request_info_guest false

421 - 423 Simonton Street

$6,500,000

421 - 423 Simonton Street, Key West, FL 33040

Active
Last Updated: 09/02/2025

3,010 sqft

Building Size

0.0808 acres

Lot Area

Details:
Building Size:    3,010 sqft
Lot Area:    0.0808 acres
Year Built:    2020
Floors:    2
Highlights:
  • Two Transient Licensed Homes
  • X - Flood Zone
  • Built in 2020
  • 6 Total Bedrooms
  • 8 Total Bathrooms
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 with rental flexibility, or a mix of both, this unique setup delivers unmatched versatility just steps from the vibrant restaurants, galleries, and nightlife of Duval Street.

Discover the vibrant and historic area surrounding the location, within walking distance to popular attractions such as the Ernest Hemingway Home and Museum, the Key West Lighthouse, and the Southernmost Point of the continental U.S. Enjoy the lively atmosphere of Duval Street lined with shops, art galleries, and restaurants offering world-class cuisine. Experience the local culture through the diverse mix of entertainment, festivals, and events that showcase the unique charm of Key West. This prime location offers a perfect blend of history, entertainment, and natural beauty, making it an exceptional investment opportunity for hospitality and limited service ventures.

Map:
Location
Gallery