SI01 - Sanibel Island Homes with Gated Community Type

Welcome to Sanibel Island, a tropical paradise nestled in Lee County, Florida, known for its stunning beaches, lush wildlife, and serene atmosphere. This enchanting barrier island is a haven for nature lovers and beach enthusiasts alike, offering an idyllic blend of relaxation and adventure. With its pristine shores, Sanibel is famous for its shelling opportunities, inviting visitors to stroll along the coastline and discover nature’s treasures.

Sanibel Island is not only a picturesque destination but also a vibrant community where residents enjoy a laid-back lifestyle surrounded by natural beauty. The island is home to a variety of dining options, boutique shops, and outdoor activities, ensuring that there’s always something to explore. The J.N. “Ding” Darling National Wildlife Refuge is a must-visit, providing a glimpse into the island's rich ecosystem and abundant wildlife.

For those seeking a secure and luxurious living experience, Sanibel Island boasts exclusive gated communities that offer an unparalleled lifestyle. These gated neighborhoods provide residents with privacy, serenity, and a sense of community, making them ideal for families and retirees alike. Homes in these gated communities often feature stunning architectural designs, spacious interiors, and breathtaking views of the surrounding landscape.

Imagine waking up to the sound of waves lapping at the shore, enjoying your morning coffee on a private terrace, and having access to amenities such as swimming pools, tennis courts, and private beach access. Living in a gated community on Sanibel Island means embracing a lifestyle of comfort and leisure, all while being surrounded by the island’s captivating natural beauty. Come discover your dream home in this idyllic paradise!

Newest SI01 - Sanibel Island Homes with Gated Community Type

$280,000

2026032779 MLS

Incredible Value! Such a deal for someone wanting to live their island dream! This property was purchased for 280K 5 years ago, the Sellers are very motivated! Design your dream home from the ground up with every detail, just how you imagined it. But the real magic?? Morning laps just steps away in the sparkling community pool (hello, low-impact cardio and instant refresh). Afternoon rallies on the tennis courts (your built-in stress relief + social time). Evening strolls to your private community beach access (no crowds, no parking stress, just sand, serenity, and sunset skies). Now you find out that you can start this dream...at a dream price!

5398 Osprey CT, Sanibel

$3,750,000

5 Beds ⋅ 5 Baths ⋅ 2026003838 MLS

Tucked within the gulf-front enclave of Gulf Ridge, this coastal residence is defined by its rare positioning between a tranquil lagoon and the Gulf, offering sweeping water views, tropical privacy, and direct beach access. Thoughtfully designed across multiple levels, the home blends space, flexibility, and relaxed coastal living. The ground level is designed for outdoor enjoyment and everyday practicality, featuring direct access to the pool area with a newly enclosed screen, perfect for year-round use. A spacious multi-car garage provides ample storage for vehicles, bikes, and beach gear, making island living effortless. The main living level serves as the heart of the home, offering generous gathering spaces ideal for both daily living and entertaining. A well-appointed kitchen with an adjacent dining area anchors the floor, while the expansive living room opens to an enclosed patio overlooking the lagoon and lush surroundings. Three bedrooms and two bathrooms on this level provide comfortable accommodations for family and guests, all complemented by hurricane shutters for added peace of mind. The top floor is dedicated to a private primary retreat, creating a true sanctuary above it all. This level features a spacious bedroom with access to a private patio showcasing unobstructed lagoon and Gulf views, a spa-inspired bathroom with soaking tub and separate shower, and a walk-in closet. A morning kitchen and additional sitting area enhance the retreat-like feel, while an additional guest bedroom offers flexibility for visitors or extended stays. Surrounded by mature tropical landscaping and set in one of the area’s most desirable gulf-front communities, this home offers a rare opportunity to enjoy privacy, water views, and beach access in a thoughtfully designed coastal setting.

