729 Windsor Ln Key West, FL 33040
Old Town NeighborhoodEstimated payment $7,306/month
Total Views
12,346
2
Beds
1
Bath
723
Sq Ft
$1,653
Price per Sq Ft
About This Home
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.
Map
Home Details
Home Type
Single Family
Est. Annual Taxes
$10,137
Year Built
1928
Lot Details
0
Listing Details
- Property Type: Residential
- Style: Single Family
- As Is Right To Inspect: Yes
- First Right of Refusal: No
- Mandatory HOA: No
- Fee Includes: None
- Key Island: Key West
- K W Neighborhood: Old Town-N of Truman
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 1.00
- Min Rental Days: 28.00
- M L S Identifier: 20060123165453488875000000
- Pets: Pets Allowed
- Property Group I D: 19990816212109142258000000
- Side: Median
- State Province: FL
- Taxes: 10361.58
- Title: Negotiable
- Vehicle Storage: Carport, Trailer Storage, Off Street Parking
- Year Built: 1928
- Alternate Key Number: 1019445
- Building Style: Conch
- Cooling Heating: Ceiling Fans(s), Ductless
- Lot Sq Ft: 2992.00
- Porch Balcony: Open Porch/Balcony, Patio
- Shutters: Panel
- Tax Exemptions: Homestead
- Building Style Above Flood: Yes
- Building Style Stories: 1 Story
- Estimated Living Sq Ft: 723.00
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: Detached
Interior Features
- Interior Amenities: Dade County Pine, Quartz Countertops, Storage
- Total Bathrooms: 1.00
- Full Bathrooms: 1
- Appliances: Washer, Stainless Steel Appliance(s), Microwave, Range, Refrigerator, Dishwasher, Dryer
- Floor: Tile, Wood
- Windows/Doors: Wood Windows, Impact Rstnce Doors
- Total Bedrooms: 2
Exterior Features
- Dockage: None
- Waterfront: None
- Waterfront: No
- Construction: Frame
- Exterior Features: Fencing, Storage, Shed, Privacy Wall/Fence, Detached Guest Qtrs
- Roof: Metal Roof
- Waterview: No Waterview
- Pool: No
Utilities
- Utilities: FKAA, Cable Available, Municipal Sewer
Lot Info
- Deed Restrictions: Unknown
- Flood Zone: AE
- Parcel Number: 00018790-000000
- Land Size: Less Than 1/4 Acre
- Acres: 0.07
Rental Info
- Rentals Allowed: With Restrictions
- Furnished: Negotiable
Tax Info
- Tax Year: 2024
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $10,137 | $1,246,417 | -- | -- |
| 2023 | $10,137 | $1,202,793 | $1,110,780 | $92,013 |
| 2022 | $6,266 | $802,912 | $710,899 | $92,013 |
| 2021 | $4,059 | $439,661 | $0 | $0 |
| 2020 | $3,763 | $407,578 | $0 | $0 |
| 2019 | $3,628 | $389,122 | $0 | $0 |
| 2018 | $3,474 | $365,022 | $0 | $0 |
| 2017 | $3,524 | $364,422 | $0 | $0 |
| 2016 | $3,789 | $389,023 | $0 | $0 |
| 2015 | $3,858 | $385,811 | $0 | $0 |
| 2014 | $2,718 | $278,912 | $0 | $0 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/23/2025 08/23/25 | Price Changed | $1,195,000 | -14.3% | $1,653 / Sq Ft |
| 05/24/2025 05/24/25 | For Sale | $1,395,000 | -- | $1,929 / Sq Ft |
Source: Key West Association of REALTORS®
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | Attorney | |
| Deed | $8,000 | -- |
Source: Public Records
Similar Homes in Key West, FL
Source: Key West Association of REALTORS®
MLS Number: 615169
APN: 00018790-000000
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