4819 Tradewinds Drive

Sanibel, FL 33957

Opportunities like this don’t come along often. Own a prime piece of Sanibel Island—or three. Now cleared and ready for reconstruction, the Tropical Winds portfolio presents a rare opportunity to reimagine multiple income-producing parcels in one of the island’s most exclusive and tightly regulated sectors—nightly rentals. In a market where most properties are limited to 30-day minimums, this offering stands apart with zoning that allows for 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. This rare combination positions the offering well above typical investment opportunities on the island. The properties were impacted by Hurricane Ian and have been cleared, offering a blank canvas for new, elevated construction. Sanibel’s post-Ian Build-Back provisions allow for 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 advantage on the coast. This is a unique chance to develop higher-end accommodations while retaining the valuable nightly rental zoning that makes this portfolio truly exceptional. Additional properties included in this package: 1344 Jamaica Drive – Lot zoned for duplex construction 1350 Jamaica Drive – Lot zoned for duplex construction

Listing courtesy of Pfeifer Realty Group LLC


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