Refine Search
Map
Sort by
$12,500,000
5 Beds ⋅ 6 Baths ⋅ 225024734 MLS
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.

16530 Captiva Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.
$1,430,000
3 Beds ⋅ 3 Baths ⋅ 225049758 MLS
A charming and dreamy beach side home with that New England character of shake vinyl 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 and a wonderful place to catch the sunset over the Gulf. 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. The past hurricane caused no damage to the house and there was no flooding of the property. It sits on a high ridge that runs along the shoreline. 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.

551 Gulf Lane, Captiva

Courtesy of Islander Realty

Selling Office: .

$1,350,000
2 Beds ⋅ 2 Baths ⋅ 225061405 MLS
Welcome to Sunset Captiva, a small community nestled in Captiva's "Village". This Gulf to Bay community offers private deeded beach access to the sugar sand and shell strewn beaches of Captiva and community docks with water and electricity for your convenience after a day of fishing in Pine Island Sound. Enjoy the sparkling community pool, BBQ grills with picnic tables and pickleball/tennis courts. Walk to shopping, island restaurants with live entertainment and the marina. This island getaway has 2 bedrooms, 2 baths and a loft. New A/C 2024, New Roof 2023, newly painted exterior and new engineered hardwood floors. Enjoy the 2nd floor private sundeck directly off the spacious primary suite. Open kitchen design with stainless steel appliances and Corian counters. Great room with vaulted ceilings and a large screen enclosed lanai. Impact windows and doors. Home is being sold furnished and is move-in ready.

33 Urchin Court, Captiva

Courtesy of Michael Saunders & Company

Selling Office: .

$2,512,000
4 Beds ⋅ 4 Baths ⋅ 225008088 MLS
Welcome to your dream beach house on desired Captiva Island! Just two parcels from the pristine sands of the gulf, this stunning four-bedroom, four-bath home offers the ideal blend of luxury, relaxation and income potential. With a spacious open floor plan and soaring coffered ceilings in the great room, this property is designed to impress at every turn. Enjoy breathtaking gulf views from the expansive rooftop sundeck, ideal for watching sunsets or soaking up the sun in privacy. Southern exposure ensures ample natural light throughout the day, creating a warm and inviting atmosphere. The property features a beautiful pool, ideal for a refreshing dip after a day at the beach. Whether you're looking for a private getaway or an income-generating investment, this home has it all, offering potential excellent returns through weekly rentals. In the heart of the Captiva Village, you're just moments from the beach, dining, shopping and all the charm this renowned island has to offer. Don't miss your chance to own this beachside oasis with incredible potential.

11547 Laika Lane, Captiva

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$1,675,000
4 Beds ⋅ 5 Baths ⋅ 223043553 MLS
Once in a lifetime opportunity to own a piece of paradise! Only accessible by boat, this house is on a rare beach to bay lot with a dock. The fishing is truly world-class, and the boating opportunities are endless. The dock leads you to a completely restored 4 bedroom, 4 and 1/2 bath home on the exclusive southern end of North Captiva. The home sleeps 10 comfortably and the views of the ocean and white sand beaches are breathtaking. Natural lighting is abundant with impact windows and a brand-new standing seam roof. Each bedroom has an en-suite bathroom, and the upstairs has an amazing 360 degree view of the ocean and island. The home has a new and state-of-the-art Schneider 18kW solar system, Discovery lithium batteries, and a back-up 24kW Kohler LP generator. The home also has a reverse osmosis water filtration system and updated solar panels. The property is truly an escape from everyday life and an incredible opportunity. No passport needed for this island oasis!

12637 S Banks Drive, Captiva

Courtesy of CD Real Estate of SWFL LLC

Selling Office: .

$259,000
1 Beds ⋅ 2 Baths ⋅ 224049044 MLS
A blank slate to make yours! Contractor is ready to go! Make your selections! Gorgeous views of the marina and Pine Island Sounds! Your neighbors are osprey, dolphins, and manatees! Easy to show! Agents, see notes.