5105 Joewood DR, Sanibel

$1,095,000

3 Beds ⋅ 2.5 Baths ⋅ 2026006531 MLS

Exceptional home on the quaint West End of Sanibel Island! This lovely property has three bedrooms and two 1/2bathrooms. It is located within the gated community of Heron's Landing and is situated on a half-acre lot. Excellent floor plan with soaring ceilings, a great room with gorgeous wood flooring, kitchen with center island and dinette area, efficient laundry hub room, large pantry, spacious master suite with large bathroom boasting double sinks, shower and soaking tub, two spacious bedrooms that share a large guest bathroom. The screened deck offers electric storm shutters and scenic views of the tropical, natural landscape overlooking a small bayou which creates a private, secluded and verdant atmosphere. The two car garage has enough room to store 4 cars. Additional storage on the lower level area is perfect for creating the ultimate workshop with plenty of space for kayaks, bikes, fishing gear or a golf cart. Herons Landing offers a large, resort style community pool and spa complete with new deck furniture and nicely appointed bathrooms, a tennis court, kayak launch and a private beach access path leading to the sandy shores of Sanibel Island. A must see in every way!

5422 Osprey CT, Sanibel

$1,725,000

3 Beds ⋅ 3 Baths ⋅ 2026000168 MLS

Absolutely spectacular! The views of the Gulf and Clam Bayou from this gorgeous home are truly stunning. With two floors of living space that include a screened lanai and an open sun porch and with abundant windows, this home is positioned perfectly to capitalize upon the unbelievable views. Sunrise, sunset, throughout the day and star-gazing with no lights to interrupt... each moment of the day is incredible. The vaulted ceiling and plentiful windows in the living room that extends beautifully from the fabulous kitchen and dining room create a great room overlooking the water that is stunning. Two en suite guest bedrooms on this level compliment the space and offer the flexibility of creating a comfortable den or office. The primary suite encompasses the full top floor and is enhanced by the open porch with truly amazing views. An elevator services all three floors, from the enclosed garage to the primary suite. Every room has been thoughtfully and expertly designed with high quality finishes, decor, and furnishings perfectly suited to the space. Sold turnkey, this magazine-ready home is ready to enjoy with every detail completed. This is a home that needs nothing. It is a true opportunity for a discerning buyer looking for a beautifully done, impeccably maintained, near beach home. Come enjoy! This is the beach house you have been hoping to find!

5423 Shearwater DR, Sanibel

$1,199,000

3 Beds ⋅ 2.5 Baths ⋅ 2025020448 MLS

What makes one waterfront home more desirable than another? Sometimes it isn't square footage or trendy features. It's how it was built. It's how it lives. It's what surrounds it. This home checks all three boxes. Originally designed by a Scottish architect whose career included designing hurricane-resistant buildings in Jamaica, every major decision was made with longevity in mind rather than minimum code requirements, incorporating engineering and structural features that exceeded the standards of its day. A concrete first level, interior concrete structural walls, hip roof construction with double hurricane straps, and numerous storm protection upgrades quietly reflect a philosophy that valued resilience long before it became a priority for coastal buyers. Equally uncommon is the floor plan. Unlike many island homes designed primarily for vacations, this residence functions as a true home. Spacious rooms, practical storage, dedicated office space, built-in cabinetry, and comfortable living areas make everyday life easy without sacrificing warmth or character. Then there's the view. Clam Bayou isn't simply waterfront, it is protected waterfront. Looking across mangroves instead of rooftops creates a level of privacy that's becoming increasingly difficult to find. The changing tides, spectacular sunsets, and daily parade of shorebirds provide scenery that no architect could ever design.Outside your door, Herons Landing offers a lifestyle that few communities can match: gated privacy, deeded beach access, a community dock and kayak launch, fishing pier, tennis courts, and pool. And perhaps the biggest surprise? The owners are asking approximately what they paid for the home more than two decades ago. In today's market, that's almost unheard of.

