4819 Tradewinds Drive Sanibel, FL $ 3,000,000
4819 Tradewinds Drive
$ 3,000,000
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4819 Tradewinds Drive

Sanibel, FL, 33957
$ 3,000,000
Bedrooms-- Baths--

Monthly Estimate*

$ 18,472

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Commercial Property for sale in Sanibel, FL

for $3,000,000. This building was built in 1958 on a lot size of 0.941.

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

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Commercial Active

Price

$ 3,000,000

Property Type

Commercial

Taxes

$ 28,748

Style

Hotel/Motel

Lot Size

0.941

Year Built

1958

Town/City

Sanibel

County/Region

Lee

MLS | Web ID

2026018790

Features
General
HOA Fee 0
Year Built 1958
Property Subtype Hotel/Motel
Tax Year 2024
Business Type Hospitality
Waterfront Features Gulf
HOA Fee 2 0
County Lee
Property Type Commercial Sale
Status Active
Directions USE GPS
City Sanibel
Land Lease Amount 0
MLS Area SI01 - Sanibel Island
Lot Size Units Acres
Tax Annual Amount 28748
Property Condition Resale
Lease Considered Y/N false
Virtual Tour https://www.propertypanorama.com/instaview/fgcmls/2026018790
Standard Status Active
Legal Description TRADEWINDS PB 11 PG 13 LOT 28
HOA Fee 3 0
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Interior
Total Stories 1
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Exterior
Lot Size Area 0.941
Lot Size Acres 0.941
Lot Size Source Appraiser
Waterfront Y/N true
Covered Spaces 0
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* Excluded Features
List By
Dawn Marie Ramsey

Listing Agent

Pfeifer Realty Group Llc

Broker

dawn@Pfeiferrealtygroup.com

Email

Affordability Calculator

$20,867
Per Month
89%
11%
0%
Monthly Principal & Interest
$18,472
Monthly Property Taxes
$2,396
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/23/2026$3,000,000 Listed Price

Map


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4819 Tradewinds Drive, Sanibel, FL, 33957 is a Commercial Property for sale at $3,000,000 with a lot size of 0.941. 4819 Tradewinds Drive was built in 1958. The property's zip code is 33957 which is in Sanibel, FL