SI01 - Sanibel Island Homes with Boating Community Type

Welcome to Sanibel Island, a tropical paradise nestled in Lee County, Florida. Known for its stunning sunsets, pristine beaches, and abundant wildlife, Sanibel is a haven for those seeking a tranquil lifestyle intertwined with nature. This charming barrier island is not only famous for its shell-covered shores but also for its commitment to preserving its natural beauty, making it a unique destination for residents and visitors alike.

For boating enthusiasts, Sanibel Island offers an exceptional community lifestyle. Homes in this boating community are designed to provide easy access to the sparkling waters of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and stepping out onto your private dock, ready to embark on a day of fishing, kayaking, or simply cruising along the picturesque coastline. The boating lifestyle here is not just a pastime; it’s a way of life that fosters connection with nature and the vibrant marine ecosystem that surrounds the island.

Sanibel’s real estate market features a variety of homes that cater to diverse tastes and preferences, from luxurious waterfront estates to charming beach cottages. Each property is thoughtfully designed to enhance the island experience, with many offering stunning views and direct access to the water. Living in a boating community on Sanibel Island means enjoying a close-knit atmosphere where neighbors become friends, and every day feels like a vacation.

Discover the allure of Sanibel Island and the exceptional boating community it offers. Your dream home awaits amidst the beauty of this enchanting island paradise!

Newest SI01 - Sanibel Island Homes with Boating Community Type

$1,495,000

3 Beds ⋅ 2.5 Baths ⋅ 2026010063 MLS

791 Sand Dollar Drive presents an exceptional opportunity to create your ideal Sanibel retreat. Positioned on a large canal in the desirable Shell Harbor neighborhood, this elevated two-story home enjoys sought-after southern exposure, an open-concept floor plan with expansive windows that flood the living spaces with natural light while framing peaceful canal views. The spacious, raised living area flows seamlessly to the porch overlooking the pool and wide canal beyond, creating an ideal setting for indoor-outdoor island living. Outside, enjoy a private pool, a spacious dock, and two boat lifts providing effortless access to the Gulf. The thoughtfully designed floor plan offers three bedrooms and two-and-a-half baths, including a private primary suite that occupies the entire upper level and features an updated bathroom. This beautiful space also offers access to two upper-level decks. Guest bedrooms on the main living level provide comfort and privacy for family and visitors. This elevated home with a new roof, impact resistant windows and hurricane shutters on the lanai add to the home’s beauty and will help give you peace of mind. Deeded beach access is just a short stroll away, offering the best of both waterfront living and Sanibel's beautiful beaches. Perfectly positioned on Sanibel's sought-after east end, the property offers convenient on-and-off island access while remaining just minutes from shopping, dining, and the island's renowned beaches. A spacious garage and generous bonus space provide endless possibilities, while the home's setting and layout create a rare opportunity to customize a waterfront residence in one of Sanibel's most coveted neighborhoods. Extraordinary sunsets and generations of memories await you at 791 Sand Dollar Drive!

791 Sand Dollar DR, Sanibel

$387,000

2 Beds ⋅ 1 Baths ⋅ 2026024841 MLS ⋅ Tennisplace BLDG.

Wake up to breathtaking canal views, gentle coastal breezes, and dolphins and manatees gliding by from this beautifully positioned second-floor end residence at Tennisplace. Ideally located at the end of the community, this move-in-ready, turnkey furnished condo offers privacy, panoramic water views, and the effortless island lifestyle you've been dreaming of. Perfectly situated on Sanibel's east end, Tennisplace provides quick on-and-off island access while placing you just moments from bayside beaches, waterfront dining, shopping, and miles of scenic bike paths. It's the ideal island getaway for Southwest Florida residents who live off-island but have always dreamed of owning their own weekend retreat—escape the traffic, leave the mainland behind, and enjoy boating, shelling, beach walks, and spectacular sunsets whenever you choose. Life at Tennisplace is all about enjoying the outdoors. Relax by the heated pool, play a match of tennis or pickleball, launch your kayak or paddleboard, stroll to the deeded beach access, or set out from Tennisplace dockage with direct Gulf access. Dockage is equipped with water and electricity, making it easy to spend your days on the water. Recent community improvements include new roofs, freshly painted buildings, and a brand-new dock system, while the absence of current assessments provides added peace of mind. Whether you're looking for a full-time residence, a seasonal escape, the perfect weekend retreat, or an investor-friendly vacation rental, this exceptional waterfront property offers everything you need to embrace the Sanibel lifestyle. Your island paradise is waiting.