1987 My Tern CT, Sanibel

$1,395,000

4 Beds ⋅ 2 Baths ⋅ 2025015594 MLS

Discover refined coastal living in this beautifully reimagined 4-bedroom residence in the exclusive, gated enclave of HeronsLanding. Thoughtfully redesigned with a focus on craftsmanship and understated elegance, this home offers a serene, elevated lifestyle justmoments from the Gulf. One of the four bedrooms is currently styled as a sophisticated home office, offering flexibility without sacrificingspace. Sun-filled interiors feature soaring vaulted ceilings and engineered French oak flooring that flows through the main living areas. Thechef’s kitchen is a true showpiece, showcasing custom Bertch cabinetry, quartz surfaces, a dramatic 5×10 island, designer lighting, andpremium Bosch induction appliances—perfect for both everyday living and elevated entertaining. The expansive great room opens fully to alarge screened lanai, creating a seamless indoor-outdoor experience ideal for morning coffee, evening cocktails, or hosting guests. ThePrimary Suite is a private sanctuary with a spa-inspired bath featuring marble finishes, a freestanding soaking tub, walk-in shower, andKohler fixtures. Three additional bedrooms provide luxurious accommodations for guests or flexible living arrangements. The lower leveloffers an oversized garage with room for 3+ vehicles, golf carts, kayaks, bikes, and a workshop—an exceptional feature rarely found at thisprice point. This home has undergone a comprehensive transformation with premium upgrades: metal roof, PEX plumbing, hurricane-ratedPGT windows and doors, Hardie siding, new electrical systems, whole-house water treatment, Level-5 smooth walls, engineered hardwood,and fully renovated kitchen and baths. Every detail was selected for longevity, performance, and aesthetic harmony. Residents enjoyexceptional amenities just steps away: a rarely used resort-style pool, hot tub, expansive sun deck, and pickleball/tennis court. Privatedeeded access to Bowman’s Beach and a community dock for kayaking and paddleboarding elevate the coastal lifestyle. With low utilities,low insurance, and an excellent 4-point inspection, this move-in-ready home offers both luxury and peace of mind. A rare opportunity for thediscerning buyer seeking a refined coastal retreat.

1990 My Tern CT, Sanibel

$1,799,000

4 Beds ⋅ 3.5 Baths ⋅ 225061045 MLS

Set within the serene enclave of Heron’s Landing, this extraordinary waterfront residence is a masterclass in Prairie-style design—now offered at a strategic price point that represents the most compelling value on the bayou. Inspired by the clean lines and organic harmony of Frank Lloyd Wright, the home spans over 3,000 square feet of refined living space where architectural sophistication meets the raw beauty of Sanibel. Originally envisioned to invite the outdoors in, the main level features soaring ceilings and walls of glass that frame tranquil views of the lush mangroves. The heart of the home is a true chef’s kitchen, outfitted with a waterfall-edge quartz island, sleek gloss cabinetry, and top-tier Thermador appliances. Whether hosting a lavish evening or enjoying a quiet morning, the flow is effortless, aided by a private elevator serving all levels. The primary suite serves as a private sanctuary with dual walk-in closets and a spa-like soaking tub, while two additional guest suites and a flexible fourth bedroom ensure ample space for family or visitors. Outside, the lifestyle continues with a saltwater pool and spa set against the backdrop of Clam Bayou. From your private composite dock, launch a kayak or set off on your boat for an afternoon exploring the protected waters, with herons gliding across the mirror-still surface as your only neighbors. This is more than a home; it is a rare alignment of luxury, design, and aggressive pricing. Positioned as the most competitively priced waterfront estate of this caliber in the area, this is a definitive opportunity for the discerning buyer. Furnishings are negotiable, offering a seamless transition into the soul of Sanibel living.

