4819 Tradewinds Dr
Sanibel Fl 33957

0.94 Acres

$5,950,000

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ADDITIONAL PROPERTIES TO BE SOLD AS A PACKAGE INCLUDE: 4788 TRADEWINDS DRIVE - 19-46-22-T2-00400.0540 Lot for RESIDENTIAL HOME 1344 JAMAICA DRIVE - 19-46-22-T2-00400.0570 Lot can build DUPLEX 1350 JAMAICA DRIVE - 19-46-22-T2-00400.0580 Lot can build DUPLEX Opportunities like this don€™t come along often. Own a prime piece of Sanibel €” or four. Now cleared and ready for reconstruction, the Tropical Winds portfolio offers a once-in-a-generation opportunity to reimagine four income-producing parcels in one of Sanibel Island€™s most exclusive and tightly regulated sectors€”nightly rentals. What sets this property apart is that three of the four parcels include Sanibel's rarest and most coveted zoning designation: the ability to operate as nightly vacation rentals. On an island where most properties are restricted to 30-day or longer rental terms, the ability to offer short-term lodging gives these parcels unmatched revenue potential and positions them in a limited competition segment of the market. The portfolio includes: A six-unit gulf-front hotel with direct beach access and sweeping northwestern views of the Gulf of Mexico Two duplex buildings with nightly rental eligibility A single-family residential piling home with a pool, ideal for monthly vacation use or redevelopment The sites were impacted by Hurricane Ian and are now cleared, allowing a clean slate for modern, storm-resilient elevated construction. Sanibel€™s post-Ian Build-Back provisions support the redevelopment of the hotel and duplexes, enabling structures to be rebuilt within the footprint and volume of the original buildings€”while elevating them for improved views, added storage, parking underneath, and enhanced long-term resilience. The west-facing hotel site borders land protected from future development, ensuring unobstructed sunsets and privacy€”a true premium on the coast. This is a rare chance to rebuild with higher-end accommodations while retaining the valuable nightly rental zoning that elevates Tropical Winds well above typical Sanibel investment opportunities; it's your chance to own a uniquely zoned piece of Sanibel€™s future.

4819 Tradewinds Dr
Sanibel Fl 33957

$5,950,000

  • Lee County
  • Date updated: 07/13/2025

Features

Lot Size: 0.94 acres
Pool:
  • 0
Roof:
  • Tile
Property Type: Commercial
Construction:
  • See Remarks
Taxes: $28,748

SANCAP #2231064

Listing Courtesy Of: Dawn Marie Ramsey, Pfeifer Realty Group LLC

The MLS listing data sources are listed below. The MLS listing information is provided exclusively for consumer's personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS.


Properties marked with the FGCMLS are provided courtesy of The Florida Gulf Coast Multiple Listing Service, Inc.

Properties marked with the SANCAP are provided courtesy of Sanibel & Captiva Islands Association of REALTORS®, Inc.