1250 Tennisplace CT Unit E22, Sanibel

$1,999,000

3 Beds ⋅ 4 Baths ⋅ 2026027258 MLS

Discover a stunning, waterfront retreat, likely the highest ground-level home in the neighborhood. Designed for luxury and peace of mind, this outstanding property had no water intrusion during hurricanes Milton and Helene, according to the owner, offering security in a prime coastal location. Completely remodeled and thoughtfully designed for the ultimate Florida lifestyle, this three-bedroom, three-bath home, with a dedicated office/den, is ideal for entertaining. High-end finishes elevate every space, from elegant electric fireplace in the living room to custom built-ins in the family room. The spacious, open-concept kitchen is a chef’s dream, featuring high-end appliances, a gas range, and a large island ideal for gathering with friends and family. The private main suite is a tranquil oasis, boasting abundant natural light and serene water views. Its luxurious en-suite bath offers a custom shower, dual vanities and a large walk-in closet with built-in shelving. The spa-like guest bath, complete with dual vanities and a Jacuzzi tub, ensures comfort and indulgence for visitors. Outdoor living takes center stage with a beautifully enclosed pool area, ideal for year-round enjoyment and alfresco entertaining, all while soaking in breathtaking water views. Boating enthusiasts will love the deepwater, 150-plus-foot-wide canal, over 100 feet of seawall and private wrap-around dock with a 16,000-pound lift. easily accommodating a 14-foot-wide vessel. With no bridges to navigate, you’ll be just minutes from open bay waters. Amid lush, native landscaping, the expansive grounds create a peaceful, park-like setting. This is more than a home, it’s a lifestyle. Don’t miss the opportunity to own this exceptional waterfront gem.

1674 Sabal Palm DR, Sanibel

$3,200,000

4 Beds ⋅ 4 Baths ⋅ 2026026714 MLS

Welcome to one of Shell Harbor's finest canal lots — completely transformed and ready for its next chapter. This stunning 4-bedroom plus den, 4-bath home on Sanibel's coveted east end has been newly elevated and fully renovated, delivering the perfect fusion of modern resilience and island luxury. Perched on a prime corner lot in a quiet cul-de-sac, the property commands an impressive stretch of canal frontage with sweeping multi-canal views, made all the more dramatic by its elevated position. Below, an oversized dock and boat lift offer seamless access to San Carlos Bay and the Gulf of Mexico — a true boater's paradise. Inside, the great room serves as the heart of the home — sun-drenched, open-concept, and anchored by a handsome tray ceiling. The gourmet kitchen impresses with quartz countertops, a spacious center island, and high-end appliances, while elegant light tile flooring flows effortlessly throughout. Every bedroom is generously proportioned and paired with its own private bath, and the custom bunk room is a showstopper that family and guests will love. Step outside and the magic continues. Panoramic screens frame the water views from every angle, blurring the line between indoors and out in true Sanibel style. The composite deck overlooks an oversized sparkling pool — an ideal setting for sunset dinners or quiet mornings watching the manatees drift by. The large lower level provides opportunity for ample storage and parking with sliders out to the pool deck. A meandering stone path leads you down to the composite deck — a generous, sun-kissed retreat designed for lingering. Whether you're settling in for a long al fresco dinner, watching the boats glide past, or simply soaking in the canal views as the day winds down, this space invites you to slow down and savor every moment of island living at its finest Deeded beach access with a private parking lot is just steps away, and the east end location means easy on-and-off island access with close proximity to the bike path, shops, and restaurants. Move-in ready, fully elevated, and impeccably renovated — opportunities like this on Sanibel's finest canal lots are extraordinarily rare. Don't miss your chance to make this island dream your own.

