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$10,900,000
5 Beds ⋅ 6 Baths ⋅ 2026022035 MLS
Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and lush, mature landscaping, this extraordinary estate is a rare opportunity to own one of Captiva’s most unique and artfully designed properties. A beautifully maintained private boardwalk winds through native foliage, offering quick and effortless access to Captiva’s world-renowned white sand beaches and turquoise waters. The oversized resort-style pool with integrated spa, and expansive covered lounge area creates the perfect environment for laid-back island living or upscale entertaining. Step inside through hand-crafted double doors by renowned sculptor Kim Brandell into a soaring great room, where floor-to-ceiling windows frame postcard-worthy views of the Gulf and surrounding nature. Natural light floods every corner, enhancing the home’s thoughtful architecture and elevated coastal feel. The gourmet kitchen is both functional and stylish, featuring high-end appliances, extensive counter space, a large walk-in pantry, and seamless flow into the main living areas. The spacious VIP suite offers the ultimate retreat—located just off the elevator, it features a private balcony, an expansive sitting/dressing room, floor-to-ceiling windows, and a luxurious bath complete with oversized shower, soaking tub, and custom mirrors. The home is spacious thru out offering private guest suites for your guest and family to enjoy. Additional highlights include concrete construction on pilings, estate zoning (with potential for additional dwellings), huge rec space, generous balcony and deck space on all levels, and panoramic Gulf views throughout. This is not just a home—it’s an experience. A rare blend of serenity, style, and superior design, tucked away in one of Captiva Island’s most coveted settings.

16730 Captiva Drive, Captiva
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 2026024474 MLS
Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

15161 Wiles Drive, Captiva
$6,995,000
6 Beds ⋅ 5 Baths ⋅ 2026023434 MLS
At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraordinary residential offerings. Encompassing more than an acre stretching seamlessly from Gulf to Bay, this private estate commands an exceptionally rare setting immersed in water, light and natural beauty from every direction. Beyond the gated entrance, a dramatic composition of architecture and landscape unfolds. A resort-style pool and spa, lush tropical grounds, and a private dock with boat lift create a lifestyle defined by effortless access to the open Gulf and protected waters of the bay. Few properties can claim such a remarkable dual-waterfront existence. Designed to celebrate its surroundings, the residence is a masterful blend of warmth, craftsmanship and connection to nature. Stunning flooring, beamed ceilings, and thoughtfully curated finishes create an atmosphere that is sophisticated and inviting. Expansive walls of impact-rated glass frame panoramic vistas at every turn, transforming the ever-changing interplay of sea, sky and light into living works of art. The grand living room serves as the heart of the home, anchored by a striking fireplace and framed by breathtaking waterfront panoramas. To the west, endless views of sugar white beaches, the shimmering Gulf and Captiva’s legendary sunsets unfold. To the east, Pine Island Sound, mangrove islands and dramatic coastal skies create an equally captivating backdrop. The kitchen blends timeless charm with modern functionality, featuring exceptional millwork, premium appliances and a unique wood-burning fireplace that lends an unexpected touch of character. Flowing seamlessly to the bayfront lanai, it invites leisurely mornings overlooking the water and unforgettable evenings gathered around the firepit beneath the stars. The primary suite is a retreat unlike any other. A central fireplace separates intimate living spaces connected by rich wood flooring designed to embrace the estate’s dual-waterfront setting. One side opens to a private balcony overlooking the Gulf, while the other captures mesmerizing bay views through a tranquil window seat. The spa-inspired bath has been beautifully updated and offers the rare luxury of spectacular water views. Serviced by a private elevator connecting all levels, each guest suite enjoys its unique perspective of the surrounding coastal landscape. Outside, a private dock extends into the bay, providing immediate access to world-class boating, fishing and island exploration, while a private path leads directly to Captiva’s famed beaches. A rare offering, this estate represents the pinnacle of island living, a place where architecture and nature exist in harmony, and where every sunrise and sunset unfolds over water. Rarely does a property capture the essence of Captiva so completely.

