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$2,495,000
2026026549 MLS
A rare opportunity to secure one of the most visible and strategically positioned commercial assemblages on Sanibel Island's iconic Periwinkle Way corridor. Offering approximately 150 feet of prime frontage along the island's primary commercial artery, 1444 and 1446 Periwinkle Way present a unique chance to shape the future of one of Sanibel's most recognizable locations. The combined offering includes three existing structures spread across two commercial parcels, creating exceptional flexibility for investors, owner-users, developers, retailers, restaurants, garden concepts, professional offices, wellness destinations, galleries, showrooms, mixed-use redevelopment, and countless other possibilities. Imagine revitalizing the existing buildings into a collection of charming Old Florida commercial spaces, creating an inviting courtyard-style destination, or starting fresh with a completely new vision designed to maximize visibility, parking, and customer experience along one of the island's highest traffic corridors. Opportunities of this scale, frontage, and flexibility rarely become available on Sanibel, where commercial land has historically remained tightly held for decades. There has never been a more exciting time to invest in Sanibel's future. The island is experiencing a remarkable rebirth as businesses rebuild, reinvent, and reimagine what comes next. New concepts, new architecture, and new energy are returning to the Sanctuary Island, creating an environment unlike any other point in recent history. As long-established properties transition to new ownership and new ideas, buyers have a rare opportunity to become part of the next chapter of Sanibel's commercial evolution. Adjacent to the Bailey Homestead Preserve and Garden Center and neighboring the lands of SCCF, this highly visible location combines natural beauty with exceptional exposure and accessibility. Whether your vision is restoration, redevelopment, investment, or creating an entirely new island destination, 1444 and 1446 Periwinkle Way offer the location, flexibility, and visibility to bring that vision to life. Prime commercial frontage. Exceptional visibility. Endless possibilities. The future of Sanibel is being written now and this is your opportunity to help shape it.

1446 Periwinkle Way, Sanibel

$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

$2,989,000
2026018701 MLS
Exceptional mixed-use investment opportunity in the heart of Sanibel Island’s Town Center Commercial District.Situated on highly traveled Palm Ridge Road, this unique property offers outstanding visibility, a consistent incomehistory, and the rare combination of commercial frontage with scenic lake views and tropical wildlife surroundings.The property consists of three buildings featuring seven remodeled residential apartments and six establishedcommercial units, along with two separate garage/storage rentals providing additional income. Several residentialunits enjoy peaceful lake views, enhancing tenant appeal. The residential component includes seven bedrooms andseven bathrooms, while the 6 commercial spaces are equipped with eight half-bathrooms, allowing for flexibleconfigurations suited to professional, retail, service, or live-work uses. This asset has a proven track record as anincome-producing property and has previously been utilized by the City of Sanibel, underscoring its versatility andlong-term value within the community. Ideally positioned with convenient access to Captiva and all areas of Sanibel,the property is located within one of the island’s most established and desirable commercial corridors. Occupancyhas remained consistently strong, with all commercial units currently leased and all but one residential unit occupied.Detailed rent rolls and financials are available to qualified buyers. For investors seeking to be part of the early stagesof Sanibel and Captiva’s resurgence, this property offers a rare opportunity to acquire a stabilized, income-producingasset while positioning for the next chapter of growth, revitalization, and long-term appreciation in one of SouthwestFlorida’s most iconic island markets.