4110 Bayside Villas, Captiva

Courtesy of Royal Shell Real Estate, Inc.

Selling Office: .

$3,125,000
3 Beds ⋅ 4 Baths ⋅ 225019730 MLS
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!

16891 Captiva Drive, Captiva

Courtesy of Kingfisher Real Estate, Inc.

Selling Office: .

$12,000,000
223058783 MLS
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!

16280 Captiva Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.
$1,499,000
3 Beds ⋅ 3 Baths ⋅ 224090726 MLS
One of the Newest Homes recently built on North Captiva! Just completed in 2022, this home still feels pristine and like brand new! Built to the latest wind codes and with upgraded interior fixtures, decor, and finish. This 3 bedroom and 3 bath home is located directly on North Captiva's private airstrip, offering excellent access for pilots as well as scenic views of the Gulf and Bay. The reverse floorplan of this home even offers views from the lower bedroom level as you gaze across the green space of the airstrip to the beaches at either end. The master suite offers a full en suite bath with a walk-in shower, private commode room, double sinks, and a large dressing room/closet. A large laundry space is conveniently located between the bedrooms. Two more exquisitely decorated guest bedrooms share a hallway bath with a deep soaking tub/shower combo. The upper level will impress with its large open-concept kitchen, dining, and living space open to the large covered and screened outdoor porch. The kitchen's central island will become the heart of your home, with dining spots on each side of the island. This kitchen offers a full pantry, quartz countertops, stainless steel appliances, large amounts of storage space, seating, and more. You have views of the bay right from a cozy coffee corner table, while the sparkling waters of the gulf are just outside your sliding glass doors. Enjoy the sunsets from your top-level lookout tower just off the living area. The private elevator rises from your ground-level entrance space and storage garage to the first and second levels of the home for your convenience and comfort. If you have been looking for a newer, move-in home on North Captiva, this is the one! Don't miss it!

4500 Seair Lane, Captiva

Courtesy of Resort Properties Internationa
$270,000
1 Beds ⋅ 1 Baths ⋅ 225056715 MLS
A Captiva Find—Furnished, Priced Right, and Steps from the Village. Set at approximately 26.52°N, 82.19°W—better known as Captiva Island—this furnished 1-bedroom, 1-bath condo sits on the second floor of the NOW KNOWN AS “Captiva Resort Villas”, in the resort’s southern enclave. It’s an easy stroll to the heart of Captiva Village, with shops, dining, and even your morning Starbucks within reach. Inside, you’ll find breezy coastal décor and durable luxury vinyl plank flooring. The living area flows to a screened lanai through impact-rated sliders, perfect for letting in those Gulf breezes. Nothing over the top here—just a comfortable, functional island spot that does what it’s meant to: deliver a laid-back retreat with income potential. Here’s the kicker: it’s offered fully furnished and priced to sell—more than 25% below the last 2025 Captiva Resort Villa sale in this very building, on this very floor. Beyond your door, the best of Captiva calls: shell-strewn beaches, mangrove kayaking, dolphin-spotted sunsets, and bike rides along winding island roads. Or, if you’d rather, just plant your toes in the sand and let the Gulf do the work. This isn’t a “wow-palace,” but it is a solid Captiva escape at a smart price point. Whether you’re looking to tuck away for yourself or tap into rental demand, this South Seas retreat is waiting.