17201 Captiva Drive, Captiva
$629,000
3 Beds ⋅ 2 Baths ⋅ 2026021981 MLS
Serenity Cove, Waterfront 3 bedroom 2.5 baths on Large lot... FANTISIC VIEWS looking the entire length of the Canal with Direct access to Matlacha Pass and the Gulf of Mexico !!! Really "cool, artistic interior with unique Master bedroom floor and original Terrazzo, epoxy and floor tile flooring throughout the Home... Open Kitchen with dining bar, Stainless steel appliances with a fisher and Paykel dishwasher drawer, Granite, stainless steel and live edgewood countertops. New LED lighting throughout. Bluetooth speakers in the bathroom ceiling and other unique touches. Check out the lighting in the living area and the open Florida Room...Doors have their own style as does the entire home... Two porches, one off the master area and the other for guests, beautiful spot for coffee in the morning (and drinks at night), views of the entire Canal, the dock with Tiki Hut, boat ramp and the beautiful Florida Sun. The Garage is a very large two car or truck, (864 Sq ft) with 1/2 bath, plenty of room for shop/storage and other fun garage things !!! Roof New & permitted in 2021 The lot is a LARGE 110' X 170' (almost 1/2 Acre) property with palm and other trees on either side for your privacy and your SERENITY... This is a house you need to see... It's unique, artsy with style and very livable...AND GREAT WATER VIEWS ... Take a look today..

5387 Marina Drive, Bokeelia
$375,000
3 Beds ⋅ 3 Baths ⋅ 2026021867 MLS
Welcome to this spacious two-story home located in the desirable Village Woods at La Cita community. Offering 3 bedrooms plus a den, 2.5 bathrooms, and a versatile loft overlooking the first floor, this home provides flexible living spaces perfect for families, remote work, or entertaining. A standout feature is the attached air-conditioned bonus building currently used as a home office, creating the ideal private workspace or studio. The home also features a screened-in patio that can easily serve as a peaceful garden retreat or relaxing sitting area. Step outside to the expansive patio deck overlooking the community lake pond, where you can enjoy tranquil water views and outdoor gatherings year-round. Nestled among beautiful mature oak trees, Village Woods at La Cita offers charming sidewalks and a welcoming neighborhood atmosphere perfect for walking and enjoying the natural surroundings. This home combines comfort, functionality, and scenic outdoor living in one of the area’s most picturesque communities.

2825 La Cita Lane, Titusville
$3,900,000
4 Beds ⋅ 4 Baths ⋅ 2026014582 MLS
RARE Gulf-front opportunity at the very end of Sanibel Island before the Captiva bridge. This ~0.69-acre beachfront property offers unmatched privacy, panoramic Gulf views, and direct access to newly widened, renourished beaches in one of Southwest Florida’s most exclusive coastal locations. One of the most geographically unique locations on all of Sanibel Island, where the island ends, privacy begins, and the Gulf stretches endlessly before you. Positioned on an expansive ~0.69-acre Gulf-front homesite, this property sits at the westernmost edge of Sanibel before crossing into Captiva Island, offering a level of seclusion and prestige that is simply unmatched. This is more than a home, it’s a front-row seat to one of Florida’s most iconic coastal landscapes. Wake up to panoramic Gulf views, walk miles of sandy shoreline in either direction, and experience the rare quiet of a location where through-traffic disappears and nature takes over. Sanibel’s unique east-west orientation creates world-renowned beaches known for their abundance of shells, wildlife, and untouched beauty, attracting visitors from around the world. The beaches here are better than ever. Recent Sanibel beach renourishment efforts have dramatically widened and strengthened the shoreline, adding approximately 300,000 cubic yards of sand to rebuild and enhance the beach, creating a broader, more resilient coastline that not only elevates the natural beauty but serves as a protective buffer against storm surge. Whether envisioned as a private coastal retreat or a premier redevelopment opportunity, this property is defined by one thing above all else: Location. Location. Location.

6351 Sanibel Captiva Road, Sanibel
$265,000
3 Beds ⋅ 2 Baths ⋅ 2026011521 MLS
Looking for an affordable single-family home near Sanibel without expensive HOA fees or restrictive community rules? This is your opportunity! This well-maintained, turnkey furnished 3-bedroom, 2-bath home combines peace of mind with recent major improvements, including a new roof (2022), new Trane HVAC system (2024), and a brand-new Rheem 50-gallon water heater (June 2026). The seller has also proactively completed several maintenance improvements, including electrical safety upgrades and plumbing repairs, allowing future buyers to move forward with added confidence. Enjoy the freedom of NO HOA, giving you flexibility without monthly association fees or restrictive regulations. Situated on an oversized lot, the property offers plenty of room to enjoy the Florida lifestyle, whether you envision gardening, entertaining, or storing your boat, trailer, or recreational equipment. Inside, you'll find a comfortable and functional floor plan with abundant natural light, an updated kitchen with ample cabinetry and workspace, and a spacious screened lanai that extends your living area outdoors. Ideally located just minutes from Sanibel Island, Fort Myers Beach, shopping, restaurants, healthcare, marinas, and world-renowned Gulf beaches, this home is equally suited as a primary residence, seasonal getaway, or investment property. Being sold turnkey furnished for the seller's convenience, this move-in-ready home offers exceptional value with major system updates already completed, no HOA, and an unbeatable location close to everything Southwest Florida has to offer.

