showing today!



$1,439,000
Decrease*
$56K
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South Seas Island Resort

4306 Bayside Villas # 4306, Captiva, FL 33924

Condos - 1,496 ft² / 1,496 ft²

3 Bed / 3 Baths / Pool / Spa

Built 1980
Bayside Villas South Seas Island Resort Captiva Condos for Sale: Enjoy this fully renovated coastal retreat within the gated South Seas Island Resort, offering breathtaking marina and Pine Island Sound views. This rare top-floor 3-bedroom, 3-bath unit in Bayside Villas features an impact glass-enclosed lanai, adding 125 sq. ft. of air-conditioned living space to the standard 1,496 sq. ft. footprint. The main floor includes a spacious bedroom with an en-suite bath and shower, a fully equipped kitchen, and an open-concept living and dining area with stunning waterfront views. Upstairs, the Master Suite offers a private en-suite bath, along with a third large guest bedroom, guest bath, and a full-size washer and dryer for added convenience.



$1,449,000
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South Seas Island Resort

1667 Lands End Village, Captiva, FL 33924

Condos - 1,397 ft² / 1,996 ft² - 1 Carport

2 Bed / 2 Baths / Pool / Spa

Built 1986
Land's End South Seas Island Resort Captiva Condos for Sale: Welcome to 1667 Lands End Village within world renown South Seas Resort on the northern tip of Captiva Island. This gorgeous, coastal inspired 2 bedroom / 2 bath condominium offers serene and mesmerizing views of the Bay (Pine Island Sound), the newly designed Clutch golf course and over to the Gulf of Mexico. A well designed, bright and light contemporary floor plan offers a spacious living room, nicely appointed kitchen, airy dining area, a peaceful primary suite & bathroom with a walk-in shower and free standing tub, comfortable guest bedroom & bath. Recent updates include new kitchen appliances, flooring & baseboards, freshly painted throughout and new condensor. The Association has new metal roofs, gorgeous landscaping, tennis courts, private fitness area, ground level storage locker, under building parking, grills, resort style swimming pool and hot tub, expansive pool deck and dedicated bathrooms. Experience luxury living at its finest! Please call for a private showing.



$1,950,000
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South Seas Island Resort

2122 Gulf Beach Villas, Captiva, FL 33924

Condos - 1,203 ft² / 1,303 ft²

2+Den / 2 Baths

Built 1976
Gulf Beach Villas South Seas Island Resort Captiva Condos for Sale: 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!



$1,399,000
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Sunset Captiva Condo

15123 Captiva Dr # 104, Captiva, FL 33924

Condos - 1,318 ft² / 1,318 ft²

2 Bed / 2 Baths

Built 1982
Sunset Captiva Condo Captiva Condos for Sale: Sunset Captiva Bayside allows you to enjoy the best of Captiva boating, fishing, restaurants and the charming village. Corner 2 bedroom 2 bath renovated condo with expansive views of the Pine Island Sound, Buck Key, and beyond. The amenities offered include deep-water dockage for boating, community pool, tennis, pickleball, elevator and a lovely beach access to the gulf waters. Underneath building parking with ground level storage. Offered fully furnished and turnkey. Your slice of paradise awaits!!!



$4,350,000
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South Seas Island Resort

33 Beach Homes # 33, Captiva, FL 33924

Condos - 1,620 ft² / 2,167 ft²

4 Bed / 3 Baths

Built 1974
Beach Homes South Seas Island Resort Captiva Condos for Sale: In the exclusive enclave of Beach Homes, this rare freestanding gulf-front cottage offers an unparalleled coastal lifestyle. Elevated on pilings for enhanced views and privacy, this residence features a private staircase leading directly to the pristine sandy beach, your backyard oasis. Designed with timeless California coastal elegance, the interior showcases a refined blend of natural fibers, rich wood accents and jewel-tone textiles. Durable COREtec flooring, solid wood shaker-style doors, and board and batten accent walls complement the thoughtfully curated aesthetic. Skylights infuse the home with natural light, enhancing the open and airy ambiance. The kitchen is a chef’s dream, appointed with stainless steel appliances, a gas range, 2.5-inch quartz countertops, a classic white subway tile backsplash and floor-to-ceiling custom wood cabinetry. Four bedrooms and three baths provide ample space for family and guests. Meticulously updated in 2020, this home benefits from modernized plumbing and electrical systems, a tankless water heater and new air conditioner. Exterior renovations include a durable concrete tile roof, PGT impact-rated windows and sliders that seamlessly pocket into the walls, and AZEK composite decking. Additional storage beneath the home enhances functionality. The Beach Homes community offers exclusive amenities, including three resort-style pools, tennis courts and barbecue grills. Additionally, the COA fee provides the convenience of building insurance. Immerse yourself in a serene beachfront setting, where refined design meets effortless luxury.



