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910-914 Watson Street
Key West FL 33040 US

$5,995,000

Active Listing ID 617923
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5 bed
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7.00 Bath (6 Full , 1 Half)
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Lot: 0.30 Acres
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Single Family Residence

$5,995,000

Active Listing ID 617923
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910-914 Watson Street More than a residence and rarer than legend, 910-914 Watson Street stands as one of the most iconic private estates in all of Key West-a once-in-a-generation offering where historic gravitas, tropical scale, and modern refinement converge behind gated walls in the heart of Old Town. Just moments from Truman Waterfront Park and beloved local favorites such as 5 Brothers Coffee and Cafe Sole, this historic estate delivers the rare combination of island ease and cultivated sophistication. Bathed in natural light, the home's timeless architecture artfully blurs the line between indoors and out, creating spaces that feel both expansive and intimate. Anchoring the tropical grounds is a resort-style pool and spa framed by tranquil water features and a serene koi pond. The experience is elevated further by an oversized covered pool loggia, designed for effortless island living and entertaining, featuring outdoor dining, a fully equipped outdoor kitchen, and a generous living area-all sheltered and inviting year-round. The enclosed, gated grounds offer rare privacy and practicality, including two-car garages and off-street parking for at least six additional vehicles-an exceptional luxury in Old Town. A dedicated dog run with motorized gate and lush landscaping complete the sense of a hidden tropical sanctuary. Spanning 4, 387 square feet, the estate includes five bedrooms and six and a half baths, thoughtfully arranged for both togetherness and autonomy. A one bedroom suite resides in a separate guest house with its own entrance, front porch, and living space, ideal for a mother-in-law suite, long-term guests, or on-site grounds personnel. Set on an expansive 13, 182 square-foot lot in the coveted X-500 Flood Zone, the property is equally suited for lively gatherings or quiet moments of retreat.

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Property Features

  • Facts
  • Lot Size: 0.30 Acres
  • Property Type: Residential
  • Property Sub-type: Single Family Residence
  • Features
  • Full Bathrooms: 6
  • 1/2 Bathrooms: 1
  • Cooling System: Heat Pump, Central Air, Ductless
  • Exterior Finish: Bar, Fencing, Gazebo, Hot Tub, Lighting, Privacy Wall/Fence, Water Display
  • Floor Covering: Wood, Tile, Carpet, Marble
  • Roof Type: Metal
  • Additional Features
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Single Family Residence
  • listprice: 5995000
  • unparsedaddress: 910-914 Watson Street
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 6
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.3026
  • lotsizeunits: Acres
  • lotsizearea: 0.3026
  • livingarea: 4387
  • livingareaunits: Square Feet
  • latitude: 24.555689
  • longitude: -81.793119
  • listagentfullname: Team Kaufelt
  • listagentemail: teamkaufelt@trumanandcompany.com
  • listagentkey: 3yd-KWARFL-20200102150024995011000000
  • listagentmlsid: kwa.teamkaufelt
  • listagentpreferredphone: 3053931267
  • 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: 1929
  • listingcontractdate: 2026-01-05
  • listagenturl: http://www.teamkaufelt.com
  • countyorparish: Monroe
  • parcelnumber: 00020840-000100
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Freezer, Gas Appliances, Wine Cooler, Stainless Steel Appliance(s)
  • cooling: Heat Pump, Central Air, Ductless
  • constructionmaterials: Frame
  • flooring: Wood, Tile, Carpet, Marble
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 1
  • parkingtotal: 0
  • parkingfeatures: Open
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Built-in Cabinets, Granite Counter Top, Storage, Walk-in Closet(s), Gym, Sauna, Sun/Florida Room
  • exteriorfeatures: Bar, Fencing, Gazebo, Hot Tub, Lighting, Privacy Wall/Fence, Water Display
  • rooms: Bathroom 5, Bathroom 4, Bathroom 6, Bedroom 4, Bathroom 1, Bedroom 1, Bathroom 2, Bathroom 7, Bedroom 2, Bedroom 5, Exercise Room, Bedroom 3, Bathroom 3
  • otherstructures: Gazebo, Storage
  • patioandporchfeatures: Patio
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.79312, 24.555689
  • 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":"teamkaufelt@trumanandcompany.com", "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/910-914-Watson-St_Key-West_FL_33040_M69853-72132?f=listhub&s=KWARFL&m=617923&c=rexren", "MLSModificationTimestamp":"2026-02-24 16:43:31", "Neighborhoods":[{"Description":null, "Name":"Old Town - Unlisted (1.0)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":43086, "TaxDescription":"KW PT LT 5 AND PT LT 7 SQR 3 TR 6 J1-57 OR29-28 OR348-99 OR500-250 OR746-754 OR961-1955 OR1098-409 OR1111-2342 OR1304", "TaxYear":"2024"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 5/21/2026 11:17:09 PM GMT
Source Updated Date: 6/4/2026 12:54:43 AM GMT

Courtesy of: Team Kaufelt, Truman & Co. (KW), teamkaufelt@trumanandcompany.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.