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$13,000,000
2026029362 MLS
Some places are discovered. Others are preserved. Only a select few become part of someone's legacy. Just beyond the shores of Captiva Island lies Buck Key—an extraordinary private island where untouched natural beauty, remarkable privacy, & limitless possibility converge. Opportunities of this magnitude have become exceedingly rare, making Buck Key one of the most compelling island offerings available anywhere in North America. Surrounded by the tranquil waters of Roosevelt Channel and Hurricane Hole, the island encompasses approximately 14 acres, highlighted by nearly 2,600 feet of shoreline, approximately 8.6 acres of uplands, a protected 10-acre lagoon, and a 13-foot construction-grade dock. Positioned within a remarkable 350-acre island sanctuary, Buck Key offers an unparalleled combination of seclusion and accessibility, just minutes from the restaurants, marinas, and world-renowned beaches of Captiva Island. This is not a property defined by what already exists—it is defined by what is possible. Imagine an architectural masterpiece rising above the mangroves. A private family compound passed from one generation to the next. A waterfront retreat designed entirely around your vision. Here, every sunrise arrives over protected coastal habitat, every evening concludes with Gulf sunsets, and every day offers boating, fishing, paddleboarding, kayaking, and the quiet luxury of complete privacy. In an era when waterfront land grows increasingly scarce and entitlement opportunities continue to diminish, Buck Key represents something that can no longer be replicated. It is a place where conservation and luxury coexist, where nature becomes the ultimate amenity, and where the opportunity to create something entirely bespoke remains remarkably intact. Legacy properties are seldom created. They are preserved, stewarded, and ultimately entrusted to those with the vision to recognize their significance. Buck Key is more than an island. It is an invitation to create something that will endure for generations.

Buck Key, Captiva

$4,350,000
5 Beds 5.5 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 DR, Captiva

$849,000
2026024248 MLS
Discover an extraordinary opportunity to create a legacy property in one of Sanibel Island’s captivating natural settings. Along the tranquil banks of Clam Bayou and encompassing nearly one acre of land, this exceptional homesite offers the ideal foundation for a custom waterfront residence designed to embrace the beauty, serenity and timeless allure of island living. Already enhanced with a cleared building site, an existing in-ground pool and a newly constructed private dock, the property is uniquely positioned to accelerate the journey from vision to reality. Here, every day begins with panoramic views across the protected waters of Clam Bayou, where mangrove islands rise from the landscape and an abundance of native wildlife creates an ever-changing natural spectacle. Beyond, glimpses of the Gulf waters complete a breathtaking backdrop that promises unforgettable sunsets and a profound connection to Sanibel’s celebrated coastal environment. Located within the ecological zone Upland Wetland (D2), the property offers approximately 25% allowable impervious coverage and 30% allowable developed-area coverage. Based upon the Lee County Property Appraiser’s reported lot size of 37,407 square feet, this equates to approximately 9,350 square feet of impervious area and approximately 11,222 square feet of developed area, providing remarkable flexibility for the design of a substantial custom residence and outdoor living environment. Whether your vision includes expansive terraces overlooking the bayou, walls of glass framing the surrounding natural beauty, a resort-inspired poolside retreat, guest accommodations or dedicated spaces for entertaining, this generous homesite presents a rare opportunity to design without compromise. New construction also offers the confidence and peace of mind that comes with modern engineering standards and the latest building codes, allowing you to create a home that is both beautiful and resilient. From your private dock, launch a paddleboard, kayak or small boat and explore the winding waterways that make Sanibel one of Florida’s most treasured island destinations. Spend your mornings gliding through quiet mangrove tunnels, your afternoons observing dolphins, manatees and shorebirds and your evenings enjoying the spectacular colors of the Gulf sky reflected across the bayou’s calm waters. Opportunities of this caliber are increasingly rare: a nearly one-acre waterfront homesite, thoughtfully prepared for development and surrounded by protected natural beauty. Here, the setting is inspiring, the possibilities are extraordinary and the lifestyle is unmistakably Sanibel.

