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$2,695,000
3 Beds ⋅ 2 Baths ⋅ 2026029280 MLS
Perfectly positioned on Sanibel Island's coveted east end, just one property from the Gulf, this exceptional custom-built coastal residence offers a rare combination of refined luxury, uncompromising construction, and an enviable island lifestyle. A private path leads directly to one of the world's most celebrated shelling beaches, while the coveted east-end location provides convenient on-and-off island access and a short stroll to the charming Lighthouse District with its boutiques, restaurants, and marina. Thoughtfully designed to embrace its extraordinary setting, the elevated home is built on concrete pilings and constructed to withstand Florida's coastal environment with impact-rated windows and doors, a standing seam metal roof, and durable Hardie siding and trim. From nearly every room, sweeping Gulf views create a breathtaking backdrop. The interior reflects timeless coastal sophistication, where soaring coffered vaulted ceilings, exquisite custom millwork, and solid-core 9-foot doors define the living spaces. Walls of glass welcome abundant natural light, seamlessly connecting elegant interiors with the beauty beyond. At the heart of the home, the chef's kitchen is both functional and stunning, appointed with premium appliances including a built-in refrigerator, French-door chef's oven, induction cooktop, and an expansive island designed for effortless entertaining. The elevated dining space is enveloped by mullioned glass and panoramic water views that transform every meal into an unforgettable experience. The expansive great room is filled with warmth and light, framed by spectacular Gulf vistas and beautifully detailed architectural finishes. Screened lanais at both the front and rear invite year-round indoor-outdoor living, where gentle sea breezes and the soothing sound of the surf create a setting of remarkable tranquility. Beyond, the private outdoor retreat centers around a custom heated pool and spa with a tranquil water feature and elegant travertine surround—an idyllic place to relax after a day on the beach or exploring the island by boat or bicycle. Completing the property is an oversized 6-plus-car garage, offering exceptional space for collectors, boating enthusiasts, golf carts, bicycles, and every necessity of the island lifestyle. Offering extraordinary craftsmanship, breathtaking Gulf views, direct beach access, and one of Sanibel's most desirable locations, this remarkable residence is more than a home—it is a legacy property where luxury, serenity, and the timeless beauty of island living exist in perfect harmony.

1114 Seagrape Lane, Sanibel
$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
$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 Street S, Fort Myers
$995,000
3 Beds ⋅ 3 Baths ⋅ 2026018531 MLS
Secluded private island Oasis tucked right in the middle of it All. This elevated 3/2 with a screened in pool area that has an attached fenced area is at the end of Sunset Circle with rear southern exposure for your swimming pleasure. Sit on your deck looking out the back and enjoy the seemingly endless natural land with all that nature has to offer. This elevated home has a 2 garage parking area with plenty of storage for your essentials and even more. This is a must see to understand all that it has to offer.

2130 Sunset Circle, Sanibel
$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
$24,950,000
6 Beds ⋅ 7 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 Drive, 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 Road, North Fort Myers
$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
$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 Metropolitan Museum of Art, Martha Stewart and Disney, Visbeen Architects brings the same level of artistry and attention to detail to residential projects, making this property a masterpiece of design and livability. Constructed to be a fortress of concrete and steel, the substantial nature of the structure is resilient yet refined. Employing hotel and hospitality design techniques, every detail was meticulously tailored to enhance 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 Drive, Captiva
$1,995,000
3 Beds ⋅ 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
$1,500,000
2 Beds ⋅ 3 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 Road, Sanibel
$1,090,000
4 Beds ⋅ 4 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 Drive, Sanibel
$9,700,000
5 Beds ⋅ 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 Drive, Captiva
$11,500,000
6 Beds ⋅ 8 Baths ⋅ 2025006303 MLS
Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access – a rarity that becomes more precious each year. This 6-bedroom, 7.5-bath masterpiece embraces Olde Florida architecture with modern comforts. Expansive screened and open porches invite seamless indoor-outdoor living, ideal for elegant entertaining or quiet evenings as the sun sets over the jeweled-toned waters of the Gulf. Step inside to soaring two-story coffered ceilings, a dramatic great room, and a gourmet kitchen designed for hosting at scale. Finishes include crown molding, hardwood floors, coastal-inspired décor, and multiple gathering spaces tailored for multi-generational living. The private top-floor primary suite features a fireplace, sitting area, and sweeping Gulf vistas. With an elevator, guest suites, a loft, and a flexible floor plan, this residence adapts effortlessly to families and guests alike. The outdoor living spaces are equally impressive, featuring a heated pool and spa, expansive decking, and direct access to Captiva's pristine Gulf beaches. Multiple covered and open terraces provide the perfect setting to enjoy spectacular sunsets and the island's legendary shelling opportunities right at your doorstep. Hardie board siding, impact-rated windows, and a whole-home generator provide beauty, function, and peace of mind. A rare opportunity to own one of Captiva's most iconic Gulf-front properties—whether as a private retreat, a showpiece for entertaining, or a legacy investment with proven returns. New roof, new A/C, new flooring, new appliances - completely remodeled like new.

17030 Captiva Drive, Captiva
$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
$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
$33,880,000
6 Beds ⋅ 8 Baths ⋅ 224050501 MLS
Welcome to Mandalay, an unparalleled sanctuary where refined luxury meets unspoiled nature on one of Florida’s most coveted stretches of beachfront. This is more than a home, it is a legacy estate where properties of this magnitude and caliber are truly special and rare. Step inside through a grand, gated entrance and experience the seamless blend of modern elegance and timeless coastal design. Built to commercial standards in 2009, this fortress-like estate is engineered to endure with custom Tischler windows and doors imported from Germany, capable of withstanding over 200 mph winds. Every detail has been meticulously curated, far exceeding Florida’s most rigorous building codes. The estate’s expansive layout was designed for effortless entertaining and luxurious day-to-day living. The chef’s kitchen is a culinary dream, boasting a full-size walk-in cooler, professional-grade appliances, a sprawling prep island, butler’s pantry, and a stunning full-service bar, all overlooking the Gulf of Mexico’s endless horizon. It's an entertainer’s paradise, offering unforgettable backdrops for gatherings both grand and intimate. The primary suite is a haven of serenity, featuring a cozy fireplace, private balcony, and spa-inspired ensuite complete with dual vanities, individual water closets, and a spa shower that redefines relaxation. Step outside to the resort-style pool, framed by a dramatic spillover waterfall, where a private path leads you to one of Sanibel Island’s most celebrated treasures, its white sandy beach. From sunrise meditations to sunset soirées and some of the BEST shelling in the country, every moment here is steeped in the magic of Gulf-front living. Mandalay is not just a home, it’s the epitome of coastal living, elevated to its highest expression. Whether you're seeking a private family compound, an elite retreat, or a trophy property, this offering is your once-in-a-lifetime invitation to own one of Florida’s most exclusive beachfront estates. Experience the pinnacle of privacy, prestige, and paradise... Mandalay awaits.

6111 Sanibel Captiva Road, Sanibel
$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