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Tropical Winds Resort 3 Properties Offered at $3,000,000 in Sanibel, FL
Investment Highlights
- Prime investment opportunity waiting to be reimagined on Sanibel Island steps to the shore with breathtaking water and sunset views.
- Two separate duplexes, just a few yards away from the hotel and beach access, contribute four cottage-style units to the hotel portfolio.
- Sanibel Island is a famed travel destination known for its wildlife sanctuary, which has limited commercial sites and no new commercial development.
- Investment includes a six-unit Gulf-front hotel with an unobstructed vista of clear blue water, one of the few permitted nightly hotels.
- There are options to utilize the Build-Back provision and maintain a nightly rental hotel or reimagine and redevelop it into a family compound.
Executive Summary
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 Jamaica Drive – Lot zoned for duplex construction & 1350 Jamaica Drive – Lot zoned for duplex construction
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.
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 Jamaica Drive – Lot zoned for duplex construction & 1350 Jamaica Drive – Lot zoned for duplex construction
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.
Data Room Click Here to Access
- Operating and Financials
Property Facts
| Price | $3,000,000 | Number of Properties | 3 |
| Price / SF | $336.44 / SF | Individually For Sale | 0 |
| Sale Conditions | Total Building Size | 8,917 SF | |
| Sale Type | Investment | Total Land Area | 1.38 AC |
| Status | Active |
| Price | $3,000,000 |
| Price / SF | $336.44 / SF |
| Sale Conditions | |
| Sale Type | Investment |
| Status | Active |
| Number of Properties | 3 |
| Individually For Sale | 0 |
| Total Building Size | 8,917 SF |
| Total Land Area | 1.38 AC |
Properties
| Property Name / Address | Property Type | Size | Year Built | Individual Price |
|---|---|---|---|---|
|
Tropical Winds Motel and Cottages
4819 Tradewinds Dr, Sanibel, FL 33957 |
Hospitality | 5,000 SF | 1958 | - |
| 1344 Jamaica Dr, Sanibel, FL 33957 | Multifamily | 1,983 SF | 1984 | - |
| 1350 Jamaica Dr, Sanibel, FL 33957 | Multifamily | 1,934 SF | 1981 | - |
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