2430 Palm Ridge Road Unit 2426, Sanibel

$6,989,000
4 Beds 5 Baths 2026028212 MLS
Stunning Gulf Views & Spectacular Sunsets in Château Sur Mer. Experience breathtaking Gulf vistas and unforgettable sunsets from this custom built four bedroom residence situated on over an acre in the coveted community of Château Sur Mer. Freshly painted inside and out, this home is beautifully refreshed and move in ready. Expertly constructed and beautifully appointed throughout, it reflects exceptional craftsmanship and meticulous attention to detail. The primary suite crowns the top floor, offering sweeping 180° views of the beach, shoreline, and the azure waters of the Gulf. Its luxurious bath features an exquisite onyx and jade shower along with cloisonné sinks, creating a spa like retreat. All guest bedrooms are generously sized, en suite, and finished with gorgeous maple flooring accented by walnut inlays. Designed for the discerning chef, the kitchen showcases custom cabinetry, fossil rock countertops, double ovens, a walk in pantry, and a large center island. The expansive pool area is accented with charming sea life mosaics, while the surrounding decking provides a spacious covered lanai, ample sunbathing areas, and a generous spa, perfect for relaxation and entertaining. Tremendous storage on the ground level and an oversized elevator services all three floors. Château Sur Mer has long been admired for its large parcels, low density, and serene natural setting, making this property a rare offering in an exceptional coastal community.

4725 Rue Belle Mer, Sanibel

$9,200,000
2026028447 MLS
This Sanibel Beachfront Development Opportunity is 3.84 acres (includes all deeded parcels). The buildable acreage is 1.97± acres (includes 1.64 acre lot and 0.327 acres across the street). Electric/Water/Sewer are hook up ready and available utilities on the property. Zoning is E-2/Gulf Beach Ridge and Land Use is Resort Housing District. Whether utilized as a vacation retreat, condominiums, timeshares, investment property, or build your permanent residence, this property offers an opportunity to experience the best of island living in one of Southwest Florida’s most iconic beach destinations … Sanibel Island! Just three miles off the coast of Fort Myers, Sanibel and Captiva Islands offer one of Florida’s most unforgettable vacation or living experiences. This property was formerly the Surfrider Beach Club (31 Unit Timeshares).

555 E Gulf Drive, Sanibel

$2,300,000
3 Beds 4 Baths 2026026869 MLS
Experience exceptional craftsmanship and refined coastal living at 9066 Mockingbird Drive, a custom-built residence completed in 2018 overlooking the 7th hole of The Dunes Golf & Tennis Club. This beautifully appointed 3-bedroom plus office, 4-bath home blends sophisticated design with thoughtful attention to detail, offering generous living spaces, soaring ceilings, and a seamless connection to the outdoors. Inside, a stunning 20-foot ceiling in the living room creates a dramatic focal point, while high ceilings throughout the remainder of the home enhance the sense of openness and light. Each bedroom offers a private en-suite bath, providing comfort and privacy for family and guests alike. The dedicated office offers flexibility for remote work, hobbies, or additional guest accommodations. Quartz countertops in the kitchen and bathrooms, solid-core interior doors, and insulated interior walls throughout the home create an atmosphere of quality, comfort, and exceptional privacy. Offered partially furnished, the residence seamlessly blends indoor and outdoor living. The expansive screened lanai is designed for entertaining and relaxation, featuring a resort-style pool and spa, outdoor kitchen, and elegant travertine decking—all perfectly positioned to capture tranquil pond and golf course views. Built with quality and longevity in mind, the home features concrete block construction on the first level, a standing seam metal roof, impact-resistant windows and doors, storm shutters protecting the lanai, and a whole-house generator. Combining modern construction, premium finishes, breathtaking views, and a sought-after location within The Dunes, this home offers a rare opportunity to enjoy island living at its finest

9066 Mockingbird Drive, 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 Drive, 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 Drive, Sanibel

