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About This Home

This 0-bedroom, 0-bathroom single family at 4819 Tradewinds Drive in Sanibel, FL is listed for $3,000,000. Built in 1958, on a 0.94 acres lot.

Agent Description

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 rei

magine 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.

Key Features

  • Built in 1958
  • 0.94 acre lot
  • Waterfront

Property Details

1 story
1958

Amenities

Waterfront

Monthly Cost Estimate

$16,045/mo

20% down · 6.5% · 30 years

Principal$2,170
Interest$13,000
Insurance$875

Estimates only. Actual payments may vary.

Location

4819 Tradewinds Drive

Sanibel, FL 33957

Questions & Answers

This 0-bedroom, 0-bathroom single family at 4819 Tradewinds Drive is listed at $3,000,000. The estimated monthly payment is $13,000 based on 20% down at 6.5% interest.

Key features include: Built in 1958, 0.94 acre lot, Waterfront.

This property is listed by Dawn Marie Ramsey and can be reached at 2392332976 or dawn@Pfeiferrealtygroup.com.

DR

Dawn Marie Ramsey

Agent at Pfeifer Realty Group LLC

(239) 233-2976

Listed by Pfeifer Realty Group LLC

MLS# 2026018790· Source: listhub· Updated 39 days ago

Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

4819 Tradewinds Drive, Sanibel, FL 33957

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