5435 Osprey CT, Sanibel

$1,625,000

3 Beds ⋅ 3.5 Baths ⋅ 225060952 MLS ⋅ Herons Landings I BLDG.

Elevated Coastal Living at Shearwater | Sanibel Island Experience a rare offering on Sanibel Island — an expansive luxury residence that delivers the privacy and square footage of a single-family home with the ease and refinement of upscale condominium living. Located within close proximity to the prestigious golf and beach community of The Sanctuary, this exceptional Shearwater residence offers generous living spaces, high ceilings, and thoughtfully designed interiors ideal for those who desire room to entertain without the full-time demands of estate ownership. With few properties on Sanibel offering this combination of size, amenities, and low-maintenance convenience, Shearwater represents a truly unique market opportunity. Designed for the discerning buyer — whether transitioning from a larger Captiva estate, seeking proximity to championship golf, or simply wanting refined coastal living near the beach — this residence checks nearly every box. Golf enthusiasts will appreciate close access to The Sanctuary Golf Club’s private championship course, while beach lovers are moments from Sanibel’s world-renowned shoreline, shelling beaches, and Gulf sunsets. Spacious indoor-outdoor living areas allow for effortless entertaining, seasonal hosting, and relaxed island living. Within the gated Shearwater community, residents enjoy an elevated coastal lifestyle with access to pickleball and tennis courts, a kayak launch area, a fishing pier, and deeded beach access with convenient golf cart parking — thoughtfully designed to embrace the island’s outdoor, water-centric way of life. Shearwater appeals to: • Golfers wanting immediate access to premier fairways • Beachcombers who value privacy and proximity to the Gulf • Single-family homeowners ready to simplify without downsizing dramatically • Luxury condo owners looking for significantly more square footage • Captiva residents seeking a refined Sanibel alternative This is not just another property — it is a different product entirely. A rare intersection of space, amenities, prestige, and ease. Shearwater offers an unmatched lifestyle proposition on Sanibel Island.

5438 Shearwater DR, Sanibel

$389,000

1 Beds ⋅ 1 Baths ⋅ 225006030 MLS ⋅ Mariner Pointe Condo BLDG.

ONE OF THE BEST BUYS ON THE ISLAND! This exquisite top-floor, corner condo offers breathtaking views of San Carlos Bay and an unbeatable coastal lifestyle. Perfect for boating enthusiasts or anyone who loves being close to the water, this residence combines comfort, convenience, and exceptional amenities. The kitchen features granite countertops, newer stainless-steel appliances, and a breakfast bar. The open living and dining area boasts vaulted ceilings, creating a bright and airy atmosphere. Offered fully furnished, the condo also provides peace of mind with impact-resistant windows and sliders throughout. Mariner Pointe offers outstanding community amenities, including two sparkling pools, tennis courts, pickleball, shuffleboard, a fishing pier, boat dockage with direct Gulf access, bike/kayak/paddleboard storage and launch area, a scenic waterfront boardwalk, BBQ areas, onsite management, and more. Deeded beach access is conveniently located on East Gulf Drive between Shell Harbor and Tortuga Beach. Known as a boater’s paradise, Mariner Pointe features low dockage fees for owners. This condo also presents excellent rental potential—ideal as a winter retreat or a high-demand vacation rental with strong income potential. The community is conveniently situated for easy on- and off-island access. With the right offer, the seller will pay the remaining balance of the special assessment. Immerse yourself in coastal elegance with endless recreational opportunities.

760 Sextant DR Unit 612, Sanibel

$3,200,000

4 Beds ⋅ 4 Baths ⋅ 224092205 MLS

Spectacular gulf views greet you as you enter this stunningly remodeled gulf-front home. Enjoy the quaint east end of Sanibel behind the private gates of this beachfront enclave with a charming Old Florida ambiance and touches of luxury. The beautiful open kitchen with a large island and a double tray ceiling features beautiful cabinetry and counters, stainless steel appliances, and a wonderful flow to the dining and living room. The large living room features beautiful wood floors, double-tray ceilings, fireplace and amazing gulf views. Multiple lanais, open and screened, are on the gulf side of the home, ideal for enjoying the warm tropical air and amazing views. The top-floor primary bedroom is huge and features a fireplace, tray ceilings, private lanai and workspace. The beautifully updated primary bath features a walk-in shower and bathtub with one of the island's best views. The home also featured a private elevator to all three floors, private pool and spa, impact glass windows and sliders, and touches of livable luxury. Beach frontage, views galore, completely remodeled and a gated community, this home has it all.

411 Bella Vista WAY E, Sanibel

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