$1,100,000
Decrease*
$525K
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South Seas Island Resort

5321 Bayside Villas # 22, Captiva, FL 33924

Condos - 1,496 ft² / 1,496 ft²

3 Bed / 3 Baths

Built 1979
Bayside Villas South Seas Island Resort Captiva Condos for Sale: Highly sought after top floor 3 bedroom, 3 bath, 2 story Bayside Villa with breathtaking views of Pine Island Sound and beyond. In addition, this is one of the few lanais with a side view which offers the ability to watch the boats come and go from the canal leading to the marina. The well trimmed mangroves provide a haven for nesting birds, as well as other wild life. Master suite with great views is located on upper floor. Discover the tranquil beauty of Island living found at South Seas Island Resort located on Captiva Island. Bayside Villas is situated at the South end of the resort where it's just a short walk to the beautiful beaches of the Gulf of Mexico, also a short stroll to the Village of Captiva with it's wonderful restaurants and unique shops. Freshly painted with new flooring and granite countertops recently installed. Under building parking. Fantastic rental potential, with great options available. Large pool and spa area.



$5,995,000
Decrease*
$300K
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Metes And Bounds

15161 Captiva Dr, Captiva, FL 33924

Homes - 3,720 ft² / 6,790 ft² - 2 Car Garage

4 Bed / 4 Baths / 1 Half / Pool / Spa

Built 1985
Metes And Bounds Captiva Homes for Sale: Discover coastal luxury at its finest in this recently renovated bayfront estate on Captiva Island's prestigious Pine Island Sound. This architectural masterpiece, thoughtfully designed by renowned architect David Bornhorst, offers an exceptional 3,720 square feet of casually elegant living space with 105 feet of prime bay frontage along the Intracoastal Waterway. The residence showcases four spacious bedrooms plus a versatile loft space, complemented by four and a half bathrooms. A private elevator ensures seamless accessibility throughout this Americans with Disabilities Act compliant home. The open-concept design features seamlessly flowing living spaces, where the family room and living area gracefully merge with the dining room and gourmet kitchen, creating an inviting environment for entertaining. Outdoor living reaches new heights with an expansive screened lanai overlooking a private bayfront pool and spa. The deep-water dock, capable of accommodating vessels up to 85 feet, provides direct access to world-class fishing grounds where enthusiasts can pursue snook, tarpon, redfish, and permit. The property's eastern exposure treats residents to magnificent sunrise views over the tranquil waters. Nestled in the heart of historic Captiva Village, this residence offers the perfect blend of privacy and convenience. A short stroll leads to pristine Gulf beaches, acclaimed island dining establishments, and charming art galleries. Enjoy boating to the upper islands on sunny days. The home's location near Buck Key Preserve ensures abundant wildlife viewing opportunities. Whether serving as a primary residence, vacation retreat, or luxury rental property, this bayfront haven delivers an unparalleled island lifestyle where coastal elegance meets modern sophistication.



