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421 - 423 Simonton Street
Key West, FL
Listing Details
- $5,850,000
- MLS# 614546
- Type Residential - Multiple
- Status Active
Description
Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest privacy and relaxation, each home includes its own outdoor lounging space and pool--perfect for cooling off after a day in the sun or enjoying a quiet evening under the palms.Whether you're looking for a investment opportunity, a vacation retreat... Read more
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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/04/2026. The listing information on this page last changed on 05/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 05/04/2026 12:00:18 AM EST) or Miami MLS (last updated Sun 05/03/2026 11:58:17 PM EST) or Stellar MLS (last updated Sun 05/03/2026 11:43:51 PM EST) or SPC MLS (last updated Sun 05/03/2026 11:20:24 PM EST) or Martin MLS (last updated Sun 05/03/2026 11:38:09 PM EST) or Indian River MLS (last updated Sun 05/03/2026 11:30:16 PM EST) or Northeast Florida MLS (last updated Sun 05/03/2026 11:58:52 PM EST) or Beaches MLS (last updated Sun 05/03/2026 11:56:54 PM EST) or Naples MLS (last updated Sun 05/03/2026 11:40:20 PM EST) or PBI MLS (last updated Sun 05/03/2026 11:21:24 PM EST) or Florida Keys MLS (last updated Sun 05/03/2026 8:29:59 PM EST). Real estate listings held by brokerage firms other than Illustrated Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/04/2026. The listing information on this page last changed on 05/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 05/04/2026 12:00:18 AM EST) or Miami MLS (last updated Sun 05/03/2026 11:58:17 PM EST) or Stellar MLS (last updated Sun 05/03/2026 11:43:51 PM EST) or SPC MLS (last updated Sun 05/03/2026 11:20:24 PM EST) or Martin MLS (last updated Sun 05/03/2026 11:38:09 PM EST) or Indian River MLS (last updated Sun 05/03/2026 11:30:16 PM EST) or Northeast Florida MLS (last updated Sun 05/03/2026 11:58:52 PM EST) or Beaches MLS (last updated Sun 05/03/2026 11:56:54 PM EST) or Naples MLS (last updated Sun 05/03/2026 11:40:20 PM EST) or PBI MLS (last updated Sun 05/03/2026 11:21:24 PM EST) or Florida Keys MLS (last updated Sun 05/03/2026 8:29:59 PM EST). Real estate listings held by brokerage firms other than Illustrated Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
Privacy Policy / DMCA Notice / ADA Accessibility
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All Property Features
- Property Type: Residential - Multiple
- Appliances: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dryer
- Building Above Flood: Yes
- Cooling: Central Air, Ceiling Fans(s)
- Days on Site: 390
- Dockage: None
- Exterior: Privacy Wall/Fence
- Exterior: Combo Construction
- Fenced: Yes
- Flood Zone: X
- Furnished: Negotiable
- HOA (1st Right of Refusal) Y/N: No
- HOA (Mandatory) Y/N: No
- Interior: Built-in Cabinets, Smoke Alarms
- Key/Island: Key West
- Key West Neighborhood: Old Town-N of Truman
- Listing Board: Key West Association
- Lot Dimensions: 0.08Acre(s)
- Lot Size: 0.08 Acres
- Off Shore Island: No
- Parcel #: 00006360-000000
- Pets: Pets Allowed
- Pool: In Ground
- Porch/Balcony: Open Porch/Balcony, Deck
- Roof Type: Metal Roof
- Sewer Hookup: Yes
- Stories: 2.0
- Swimming Pool: Yes
- Taxes: $26,522
- Tax exemptions: None
- Units: 2
- Utilities: FKAA, Municipal Sewer
- Waterfront: None
- Waterview: No Waterview
- Year Built: 2020
- Zoning: HNC(1-3) - Hist Nghborhd Comml 1 - 3 Coastal Med