954 Whelk DR, Sanibel

$2,800,000

5 Beds ⋅ 4 Baths ⋅ 2026027616 MLS

Welcome to 1048 Kings Crown Drive, a remarkable waterfront residence designed by renowned Sanibel architect Joe St. Cyr. Located in the private beach-access community of Shell Harbor on Sanibel’s coveted East End, this elevated 5-bed, 4-bath home offers an exceptional blend of architectural pedigree, luxury finishes, and waterfront living. Perfectly positioned for convenient on-and-off island access while maintaining privacy and tranquility, the home showcases St. Cyr’s signature appreciation for natural light, island breezes, and seamless indoor-outdoor living. Over the past few years, every aspect of the interior has been updated, blending timeless island architecture with sophisticated modern luxury. Meticulous attention to detail is evident —from dramatic shiplap ceilings and designer lighting to exquisite finishes and curated tile selections. The result is a stunning coastal retreat that feels both refined & welcoming. At the heart of the home, on the elevated main living level, a spectacular chef’s kitchen features a striking oversized mitered-edge island with seating for six. Culinary enthusiasts will appreciate the professional dual-fuel Thermador six-burner range with griddle, an expansive main oven, and warming oven. Additional highlights include a full-height integrated wine refrigerator, built-in Miele coffee station, & abundant floor-to-ceiling custom cabinetry. Telescoping windows and doors create a seamless connection between indoor and outdoor living, while a pass-through counter opens to an outdoor breakfast and cocktail bar, making entertaining effortless. Expansive windows frame tranquil canal views, where dolphins and manatees are frequent visitors and can often be spotted from the kitchen, living areas, and primary suite. This level also features a private guest suite with a beautifully appointed ensuite bath, a two-sided fireplace anchoring an intimate sitting area, and an oversized great room designed for effortless entertaining. Occupying a privileged position on the third living level, the luxurious primary suite offers tranquil canal views, a spacious walk-in closet, and a spa-inspired bath. Designer finishes include a freestanding soaking tub, oversized walk-in shower with multiple shower heads, a stunning Palecek chandelier, backlit vanity mirrors, and a beautifully crafted custom oak vanity. The third level also features three generous, light-filled guest bedrooms, all with private balcony access, two additional designer baths, and a convenient laundry area. The fourth-floor bonus room is wrapped in windows showcasing sweeping island views. Currently utilized as a media and lounge space, this flexible area could easily serve as a home office. Set on a fenced double lot, the property features an oversized swimming pool, private dock, and 10,000-pound lift. Residents of Shell Harbor enjoy private gated beach access just a short bike ride away. This exceptional residence offers the very best in Sanibel Living!

1048 Kings Crown DR, Sanibel

$699,000

2026024053 MLS

Unrealized Potential are two words that perfectly describe Sanibel & Captiva's LOWEST PRICED Gulf-Access buildable lot! With approximately 105' on the water, it's begging for a center console out back. If your boating needs include more width, depth, or no bridges to open water, the marina is literally across the street! Walkable distance to multiple beach access points including the renowned Lighthouse Beach. Avoid the hustle and bustle of Sanibel's seasonal traffic and live the East-Island life - less than a half mile to reach Causeway Blvd for easy on/off island trips! Zoning allows for 30% impermeable development and 35% total developed area. A lifetime of memories is waiting....

1084 S Yachtsman DR, Sanibel

$349,900

1 Beds ⋅ 1 Baths ⋅ 2026021600 MLS ⋅ Tennisplace BLDG.

This charming Sanibel condominium is the beach retreat buyers wait for. This turnkey one-bedroom getaway offers effortless island living at an exceptional value, a rare opportunity in today’s market. Even more impressive, weekly rentals are permitted and managed by an on-island firm. This is an outstanding investment opportunity as well as a personal escape, and it's at a great price point for the island. Sold fully furnished and move-in ready, the condominium features new flooring throughout, views overlooking the community pool and a private front porch ideal for relaxing after a day at the beach. Boating enthusiasts will appreciate deepwater Gulf access, while deeded beach access with parking makes enjoying Sanibel’s world-famous shoreline easy and convenient. Immaculately maintained and ideally positioned just moments from the pool, this property combines coastal charm, income potential and island convenience in one exceptional package. Currently the only condominium available for sale in the community, this is a rare chance to secure your slice of paradise, whether for personal enjoyment, rental income or both.

1250 Tennisplace CT Unit D33, Sanibel

$2,450,000

4 Beds ⋅ 3 Baths ⋅ 2026021393 MLS

There are homes that impress, and there are homes that linger in memory long after the visit is over. The difference is often found in the details, the subtle nuances that quietly elevate a property from exceptional to irreplaceable. Along Sanibel Island’s desirable east end, this remarkable waterfront retreat is defined by those rare distinctions. Tucked away along the charming, tree-lined stretch of Anchor Drive, one of Sanibel’s sought-after streets, the setting alone is extraordinary. Unlike many island roads that simply end at the water, Anchor Drive transitions into a picturesque brick-paver lane leading to a private footbridge that gently crosses the canal and delivers residents directly to beach access beyond. It is a feature few properties on the island can claim, an effortless connection between boating and beach lifestyles, where morning bike rides to the Gulf and sunset visits along the sand become part of everyday life. Positioned at one of the desirable locations along the street, this exceptional residence commands a breathtaking setting where a serene mangrove-lined canal meets a wide sea walled canal, creating panoramic and breathtaking water vistas. With an impressive 180 feet of canal frontage, the property offers not only extraordinary privacy and scenery but also enhanced maneuverability, expanded dockage and direct boating advantages. The substantial private dock and lift can accommodate significantly larger vessels than most neighboring properties, delivering a yachter’s lifestyle with wonderful Gulf access. Surrounded by lush tropical landscaping and enveloped in complete privacy, the home itself has been beautifully reimagined through an extensive remodel that blends refined island elegance with relaxed coastal sophistication. Thoughtfully curated interiors are complemented by designer furnishings, inviting gathering spaces and richly appointed finishes throughout. Expanses of beautiful flooring guide you through multiple living and sitting areas designed equally for intimate relaxation and effortless entertaining. At the center of the home, a stunning chef’s kitchen with an expansive island serves as the natural focal point, seamlessly connecting the interiors to the spectacular outdoor setting beyond. Walls of impact glass draw the eye outward to the screened pool enclosure, tranquil waterways and swaying tropical landscape, creating a constant sense of connection to the island’s natural beauty. This is more than a waterfront home. It is a rare convergence of location, boating access, beach proximity, privacy and lifestyle, the kind of property whose value reveals itself not in a single feature but in the extraordinary way every element comes together.

