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29245471
29245470

314 Simonton St, Key West, FL 33040

WL
BK3242135
Berkshire Hathaway HomeServices Knight & Gardner Realty
Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty
$5,250,000
268 days on market
Updated 57 days ago

Casa Antigua

Details
Property Type Multifamily
Sub Type Apartment Building, Duplex/Triplex/Quadruplex
Square Footage 8,472
Units 9
Class C
Year Built 1921
Stories 3
Acreage 0.178

Multifamily | 9 Units

Marketing description

Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in heritage. Even the legendary Ernest Hemingway chose it as his base, staying here for a month while awaiting delivery of his car in 1928. Currently set up and legally recognized as 8 units, an atrium, garage, and a pool, this property provides an unmatched opportunity for someone who loves trophy properties. Whether you envision a grand single-family estate or multi-unit living combined with commercial space on the lower level, the possibilities are endless.Don't miss the chance to own a piece of Key West's past while shaping its future with this truly one-of-a-kind property.
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Listing Contacts

WL
BK3242135
Berkshire Hathaway HomeServices Knight & Gardner Realty
Listed by Berkshire Hathaway HomeServices Knight & Gardner Realty

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Zoning

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HNC-1 CommercialNeighborhood CommercialHistoric Neighborhood Commercial District Truman And Simonton
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Last updated May 8, 2026 For deeper zoning details, reports are available at Zoneomics

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