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729 Windsor Lane

Key West, FL 33040
  • $865,000
  • STATUS: Closed
  • ON SITE: 328 Days
  • MLS #: 615169
Sold - 03/23/2026
$865,000
SOLD - 03/23/2026
  • 2
    BEDS
  • 0.07
    ACRES
  • 1
    BATHS
  • 0
    1/2 BATHS
  • 723
    SQFT
  • $1,196
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1928
County:

School Ratings & Info

Description

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 island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's 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 West's 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 you're 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.

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The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than Keys Home Network are marked with the MLS Logo and detailed information about them include the name of the listing broker's office.
www.keyshomenetwork.com/homes/164197242
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729 Windsor Lane Key West, FL 33040

  • Price: $950,000
  • Status: Closed
  • On Site: 328 Days
  • MLS #: 615169
2
Beds
1
Baths
0
½ Baths
0.07
Acres
723
SQFT
$1,196
$/SQFT
1928
Built
Neighborhood:
Old Town-N Of Truman
County:
Monroe
Area:
01 - Key West
Property Description
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 island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's 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 West's 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 you're 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.
Exterior Features

Architectural Style Shotgun Attached Garage YN No Building Stories 1 Story Construction Materials Frame Dockage None Exterior Features FencingDetached Guest QtrsPrivacy Wall/FenceShedStorage Parking Features Storage Patio And Porch Features Open Porch/BalconyPatio Pool Features [] Pool Private YN No Roof Metal Roof Shutters Panel Vehicle Storage CarportOff Street ParkingTrailer Storage View [] Waterview No Waterview Window Features [] Windows Doors Wood WindowsImpact Rstnce Doors

Interior Features

Accessibility Features [] Appliances WasherDryerDishwasherRefrigeratorRangeMicrowaveStainless Steel Appliance(s) Cooling Ceiling Fans(s)Ductless Cooling YN Yes Flooring TileWood Furnished Unfurnished Interior Dade County PineStorageQuartz Countertops Interior Features Dade County PineStorageQuartz Countertops Laundry Features [] Levels [] Rooms Total 0

Property Features

Above Flood Yes Association Fee 0 Association Fee Includes None Association YN No Association1st Right Of Refusal No Building Features [] Community Features [] Control Depth 0 Deed Restricts Unknown Electric [] Flood Zone AE Frontage Type [] Green Energy Generation [] Green Water Conservation [] KWNeighborhood Old Town-N of Truman Land Size Less Than 1/4 Acre Listing Terms CashConventionalFHA Marathon Nbhd N/A Mile Marker 1 Min Rental Days 28 Other Equipment [] Other Structures [] Pets Allowed Yes Property Condition [] Property Sub Type Single Family Residence Public Sewer Hookup Yes Rental Allowed With Restrictions Security Features [] Special Licenses [] Tax Annual Amount 10361.58 Tax Legal Description KW PT OF TR 5 OR27-439/40 OR27-441/42 OR569-423/24 OR921-640/41 OR921-642 OR2694-1238 OR3159-1522 OR3269-2308 Tax Year 2024 Title Negotiable Utilities Cable Available Utilities Info FKAAMunicipal SewerCable Available Water Source [] Waterfrnt No Waterfront None Waterfront Features [] Waterfront YN No Zoning HMDR - Historic Medium Density Residential

Listing courtesy of Amber Debevec of LoKation Real Estate: 954-545-5583.


The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the Florida Keys MLS, Inc. Real estate listings held by brokerage firms other than Keys Home Network are marked with the MLS Logo and detailed information about them include the name of the listing broker's office.
 
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333 Fleming Street
Key West FL, 33040