5809 Sanibel Captiva RD, Sanibel

$6,995,000
6 Beds 4.5 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 DR, 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 DR, Bokeelia

$324,900
3 Beds 2 Baths 226020760 MLS
LOCATION, LOCATION, LOCATION! NO HOA, NO RESTRICTIONS, Welcome to 2303 Ben Street — a centrally located Fort Myers gem just approximately 5 minutes from Downtown Fort Myers and only about 10 minutes to I-75, making commuting and traveling throughout Southwest Florida incredibly convenient. Whether you’re heading downtown for dining and entertainment, commuting for work, or traveling to Southwest Florida International Airport (RSW), this location truly puts you close to everything. Built in 2022, this beautifully maintained 3-bedroom, 2-bathroom home offers modern construction, energy efficiency, and low-maintenance living. Designed as a green home, it helps keep electric and water costs more affordable while providing peace of mind with hurricane impact windows throughout. Inside, you’ll love the bright open-concept layout featuring beautiful tile flooring throughout, soft-close cabinetry, stainless steel appliances, and spacious living and dining areas perfect for entertaining or everyday living. Step outside to the newly screened-in lanai — the perfect place to relax and enjoy Florida evenings year-round. This home has been exceptionally cared for and offers the perfect combination of style, efficiency, and convenience in one of Fort Myers’ most accessible locations. Whether you’re searching for a primary residence, seasonal getaway, or investment opportunity, 2303 Ben Street is move-in ready and ready to impress.

2303 Ben ST S, Fort Myers

$450,000
2026020054 MLS
This exceptional riverfront property sits adjacent to the historic Swing Bridge in Old Fort Denaud near LaBelle, and is framed by several towering Live Oaks that create a majestic, storybook setting for your dream home. Facing true North, you can enjoy breathtaking sunrises and tranquil colorful sunsets over the river. The 1.27 acre lot has 150 feet of frontage on the freshwater Caloosahatchee River which is navigable from Port St Lucie on the Atlantic Ocean to Fort Myers on the Gulf. Approximately an hour from the Gulf by boat through the Franklin Locks, providing expansive freshwater and saltwater recreation and fishing. Entrance to the property is off Ft Denaud Bridge Way. Take a look today, this one won't last long.

75 Ft Denaud Bridge WAY, Labelle

$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 RD, Sanibel

$24,950,000
6 Beds 6.5 Baths 2026012050 MLS
Set on 4.55 acres at the very end of West Gulf Drive, known as Sanibel's prestigious Gold Coast, on a private cul-de-sac, this extraordinary beachfront estate offers 245 ft of direct Beach & Gulf frontage, exceptional privacy, and a caliber of craftsmanship rarely seen anywhere in SWFL. Built without compromise, and running parallel to the sunset, allowing the home to capture Sanibel’s legendary Gulf views & Sunsets. A rare legacy estate. Encompassing nearly 20,000 SF with 6 bedrooms, a private office, 6.5 baths, and white-sand beach & water views from every room. Grand in scale yet livable, conceived as a multigenerational coastal retreat, suited for intimate family life, extended guest stays, and entertaining. Professionally decorated & furnished, a reflection of craftsmanship. The great room is dramatic and refined, anchored by 3 custom Barlas Baylar chandeliers, a hand-carved Calacatta marble fireplace mantel, herringbone hickory floors, mahogany ceiling beams with integrated surround sound, and concealed air systems preserving clean architectural lines. A full-length illuminated bar with underlit crystal counters brings the ambiance of a private five-star lounge, while integrated Crestron & Lutron systems provide sophisticated control of lighting, media, comfort, and shade. A Chef’s kitchen & separate service kitchen are outfitted with Thermador Pro Appliances, custom cabinetry, designer hardware, and a full butler’s pantry, ideal for private chef service & entertaining. An elevator provides seamless access across levels, while a dumbwaiter offers discreet convenience for household needs. Custom hand-crafted doors highlight the home’s attention to detail. Built to exceptional standards, the residence features a copper roof w/ matching copper gutters, $1.4M in Hartman windows & doors, and full hurricane shutters for an exceptional level of coastal protection. The Primary Wing offers 2 Gulf-front suites and office. The primary suite features a fireplace, private balcony overlooking the Gulf, direct beach access, a morning kitchen, advanced security features, and an exceptional bath w/ indoor & outdoor showers, a steam shower, an extraordinary walk-in wardrobe, dedicated laundry, Toto toilets in every bathroom. Guest accommodations are designed to provide comfort & privacy, including a 3rd-level suite with breathtaking views of Sanibel’s celebrated sunsets. Beyond its principal living spaces, the home offers scale to have a private gym, spa, game room, and lifestyle spaces tailored to multigenerational living & extended guest stays. Outdoor living rivals a luxury resort, w/ a beachfront pool & spa, lap pool, outdoor kitchen, lounge pavilion with reclaimed wood & fireplace, and a beachside putting green. Additional lot separately available, offering the opportunity to expand or create a private compound. Framed by palms, Gulf breezes, and the sound of waves, this ultra-private residence is one of the most significant estates in Florida.