3126 Tennis Villas, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

$4,800,000
3 Beds ⋅ 3 Baths ⋅ 225029219 MLS
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.
$5,950,000
5 Beds ⋅ 7 Baths ⋅ 225018787 MLS
The BEST value on Captiva! Located in Zone X—no flood insurance required, this exceptional one-acre gulf-front estate offers the rare combination of direct beach frontage and a private deeded boat slip, delivering the ultimate beach-and-boating lifestyle. Set along the serene shores of Captiva Island within the exclusive enclave of Tarpon Bay, this property epitomizes luxury coastal living. Residents enjoy both gulf and bay access, including a private deeded beach ideal for shelling and sunsets, along with direct access to the Gulf, truly the best of both worlds. The main residence and attached guest house feature timeless Key West–style architecture, perfectly complementing the relaxed yet sophisticated island atmosphere. Every detail reflects superior quality and craftsmanship, with numerous upgrades enhancing comfort, style, and functionality. A private elevator provides convenient access between levels. Designed for entertaining, the outdoor living area showcases a resort-style pool with cascading spa, surrounded by expansive spaces ideal for gatherings or quiet relaxation. The sprawling one-acre homesite offers a tranquil, park-like setting with exceptional privacy, allowing you to fully embrace Captiva’s natural beauty. This extraordinary gulf-front estate delivers luxurious living spaces, premier amenities, and unparalleled access to the Gulf, making it a truly rare offering on Captiva Island.

11550 Paige Court, Captiva

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$5,250,000
4 Beds ⋅ 3 Baths ⋅ 225013345 MLS
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.

15899 Captiva Drive, Captiva

Courtesy of Royal Shell Real Estate, Inc.
$635,000
2 Beds ⋅ 2 Baths ⋅ 225023664 MLS
Unit 603 at Marina Villas, located on the north end of South Seas Plantation, is one of just 40 residences in the complex. This freshly painted condo features cottage-style furnishings, impact glass windows and doors, tile floors, and plantation shutters throughout. The kitchen and baths have been updated, and a new A/C system was installed in 2023 with a 10-year warranty. Community upgrades include new metal roofs and exterior paint in 2023. Residents enjoy a heated pool (with shaded cabana under construction for summer 2025), golf cart parking, and beach access directly across the street. Owners may keep a pet and join the waitlist for dock leases. Not in the resort program, this unit offers maximum flexibility - ideal as a second home, rental, or resort property. A great opportunity at a fantastic price!

603 Marina Villas, Captiva

Courtesy of Royal Shell Real Estate, Inc.

Selling Office: .

$850,000
2 Beds ⋅ 3 Baths ⋅ 225006304 MLS
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.

27 Urchin Court, Captiva

Courtesy of Premier Sotheby's Int'l Realty

Selling Office: .

$2,900,000
4 Beds ⋅ 4 Baths ⋅ 225052602 MLS
Village By the Sea is a small enclave of seven custom homes nestled in the Heart of Captiva's "Village" and just steps from the beach. Enjoy Olde Florida architecture including a lovely front porch with partial Gulf Views, hard wood floors throughout, volume ceilings, open floor plan and a new metal roof 2025. The great room offers a wonderful gathering place for family and friends and an updated/refurbished gas fireplace. Wonderful kitchen with new LG Stainless Steel appliances, Corian counters and everything you need and want to entertain. Enjoy a large dining table and family room for gathering around the activities in the kitchen that opens to a spacious screen enclosed lanai overlooking the completely refurbished/new heated pool, spa and surrounding deck. The primary suite sits on the main living level and has plenty of space including a sitting/office area, a built-in make-up vanity and opens to the screen enclosed lanai. The primary bathroom has a glass shower, whirlpool tub, double sinks and a walk-in closet. The split floor plan allows privacy for family and guests and 2 second floor bedroom ensuites that share a private sundeck overlooking the backyard and pool area. This home is being sold fully furnished and turnkey. Take a short stroll to the beach to enjoy fantastic shelling, sugar sand beaches and spectacular sunsets. Living in the Village puts everything you need and want just steps away, great restaurants including the Mucky Duck, shopping, Bailey's Island store and night time entertainment. Captiva island is rich in history and family traditions. This house has been lovingly used mainly by family and friends. Rented minimally.

11533 Andy Rosse Lane, Captiva

Courtesy of Michael Saunders & Company

Selling Office: .