$3,500,000
Decrease*
$500K
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Metes And Bounds

16891 Captiva Dr, Captiva, FL 33924

Homes - 3,028 ft² / 3,028 ft² - 1 Car Garage

3 Bed / 3 Baths / 1 Half / Pool / Spa

Built 1963
Metes And Bounds Captiva Homes for Sale: Discover the ultimate Artist retreat with this exceptional 1.4-acre bay front estate parcel on Captiva’s coveted Roosevelt Channel. Nestled among lush, mature vegetation, this property offers breathtaking waterfront views, abundant wildlife, and a private dock with direct access to the Intracoastal Waterway and Gulf of Mexico. Your Picturesque estate also offers a deeded beach access through a scenic walkway to the Gulf of Mexico across Captiva Drive. Main Residence: • Fully remodeled 3-bedroom, 3-bath home • Impact glass windows & metal roof for modern safety & efficiency • Private pool & spa for island-style relaxation • Charming coastal-inspired interiors with elegant finishes Art Studio & Guest Retreat: • Distinctive architectural design • Second-level space with potential for future expansion • A tranquil creative space or additional guest quarters Surrounded by nature, this estate offers a serene sanctuary where you can experience manatees, dolphins, and incredible birdlife right in your backyard. A rare opportunity to embrace the Captiva Island lifestyle with privacy, charm, and endless waterfront adventures. Ground level home that did not flood in any of the recent storms........Schedule your private showing today!



$1,360,000
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Sunset Captiva

54 Sandpiper Ct, Captiva, FL 33924

Homes - 1,633 ft² / 2,176 ft² - 1 Carport

2 Bed / 2 Baths

Built 1978
Sunset Captiva Captiva Homes for Sale: In the heart of Captiva’s village, this charming island home is near the beach and near the bay! Imagine waking up to the warm light of the sunrise from your main suite and private art studio, then enjoying morning coffee on the lanai with views of the glistening bay waters from Jensen's Marina. Take a short visit to the beach for an afternoon of swimming and sunbathing. End the day with dinner out on Andy Rosse Lane just around the corner. The best of Captiva is all here for you to enjoy! Two bedrooms, two baths plus a bonus room and upstairs loft ideal for more sleeping, a TV room, or family game area. Sunset Captiva Community offers a list of incredible amenities including a community pool, community boat dock, deeded beach access, grilling areas, lush tropical landscaping, and new tennis and pickleball courts. There’s almost too much to keep the kids (and parents) busy. This community is one of the well-organized and family-oriented on Captiva. It’s also rental-friendly, offering one-week minimum rentals. This home has never been rented and offers great income potential. Elevated with a metal roof, and partial high-impact windows, this well-positioned property has had no damage from recent storms, according to the owner. All the best of island life awaits with this delightful Captiva home.



$1,750,000
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Captiva Palma Unrecorded Subdivision NEW

551 Gulf Ln, Captiva, FL 33924

Homes - 2,211 ft² / 2,211 ft² - 3 Carport

3 Bed / 3 Baths / Spa

Built 1986
Captiva Palma Unrecorded Subdivision Captiva Homes for Sale: A charming and dreamy beach side home with that New England character of shake siding and lots of French doors. Outside is a large wrap-around deck overlooking the gulf & the sunsets. Perfect area for entertaining, grilling and chilling. A hot tub is sunken into the back deck with views of the starry starry night sky. Upstairs' deck view is stunning. There are wide plank pine wood floors upstairs. The beach is just across the street with no structures blocking the views. The lot across the street is owned by Sanibel Captiva Conservancy. This a unique home. This homes is located on Upper Captiva Island with 3 restaurants, a private airstrip and 4 miles of white sand beach. Golf carts are the island transportation... no cars. Please make an appointment to see this beauty of a home.



$6,500,000
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Tarpon Bay At Captiva

11550 Paige Ct, Captiva, FL 33924

Homes - 4,129 ft² / 5,656 ft² - 2 Car Garage - 2 Carport

5+Den / 5 Baths / 2 Half / Pool / Spa

Built 1999
Tarpon Bay At Captiva Captiva Homes for Sale: On the serene shores of Captiva Island, in the exclusive community of Tarpon Bay, this gulf-front estate epitomizes luxury coastal living. Boasting gulf and bay access, residents here enjoy the best of both worlds, a private deeded beach for shell-seekers and direct access to Pine Island Sound for boating enthusiasts. The Key West-style architecture of the main home and attached guest house reflects the relaxed yet sophisticated ambiance of island living. Every detail speaks to the quality and craftsmanship expected in a home of this caliber, with numerous upgrades enhancing comfort and style. Adding convenience, a private elevator provides easy access between floors. Entertainment is effortless with a resort-style pool featuring a cascading spa, complemented by an expansive outdoor area ideal for gatherings and relaxation. Set on a sprawling one-acre home site, the property offers a tranquil park-like setting, perfect for enjoying the island's natural beauty and privacy. This gulf-front estate on Captiva Island not only offers luxurious living spaces and top-tier amenities but also provides unparalleled access to the Gulf. Welcome home!