738 Anchor DR, Sanibel

$1,399,000

3 Beds ⋅ 3 Baths ⋅ 2026019065 MLS

Step into coastal luxury with this exceptional direct-access canal home in the highly sought-after Del Sega community on Sanibel Island. Perfectly positioned for both privacy and breathtaking water views, this elevated residence has been completely reimagined with a full top-to-bottom renovation—offering a seamless blend of modern elegance and relaxed island living. From the moment you enter, you’re greeted by soaring ceilings, abundant natural light, and an airy, open-concept design that invites the outdoors in. The stunning kitchen is a true centerpiece, featuring sleek gloss cabinetry, sophisticated grey quartz countertops, and premium stainless-steel appliances—perfect for both entertaining and everyday living. The adjoining dining area flows effortlessly onto an expansive deck, where long canal views create a picturesque backdrop for morning coffee or sunset cocktails. Enjoy the best of Southwest Florida’s wildlife right from your backyard—watch dolphins glide by, manatees surface, and herons wade gracefully along the water’s edge. Just off the living room, a spacious screened porch offers the ideal setting for year-round outdoor dining or simply unwinding while surrounded by tropical breezes and lush greenery. Upstairs, the home continues to impress with three beautifully updated bedrooms and two full baths, each designed with comfort and style in mind. Every detail has been thoughtfully considered, including major upgrades such as a newer roof, air conditioning system, water heater, Trex decking, and a private dock—providing direct gulf access to open waters with ease. Whether you’re seeking a serene full-time residence, a seasonal retreat, or an investment in paradise, this move-in-ready home truly has it all. Experience the ultimate Sanibel Island lifestyle—schedule your private showing today.

2499 Harbour LN, Sanibel

$550,000

1 Beds ⋅ 1 Baths ⋅ 2026016407 MLS ⋅ Sanibel Moorings Condo BLDG.

Boaters dream! This is a unique condo with a boat dock, pool, and BBQ grills within steps. Completely reimagined from top to bottom, this beautifully remodeled ground-level one-bedroom, one-bathroom corner residence offers the perfect blend of coastal style and modern comfort. From the moment you step inside, you are welcomed by a light and airy interior with serene canal views that create a peaceful island backdrop. The open living space is thoughtfully designed with luxury vinyl flooring, soft coastal tones, and abundant natural light. The kitchen features white shaker-style cabinetry, quartz countertops, and stainless-steel appliances, seamlessly connecting to the dining and living areas for easy everyday living and entertaining. The bathroom has been tastefully finished with tile and a beautifully tiled walk-in shower, while the spacious bedroom offers a relaxing retreat. Every detail has been updated, including impact windows and sliding doors, new electrical, plumbing, drywall, lighting, and appliances, providing a truly turnkey experience. Offered fully furnished, this residence is ready to enjoy from day one. Step outside to take in tranquil canal views or stroll just across the street to the Gulf, where miles of sandy beaches await. Ideally positioned within the community, you are just moments from one of two pools. Sanibel Moorings is a beachfront, full-service resort offering an on-site rental program, tennis and pickleball courts, boat docks, BBQ areas, and beautifully maintained grounds. Located on Sanibel’s desired east end, you will enjoy convenient access on and off the island, along with nearby shops and dining. With weekly rentals permitted and strong rental demand, this property presents an exceptional opportunity for both personal enjoyment and income potential. Experience the ease and charm of island living in a setting designed for relaxation and coastal beauty.