$1,286,000
3 Beds ⋅ 2 Baths ⋅ 224057325 MLS
Live Your Best Island Life on Captiva! Welcome to your dream getaway in this beautifully updated, turnkey Key West-style home located in the heart of Captiva Island! Nestled in the charming Sunset Captiva community lined with brick-paver streets, this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? You’re in luck! Ask about immediate availability for the brand-new HOA-maintained boat docks. Island Living Meets Modern Comfort, spend your days relaxing in the oversized, heated resort-style pool. The community also features pickleball and tennis courts, gas grills, and a scenic boardwalk that leads you to the sugar-white sands of Captiva Beach. Enjoy a 2023-updated kitchen featuring sleek quartz countertops and stainless-steel appliances. With a new roof, HVAC, and water heater installed the same year, you can move in with confidence and peace of mind. The spacious great room showcases soaring vaulted ceilings, a cozy fireplace, and stylish tile and LVT flooring throughout. Retreat to the Upstairs Sanctuary and spacious primary suite with private balcony, perfect for sunrises, sunsets, or stargazing. A versatile loft area adds even more flexible living space. With tropical vibes all around, Multiple lanais (both screened and open) invite you to enjoy Florida’s warm, tropical breezes year-round. Whether you're savoring a quiet morning coffee or hosting friends under the stars, this home is designed to maximize outdoor living. Location, Lifestyle, and Lucrative Opportunity. Just a short walk or golf cart ride away is the vibrant Captiva Village, where you’ll find dining, shopping, and live music. And don’t forget to catch the stunning sunsets over the Gulf of Mexico! Bonus: This home has a proven track record as a successful vacation rental—with solid income in the past two years and bookings lined up for the rest of 2025 into 2026! This is more than a home—it’s an experience. Schedule your private showing today

57 Sandpiper Court, Captiva

Courtesy of The Agency Naples

Selling Office: .

$9,450,000
6 Beds ⋅ 7 Baths ⋅ 224082961 MLS
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.

16777 Captiva Drive, Captiva

Courtesy of Kingfisher Real Estate, Inc.
$375,000
1 Beds ⋅ 1 Baths ⋅ 225058564 MLS
Luxurious, Designer Remodel in South Seas Resort – Captiva Island Discover an unparalleled ownership opportunity in one of Florida’s most iconic destinations—South Seas Resort on Captiva Island. This private, newly remodeled personal vacation residence is located within the heart of this 330-acre wildlife preserve and coastal paradise. Excellent investment opportunity Based on seller analysis and market research, this property stands among the highest-producing rentals in Sanibel and Captiva at this price point. Expected to generate over $50,000 in rental income this year. Professionally managed, the unit is well-maintained and offers a high-end guest experience with luxury amenities. Buyer may continue with current management, choose their own, or explore the resort rental program, subject to terms. Seller will attempt to relocate reservations; any that cannot be relocated must be honored by the buyer. Completely gutted and professionally redesigned with over $125,000 in high-end upgrades, this turnkey property was reimagined for comfort, luxury, and style— designed to be a personal haven. Every finish and fixture was carefully curated, creating a one-of-a-kind sanctuary just steps from white-sand beaches and Captiva Village. Interior Highlights: Custom layout with redesigned master suite and relocated custom closet Bespoke built-in coffee bar and designer mirror installations that enhance depth and light Luxury Italian tile & upgraded glass shower door in spa-style bath Solid wood cabinetry, quartz countertops, Emtek hardware, and polished nickel & brass finishes All-new HVAC system (air handler, condenser, ducts, and WiFi thermostat) and new hot water heater Custom mirrored doors to amplify natural light and openness Thoughtfully selected designer furnishings from Pottery Barn, Williams Sonoma, Serena & Lily, and more New luxury mattress, custom electrical panel cover, and countless high-end details Step onto your private lanai with tranquil tropical views, where the serenity of island life surrounds you. Walk or bike to the best of Captiva Village—a vibrant, walkable hub featuring iconic restaurants like The Bubble Room, Old Captiva House, RC Otter’s, and The Mucky Duck (returning soon). Stroll to beaches, enjoy live music, or explore by golf cart for the full island experience. Excellent Investment or Seasonal Living Opportunity: Whether you’re seeking a premium income-producing asset or a luxurious seasonal escape, this property delivers. Ideal for snowbirds or part-time residents looking for a stylish, worry-free retreat in a rapidly appreciating resort communityInvestment Potential: This home is a rare blend of resort living, custom luxury, and income potential—offered fully furnished and move-in ready. With the South Seas Resort renaissance underway, this is an ideal time to secure a piece of paradise.

