729 Windsor Lane , FL - KEY WEST
2 Beds, 1 Baths (full), Single Family
Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the islands most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint thats almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step inside to discover a thoughtfully updated interior that blends historic charm with modern comfort. The remodeled bathroom features stylish tilework, updated fixtures, and a spa-like feel, while the upgraded kitchen boasts contemporary cabinetry, sleek countertops, and stainless steel appliances--perfect for preparing everything from a quiet Key West breakfast to tropical cocktails on the patio.Surrounded by lush native foliage, the property offers a serene, private setting just steps from Duval Street, world-class dining, art galleries, entertainment, and more--while maintaining the tranquility of a quiet residential neighborhood.For investors, the unbeatable location just a short stroll from Duval Street, renowned restaurants, nightlife, galleries, and cultural attractions makes this property ideal for monthly vacation rentals or long-term leasing to locals. For second-home buyers, it offers an effortless blend of privacy and proximity to the action, in a quiet residential neighborhood. Truly your home away from home. And for the historic home lover, this residence offers a chance to preserve and personalize a piece of Key Wests architectural heritage with room to enhance over time and make it your own.With its historic architecture, upgraded amenities, and rare lot size, this home offers endless potential to create your tropical dream oasis. Whether youre looking for a charming island retreat, a vacation rental, or a full-time residence, 729 Windsor Lane delivers the perfect blend of location, lifestyle, and opportunity.
Listing Summary for 729 Windsor Lane
Price:
$1,395,000
Bedrooms:
2
Bathrooms:
1
Half Baths:
n/a
Square Footage:
723
Lot Sq. Ft.:
n/a
Year Built:
1928
Property Type:
Residential - Single Family
Sub-Type:
Single Family
MLS® #:
615169
Status:
Active
Address:
729 Windsor Lane
City:
Key West
State:
FL
Zip:
33040
County:
Monroe
Key:
Key West
Side of Island:
Median
Community:
Williams Court
Mile Marker:
1.00
Tax Year:
2024
Date Listed:
05-24-2025
Additional Information
Is Waterfront:
No
Waterfront Type:
None
View
No Waterview
Has Pool:
No
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:
Frame
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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 (615169) is provided courtesy of (LoKation Real Estate). Data last updated on 06-07-2025.
