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.
For sale
$1,395,000
729 Windsor Ln, Key West, FL 33040
2beds
723sqft
Est.:
Single Family Residence
Built in 1928
3,049.2 Square Feet Lot
$1,260,600 Zestimate®
$1,929/sqft
$-- HOA
What's special
Contemporary cabinetryStylish tileworkUpdated fixturesThoughtfully updated interiorOff-street parkingSleek countertopsPrivate setting
- 75 days
- on Zillow |
- 277 |
- 6 |
Zillow last checked: 7 hours ago
Listing updated: May 24, 2025 at 03:12am
Listed by:
Amber DeBevec 305-393-6613,
LoKation Real Estate
Source: FLKMLS,MLS#: 615169
Originating MLS: Key West Association

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Cooling
- Ceiling Fans(s), Ductless
Appliances
- Included: Washer, Stainless Steel Appliance(s), Microwave, Range, Refrigerator, Dishwasher, Dryer
Features
- Dade County Pine, Quartz Countertops, Storage
- Flooring: Tile, Wood
- Doors: Impact Rstnce Doors
- Windows: Wood Frames, Panel
Interior area
- Total interior livable area: 723 sqft
Video & virtual tour
Property
Parking
- Parking features: Carport, Trailer Storage, Off Street
- Has carport: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Open Porch/Balcony, Patio
- Exterior features: Storage
- Fencing: Fenced,Privacy
- Water view: None
- Waterfront features: None, Dockage: None
Lot
- Size: 3,049.2 Square Feet
- Features: Less Than 1/4 Acre
Details
- Additional structures: Shed(s), Detached Guest Qtrs
- Parcel number: 00018790000000
- Zoning: HMDR
- Zoning description: Historic Medium Density Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Conch
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Metal
Condition
- Year built: 1928
Utilities & green energy
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Cable Available
Community & HOA
Community
- Subdivision: William's Court (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,929/sqft
- Tax assessed value: $1,253,959
- Annual tax amount: $10,361
- Date on market: 5/24/2025
- Listing terms: Seller Finance Psble,FHA,VA Loan,Conventional,Cash
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