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  • 421 - 423 Simonton Street
  • $6,500,000
  • KEY WEST, FL / Old Town - Unlisted (1.0)
  • 6 Beds, 6 Baths, 3,010 Sq.Ft.

421 - 423 Simonton Street , FL - KEY WEST

6 Beds, 6 Baths (full), Duplex

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 youre 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.

Listing Summary for 421 - 423 Simonton Street
Price:
$6,500,000
Bedrooms:
6
Bathrooms:
6
Half Baths:
2
Square Footage:
3,010
Lot Sq. Ft.:
n/a
Year Built:
2020
Property Type:
Multi-family
Sub-Type:
Duplex
MLS® #:
614546
Status:
Active
Address:
421 - 423 Simonton Street
City:
Key West
State:
FL
Zip:
33040
County:
Monroe
Key:
Key West
Side of Island:
Median
Community:
Old Town Unlisted
Mile Marker:
1.00
Tax Year:
2024
Date Listed:
04-08-2025
Additional Information
Is Waterfront:
No
Waterfront Type:
None
View
No Waterview
Has Pool:
Yes
Pool Info:
n/a
Short Sale:
n/a
Foreclosure:
n/a
Pets:
Pets Allowed
Docakge Type:
None
Dockage Length:
n/a
Dockage Seawall:
n/a
Dockage Construction:
n/a
Security:
n/a
Building Construction:
Combo Construction
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Similar Listings For Sale to 421 - 423 Simonton Street

Old Town Unlisted Real Estate

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. The MLS data provided for the property above (614546) is provided courtesy of (Berkshire Hathaway Knight & Gardner). Data last updated on 05-30-2025.
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