845 E Gulf DR Unit 1441, Sanibel

$2,795,000

4 Beds ⋅ 4.5 Baths ⋅ 2026014057 MLS

Welcome to this breathtaking, light-filled, airy modern masterpiece, every detail has been thoughtfully designed. Elevated wood panel ceiling sand an open layout this luxury home blends high-end fixtures, cutting-edge finishes and sophisticated design to create the ultimate living experience. As you step through the inviting foyer, you're immediately drawn into the heart of the home-the expansive chef's kitchen-completely redesigned and reconfigured for both style and function, featuring Monogram appliances, including a built-in refrigerator and freezer, induction cooktop, wall oven, and microwave drawer. Additional upgrades include, custom range hood, Rohl sink and faucets, custom cabinetry and stunning alabaster pendant lights. A bar island with integrated ice maker, and Elkay bar sink adds even more functionality to this culinary haven. The open-plan great room and dining area offer an ideal space for entertaining or relaxing, with large sliding doors that lead to the canal front screened pool deck where you can embrace the Florida lifestyle year-round. The luxurious primary suite is a tranquil retreat with alabaster nightstand pendant lights and a cozy fireplace. The spa-like bathroom features custom limestone herringbone floors, Waterworks shower fixtures and faucets, custom vanity with two Robern uplift mirrors and backlit onyx light feature. The custom walk-in closet designed for ample storage for all of your belongings. With four spacious bedrooms and 4 ½ baths, this home offers a perfect balance of privacy and shared spaces. The two primary suites provide flexibility for multigenerational living or hosting guests. The large guest rooms easily accommodate king-sized beds, ensuring everyone has their own sanctuary. The guest bath features exquisite marble tile flooring and a custom vanity, while the powder room boasts stone flooring with a Robern vanity and elegant marble faucet handles. Outside, the pool deck offers the perfect spot for al fresco dining, with sweeping views of the water. Whether you're entertaining or relaxing by the pool, the outdoor space is designed for ultimate enjoyment. Enjoy superior boating access from a wide, deepwater sea walled canal. Your boat is just moments away from the Bay, with an Azek dock and boat lift ready for your aquatic adventures. Plus, you’ll have private, deeded beach access allowing you to enjoy the best of both the water and the sand. Additional features include epoxy flooring in the garage, an Elkay chilled bottle filler, all-new plumbing and electrical systems, a 2023 AC system, a 2023 standing seam metal roof, new gutters, and new LVP flooring on the stairs and upper level. Every aspect of this home has been meticulously crafted for modern luxury living, ensuring comfort, style, and convenience at every turn. Located on the east end of Sanibel, with easy access on and off the island, this exceptional home is a rare find—offering luxury, stunning design, and the ultimate Florida lifestyle.

1146 Golden Olive CT, Sanibel

$699,000

2026010651 MLS

Welcome to 5706 Sanibel Captiva Road—arguably the best-priced waterfront property on Sanibel Island and one of the most substantial boating opportunities available across Sanibel and Captiva. Set on a commanding 1.39 acres with more than 300 feet of direct deep-water frontage, this is not merely waterfront property—it is front-row access to the intracoastal playground of Pine Island Sound and the open turquoise waters of the Gulf of Mexico. The West End location offers an increasingly rare combination of privacy, acreage, boating access, and convenience. The property is just minutes by bicycle from the island’s renowned beaches, Blind Pass, and the historic Santiva enclave. A quick trip brings you to Captiva Island for waterfront dining, boutique shopping, and legendary destinations such as The Mucky Duck, The Green Flash, and the iconic Captiva Island Store. Build here and position your future home for sweeping views toward the Gulf over Silver Key and sunsets that require no filter. Mangrove-lined shoreline, protected bayou waters, exceptional wildlife, and direct boating access create the kind of setting people spend years trying to find. The water here is not simply decorative—it is alive. Manatees cruise past the shoreline, dolphins regularly put on a show, and Snook, Redfish, Snapper, and Sheepshead make the surrounding waters a year-round fishery. Overhead, Osprey and Bald Eagles patrol the sky. It is nature’s highway, and this property gives you one of the best seats on it. A property survey, marine survey, engineering study, and architectural plans for a custom approximately 3,000-square-foot elevated coastal residence, boat dock, and lift have already been completed and are transferable, representing a substantial savings of time and money already absorbed by the current owner. Simply put, buyers seeking the strongest waterfront value currently available on Sanibel should put this property at the top of their list. This is not just another vacant lot. It is a launch point for early-morning fishing runs, sunset cruises, tarpon seasons, island weekends, and a lifetime on the water. For the buyer who views boating not merely as a hobby but as a way of life, this is home port.

5706 Sanibel Captiva RD, Sanibel

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.