$12,500,000
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Metes And Bounds

16530 Captiva Dr, Captiva, FL 33924

Homes - 5,843 ft² / 10,586 ft² - 3 Car Garage

5+Den / 5 Baths / 1 Half / Pool

Built 1956
Metes And Bounds Captiva Homes for Sale: The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.



$10,995,000
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South Seas Island Resort

941 South Seas Plantation Rd, Captiva, FL 33924

Homes - 3,152 ft² / 6,559 ft² - 3 Car Garage

3 Bed / 3 Baths / 1 Half / Pool

Built 1994
South Seas Plantation Resort South Seas Island Resort Captiva Homes for Sale: Rare opportunity to purchase a luxurious gulf front estate on Captiva Island within the gated resort community of South Seas Resort. This stunning coastal property offers 102’ of beach frontage with breathtaking sunsets and views of the Gulf of Mexico. Totally renovated and remodeled with new quality craftsmanship and attention to every detail. All new Interior furnishings and amenities include, striking quartzite countertops and custom solid wood cabinetry in the kitchen, coffee bar and master bathroom, beautiful wide plank wood floor throughout, custom ceiling details, private elevator, laundry w/ lots of storage, powder bath, 2 bedrooms w/ ensuite bathrooms, electric blinds and designer furnishings. The spacious kitchen features a gas Wolf range, beverage cooler, refrigerator, freezer, microwave, and dishwasher. Gorgeous views of the beach from the kitchen, dining and great room. The penthouse style primary bedroom features a sitting area, laundry, beautiful bathroom and private deck overlooking the Gulf which is perfect for enjoying a morning cup of coffee or evening star gazing with a tropical beverage. Multiple set of sliders lead to a huge outdoor deck featuring a refreshing main level swimming pool. The structure has concrete pilings, a new standing seam metal roof, impact windows and doors throughout, expansive circular driveway, tropical landscaping with pops of color and strategically designed low voltage lighting. There is an oversized two car garage with room for bikes, beach & fishing gear, a separate golf cart garage area, and an epoxy finish on the floor. The bonus area is fun for guests and a nice addition to the home! After sun and fun, enjoy the refreshing outdoor shower for a quick rinse before splashing in the pool. This home has it all ~ location and lifestyle!



$9,450,000
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Metes And Bounds

16777 Captiva Dr, Captiva, FL 33924

Homes - 5,346 ft² / 6,030 ft² - 3 Car Garage

6 or More / 6 Baths / 1 Half / Pool

Built 1989
Metes And Bounds Captiva Homes for Sale: 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.



$1,495,000
Increase*
$120K
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Captiva Shores Condo

15411 Captiva Dr # C6, Captiva, FL 33924

Condos - 1,189 ft² / 1,189 ft² - 1 Car Garage - 1 Carport

2 Bed / 2 Baths / Pool

Built 1981
Captiva Shores Condo Captiva Condos for Sale: Price increase as completion of renovations near completion. Capture the exclusive Captiva lifestyle within the gulf to bay community of Captiva Shores. The highly anticipated return of "Captiva Shores" is near so don't miss this remarkable opportunity. Experience spectacular sunrise and sunset views from this top floor/corner unit. One of the 4 two bedroom beachfront units within the complex that offers a private owners cabana and garage... Captiva Shores offers an intimate island experience of 21 units offering deeded beach access and private boat dockage, resort style pool area and private sewer system. Renovations are in process and timelines for completion are now available! Exceptional opportunity for a primary or seasonal residence in addition to a extraordinary investment opportunity.



$5,250,000
Decrease*
$1M
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Dickeys John R Subd

15899 Captiva Dr, Captiva, FL 33924

Homes - 2,897 ft² / 5,354 ft² - 3 Car Garage

4+Den / 3 Baths / Pool / Spa

Built 1998
Dickeys John R Subd Captiva Homes for Sale: 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.



