Browse All Sanibel FL Historical Properties for Sale

3 Beds ⋅ 2 Baths ⋅ 2026022203 MLS

Let us take you for a tour of this designer inspired open-floor plan, stair-free, light and bright home. This gorgeous home features 3 bedrooms, 2 baths plus bonus room/den with panoramic views of Palm Lake and includes a deeded beach access to the Gulf. Spacious and comfortable living room space with vaulted ceiling opening to a sleek and functional kitchen with double door stainless refrigerator/freezer, sleek flat-top stovetop and oven, white Marble countertop with white cabinetry and not to mention the pool and Lake views. Beyond the kitchen nook is the open pantry which serves as a coffee or wine bar offering an additional sink, microwave and wine cooler designed with wall of cabinets from floor to ceiling. A wow layout! Enjoy the lake views from sunrise to sunset from your newer heated spa and pool with stylish pool screen enclosure An outside paved patio surrounds you with beautiful grounds with mature vegetation. Back inside, the Primary bedroom has an en-suite bathroom with double sinks and glass enclosed shower. Off this bedroom is a flex space which can serve as a media room, den or office area. All bedrooms have room defining carpeting laid over the tile flooring.

283 Palm Lake DR, 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 DR, Sanibel

$750,000

4 Beds ⋅ 2 Baths ⋅ 2026011777 MLS

Significant $50,000 Price Improvement -- Rare Elevated Multi-Family Opportunity on Sanibel Island, Now Offered at an Exceptional Price! — Less than a Five-Minute Walk to the Beach — Welcome to 746 Cardium Street, where the best of beachside living meets outstanding investment potential. Rarely available on Sanibel Island, this elevated multi-family property features two separate cottages, offering a unique and highly sought-after opportunity for both investors and lifestyle buyers alike. Ideally located less than a five-minute walk to one of Sanibel Island’s most renowned beaches, this exceptional property delivers the perfect blend of flexibility, charm, and income potential. The beautifully maintained property includes two inviting beach cottages, each offering 2 bedrooms and 1 bathroom, with a combined 1,280 square feet of living space under air.Importantly, the home has never sustained any damage from recent hurricanes, and the elevated construction has helped preserve the integrity of the living areas—providing valuable peace of mind in today’s market. The property also features a new roof installed in 2023,further enhancing its durability and long-term value. Whether you choose to live in one cottage while renting the other, or lease both to maximize income, the versatility of this property makes it ideal as a primary residence, seasonal retreat, or high-performing vacation rental investment. Perfectly positioned just off Periwinkle Way and Donax Road, you’ll enjoy effortless access to the beach just steps away, alongwith nearby shopping, dining, and island attractions via Middle Gulf Drive. Each elevated cottage offers its own private screened lanai,expansive decking, and dedicated storage for all your island essentials. The spacious lot also provides room for a potential private pool,allowing you to further enhance the outdoor living experience. Opportunities like this—an elevated, storm-resilient, multi-family property in such a prime Sanibel location—are few and far between. Don’t miss your chance to own a true slice of island paradise.

746 Cardium ST, Sanibel

$995,000

5 Beds ⋅ 4.5 Baths ⋅ 2025013186 MLS

Sanibel Island is renowned for its stunning natural beauty, shell-strewn beaches, and abundant wildlife. The property's location at the end of the street offers privacy and tranquility, while the sanctuary and lake views create an atmosphere of serenity and peace. This offering includes two parcels just over an acre, a versatile duplex, and a 3-bedroom, 2-bathroom single-family home and a separate garage with ample storage and workspace. The property was damaged by Hurricane Ian and is waiting for the new owners to make it their own.

1450-1460 Court PL, Sanibel

$2,999,000

225044961 MLS

This bank-owned property presents an iconic Sanibel development opportunity offering 200 feet of frontage on Periwinkle Way, 2.5-plus acres of land and waterfront features. Presenting a once-in-a-generation opportunity to acquire one of Sanibel Island’s most storied and strategically located commercial parcels. Formerly home to the iconic Jacaranda Restaurant and Bar, a beloved institution that served generations of islanders and visitors, and most recently the Tipsy Turtle, this legacy property is ready for its next chapter. Ideally along 200 feet of frontage on Periwinkle Way, Sanibel’s main thoroughfare and commercial spine, the property spans over 2.5 acres of developable land zoned General Commercial and D2 Upland Wetland. This premier site offers exceptional development flexibility, with initial assessments suggesting the potential to construct 8-9 residential units. Alternatively, zoning allows for a mixed-use development, combining residential living with a commercial component. The final residential count in this scenario would vary depending on footprint of the commercial structure, allowing for a custom-tailored approach to suit investor or developer goals. Adding to its appeal, the property features a scenic central lake and frontage along the tranquil Sanibel River at the rear—rare natural amenities that enhance its desirability for residential or hospitality development. Whether reimagined as an upscale enclave, a vibrant mixed-use destination or a new community hub, this property represents a unique and irreplaceable opportunity in the heart of Sanibel Island. Iconic history. Prime location. Boundless potential.

1223 Periwinkle WAY, 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.

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