314 Simonton Street, Key West, FL 33040

$6,400,000

bedrooms

bathrooms

square feet

Acreage

Open Houses

year built

1921

Full Baths

Half Baths

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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.

Location
Subdivision	Old Town - Unlisted (1.0)
County	Monroe
Elementary School	-
Middle School	-
High School	-

Driving directions

Open houses

None scheduled.

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MLS number: 612134

Listing agent: Team Gardner/Langley #BK612006

Listing broker: Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty (305) 294-5155

Copyright © 2025 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified. [source]

Last update: Thursday, April 17 2025 at 12:14 p.m. EDT

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