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419 Simonton Street UNIT C
Key West FL 33040 US

$2,185,000

Active Listing ID 618252
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2 bed
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3.00 Bath (2 Full , 1 Half)
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Lot: 0.14 Acres
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Multi Family

$2,185,000

Active Listing ID 618252
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419 Simonton Street UNIT C Tucked discreetly behind one of Old Town's most storied addresses, 419 Simonton Street C is a hidden gem insiders hope no one else discovers. Completed in 2026 as a brand-new, ground-up construction, this private 2BD/2.5BA residence delivers modern island luxury within a lush, secluded enclave, featuring soaring cathedral ceilings in the bedrooms, impact-rated windows and doors, and a streamlined kitchen with Fisher & Paykel and Bosch appliances, a walk-in pantry, under-cabinet lighting, and refined finishes throughout. Outdoors, a secluded patio is framed by vibrant tropical landscaping and includes a tranquil water-featured pool, outdoor shower, and dedicated golf cart parking--the preferred way to get around Old Town. Offered fully furnished with a curated interiors package by Ben Teague Design, the home is move-in ready and thoughtfully finished. Set within a well-structured HOA with no shared walls, and part of a three-residence property with two additional homes positioned at the front and parking conveniently located there, this residence represents Old Town living at its most refined--entirely new, intentionally designed, and quietly confident in every detail.

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Property Features

  • Facts
  • Lot Size: 0.14 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Multi Family
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Ceiling Fan(s)
  • Exterior Finish: Fencing, Water Display, Privacy Wall/Fence, Outdoor Shower, Rain Gutters
  • Floor Covering: Wood
  • Roof Type: Metal

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Multi Family
  • listprice: 2185000
  • unparsedaddress: 419 Simonton Street
  • unitnumber: UNIT C
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.14
  • lotsizeunits: Acres
  • lotsizearea: 0.14
  • livingarea: 1367
  • livingareaunits: Square Feet
  • latitude: 24.55727
  • longitude: -81.801594
  • listagentfullname: Team Kaufelt
  • listagentemail: teamkaufelt@trumanandcompany.com
  • listagentkey: 3yd-KWARFL-20200102150024995011000000
  • listagentmlsid: 20200102150024995011000000
  • listagentpreferredphone: 3053931267
  • listagentofficephone: 3052922244
  • listofficekey: 3yd-KWARFL-20070803221359772367000000
  • listagentstatelicense: 00000
  • listofficemlsid: 20070803221359772367000000
  • 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: 2026
  • listagenturl: http://www.teamkaufelt.com
  • countyorparish: Monroe
  • parcelnumber: 00006340-000000
  • appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Range, Refrigerator, Washer
  • cooling: Ceiling Fan(s)
  • constructionmaterials: Frame
  • flooring: Wood
  • numberofunitstotal: 0
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 2
  • parkingtotal: 0
  • parkingfeatures: Assigned
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • interiorfeatures: Drapes/Blinds Incl, Window Treatments, Built-in Cabinets, Walk-in Closet(s), Smoke Alarms, Pantry, Cathedral Ceilings
  • exteriorfeatures: Fencing, Water Display, Privacy Wall/Fence, Outdoor Shower, Rain Gutters
  • architecturalstyle: Other
  • rooms: Bathroom 1, Bathroom 2, Bathroom 3, Bedroom 1, Bedroom 2
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • fencing: Fenced, Privacy
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -81.8016, 24.55727
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Truman & Co. Real Estate Services", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":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":"20080326130947521052000000", "ListOfficeCity":"Key West", "ListOfficeCountry":"US", "ListOfficeEmail":"inquiry@trumanandcompany.com", "ListOfficePostalCode":"33040", "ListOfficeStateOrProvince":"FL", "ListPriceCurrencyType":"USD", "ListingTitle":"Multi-family - Key West, FL", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/419-Simonton-St-Apt-4_Key-West_FL_33040_M55089-46914?f=listhub&s=KWARFL&m=618252&c=rexren", "MLSModificationTimestamp":"2026-01-22T15:46:05Z", "Neighborhoods":[{"Description":null, "Name":"02 - Key West"}], "PostalCode":null, "RawPropertySubType":"Multi-family", "RawPropertyType":"Residential", "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":13468.4, "TaxDescription":null, "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/25/2026 7:03:51 PM GMT
Source Updated Date: 2/4/2026 12:52:35 PM 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.