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1221 Ashby Street
Key West FL 33040 US

$1,399,000

Active Listing ID 621518
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3 bed
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1,374 square feet
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3.00 Bath (3 Full)
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Lot: 0.12 Acres
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Single Family Residence

$1,399,000

Active Listing ID 621518
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1221 Ashby Street Situated on a spacious corner lot in desirable Midtown West, 1221 Ashby Street offers the perfect blend of comfort, privacy, and island living. The main residence features 2 bedrooms, 2 bathrooms, and inviting living spaces, while a separate 1-bedroom, 1-bathroom poolside cottage provides additional flexibility for guests or extended family. Together, the two structures offer 1, 374 square feet of living space. The oversized outdoor area is designed for enjoying the Key West lifestyle, featuring a large swimming pool, spacious decking, lounge chairs, umbrellas, and an outdoor dining area ideal for entertaining. Covered off-street parking adds convenience to this property's many desirable features. Recently updated and ready for its next owner, this property offers a fantastic opportunity to enjoy island living just minutes from Key West's famous restaurants, bars, and attractions.

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Property Features

  • Facts
  • Lot Size: 0.12 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 3
  • Cooling System: Wall/Window Unit(s), Central Air, Window Unit(s)
  • Exterior Finish: Detached Guest Qtrs, Outdoor Shower, Privacy Wall/Fence
  • Floor Covering: Tile
  • Roof Type: Metal
  • Additional Features
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1399000
  • unparsedaddress: 1221 Ashby Street
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 3
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.12
  • lotsizeunits: Acres
  • lotsizearea: 0.12
  • livingarea: 1374
  • livingareaunits: Square Feet
  • latitude: 24.556752
  • longitude: -81.784403
  • listagentfullname: Justyn Ewald
  • listagentemail: Justynewald1@gmail.com
  • listagentkey: 3yd-KWARFL-20160815163115861525000000
  • listagentmlsid: kwa.263501994
  • listagentpreferredphone: 3055877330
  • listofficekey: 3yd-KWARFL-20200312194843977283000000
  • listofficemlsid: kwa.office10614
  • disclaimer: Copyright © 2026 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: 1953
  • listingcontractdate: 2026-10-06
  • listagenturl: www.keywestexperts.com
  • countyorparish: Monroe
  • parcelnumber: 00044560-000000
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Freezer
  • cooling: Wall/Window Unit(s), Central Air, Window Unit(s)
  • constructionmaterials: CBS
  • flooring: Tile
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 0
  • parkingfeatures: Covered, Carport, Off Street
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: None
  • exteriorfeatures: Detached Guest Qtrs, Outdoor Shower, Privacy Wall/Fence
  • rooms: Bathroom 3, Bathroom 2, Bedroom 1, Bathroom 1, Bedroom 3, Bedroom 2
  • patioandporchfeatures: Patio, Deck
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.7844, 24.556751
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Expert Realty LLC (HQ)", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Justynewald1@gmail.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Expert Realty LLC (HQ)", "ListBrokeragePhone":"(305) 587-7330", "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"517 Duval St, #205", "ListBrokerageWebsiteUrl":"http://www.keywestexperts.com", "ListOfficeAddress1":"517 Duval St, #205 ", "ListOfficeAddress2":"", "ListOfficeBrokerMlsId":"20200312194843977283000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"justynewald1@gmail.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential, Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/1221-Ashby-St_Key-West_FL_33040_M56339-36885?f=listhub&s=KWARFL&m=621518&c=rexren", "MLSModificationTimestamp":"2026-10-06 17:32:10", "Neighborhoods":[{"Description":null, "Name":"Macros Subd (2.0)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":9484, "TaxDescription":"LOT 12 SQR 17 RESUB OF SQRS -17-18-19-20 AND PT OF 21 AND 23 TRACT 20 PB3-10 OF MONROE INV CO PLAT PB1-41 G68-524 OR752-", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 10/6/2026 5:35:59 PM GMT
Source Updated Date: 10/6/2026 6:45:52 PM GMT

Courtesy of: Justyn Ewald, Expert Realty LLC (HQ), Justynewald1@gmail.com

Copyright © 2026 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.