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924 Flagler Avenue
Key West FL 33040 US

$4,595,000

Active Listing ID 617929
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4 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 0.28 Acres
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Single Family Residence

$4,595,000

Active Listing ID 617929
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924 Flagler Avenue 924 Flagler is an iconic home built in 1925 in the sought after Casa Marina area. Totally renovated and upgraded, this home has received multiple design and restoration awards. The incredible property has over 12, 300 square feet of expansive grounds including meandering walkways, an outbuilding, a two car garage, lush tropical landscaping and spralling open spaces. The interior of this concrete home features 14 ft. ceilings on the first floor and 12' on the second floor. A sunroom entry is lined with Palladian doors and opens to a patio and the living room. An office, powder room, large dining room and the chef's kitchen complete the first floor. The second floor features the primary bedroom and a sitting room converted from a fourth bedroom plus two more guest bedrooms and a bath. A spacious second floor sun porch offers beautiful views and more space to relax. The list of improvements, upgrades and amenities is extensive and include hurricane rated roofs over the home and the garage, custom mahogany wood windows and doors, copper gutters and downspouts to a 7, 000 gallon cistern used for irrigation, custom Hanson & Bringle millwork and cabinetry, Cat 5 & 6 wiring, McIntosh audio system throughout the house, a whole house generator, updated electric and plumbing, an electronic gated driveway. This one of a kind home is a Key West treasure in an excellent location.

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Property Features

  • Facts
  • Lot Size: 0.28 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Floor Covering: Tile, Wood
  • Roof Type: Other

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 4595000
  • unparsedaddress: 924 Flagler Avenue
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.28
  • lotsizeunits: Acres
  • lotsizearea: 0.28
  • livingarea: 2064
  • livingareaunits: Square Feet
  • latitude: 24.54887
  • longitude: -81.789281
  • listagentfullname: Laura A McChesney
  • listagentemail: mcchesneykeywest@aol.com
  • listagentkey: 3yd-KWARFL-20080326130928572380000000
  • listagentmlsid: 20080326130928572380000000
  • listagentpreferredphone: 3059236639
  • listagentofficephone: 3052943040
  • listofficekey: 3yd-KWARFL-20070803221403061445000000
  • listagentstatelicense: 494597
  • listofficemlsid: 20070803221403061445000000
  • 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: 1935
  • listagenturl: http://www.preferredpropertieskeywest.com
  • countyorparish: Monroe
  • parcelnumber: 00058210-000000
  • appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • constructionmaterials: Concrete
  • flooring: Tile, Wood
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • roof: Other
  • view: Water
  • waterfrontyn: False
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.78928, 24.54887
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Preferred Properties Coastal Realty, Inc.", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"mcchesneykeywest@aol.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":"mcchesneykeywest@gmail.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"Preferred Properties Coastal Realty, Inc.", "ListBrokeragePhone":"(305) 294-3040", "ListBrokeragePostalCode":"33040", "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"520 Southard Street", "ListBrokerageWebsiteUrl":"http://www.preferredpropertieskeywest.com/", "ListOfficeAddress1":"520 Southard Street", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"20080326130928572380000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"info@preferredpropertieskeywest.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential - Single Family - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/924-Flagler-Ave_Key-West_FL_33040_M56906-18383?f=listhub&s=KWARFL&m=617929&c=rexren", "MLSModificationTimestamp":"2026-01-05T11:18:11Z", "Neighborhoods":[{"Description":null, "Name":"02 - Key West"}], "PostalCode":null, "RawPropertySubType":"Residential - Single Family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":14258.91, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/5/2026 7:09:10 PM GMT
Source Updated Date: 1/9/2026 6:43:54 PM GMT

Courtesy of: Laura A McChesney, Preferred Properties (KW), mcchesneykeywest@aol.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.