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314 Simonton Street
Key West FL 33040 US

$6,900,000

Active Listing ID 612250
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8 bed
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11.00 Bath (7 Full , 4 Half)
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Lot: 0.18 Acres
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Multi Family

$6,900,000

Active Listing ID 612250
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314 Simonton Street 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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Property Features

  • Facts
  • Lot Size: 0.18 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Multi Family
  • Features
  • Full Bathrooms: 7
  • 1/2 Bathrooms: 4
  • Roof Type: Metal

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Multi Family
  • listprice: 6900000
  • unparsedaddress: 314 Simonton Street
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 7
  • bathroomshalf: 4
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.18
  • lotsizeunits: Acres
  • lotsizearea: 0.18
  • livingarea: 8472
  • livingareaunits: Square Feet
  • latitude: 24.558333
  • longitude: -81.803104
  • listagentfullname: Team Gardner/Langley
  • listagentemail: commercial@keysrealestate.com
  • listagentkey: 3yd-KWARFL-20080619155121704955000000
  • listagentmlsid: 20080619155121704955000000
  • listagentpreferredphone: 3052945155
  • listagentofficephone: 3052945155
  • listofficekey: 3yd-KWARFL-20070803221344494963000000
  • listagentstatelicense: BK612006
  • listofficemlsid: 20070803221344494963000000
  • disclaimer: 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.
  • sourcesystemid: KWARFL
  • yearbuilt: 1921
  • listagenturl: http://www.keysrealestate.com
  • countyorparish: Monroe
  • parcelnumber: 00004210-000000
  • numberofunitstotal: 8
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 3
  • parkingtotal: 0
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: Berkshire Hathaway HomeServices
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bathroom 4, Bathroom 5, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.8031, 24.558332
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"susan@keysrealestate.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":"info@keysrealestate.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/KWARFL/060114707e9011e1b78c12313904e194/20190802195037982.png", "ListBrokerageName":"Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty", "ListBrokeragePhone":"305-294-5155", "ListBrokeragePostalCode":"33040", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"336 Duval St", "ListBrokerageWebsiteUrl":"http://www.keysrealestate.com", "ListOfficeAddress1":"336 Duval St.", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20110223211150165049000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"info@keysrealestate.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Multi-family - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/314-Simonton-St_Key-West_FL_33040_M55036-17884?f=listhub&s=KWARFL&m=612250&c=rexren", "MLSModificationTimestamp":"2025-01-09T08:38:52Z", "Neighborhoods":[{"Description":null, "Name":"02 - Key West"}], "PostalCode":null, "RawPropertySubType":"Multi-family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":13667.88, "TaxDescription":null, "TaxYear":"2023"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/15/2025 12:52:31 AM GMT
Source Updated Date: 3/11/2025 6:48:48 AM GMT

Courtesy of: Team Gardner/Langley, Berkshire Hathaway Knight & Gardner, commercial@keysrealestate.com

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.