$5,200,000
4 Beds 4 Baths 2026026370 MLS
Experience the ultimate in beachfront living at 4577 Waters Edge Lane, a beautifully renovated four-bedroom, four-bath residence perfectly positioned along the pristine shores of Sanibel Island. Offering breathtaking Gulf views, direct beach access, and an exceptional blend of luxury and coastal elegance, this home captures everything that makes island living extraordinary. Designed to maximize natural light and showcase the stunning waterfront setting, the home features soaring ceilings, skylights, and an open-concept floor plan that seamlessly connects indoor and outdoor living spaces. The thoughtfully designed kitchen is a true showpiece, featuring custom blue cabinetry, quartz countertops throughout, and premium Thermador appliances, creating a space that is both functional and visually striking. The main living area is designed to fully embrace the beachfront lifestyle, featuring expansive impact-rated accordion glass doors that open completely to the lanai, creating a seamless transition between the interior living space and the breathtaking Gulf views beyond. Whether entertaining guests or simply relaxing at home, the disappearing wall of glass invites the sights, sounds, and ocean breezes of Sanibel's shoreline directly into the home. Each of the four bedrooms offers comfort and privacy, while all four bathrooms were beautifully remodeled in 2025 with sophisticated finishes and timeless coastal design. Impact-resistant doors and windows throughout provide peace of mind while framing spectacular views of the Gulf and surrounding tropical landscape. Major updates include a new roof, air conditioning system, and water heater, all installed in 2022, allowing for worry-free ownership. Every detail has been thoughtfully updated to enhance both beauty and functionality. Whether enjoying morning coffee with the sound of the waves, hosting sunset gatherings on the lanai, or taking a few steps down to the sand, this exceptional beachfront retreat offers the very best of Sanibel Island living. Rarely does a home combine modern updates, luxury finishes, and direct beachfront access so effortlessly in one extraordinary property.

4577 Waters Edge Lane, Sanibel

$2,399,000
4 Beds 5 Baths 2026026486 MLS
Beautiful fully reimagined and updated home in the private golf community of The Sanctuary on Sanibel Island. This 4 bedroom, plus-den, 5 bath retreat blends a modern beach vibe with resort-style living, all set against gorgeous landscaping and sweeping views over the golf course. All just 5 minutes from the world renowned Bowman's Beach. Inside, step into your light and bright open great room featuring floor to ceiling corner-facing, pocketing sliding doors. Invite the outside in as you overlook your private pool, lake and golf course beyond. Enjoy your chefs kitchen anchored by a large island, eat-in dining space and further complemented by a formal dining room perfect for all types of entertaining. Step outside to your private pool and spa — a true backyard oasis for soaking up Sanibel's signature sunsets. Fully screened and enclosed you'll enjoy multiple sitting areas, dining and grill areas. Complete with a 2-car garage plus dedicated golf cart space rounds out the move-in-ready package. As an optional Sanctuary club member, enjoy access to an Arthur Hills championship golf course, pickleball courts, a lap pool, fitness center, social activities and exceptional on-site dining — all within one of the island's most coveted communities. A rare opportunity to own a fully updated retreat in The Sanctuary at its finest. One you do not want to miss.

2385 Wulfert Road, Sanibel

$2,375,000
4 Beds 4 Baths 2026025403 MLS
This exceptional custom-built home, meticulously designed and crafted by the sellers, offers the perfect blend of luxury, privacy, and craftsmanship. With 4 bedrooms and 3.5 baths, one of the bedrooms features a private, separate entrance—ideal for guests or extended family. The architectural style, reminiscent of a Mediterranean villa, invites you in with a long, private driveway that leads to a stunning wrought iron gate. An entry gate opens to reveal a magnificent courtyard complete with a charming pool and spa, along with a spacious patio area perfect for al fresco dining. Surrounded by iron gates, the pool area allows for refreshing breezes to flow through, creating an inviting, serene environment. Inside, the home is designed to impress at every turn. The kitchen is a true showstopper, featuring a vaulted ceiling with beautiful wood beams that carry through to the living and dining rooms. The kitchen boasts granite countertops, custom cabinetry, and high-end appliances, including a Thermador 6-burner stove, alongside a convenient butler's pantry. The living and dining areas are bathed in natural light, thanks to the abundance of windows and French doors that open to the picturesque balcony. The primary suite is an oasis of luxury, offering access to a balcony with sweeping views of the pool and tropical landscaping, along with a spa-like bathroom. The second floor is home to two guest rooms that share a spacious Jack and Jill bathroom. A charming den or office, featuring custom built-ins, adds even more functionality to this thoughtfully designed home. For added privacy, the guest suite, accessible via the balcony, includes an ensuite and a loft for little ones—perfect for extended stays or visiting friends and family. Every detail has been thoughtfully curated, from the travertine floors throughout the living areas to the high ceilings with beam work, crown molding, and exquisite gas fireplace in the living room. The home also boasts impact windows, a new tile roof, custom draperies, and hand etched doors that elevate its elegance. Additional features include ample storage, garage and bonus space, all while offering complete privacy overlooking a preserve and an eagle’s nest. Just a short walk or golf cart ride away, you'll find deeded beach access, where you can enjoy the famous Sanibel beaches in mere minutes. Situated in the highly sought-after Gulf Ridge community, known for its exquisite homes, this property is a one-of-a-kind gem. Built with the utmost attention to detail and quality, this home is truly a rare opportunity for those seeking luxury and tranquility.