11771 Iona Road, Fort Myers
$1,113,000
4 Beds ⋅ 3 Baths ⋅ 2026006081 MLS
Navigate Florida's iconic waterways from Port St.Lucie on the Atlantic all the way to Fort Myers on the Gulf - right from your own backyard. This impressive 4 bedroom 3 bath home offers 2985 SF of beautifully finished living space, plus an additional 2500 SF basement, currently used as a workshop with a view, but can easily be transformed into more living space, a guest suite, or a fully separate apartment. Set on 2.5 Oak laden acres, the property also includes a 125' x 45' concrete slab, the perfect foundation for a Butler building, workshop, storage facility, or future expansion. With 130 feet of pristine frontage on the Caloosahatchee River, a boathouse and a dock, you'll enjoy effortless access to the water and endless opportunities for adventure. And the views - Sunrise to Sunset, every single day - are nothing short of spectacular. Step outside to outdoor living spaces galore, ideal for entertaining, relaxing, and soaking in the beauty of the riverfront lifestyle. A rare blend of space, freedom and waterfront living.

1209 County Rd 78, Labelle
$8,995,000
5 Beds ⋅ 5 Baths ⋅ 2026006746 MLS
Majestic Gulf-front estate located on West Gulf Drive, Sanibel Island’s most coveted and prestigious beachfront address. Widely regarded as the premier location on the island, West Gulf Drive offers expansive estate-sized parcels, exceptional privacy, no HOA restrictions, and some of the quietest, least-traveled beaches on Sanibel. For those seeking the finest beachfront living, this is simply where you want to be. Set back from both the road and the shoreline, the property enjoys a rare sense of seclusion while maintaining breathtaking, unobstructed Gulf of Mexico views and spectacular sunsets. Elevated for peace of mind, the approach is framed by lush, tropical landscaping that immediately sets the tone, private, serene, and resort-like from the moment you arrive. The residence blends Sanibel’s relaxed coastal charm with the refined architectural presence often associated with Palm Beach and Naples, elegant yet approachable, luxurious without pretense. Designed to function as a true home rather than a showpiece alone, the interior is warm, inviting, and ideal for entertaining, extended family stays, and memorable gatherings. Upon entry, the volume of the main living area is immediately felt, highlighted by soaring beam ceilings, remarkable architectural detailing, and exquisite millwork throughout. The design strikes a perfect balance between formal and casual, grand in scale yet comfortable and livable, with a flow that feels both intentional and effortless. Mediterranean-inspired architecture gives the home a timeless character, complemented by expansive indoor and outdoor living spaces. Multiple lanais and deck areas invite effortless Gulf-front living, while the tranquil, resort-style pool area offers a peaceful retreat with sweeping water views and unforgettable sunsets. This meticulously built estate includes luxury amenities expected at this caliber, including an elevator, multiple game and recreation rooms, wine room, theater, office, indoor and outdoor kitchens, and flexible spaces for optional additional bedrooms. Professionally decorated with custom-designed furnishings, the residence is offered fully appointed, creating a rare turnkey opportunity. A true family compound and legacy property, this extraordinary West Gulf Drive estate offers unmatched privacy, prestige, and livability in one of Sanibel Island’s most iconic beachfront settings.

3767 W Gulf Drive, Sanibel
$5,699,000
5 Beds ⋅ 4 Baths ⋅ 2026002529 MLS
A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo. The estate zoning with multifamily use sets this property apart for a custom legacy residence, multigenerational compound, or future redevelopment, while preserving the low density character of this stretch of Captiva Drive. Opportunities of this scale, frontage, and zoning are exceedingly limited and rarely come to market. A grandfathered shared bulkhead adds lasting value and provides direct bay access. Positioned among Captiva’s most notable properties, this estate parcel delivers exceptional value to renovate or explore redevelopment opportunities!