4405 W Gulf DR, Sanibel

$424,475
4 Beds 2 Baths 2026008140 MLS
COUNTRY FREEDOM LIFESTYLE......... HUGE modern kitchen designed for gatherings opens to a family room accented with recessed lighting and two backyard exits plus brand-new refrigerator. Private, peaceful country living on nearly 2 acres with no HOA or deed restrictions. This spacious Great Room Open concept home is built for entertaining and family life. Plus the 4-bedroom split floor plan offers abundant storage with double closets in the bedrooms and generous cabinetry throughout. A special handicap-accessible bathroom features special medicine cabinets which include interior mirrors, with the primary bathroom has a triple double mirrored cabinet. Large, modernized rooms showcase attractive ceramic tile floors for easy care. The indoor laundry/utility room has direct outdoor access, plumbing in place for a utility sink, and extra electric to support a freezer. The home has a newer permitted roof. Enjoy the front screened porch or back deck while watching birds singing and squirrels playing in your fenced yard at the end of a quiet street, minimizing traffic. Don't forget the barn with a concrete floor and extra-high roof accompanied by adjacent storage area besides a separate workshop provide room. GREAT place for horses, cattle, toys, or a business. Extremely quick access to Del Prado Extension (Mellow Rd), Slater Rd, Bayshore Rd and Pritchett Parkway to I-75 makes commuting and shopping extremely convenient. Nalle Grade Park is nearby, offering archery, charcoal grills, hiking trails, a pavilion and event space. Owner offers flexible financing. No bank financing required. Possible exchange for vehicles or other real estate. Live freely — bring your animals, park your RV, run a home business, or simply enjoy wide-open space without subdivision rules. Contact now to schedule a showing.

6870 Golden RD, North 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 4.5 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 DR, Sanibel

$18,900,000
6 Beds 7 Baths 2026006271 MLS
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 true 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 within the grandeur of larger spaces. A feature sheet is available detailing the extensive upgrades, features and breathtaking attributes.

16950 Captiva DR, Captiva

$1,995,000
3 Beds 4.5 Baths 2026001558 MLS
Custom designed and built with quality concrete construction, this three bedroom, four and a half bath residence lives like a private island retreat. Lush tropical landscaping and vibrant gardens frame the home, setting the tone before you even step inside. The great room is light, open, and elegant with marble floors, a wood burning fireplace, and a striking decorative glass window that anchors the space. Arched openings and thoughtful architectural details carry throughout, creating a home that feels refined yet relaxed. The gourmet kitchen is designed for both function and entertaining, featuring stainless steel appliances, custom cabinetry, granite countertops, a generous breakfast bar, pantry, and a butler’s station complete with wine cooler and ice maker. Just beyond, the family room offers custom-built ins and peaceful views of the Sanibel River, because even movie night should come with scenery. The primary suite is a private sanctuary filled with natural light and finished with crown molding, a walk-in closet, and a luxurious bath featuring a dressing table, dual vanities, a dramatic walk-in shower, and a separate soaking tub. Two additional guest bedrooms each offer ensuite baths, providing comfort and privacy for family and visitors alike. Indoor and outdoor living blend effortlessly as expansive glass doors open to a large, tiled lanai. The upper-level porch features a full outdoor kitchen with gas grill, sink, and refrigerator, making it easy to host sunset dinners overlooking the river. Below, the paver pool patio surrounds the heated pool and spa, delivering true resort style living with water views from every angle. All of this is perfectly positioned to offer serene riverfront living while being directly across the street from the beach. Quiet mornings on the water, afternoons by the pool, and sunsets over the Gulf. This home delivers the best of island living, inside and out.