4972 Joewood Drive, Sanibel

$3,400,000
4 Beds 5 Baths 2026014767 MLS
New Construction on Sanibel Island - Step into coastal luxury with this exceptional estate offering deeded beach access and over 11,000 square feet of total space (4400 under air). Built with solid concrete and ICF (Insulated Concrete Form) construction, this home delivers superior storm resistance, energy efficiency, and peace of mind—without compromising elegance. Designed for both refined living and effortless entertaining, every detail reflects timeless craftsmanship and modern sophistication. At the heart of the home is a designer chef’s kitchen outfitted with premium Wolf and Sub-Zero appliances, complemented by a built-in Miele coffee station, 60" dual fuel Wolf range, Wolf steam convection oven and speed oven, 36" Sub-Zero refrigerator and 36" freezer and 30" wine cooler. Custom Wood-Mode inset cabinetry pairs beautifully with Cambria and Pompeii Quartz countertops, creating a space that is as functional as it is stunning. Retreat to the expansive primary suite, where long lake views provide a serene coastal backdrop. The spa-inspired bath elevates relaxation with a luxurious wet room, soaking tub, and private steam room with shower—your personal sanctuary after a day at the beach. Indoor living flows seamlessly to your private outdoor oasis, featuring a heated sparkling pool with sun shelf, spa, and a fully screened patio and pool enclosure—perfect for year-round enjoyment. This home is finished to the highest standards, including engineered hardwood floors, level-five drywall finish, 8-foot solid core doors, crown molding throughout, and thoughtfully designed built-in closets. Kohler and Hansgrohe fixtures, along with LED lighting throughout, enhance both style and efficiency. Additional highlights include a spectacular shell stone travertine entry, huge primary closet, four spacious garage bays and 4.5 beautifully appointed bathrooms, ensuring comfort and convenience for family and guests alike, with tankless gas water heaters and 1000 gallon LP tank. A rare opportunity to own a meticulously crafted coastal residence where luxury, durability, and beachside living come together effortlessly.

3324 Saint Kilda Road, Sanibel

$2,750,000
5 Beds 7 Baths 2026023522 MLS
Completely renovated from top to bottom and reimagined with uncompromising attention to detail, this exceptional near-beach Sanibel Island residence is essentially brand-new construction. Designed to blend effortless coastal elegance with modern luxury, this 5 bedroom / 7 bath home offers an extraordinary combination of comfort, sophistication, and functionality. Every element has been thoughtfully curated, from the floor plan to the high-end finishes and designer furnishings to the gourmet chef’s kitchen featuring every conceivable amenity perfect for entertaining family and guests alike. Offering five to six bedrooms (den is convertible to a bedroom) and seven bathrooms, this spacious home can accommodate up to 12 guests and includes two luxurious primary suites while every guest bedroom features its own en-suite custom bath, creating the ultimate retreat for family and visitors. Additional upgrades and amenities throughout (too many to list here) include impact-resistant windows and doors, all-new electrical, new air conditioning and plumbing systems, a brand-new metal roof, whole-house generator, professional landscaping with irrigation, a custom outdoor firepit, and a private resort-style saltwater pool and full laundry room with double washers and dryers provide the ultimate convenience for both everyday living and vacation hosting. No detail was overlooked in the transformation of this remarkable property. Ideally situated in the heart of Sanibel Island on a rare and private 1.2-acre parcel, the home is just a short walk or bike ride to Sanibel’s world-renowned beaches, charming restaurants, boutique shopping, and miles of scenic bike paths. Whether envisioned as a private family compound, luxury second home, or premier income-producing vacation rental with strong established revenue history, 335 Cowry Court represents a truly rare island opportunity. Offered fully furnished, turnkey, and move-in ready, this is Sanibel luxury living at its finest.