3113 Tennis Villas, Captiva

Courtesy of DomainRealty.com LLC

Selling Office: .

$1,499,000
2 Beds ⋅ 2 Baths ⋅ 224020201 MLS
Sunset Captiva Harbor Side offers a rare chance to own in one of Captiva’s most unique Gulf-to-Bay communities, perfectly situated in the heart of historic Captiva Village. This coveted location blends exceptional value with sweeping views of Pine Island Sound, Buck Key, and abundant island wildlife. As the only community in the Village offering full amenities, Sunset Captiva delivers an unmatched island lifestyle. This newly remodeled residence features luxury finishes throughout, with two spacious bedrooms and open, airy living areas designed for effortless coastal living. Highlights include deep-water dockage, a community pool, tennis and pickleball, elevator access, and a private boardwalk leading directly to the Gulf. The boutique 10-unit complex also provides a ground-floor storage area large enough for a golf cart—an island essential. Offered fully furnished and turnkey, this property is ideal as a private retreat, income-producing rental, or smart investment. With its prime location, elevated design, and resort-style amenities, Sunset Captiva Harbor Side is your opportunity to claim a true piece of paradise.

15123 Captiva Drive Unit 103, Captiva

Courtesy of Kingfisher Real Estate, Inc.
$2,700,000
4 Beds ⋅ 4 Baths ⋅ 225021478 MLS
Unlock the enchantment of Beach Home 29, an appealing 4-bed+loft, free-standing, dual-level residence overlooking the Gulf and sandy shores. Designed with an open-concept layout, the home offering over 3,000 Square Feet features beadboard wood kitchen cabinetry, stainless steel appliances, tile flooring and coastal furnishings—a perfect blend for the tropical Captiva Island setting. The spacious great room, with walls of sliding glass doors, seamlessly connects to the Gulf-front outdoor living spaces, creating a breezy, coastal vibe. Multi-level decking and a screened lanai offer panoramic views, ideal for soaking in sunsets or hosting alfresco dinners. The home’s classic, cohesive design is complemented by warm country coastal elements that add character and comfort throughout. Located in an exclusive, low-density community of only 33 homes, residents enjoy direct beach access, three community pools, BBQ areas, & tennis/pickleball courts. Embrace the ultimate coastal lifestyle at Beach Home 29—where timeless design meets beachfront serenity.

29 Beach Homes, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

$285,000
1 Beds ⋅ 2 Baths ⋅ 225018400 MLS
Incredible investment opportunity to buy on Captiva Island with this fantastic one-bedroom, two-bathroom villa in Bayside Villas at World Renowned South Seas Resort. Located in a sought-after community with the ability to offerdaily rentals, this meticulously maintained property is already enrolled in a successful rental program, making it an excellent income-generating opportunity. Inside, the villa you will enjoy pristine finishes, with contemporary flooring, solid surface countertops, and tasteful coastal-inspired accents throughout. The open layout creates a spacious, inviting atmosphere that maximizes comfort and style. Step out onto your private balcony and enjoy peaceful bay views, offering the perfect spot for relaxation after a day at the beach or exploring Captiva’s vibrant village. With easy access to world-class beaches, dining, and shopping inside and outside the resort, this villa is ideally located forthose seeking both tranquility and adventure. Bayside Villas offers onsite amenities including a huge pool, spa, parking, and an assigned storage locker. The resort amenities are spectacular with docking for your boat, scenic golf coarse, multiple water parks, lots of dining opportunities, world class beaches, spa, and so much more.Whether you're looking for a vacation retreat or an investment property, this villa is an exceptional choice. Your slice of paradise is waiting!

