x
Showing 1 of 0
X
Save

419 Simonton Street C
Key West FL 33040 US

$1,995,000

Active Listing ID 621400
bed icon
2 bed
rule icon
1,409 square feet
bath icon
3.00 Bath (2 Full , 1 Half)
lot icon
Lot: 0.04 Acres
home icon
Condominium

$1,995,000

Active Listing ID 621400
Save

419 Simonton Street C Old Town has plenty of history. What it rarely has is a brand-new secret. Privately positioned behind one of Simonton Street's most storied facades, 419 Simonton Street C is a freestanding 2026 residence with no shared walls and a world of its own. Fully furnished with a curated interiors package by Ben Teague Design, this two-bedroom, two-and-a-half-bath home pairs clean-lined architecture with the relaxed rhythm of Key West. Cathedral ceilings elevate both bedrooms, while impact-rated windows and doors, wood flooring, built-in cabinetry, walk-in closets and thoughtful finishes bring refinement and ease to the approximately 1, 409-square-foot interior. At the center of the home, a streamlined kitchen featuring Fisher & Paykel and Bosch appliances, a walk-in pantry and under-cabinet lighting is designed to transition effortlessly from morning coffee to evening cocktails. Outdoors, vibrant tropical landscaping surrounds a private heated pool with a tranquil water feature, secluded patio and outdoor shower. Dedicated parking for a golf cart or small vehicle, separate utility meters, a metal roof and an X flood-zone location provide the practical advantages buyers rarely find in Old Town. Part of an intimate three-residence setting, Unit C offers the privacy of a standalone home, the simplicity of condominium ownership and convenient access to Old Town's celebrated restaurants, galleries, waterfront and nightlife. Entirely new, quietly hidden and ready to enjoy from day one.

Collapse all

Property Features

  • Facts
  • Lot Size: 0.04 Acres
  • Property Type: Residential
  • Property Sub-type: Condominium
  • Features
  • Full Bathrooms: 2
  • 1/2 Bathrooms: 1
  • Cooling System: Central Air
  • Exterior Finish: Fencing, Rain Gutters, Outdoor Shower, Privacy Wall/Fence, Water Display
  • Floor Covering: Wood
  • Roof Type: Metal
  • Additional Features
  • Patio
  • Pool

Property

  • propertytype: Residential
  • propertysubtype: Condominium
  • listprice: 1995000
  • unparsedaddress: 419 Simonton Street
  • unitnumber: C
  • postalcity: Key West
  • stateorprovince: FL
  • country: US
  • postalcode: 33040
  • bathroomsfull: 2
  • bathroomshalf: 1
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.0391
  • lotsizeunits: Acres
  • lotsizearea: 0.0391
  • livingarea: 1409
  • livingareaunits: Square Feet
  • latitude: 24.55727
  • longitude: -81.801594
  • 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: 2026
  • listingcontractdate: 2026-09-25
  • listagenturl: http://www.teamkaufelt.com
  • countyorparish: Monroe
  • parcelnumber: 00006340000000
  • appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer
  • cooling: Central Air
  • constructionmaterials: Frame, Hardi Board Siding
  • flooring: Wood
  • fireplaceyn: False
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • parkingfeatures: Assigned
  • roof: Metal
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: Built-in Cabinets, Walk-in Closet(s)
  • exteriorfeatures: Fencing, Rain Gutters, Outdoor Shower, Privacy Wall/Fence, Water Display
  • rooms: Bathroom 2, Bathroom 3, Bathroom 1, Bedroom 2, Bedroom 1
  • patioandporchfeatures: Patio
  • dock: False
  • poolprivateyn: True
  • spayn: False
  • fencing: Privacy, Fenced
  • 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, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"teamkaufelt@trumanandcompany.com", "ListBrokerageCity":"Key West", "ListBrokerageCountry":"US", "ListBrokerageEmail":"terri@terrispottswood.com", "ListBrokerageLogoUrl":"http://lh.rdcpix.com/3cb3c48183e111e19b52123138048d21k-c739538518r.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":"Residential, 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=621400&c=rexren", "MLSModificationTimestamp":"2026-09-25 15:33:04", "Neighborhoods":[{"Description":null, "Name":"Old Town - Unlisted (1.0)"}], "PostalCode":null, "RoomCount":null, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":13468, "TaxDescription":"Kw Pt Lt 4 Sqr 36 G9-593 Or153-170/71 Or377-65/66 Or773-1201 Or1097-1042/43 Or1298-1844/45 Or1432-2163/64 Or2272-2265 Or", "TaxYear":"2025"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 9/25/2026 3:35:40 PM GMT
Source Updated Date: 9/26/2026 12:50:14 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.