335 Cowry Court, Sanibel

$3,850,000
2026023320 MLS
Nestled along the majestic shoreline on Sanibel, this beautiful beachfront lot is located at the end of a quiet cul-de-sac in the desirable Chateaux Sur Mer community. The generous size lot with 105' of direct gulf frontage and 66,415 total sq ft provides the opportunity to build your gulf front island dream home! Impervious allowable coverage is 25% of parcel totaling 16,604 sq ft and developed allowable coverage is 30% of parcel totaling 19,924 sq ft. Seller has home plans available including DEP permitting in place through 11/2026 with Benchmark General Contractors, landscaping designs through Coastal Vista Design and continues to maintain water utilities & landscaping making this property poised and ready to begin building your own piece of island paradise!

4601 Rue Belle Mer, Sanibel

$4,995,000
2026022665 MLS
Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

6419 Pine Avenue, Sanibel

$4,995,000
2026022661 MLS
Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

6411 Pine Avenue, Sanibel

$4,995,000
2026022652 MLS
Rare opportunity to own three adjoining vacant lots on beautiful Sanibel Island being sold together for a combined 5.15 acres. This unique offering provides exceptional privacy, flexibility, and endless possibilities to create a luxury island estate, family compound, or investment retreat. All three parcels abut one another, offering a large contiguous homesite rarely available on Sanibel. Enjoy Gulf access for boating, kayaking, paddleboarding, and fishing, with the convenience of reaching open water right from your property. Located near Sanibel’s world-renowned beaches, you’ll be just minutes from white sand shores, breathtaking sunsets, dining, shopping, bike paths, and nature preserves. Whether you are seeking a private waterfront sanctuary or future development potential, this extraordinary property is a one-of-a-kind island opportunity.

6020 White Heron Lane, 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 Drive, Sanibel

$3,000,000
2026018790 MLS
Opportunities like this don’t come along often. Own a prime piece of Sanibel Island; or three! With rare nightly rental zoning, exceptional income potential, and redevelopment already positioned to move forward, the Tropical Winds portfolio represents one of the island’s most unique and valuable investment opportunities. With an architect, engineer, and contractor already assembled and ready to begin immediately, the Tropical Winds portfolio presents a rare opportunity to accelerate redevelopment with a projected opening for the 2027 season if acquired in June. Now cleared and ready for reconstruction, the Tropical Winds portfolio presents a rare opportunity to reimagine multiple income-producing parcels in one of Sanibel’s most exclusive and tightly regulated sectors: nightly rentals. In a market where most properties are limited to 30-day minimum rentals, this offering stands apart with zoning that allows short-term vacation rentals, creating exceptional revenue potential in a highly supply-constrained segment. The portfolio includes a six-unit Gulf-front hotel with direct beach access and sweeping northwestern views of the Gulf of Mexico, along with two duplex properties that also benefit from coveted nightly rental eligibility: 1344 & 1350 Jamaica Drive; Lots zoned for two duplex constructions. Impacted by Hurricane Ian and now cleared, the properties offer a blank canvas for new, elevated construction. Sanibel’s post-Ian Build-Back provisions allow redevelopment within the original building footprint and volume, while enabling modern improvements such as elevated structures, enhanced views, under-building parking, storage, and increased storm resilience. The west-facing hotel site borders protected land, ensuring long-term privacy and unobstructed sunset views; an increasingly rare coastal advantage. This is a unique chance to develop higher-end accommodations while retaining the valuable nightly rental zoning that makes this portfolio truly exceptional.