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 DR, Captiva

$2,950,000
2026002902 MLS
This is your opportunity to own a high-visibility commercial lot in the heart of Sanibel. Located along the island’s main thoroughfare in the General Commercial (GC) district, this property offers exceptional exposure and strong traffic counts, making it an ideal site for a restaurant, retail space, or professional office. Formerly home to beloved local favorite Sweet Melissa’s Café, this site presents an exciting opportunity to bring new life to a well-known business location. For buyers with a restaurant vision, there is an option to obtain existing design plans, helping save significant time and expense in the redevelopment process. With frontage along the island’s walking and biking path and constant visibility to both incoming and outgoing traffic, this property delivers outstanding exposure for any business or investment. Centrally positioned in a pedestrian-friendly setting near shops, hotels, and island amenities, it offers an exceptional location for entrepreneurs and investors ready to make their mark on Sanibel’s commercial landscape. Don’t miss this rare opportunity to invest in one of Southwest Florida’s most sought-after island destinations.

1625 Periwinkle WAY, Sanibel

$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 RD, Sanibel

$5,000,000
2025026144 MLS
Absolutely stunning views from this beachside parcel on the coveted Gold Coast. Zoned Ecological Zone E-2 (Gulf Beach Ridge) with substantial depth and 106 ft of beach frontage, the property allows 25% impervious coverage and 30% total developed area, providing rare flexibility to create a magnificent Gulf-front home or private family compound by combining this parcel with 3517 West Gulf Drive. Preliminary measurements online show the parcel to contain roughly 1.65 acres. Buyer to verify all measurements. Unparalleled views of the Gulf’s azure waters and breathtaking sunsets await. Lush, mature vegetation enhances privacy while preserving the natural beauty of Sanibel Island. No deed restrictions. Buyer may build to suit.

3507 W Gulf DR, Sanibel

$11,500,000
2025026145 MLS
Unmatched Gulf-Front Opportunity on Sanibel’s Gold Coast: The most substantial remaining residential parcel on the coveted Gold Coast of West Gulf Drive, this exceptional Gulf-front property offers an impressive 224 feet of direct frontage along the Gulf of Mexico and a massive 43,503± sq. ft. development envelope. Lush, mature vegetation enhances privacy while preserving the natural beauty of Sanibel Island. Zoned Ecological Zone E-2 (Gulf Beach Ridge), the property allows 25% impervious coverage and 30% total developed area, providing rare flexibility to create a magnificent Gulf-front estate or private family compound. Unparalleled views of the Gulf’s azure waters and breathtaking sunsets await. An extraordinary opportunity exists to combine this parcel with the adjacent property at 3507 W. Gulf Drive, adding an additional 106 feet of Gulf frontage for a truly one-of-a-kind estate. 3517 West Gulf has been combined and may be re-subdivided if desired. Survey available. Harness one of the final opportunities on Sanibel Island to develop an iconic Gulf-front residence with supreme privacy at an exceptional scale. 3517 is over 3.3 acres and also has significant depth.

3517 W Gulf DR, Sanibel

$1,500,000
2 Beds 2.5 Baths 2025023759 MLS
Fully remodeled, custom-built, and offered fully furnished turnkey, this ultimate vacation retreat captures the rare feeling of being blissfully cast away—where a long, winding driveway lined with swaying palms gently disconnects you from the outside world. Sunsets unfold beautifully over Clam Bayou with the Gulf beyond, and direct water access makes this property exceptionally special—launch a kayak or boat from your private dock and reach one of Sanibel’s most secluded beaches in minutes, a truly rare island experience. Thoughtfully rebuilt from the ground up, the home’s architecture embodies an organic coastal modern aesthetic—entirely rebuilt to perfection and stunning inside and out—with clean, intentional lines softened by warm, natural materials inspired by the surrounding coastal environment. Designed for effortless enjoyment, the property offers incredible privacy, a spacious lot approximately 360 feet in length, and mature tropical landscaping that reinforces the feeling of an instant island getaway with simple, very low-maintenance living. The backyard sparkles as the sun reflects off the Bayou waters. Inside, soaring ceilings and abundant natural light create an airy, relaxed coastal ambiance, while exceptionally refined designer finishes reflect thoughtful craftsmanship throughout. All windows and doors are impact-rated, and a commercial-grade standing seam metal roof provides lasting durability and peace of mind. A screened porch sets the stage for sunset dining, while the back deck off the kitchen enjoys prized southwestern exposure—ideal for sunbathing, entertaining, or unwinding as the day fades. Wildlife sightings are part of everyday life, from bald eagles and ospreys overhead to endless fishing just steps from your door. Blissfully secluded yet just a short bike ride to Captiva, this is a truly rare opportunity to own a refined organic coastal retreat where architecture, nature, and island luxury exist in effortless harmony.