$1,175,000
Decrease*
$75K
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Sunset Captiva

27 Urchin Ct, Captiva, FL 33924

Homes - 1,440 ft² / 1,959 ft²

2 Bed / 2 Baths / 1 Half

Built 1980
Sunset Captiva Captiva Homes for Sale: In the days of historic Captiva when cottages were all you needed because you spent your time outdoors fishing and visiting with neighbors, when Andy Rosse, Binder and Dickey were more than just funny names on street signs, life was simpler. Reminiscent of the old Captiva lifestyle, this Sunset Captiva cottage embodies the spirit of the island fishing camps synonymous with this area. Borrowing from the wisdom of old Florida construction, the pecky cypress siding is naturally resistant to decay and insects. The sprawling porches are the ideal backdrop for sharing an evening meal and relaxed conversation at end of a long day. Sunset Captiva offers one of the few options in the Captiva Village where a private owner or renter can keep a boat. Whether jumping on your boat for a day of restaurant hopping from Cabbage Key to Boca Grande, spending a leisurely afternoon fishing from the dock or getting some exercise paddleboarding in the gulf, Sunset Captiva has all the tropical watersports covered. If land-based sports are your preference, Sunset Captiva offers a pool, beach boardwalk, tennis courts and one of the island’s only community pickleball courts.



$7,400,000
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South Seas Island Resort

1127 Longifolia Ct, Captiva, FL 33924

Homes - 4,108 ft² / 5,672 ft² - 3 Car Garage

4 Bed / 4 Baths / Pool / Spa

Built 1997
South Seas Plantation Resort South Seas Island Resort Captiva Homes for Sale: Discover coastal luxury redefined in this magnificent Gulf-front residence nestled within the prestigious gate of South Seas Resort. This exceptional 4,121 sq ft haven seamlessly blends sophisticated design with breathtaking natural beauty, offering four thoughtfully appointed bedrooms. The heart of this coastal retreat showcases a kitchen adorned with premium finishes, including an elegant marble centerpiece workspace and professional grade Sub-Zero and top-tier appliances. The open concept living areas flow effortlessly into a screened lanai, creating an ideal setting for both intimate gatherings and grand entertaining. The primary bedroom suite presents a private sanctuary, complete with a sitting area and access to an expansive terrace overlooking the Gulf's sparkling waters. 3 additional en-suite bedrooms provide comfortable accommodations for family and guest, while an elevator ensures convenient accessibility through the residence. Step outside to discover your private oasis, featuring a beachside pool and spa. The 3-car garage offers ample space for vehicles and beach essentials, while the property's location on a tranquil sandy lane ensures privacy and serenity.



$1,395,000
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Captiva Hide-a-way Condo NEW