5124 Bayside Villas Unit 5124, Captiva

Courtesy of Royal Shell Real Estate, Inc.

Selling Office: .

$7,900,000
6 Beds ⋅ 9 Baths ⋅ 225008480 MLS
Discover the pinnacle of private Gulf-front living along Captiva Island’s exclusive Gold Coast. This magnificent gated estate is a rare and extraordinary beachfront sanctuary, offering a seamless blend of seclusion, sophistication, and breathtaking natural beauty. Set on a one-of-a-kind parcel with direct access to Captiva’s pristine sugar-sand beaches, this remarkable family compound delivers an unrivaled connection to the turquoise waters of the Gulf of Mexico and awe-inspiring sunsets. The grand main residence boasts six bedrooms and six-and-a-half baths, each crafted with exquisite architectural details and unparalleled craftsmanship. A two-story great room with soaring coffered ceilings, a gas fireplace, and panoramic Gulf views creates a dramatic yet inviting atmosphere. The formal dining room is elegantly appointed, while the gourmet kitchen is a chef’s dream, fully equipped with top-tier appliances and custom finishes. A one-of-a-kind, hand-painted private elevator adds an artistic touch to this coastal masterpiece. Designed for both privacy and indulgence, each bedroom suite features private balconies and screened lanais, providing serene Gulf breezes and unobstructed sunset views. The primary retreat is a sanctuary unto itself, offering his-and-her spa-inspired baths, a soaking tub, dual showers, double vanities, a morning bar, and expansive walk-in closets. Step onto your private screened lanai and take in the breathtaking ocean vistas as the waves roll onto the shore. An expansive coquina stone veranda surrounds the heated saltwater pool and spa, creating the perfect setting for luxurious outdoor living and entertaining. Six conveniently placed laundry rooms add to the home’s seamless functionality. The oversized two-car garage offers massive storage beneath the home for added convenience. A charming guest cottage enhances the estate, featuring two en-suite bedrooms, a full kitchen with breakfast bar, a spacious living area, and a private covered terrace. Additional amenities include two garages at the guest house, a large workshop, and ample storage space for all your island essentials. This exclusive beachfront oasis embodies the epitome of island luxury. Whether you seek a private sanctuary or an entertainer’s dream retreat, this Captiva estate is truly a rare gem that exceeds expectations....your paradise awaits. PROPERTY CAN BE PURCHASED WITH 16475 CAPTIVA DRIVE FOR A RARE GULF TO BAY OPPORTUNITY!

16486/488 Captiva Drive, Captiva

Courtesy of Douglas Elliman Florida,LLC

Selling Office: .

$1,560,000
1 Beds ⋅ 1 Baths ⋅ 225009330 MLS
Presenting a once-in-a-lifetime opportunity to purchase a premium .21 acre property on Andy Rosse Lane, located in the bustling center of Captiva Island’s renowned retail and dining district. Situated in one of the island’s most highly trafficked areas, this property offers unparalleled exposure to both tourists and residents, high-end clientele, and day-trippers. Currently operating on the property is a small office offering excellent visibility with a convenient cottage in the rear, in the most ideal spot for retail, office or other commercial ventures, or an ideal opportunity to reconstruct a brand new, luxury single dwelling unit. Purchase opportunities on Captiva, especially on Andy Rosse Lane, are exceptionally rare and highly coveted. Andy Rosse Lane is known as the heartbeat of Captiva Island, with its vibrant atmosphere, proximity to luxury vacation rentals, and steady flow of foot traffic. This property places you in the middle of it all, surrounded by popular restaurants, boutiques, art galleries, and upscale businesses. The infrequency of listings in this area, combined with its prime location and exceptional growth potential, cannot be overstated. Located in proximity to Sanibel, Pine Island and Fort Myers Beach and in the immediate vicinity of Sunshine Seafood, RC Otters Island Eats, Keylime Bistro, Bubble Room, Latte Da, The Island Store, The Shirley Allen Boutique, YOLO Watersports, and more. Also nearby is the South Seas Resort, McCarthy's Marina, Jensen's Marina & Cottages, Tween Waters Island Resort & Marina in addition to Captiva Square.

