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2309 Flagler Avenue
Key West FL 33040 US

$1,095,000

Active Listing ID 619530
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3 bed
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2.00 Bath (2 Full)
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Lot: 0.17 Acres
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Single Family Residence

$1,095,000

Active Listing ID 619530
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2309 Flagler Avenue Nestled within a private tropical oasis on a 7, 500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room. The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters. Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.

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Property Features

  • Facts
  • Lot Size: 0.17 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 1095000
  • unparsedaddress: 2309 Flagler Avenue
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.17
  • lotsizeunits: Acres
  • lotsizearea: 0.17
  • livingarea: 1720
  • livingareaunits: Square Feet
  • latitude: 24.557875
  • longitude: -81.776099
  • listagentfullname: Jennifer M Newman
  • listagentemail: jennifer@jennifernewman.org
  • listagentkey: 3yd-KWARFL-20131105111345781579000000
  • listagentmlsid: kwa.263501800
  • listagentpreferredphone: 3236005678
  • listofficekey: 3yd-KWARFL-20070803221359772367000000
  • listofficemlsid: kwa.10208
  • 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: 2026-04-16
  • listagenturl: http://www.trumanandcompany.com
  • countyorparish: Monroe
  • parcelnumber: 00045560-000000
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Freezer
  • constructionmaterials: CBS
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Off Street
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: None
  • rooms: Bathroom 1, Bathroom 2, Bedroom 2, Bedroom 3, Bedroom 1
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.7761, 24.557875
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Truman & Co. Real Estate Services", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"jennifer@jennifernewman.org", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":"terri@terrispottswood.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/KWARFL/3cb3c48183e111e19b52123138048d21/20150318142929328.png", "ListBrokerageName":"Truman & Co. Real Estate Services", "ListBrokeragePhone":"(305) 292-2244", "ListBrokeragePostalCode":"33040", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"1205 Truman Avenue", "ListBrokerageWebsiteUrl":"http://www.trumanandcompany.com", "ListOfficeAddress1":"1205 Truman Avenue ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20070803221359772367000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"inquiry@trumanandcompany.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/2309-Flagler-Ave_Key-West_FL_33040_M56437-00562?f=listhub&s=KWARFL&m=619530&c=rexren", "MLSModificationTimestamp":"2026-06-13 06:06:33", "Neighborhoods":[{"Description":null, "Name":"Key West Realty Cos Sub (3.0)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":6806, "TaxDescription":"KW KW REALTY COS FIRST SUB PB1-43 ALL LOT 2 PT LOT 3 SQR 6 TR 21 OR4-461 OR1282-1051 OR2270-722 OR2274-1422 OR2378-1349", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 6/13/2026 6:07:36 AM GMT
Source Updated Date: 7/24/2026 12:47:26 AM GMT

Courtesy of: Jennifer M Newman, Truman & Co. (KW), jennifer@jennifernewman.org

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.