11410 Old Lodge Ln # 2c, Captiva, FL 33924

Condos - 1,200 ft² / 1,300 ft²

2 Bed / 2 Baths / Pool

Built 1975
Captiva Hide-a-way Condo Captiva Condos for Sale: Top floor bayfront penthouse, fully renovated and turnkey luxury. Atop the intimate Captiva Hide-A-Way enclave, Unit #2C is a rare penthouse offering that pairs sweeping bay views with uncompromising interior style. From its vaulted ceilings to the staircase that leads directly to the pool and docks below, this completely reimagined top-floor residence is the epitome of low-key luxury and waterfront ease. Go out onto your private lanai and take in the view—a long dock stretching into Captiva’s calm blue bay, framed by a single windswept coconut palm. It’s the kind of natural beauty that feels like a postcard, but it's your everyday backdrop. No detail was overlooked in this full-scale renovation. New hurricane-rated windows and doors, COREtec luxury vinyl plank flooring, LED puck lighting, solid-core interior doors, baseboards, crown molding and trim create a cohesive, elevated interior throughout. The custom kitchen is sleek and smart, with white shaker cabinetry featuring upgraded interiors, hidden plug mold outlets, full-height quartz backsplash, quartz counters and luxury appliances—including a built-in Sub-Zero refrigerator, glass induction cooktop, and GE Monogram wall oven, microwave and dishwasher. A dry bar with a double-height pantry adds function and flair. Behind the walls, everything is new—plumbing, electrical, air-conditioning ductwork and insulation—bringing peace of mind and energy efficiency. Custom closet systems in both bedrooms and bespoke built-ins in the primary suite maximize space with yacht-like precision. Turnkey perfection, offered fully furnished with high-end selections like a Natuzzi leather sofa, two swivel chairs and weather-resistant coastal outdoor furniture. The home includes a fully stocked kitchen with premium cookware and small appliances, plus new linens, towels, rugs and décor. Move in and start enjoying—everything is ready. Built stronger than ever, Captiva hide-a-way is an exclusive eight-unit community with on-site management and a deep sense of stewardship. Since the storm, the buildings have undergone a comprehensive structural overhaul. Roof trusses were reinforced with additional hurricane strapping, and new roofs were installed to meet the most current storm codes. Exterior walls have been waterproofed and upgraded with James Hardie concrete board-and-batten siding for beauty and long-term durability. Island amenities, just for you, staircase from the lanai to the newly landscaped tropical pool deck. Large bayfront pool with sweeping water views. Community dock with five slips and lifts—no waitlist. Weekly rentals allowed for maximum income potential. Pet-friendly community. On-site resident manager for convenience and security. Live effortlessly. Escape entirely. Whether you're looking for a personal island getaway, an investment property with premium rental potential or both, Unit #2C delivers unmatched quality, location and lifestyle on Captiva Island.



$1,850,000
Decrease*
$145K
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Castaway Key Unrecorded Subdivision

621 Rum Rd, Captiva, FL 33924

Homes - 2,481 ft² / 2,481 ft² - 3 Carport

3+Den / 3 Baths / 1 Half / Pool

Built 1997
Castaway Key Unrecorded Subdivision Captiva Homes for Sale: MAJOR PRICE REDUCTION. It's time to sell this Gorgeous home 3 bedroom + Den & 4 baths has everything you would like 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.



$23,000,000
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Metes And Bounds

16950 Captiva Dr, Captiva, FL 33924

Homes - 8,596 ft² / 16,495 ft² - 3 Car Garage

6 or More / 7 Baths / Pool / Spa

Built 2021
Metes And Bounds Captiva Homes for Sale: Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received the American Institute of Building Design’s (AIBD) prestigious American Residential Design Award (ARDA) in 2021. Conceptualized by the renowned Wayne Visbeen of Visbeen Architects, Bella Luna reflects the exceptional craftsmanship and innovative design for which the firm is celebrated. Known for collaborating with prestigious clients such as the Metropolitan Museum of Art, Martha Stewart, and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance the human experience through sophistication and functionality, creating intimate experiences in the grandeur of larger spaces. A 24-foot fully retractable wall of glass seamlessly unites the indoors with the 4,000-plus-square-foot outdoor entertainment deck featuring a 1,575-square-foot resort-style pool with 360-degree spillover spa and an impressive 48-foot negative edge waterfall wall accentuated by fountain bowls on either end. For entertaining poolside, the luxurious cabana-kitchen can connect to the adjacent primary kitchen by opening the wall of disappearing sliders. Embodying a commercial functionality with sophisticated quality, the kitchen is timelessly beautiful and practical for the professional chef or home cook featuring industry-leading appliances including 48-inch Wolf dual fuel range, Miele coffee machine, Sub-Zero refrigeration and freezer towers, and dual Cove dishwashers. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.