16632 Captiva Drive, Captiva
$995,000
2 Beds ⋅ 2 Baths ⋅ 2026001344 MLS
This is easy island living done right! Located on the West End of Sanibel Island along the edge of the Santiva neighborhood, this elevated two-bedroom, two-bath home sits on a private half-acre lot just steps from Blind Pass Beach, with the infamous Sanibel shared-use path right out front and quick access to both Captiva and Sanibel town centers. Best of all, the only land between you and the beach is a protected strip of SCCF conservation property—keeping your walk to the Gulf open, natural, and untouched. Enjoy the morning Gulf breeze with your coffee and wind down in the evening to the peaceful sound of waves lapping the shoreline. Inside, the home offers a relaxed coastal-casual design with high ceilings, luxury vinyl flooring, and bright, open living spaces that are comfortable and low-maintenance. The primary suite features a private bath and back patio, while the guest bedroom and bath are perfectly suited for guests and visitors. Outside, enjoy tropical views from the screened lanai or take advantage of the reimagined covered downstairs space—complete with new electrical and epoxy floors—ideal for entertaining or everyday island living. Sold fully furnished and loaded with recent upgrades including impact windows and doors, a new AC system with ductwork, LVP flooring throughout, and so much more-- all with the benefit of ample room for the home to grow on its oversized private lot. Walk, bike, beach, repeat—this is low-stress, high-reward island-time living!

6092 Sanibel Captiva Road, Sanibel
$4,749,000
6 Beds ⋅ 7 Baths ⋅ 2025024133 MLS
Experience the timeless coastal allure of 15160 Captiva Drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4,800 square feet of refined living space, blending elevated design with effortless island living. Crafted in Coastal-Tuscan style, the home showcases travertine flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #IslandLifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near Captiva Village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #CaptivaLifestyle.

15160 Captiva Drive, Captiva
$2,199,000
4 Beds ⋅ 4 Baths ⋅ 225037092 MLS
Amid the untouched landscapes of Sanibel Island, where nature and architecture quietly coexist, lies a rare estate designed not just to respect its surroundings but to elevate them. Casa de Joewood is more than a home, it is a refined expression of place, purpose and preservation. Set nearly an acre deep along the edge of Sanibel’s protected Gulfside Park, this private retreat is veiled from the road, offering seclusion and soul-stirring proximity to nature. The home's orientation, expertly imagined by architect Joyce Owens and realized by architect Edgar Burton, follows the arc of the sun and the rhythm of the seasons. Crafted with hurricane-rated concrete construction in 2016, impact glass and a standing seam metal roof, it is at once resilient and resolute. Within, the architecture unfolds with deliberate grace. A reverse floor plan raises the kitchen, great room, dining room and lanai to the treetops, capturing sunlight and Gulf breezes. The treetop elevation of the main floor and an abundance of windows capture the spectacular Gulf views to the south and in the other directions, views of the tropical hammock preserve lands and the island beyond. English oak engineered floors add warmth, while an elevator connects every level with ease. Each element of the home invites the outdoors in, calm, sun-soaked and endlessly serene. Perhaps the most poetic feature of Casa de Joewood is what lives just outside its walls. Named for the endangered Joewood Trees that flourish here, Sanibel’s symbolic plant and a rarity throughout the state. The home’s grounds are a living gallery of native flora and fauna. A gopher tortoise burrow is among match weed, osprey return to the nesting pole each season and butterflies emerge quietly from their stone-hinged chrysalises in the sculptural gardens. This is more than landscaping, it is habitat, heritage and homage. Deeded beach access, a gas-heated pool with elevated equipment and artisanal furnishings curated for the space complete the offering. Offered mostly furnished, this is a rare opportunity to own a legacy estate that aligns environmental stewardship with architectural artistry.

2190 Camino Del Mar Drive, Sanibel
$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
$350,000
3 Beds ⋅ 2 Baths ⋅ 225022211 MLS
Fantastic rental income opportunity! This property includes your very own deeded, DIRECT Gulf-access dock conveniently located right across the street. You're just a short drive to the Marina and the Lazy Flamingo, and only steps from the Lavender Landing boat ramp—making boat launches quick and effortless. Inside, you’ll find a beautifully renovated home with a strong income history. The fully finished lower level has been transformed into a separate 1,020 sq. ft. apartment, perfect for guests or maximizing rental potential. Bokeelia, located on the North side of Pine Island is a true escape—known for its peaceful atmosphere, world-class fishing, stunning natural beauty, and laid-back coastal lifestyle. Whether you're seeking tranquility, boating adventures, or a charming island community, this location delivers it all.

7431 Barrancas Avenue, Bokeelia
$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
$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