5801 Sanibel Captiva RD, Sanibel

$6,500,000
2025013467 MLS
Situated along the most coveted stretch of Captiva Island’s Gold Coast, this 100-foot beachfront lot presents a rare opportunity to start fresh on one of the most iconic shorelines in Southwest Florida. Recently cleared, the property is ready for your vision, whether that means designing a custom beachfront retreat from the ground up or creating something truly extraordinary by combining it with the adjacent 200-foot beachfront parcel and the 100-foot bayfront property across the street. Together, these offerings present the potential for a one-of-a-kind waterfront compound spanning over 5.25 acres with 300 feet on the Gulf of Mexico and 100 feet on the Bay. Cherished as part of a family estate for over 40 years, this location offers dune-wide beachfront, sweeping views, and a level of privacy and serenity that is unmatched. Whether built as a standalone sanctuary or envisioned as part of a grand, multi-property estate, this is a once-in-a-lifetime opportunity to create your own legacy on Captiva Island.

16548 Captiva DR, Captiva

$1,090,000
4 Beds 3.5 Baths 2025016110 MLS
Extraordinary Sanibel Estate Home Discover a one-of-a-kind property nestled between twin ponds and pristine conservation land. Located in Sanibel’s coveted West Gulf Drive neighborhood, this serene family home offers a perfect blend of privacy, comfort, and natural beauty — all just a short stroll from a deeded beach access. The main residence features three spacious king bedrooms, including a luxurious primary suite with a private sitting room/home office, double vanity, and walk-in shower. Two additional bedrooms share a Jack & Jill bath with dual vanities and Corian countertops. A separate guest cabana, connected by a lighted and covered walkway, offers a private queen suite — ideal for visitors or extended family. It would also make a wonderful a dedicated home studio. In the main house soaring vaulted ceilings and an airy, open-plan living area lead to a sun-drenched deck — perfect for al fresco dining, grilling, or simply relaxing while watching native wildlife. The cabana pool area is a tropical oasis, with a heated pool overlooking a peaceful pond. Thoughtfully updated, the home boasts ceramic tile flooring, Corian countertops , and modern kitchen appliances including an induction cooktop and circulating ceiling fans. A tankless water heater ensures on-demand hot water, while four individual cooling systems provide custom climate control year-round. Whether you're seeking a quiet sanctuary, a multigenerational layout, or a coastal getaway with room to entertain, this property is a rare find on Sanibel Island.

2999 Twin Ponds DR, Sanibel

$9,700,000
5 Beds 4.5 Baths 2025014681 MLS
This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures throughout. The main level welcomes you with a sun-filled foyer leading to multiple guest suites, including a dual guest wing for added privacy. The chef-inspired kitchen combines contemporary design with coastal warmth, opening to a bright dining alcove ideal for gatherings. The living room frames uninterrupted Gulf views, creating a serene backdrop for every moment. Upstairs, the owner’s suite commands sweeping ocean vistas and features a stone-clad electric fireplace, woven flooring, and a tranquil, spa-like ambiance. The ground level includes a spacious garage, flexible-use spaces, and elevator access to all floors for effortless convenience. Outdoors, the estate is graced by towering Royal Palms, a resort-style pool with sun shelf, and covered lounging and dining areas designed for relaxed entertaining. Beyond the pool, a private beachside yard with manicured greens, a seaside walkway, and a charming shorefront cabana completes the coastal experience. From its refined architecture to its breathtaking sunsets, South Haven stands as a true Captiva masterpiece—where every detail celebrates the art of island living.

16770 Captiva DR, Captiva

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

17030 Captiva DR, Captiva

$2,199,000
4 Beds 3.5 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 DR, Sanibel

$6,900,000
5 Beds 4.5 Baths 225026465 MLS
Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family. The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family. With 100 feet of pristine Gulf of Mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to Captiva’s renowned natural beauty. Additionally, there is an exclusive opportunity to acquire the adjacent 1.4-acre bayside estate, complete with an artist’s studio, home, private dock, and pool. This additional parcel further elevates the potential of this once-in-a-lifetime property offering. Don’t miss out on this exceptional piece of Captiva Island paradise!

16886 Captiva DR, Captiva

$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 DR, Captiva

$12,500,000
5 Beds 5.5 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 DR, 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 AVE, Bokeelia

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