$4,900,000
Decrease*
$90K
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Metes And Bounds

15160 Captiva Dr, Captiva, FL 33924

Homes - 4,857 ft² / 8,901 ft² - 3 Car Garage

6 or More / 6 Baths / 1 Half / Pool / Spa

Built 2002
Metes And Bounds Captiva Homes for Sale: Experience the charm of Sandcastle, a stunning coastal estate with a unique reverse floor plan. This impressive 6-bedroom + den, 6.5-bath residence spans over 4,800 square feet, offering breathtaking bay views from its multi-level decks. Designed in Coastal Tuscan style, the home features luxurious touches throughout, including travertine floors in the living areas, wood floors in the bedrooms, and soaring 10+ ft ceilings with elegant crown molding. The spacious layout boasts multiple living rooms, en-suite bedrooms, an elevator, a morning kitchen, and a private in-law suite. The chef’s kitchen is a culinary dream, featuring a gas stove, stainless steel appliances, granite countertops with a breakfast bar, a walk-in pantry, custom wood cabinetry, an oversized sink, and a dedicated bar area. Enjoy the #IslandLifestyle with your private pool and spa, multiple covered and open patios, or a short walk to the beach. Sandcastle is conveniently located near the Village, renowned restaurants, and plenty of shopping, offering everything you need to embrace the #CaptivaLifestyle.



$1,395,000
Decrease*
$303K
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Captiva Shores Condo

15411 Captiva Dr # 3b, Captiva, FL 33924

Condos - 1,410 ft² / 1,410 ft² - 1 Car Garage

3 Bed / 2 Baths / 1 Half / Pool

Built 1981
Captiva Shores Condo Captiva Condos for Sale: Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call home on Captiva's premier Tween Waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deepwater direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is currently under construction and will be near completion next Fall. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is Captiva Village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach.  Projected Gross Revenue 2025 $143,718; 2026 $148,029; Captiva Shores is projected to be completed by end of 2024



$4,950,000
Decrease*
$400K
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Tichenors F H Silver King

16309 Captiva Dr, Captiva, FL 33924

Homes - 4,862 ft² / 9,785 ft² - 2 Car Garage

6 or More / 4 Baths / 1 Half / Pool

Built 1988
Tichenors F H Silver King Captiva Homes for Sale: This sprawling estate along Roosevelt Channel on Captiva's Gold Coast is as breathtaking as it is private. The modest shell drive, hidden by vegetation, is designated by a small sign that reads "Le Jardin" or "The Garden." Feel the tropical vegetation welcome you with palm trees, citrus groves and beautiful flowers as you make your way down the shell drive of this almost two-acre waterside estate. The first building you arrive at is a quaint guest cottage with a full kitchen, living room, bedroom and bath tucked away in the gardens and ideal for guests or caretakers. Venturing further down the winding shell drive takes you to the garage and storage building ideal for all your favorite modes of conveyance over land and water. Venturing further into the estate brings you to the beautiful pool house where beamed ceilings, a stone fireplace, and small kitchen and bedrooms surround a wonderful entertaining area with pool table or ping-pong table, dining area and living room, all off the large caged swimming pool. A beautiful roundabout ends at the three-story main house along the Roosevelt Channel. The beautiful Old Florida inspired home is tucked along the water offering gorgeous views from almost every room. The large kitchen with gas range is ideal for entertaining as friends and family gather beside the fireplace. The large porches are wonderful for watching all the wildlife the Roosevelt Channel hosts, including boats lazily floating by. Along the Channel you'll find your private dock and lift where a day of boating beckons you onto the tropical waters to fish, island hop or pop into a waterfront restaurant. You can also slide a kayak into the water and explore the natural and protected Buck Key just across the channel or enjoy a peaceful moment by the water under the shade of your thatched tiki hut. This is one of those rare properties where time stands still, and the fast pace of life is left by the entrance to your amazing garden.



$2,049,000
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Gores A M Subd

15200 Captiva Dr, Captiva, FL 33924

Homes - 1,280 ft² / 2,257 ft²

3+Den / 2 Baths / Pool / Spa

Built 1960
Gores A M Subd Captiva Homes for Sale: The history of Captiva Island is rich with stories of wonderful adventures, interesting characters and famous visitors. Interwoven in the fabric of Captiva, this wonderful home has played a part in what makes Captiva special. In the heart of the Captiva Village where it's just a short walk to the beaches, restaurants and marinas this wonderful home has been lovingly remodeled to preserve the charm of the Captiva of yesteryear while offering the touches of modern luxury that blend in an offering that is as timeless as it is tasteful. The inlaid wood vaulted ceilings help warm the natural light that floods through an abundance of windows that offer vistas of the blues of the home’s newest addition, the new pool, and glimpses of the bay beyond, with the greens of your tropical vegetation offering privacy and serenity. Relax on your front porch as masts of sailboats drift by in the distance just as they have for hundreds of years, each with its story to tell. Part of what makes Captiva captivating is the charm and quaint island feel where time stands still, and stress can't find you. This home is ready to be your muse and inspiration as you write your own tale and add a new chapter of adventures to the story that is the magic of Captiva.



