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806 Truman Avenue
Key West FL 33040 US

$5,365,000

Active Listing ID 621899
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5 bed
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3,223 square feet
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6.00 Bath (5 Full , 1 Half)
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Lot: 0.13 Acres
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Single Family Residence

$5,365,000

Active Listing ID 621899
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806 Truman Avenue Experience the best of Old Town Key West at 806 Truman Avenue, a beautifully appointed transient-licensed residence offering the rare combination of luxury island living and proven rental performance. This distinctive five-bedroom home features approximately 3, 223 square feet of living space, thoughtfully designed for both private enjoyment and gracious entertaining. Tropical landscaping, covered porches, a private pool and spa, and separate guest accommodations create a relaxed resort atmosphere with the privacy and character buyers seek in a premier Key West property. Offered furnished, the residence is well suited as a primary home, second home, or high-end vacation rental. The property generated more than $400, 000 in rental revenue in 2025, adding meaningful investment appeal to its lifestyle advantages. Situated in the 'X' flood zone, a lower-risk flood designation and outside FEMA's Special Flood Hazard Area. This can be an attractive ownership advantage compared with properties in higher-risk flood zones, particularly when evaluating insurance, flooding potential, and long-term carrying costs. Ideally located in the heart of Old Town, 806 Truman Avenue places owners and guests close to Key West's renowned dining, galleries, entertainment, beaches, and historic attractions. For the buyer seeking a refined island residence with transient-rental capability, established revenue, and exceptional Old Town appeal, 806 Truman Avenue presents a truly compelling opportunity.

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Property Features

  • Facts
  • Lot Size: 0.13 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 5
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Fencing, Detached Guest Qtrs, Rain Gutters, Hot Tub, Lighting, Lanai, Sprinkler System, Storage
  • Floor Covering: Tile, Wood
  • Roof Type: Metal
  • Additional Features
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 5365000
  • unparsedaddress: 806 Truman Avenue
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 5
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.13
  • lotsizeunits: Acres
  • lotsizearea: 0.13
  • livingarea: 3223
  • livingareaunits: Square Feet
  • latitude: 24.553515
  • longitude: -81.795009
  • listagentfullname: Jimmy R Lane
  • listagentemail: jimmy@jimmylane.com
  • listagentkey: 3yd-KWARFL-20080326131229728155000000
  • listagentmlsid: kwa.1207
  • listagentofficephone: 3057660585
  • listofficekey: 3yd-KWARFL-20241017170525961803000000
  • listofficemlsid: 1071330
  • 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: 1918
  • listingcontractdate: 2026-10-30
  • listagenturl: http://www.JimmyLane.com
  • countyorparish: Monroe
  • parcelnumber: 00030090-000000
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave, Stainless Steel Appliance(s)
  • cooling: Central Air
  • constructionmaterials: Frame
  • flooring: Tile, Wood
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Assigned, Off Street
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Cathedral Ceilings, Split Bedroom, Built-in Cabinets, Granite Counter Top, Dade County Pine, Smoke Alarms, Window Treatments
  • exteriorfeatures: Fencing, Detached Guest Qtrs, Rain Gutters, Hot Tub, Lighting, Lanai, Sprinkler System, Storage
  • windowfeatures: Wood Frames
  • rooms: Bedroom 4, Bathroom 6, Bathroom 4, Bathroom 3, Bedroom 3, Bedroom 1, Bedroom 5, Bedroom 2, Bathroom 2, Bathroom 5, Bathroom 1
  • otherstructures: Storage
  • patioandporchfeatures: Porch, Patio
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -81.795006, 24.553514
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Island Life Realty Experts", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"jimmy@jimmylane.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":null, "ListBrokerageLogoUrl":null, "ListBrokerageName":"Island Life Realty Experts", "ListBrokeragePhone":null, "ListBrokeragePostalCode":null, "ListBrokerageStateOrProvince":"FL", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"524 Eaton Street", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"524 Eaton Street ", "ListOfficeAddress2":"", "ListOfficeBrokerMlsId":"20241017170525961803000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"jimmy@jimmylane.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Residential, Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/806-Truman-Ave_Key-West_FL_33040_M57171-13428?f=listhub&s=KWARFL&m=621899&c=rexren", "MLSModificationTimestamp":"2026-11-03 20:01:53", "Neighborhoods":[{"Description":null, "Name":"Old Town - Unrecord (1.0)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":17519, "TaxDescription":"KW TROPICAL SUB PB 1-37 LOT 2 SQR 2 TR 12", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
  • GarageSpaces: 0
Listing Changed: 11/3/2026 8:03:40 PM GMT
Source Updated Date: 11/4/2026 12:52:41 PM GMT

Courtesy of: Jimmy R Lane, Island Life Realty Experts, jimmy@jimmylane.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.