11526 Andy Rosse Lane, Captiva

Courtesy of LSI Companies Inc.

Selling Office: .

$10,000,000
4 Beds ⋅ 6 Baths ⋅ 224105230 MLS
Captiva!!

16310 Captiva Drive, Captiva

Courtesy of Kingfisher Real Estate, Inc.

Selling Office: .

$910,000
3 Beds ⋅ 2 Baths ⋅ 224083813 MLS
Situated mid-street on Wightman Lane, this prime location offers quick access to the beach, just a shortstroll away. Previously known as Rick's Retreat, this was a highly popular weekly rental, and its landvalue is undeniable. The home has been remediated, allowing new owners the option to either renovatefor immediate rental potential or start fresh and build their custom Captiva retreat. Wightman Lane is atrue gem, offering easy access to Captiva’s best restaurants, shops, and attractions—all easily exploredby golf cart. This is an exceptional opportunity to invest in one of the island's most desirable locationswith endless possibilities.

11527 Wightman Lane, Captiva

Courtesy of Royal Shell Real Estate, Inc.

Selling Office: .

$2,300,000
4 Beds ⋅ 4 Baths ⋅ 224075844 MLS
MOTIVATED SELLER HAS IMPROVED THE PRICE OF PARADISE! This SUCCESSFUL RENTAL INVESTMENT can produce revenue or, can be YOUR OWN PRIVATE OASIS! Schedule your private showing of "BIRD OF PARADISE!" Beautiful Beach vibes throughout welcome you into this bright and airy Chalet style beach home. Enjoy your new Baer's Living Room Furniture offering a peaceful Island feel. It also includes a re-upholstered, Tommy Bahama Dining room set that seats 8 comfortably. This is an entertainer's dream. As a very successful vacation Rental, it also provides a great investment opportunity. This Captiva, turnkey home, is spacious with vaulted ceilings and plenty of outdoor living space. 4 BR/4BA offers privacy for guests. 3 of the Bedrooms have a private bathroom including the lower bedroom which an efficiency suite. It sleeps 10 with plenty of room for both indoor and outdoor entertaining. The heated pool, pool table,ping pong table and outside grill offer guests a break from the beach (As if you'd want a break from the beach). Only 2 houses from beach access. This is an amazing home on magnificent Captiva Island. Please watch the videos for a full virtual experience. Sellers have made several improvements including, a new roof over the grilling area, kitchen backsplash, kitchen lanai has BRAND NEW LINOLEUM TILE, New guest-room kitchenette, new septic system and irrigation system. New mini split A/C is installed in 4th bedroom on first floor. Exterior deck was recently redone with a solid stain. Seeing is believing! This home could be yours. Please enjoy the videos and schedule a private showing to see for yourself. NO HURRICANE DAMAGE!

11525 Chapin Lane, Captiva

Courtesy of Re/Max Sunshine

Selling Office: .