$1,199,000
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Upper Captiva NEW

310 Pieces Of Eight, Captiva, FL 33924

Homes - 1,656 ft² / 2,496 ft² - 2 Carport

2 Bed / 3 Baths

Built 1992
Joses Hideaway Upper Captiva Captiva Homes for Sale: AN ISLAND TREASURE now Available! PRIME WATERFRONT HOME & COMMERCIALLY ZONED PARCEL PROPERTY WITH DIRECT GULF ACCESS FRONTAGE AND EXPANISVE DOCKAGE IN PLACE! Gorgeous Bay, Harbor, Canal, and Airstrip Views! North Captiva Island Business Location also with Views of Island Businesses and Residential Canal Front Homes. C1 ZONED! FANTASTIC Opportunity for your HOME, RENTAL AND/OR ISLAND BUSINESS OPPORTUNITY - a "BEST OF BOTH WORLDS" Type of Offering! SIMPLY AMAZING POSSIBILITIES can be had with this property. Currently Two Bedrooms and Three Full Baths. Two Floors of Living Area IDEAL with Two Separate Entrances to Each Floor allowing for a Multiple Use Floor Plan IF desired. Enclosed Interior Elevator Ground Level to Each Floor is in Place. Other Features Include: Original Owners, Quality Construction Builder, Stilt Home, Vaulted Ceilings, Two Interior Fireplaces, Multiple French Doors Throughout, Flexible Floor Plan to Add Additional Rooms Etc. with Both Floors Mirror Plan, Inside Laundry, Multiple Open Balconies, Exterior Finished Areas not included in Interior Square Footage, Solid Above Average Construction with 3 Inch Thick Tongue and Groove Solid Flooring Build Base per the Seller. Home and Docks may have some immediate repairs including Roof and Septic. Elevator, Door(s), Windows, Some Railings, Docks, HVAC, Well, Electric, Plumbing ETC. as inspected may need some repairs. Home and Docks are Being Sold AS IS. Awesome Dockage Capacity is for approximately 3, 4, PLUS Good Sized Boats with 132 Feet of Preexisting Dockage in Place per Tax Appraiser! Bonus Large Exterior Storage Shed. .33 Acres Lot. Under House and Covered Carports/Decking in place. Whole House Interior Photos are Coming Soon! This is Truly an Opportunity to Consider! HURRY to Inquire on this Unique and Very Rare North Captiva Island Commercial Opportunity!



$9,700,000
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Metes And Bounds

16770 Captiva Dr, Captiva, FL 33924

Homes - 4,134 ft² / 8,816 ft² - 3 Car Garage

5 Bed / 4 Baths / 1 Half / Pool / Spa

Built 1998
Metes And Bounds Captiva Homes for Sale: SOUTH HAVEN—Experience unparalleled tropical luxury at South Haven, a meticulously designed concrete piling home that seamlessly blends elegance and functionality. Recent enhancements include a fully remodeled kitchen, dining room, and primary bath, along with a 2023 roof replacement and premium finishes throughout. The main level features a sunlit foyer, guest accommodations, and dual guest retreats in a private wing. The redesigned kitchen boasts modern amenities and a bright dining nook, while the living room offers sweeping coastal views. Upstairs, the owner’s suite captivates with Gulf of America vistas, a stone-clad electric fireplace, and sophisticated woven flooring. The ground level includes a spacious garage and versatile spaces, all accessible via an elevator serving every level. Outside, Royal Palms frame the exquisitely designed pool area, complete with a sunbathing platform, covered dining, and lounging spaces. A beachside yard features a private cabana, landscaped greens, and a serene walkway to the shore. South Haven is the ultimate coastal retreat, offering exceptional craftsmanship, lush surroundings, and unforgettable sunsets.




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*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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