4819 Tradewinds Drive, 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

$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 Drive, Sanibel

$11,000,000
2026014295 MLS
• This remarkable 2.86 +/- acre beach-front property sits along the Gulf of Mexico, boasting 200 feet of pristine white sand beach. • The 1978 Coastal Construction Line allows 1.7 acre of net buildable land. Per Sanibel Density Map, the property is located in the 5.0 units per acre allowing for development of up to 14 residential units. • The property presents an exceptional opportunity for a buyer interested in developing a high-end luxury 14-unit condominium project. • The property is primed for a visionary buyer to create a state-of-the-art destination on Sanibel Island. • Poised for a 3-story over parking, 14 unit luxury condominium project. • The property is located within the Gulf Ridge Eco Zone which allows a maximum impermeable coverage of 25% for building, sidewalks, pool decking, etc. • Strategically located in close proximity to other notable islands in Southwest Florida, such as Captiva, Pine Island, Fort Myers Beach, and various local attractions such as Captiva, Pine Island, Fort Myers Beach, and various local attractions.

2669 W Gulf Drive, Sanibel

$2,795,000
4 Beds 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 Court, 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

$2,125,000
4 Beds 4 Baths 2026012794 MLS
BRAND NEW CONSTRUCTION! This gorgeous new home was beautifully designed to capture the spectacular long views down the fairway. With eastern exposure, it also offers amazing sunrise views. Built using Insulated Concrete Form technology, this home has exemplary wind resistance, energy efficiency, fire resistance, and is wonderfully quiet. With all impact windows and doors and a metal roof and built to current codes, this is a home that is built to withstand and excel in Sanibel's coastal environment. Beautiful wood floors, high ceilings, solid core interior doors, plentiful windows, stunning custom bathrooms, a fabulous chef's kitchen, and a huge outdoor living space make this home elegant, comfortable, and inviting. Two en suite guest rooms and a top floor primary suite provide privacy and relaxing accommodations for all. Interior and exterior stairs connect the elevated living space with the pool area that includes a heated pool and spa and an outdoor kitchen incorporated in the screened area. The beach path is just down the street, offering quick access to the deeded beach access. The community is also perfectly located near many shops and restaurants along Sanibel's main street. With an ideal location, exemplary construction, splendid decor and perfectly chosen furnishings, 1272 Par View is ready to be your incredible new island home!

1272 Par View Drive, Sanibel

$3,549,000
5 Beds 4 Baths 2026011964 MLS
Welcome to your dream oasis in beautiful Sanibel! This stunning 5-bedroom, 4-bathroom pool home offers the perfect blend of luxury, comfort, and outdoor adventure. Situated on a serene canal with direct access to the water, this property is a boater’s paradise, making it easy to explore the tranquil waters and pristine beaches of Sanibel Island. This home has been totally renovated top to bottom since Hurricane Ian. Expansive Living Spaces: Enjoy an open-concept floor plan that seamlessly connects the living room, dining area, and gourmet kitchen, all bathed in natural light thanks to large windows and sliding glass doors. Spacious Bedrooms: Retreat to one of the five generously-sized bedrooms, each thoughtfully designed for relaxation. The primary suite features a luxurious en-suite bathroom and private access to the pool area. Entertainment Ready: Host gatherings with ease in your outdoor space! The screened-in lanai boasts a sparkling pool, perfect for soaking up the Florida sunshine. The expansive deck provides ample room for lounging and alfresco dining while overlooking the tranquil canal. Direct Water Access: Take advantage of your own private dock for easy access to boating, fishing, and exploring the scenic waterways of Sanibel. Spend your weekends island hopping or casting a line from your backyard! Prime Location: Nestled in a quiet neighborhood just moments away from sandy beaches, nature trails, shopping, and dining. Experience the best of island life while enjoying the peace and privacy of your own slice of paradise. Whether you’re looking for a permanent residence, a vacation getaway, or an investment property, this Sanibel pool home is a rare gem! Don’t miss your chance to own this exceptional waterfront property. Schedule a showing today and prepare to fall in love with your new home!

750 Periwinkle Way, Sanibel