$9,675,000
5 Beds ⋅ 5 Baths ⋅ 224058110 MLS
SOSIANNA - the epitome of coastal luxury! This stunning 5-bedroom+Den, 4.5-bathroom home, is situated within the gates of South Seas Resort. Masterfully designed and renovated, this residence features only the finest materials and finishes. Enjoy the durability and style of a standing seam aluminum roof, Hardie board siding, and hurricane-rated impact windows. The property also includes a commercial 45kW generator, aluminum railings, multi-level decks and premium composite decking. Inside, savor panoramic Gulf views from your spacious living areas adorned white oak wood flooring, shaker wood cabinetry, and linear fireplace. The culinary kitchen boasts quanta quartz waterfall island and countertops, Blue Wave glass backsplash, Audra Pendant lighting, premium appliances including beverage cooler and drawers. Coastal side den exudes tailor-made cabinetry, Bastian over-size chandelier, and stunning vistas! The guest suite is beyond the elevator providing its own privacy wing. Meticulously crafted landscaping and lighting for an impeccably manicured ambiance combined with security cameras. Situated on one of the most coveted private streets, this property offers unparalleled proximity to the beach, complete with a private pool, tennis courts, and pickleball courts. Despite the serene privacy, you're just steps from the beach and minutes from renowned restaurants, retail shops, and a variety of outdoor activities. Embrace coastal living at its finest in this exquisite Captiva home.

1119 Schefflera Court, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

$400,000
1 Beds ⋅ 1 Baths ⋅ 224058174 MLS
Experience the coastal allure of this reimagined corner South Seas Villas condo, expertly renovated by Island contractor Estate Management Construction. This furnished 1-bedroom, 1-bathroom epitomizes a resort lifestyle and the advantages of income producing. The thoughtfully redesigned floor plan features an open kitchen with a pass-through, a widened center island, an expanded bathroom and vanity area, and a reconfigured bedroom. Premium finishes include a quartz countertop island, wide-plank luxury vinyl flooring, space saving stainless steel appliances, impact-rated sliding glass doors, a floor-to-ceiling tiled walk-in shower, hardwood shaker doors, and coastal contemporary furnishings, wall art along with decorative accessories. Immerse yourself within the gates of South Seas Resort, enjoying South Seas Villas Association community pool, sunning deck, pergola, and barbeques. A close proximity to Captiva’s sandy beaches, the charming Village of Captiva, retail shops, Starbucks and restaurants. This one-of-a-kind redesigned condo is a rare treasure, seamlessly combining luxury with the finest aspects of island living.

3120 Tennis Villas, Captiva

Courtesy of John R. Wood Properties

Selling Office: .

$745,000
3 Beds ⋅ 3 Baths ⋅ 224049680 MLS
Looking for Paradise at a great price? Amazing 3 bedroom+1 Den/ 2.5 bathroom 2-story home with a private POOL on the gorgeous, highly desirable North Captiva Island off of Florida's beautiful west coast! Only a short walk away to the Gulf's sandy beaches. Built in 2000 on 15-ft stilts to protect the home from harsh weather, but still located on the higher and dryer part of the island! Walk upstairs from the lower carport and onto a spacious wooden deck to get to the first floor of the home. All bedrooms and laundry hookups are located on the first floor- as well as an extra room that can be used as a Den or office. The kitchen, living room and half-bathroom are located on the second floor- as well as a large screened-in lanai with treetop views facing towards the ocean! Glistening, heated inground pool installed in 2014. NEW 2023 METAL ROOF replaced after the storm- some repairs needed (please see remarks or text agent) This is a great opportunity if you're looking for a serene and quiet home, or even a short-term rental investment -the North Captiva Island club offers optional rental management making the rent process stress-free.

4541 Oyster Shell Drive, Captiva

Courtesy of LoKation

Selling Office: .

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MLS Now and updated as of . Real estate listings held by brokerage firms other than Coldwell Banker Realty are marked with the Internet Data Exchange logo and detailed information about them includes the name of the listing broker(s).
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All information provided is deemed reliable but is not guaranteed and should be independently verified. © 2026 MLS Now. All Rights Reserved.