Located in the heart of Old Town Key West, 914 Windsor Lane is the quintessential Key West conch cottage that captures the island's timeless charm. Behind the classic white picket fence and vibrant turquoise front door awaits a thoughtfully updated 1-bedroom, 1-bath retreat blending historic character with modern comforts. Inside, vaulted cathedral ceilings, Dade County pine accents, quartz countertops, stainless steel appliances, and abundant natural light create an inviting island atmosphere. French doors open to a generous rear covered porch, perfect for outdoor dining and entertaining. The private tropical yard offers room for a pool and plenty of space to relax and enjoy the laid back Key West lifestyle. Additional highlights include a whole house generator, central A/C, metal roof, tankless water heater, private deeded parking area, and an unbeatable Old Town location just moments from dining, galleries, nightlife, and the best of island living.
Pending
$1,100,000
914 Windsor Ln, Key West, FL 33040
1beds
594sqft
Single Family Residence
Built in 1933
2,178 Square Feet Lot
$1,054,300 Zestimate®
$1,852/sqft
$-- HOA
What's special
Metal roofVaulted cathedral ceilingsAbundant natural lightQuartz countertopsFrench doorsGenerous rear covered porchPrivate tropical yard
- 33 days |
- 806 |
- 17 |
Zillow last checked:
Listing updated:
Listed by:
Emily Lombard 305-433-1900,
Ocean Sotheby's International Realty
Source: FLKMLS,MLS#: 620091
Originating MLS: Key West Association
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 1
- Bathrooms: 1
- Full bathrooms: 1
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Features
- Cathedral Ceiling(s), Quartz Countertops, Built-in Cabinets, Dade County Pine
- Flooring: Tile
- Windows: Window Treatments, Wood Frames
- Furnished: Yes
Interior area
- Total interior livable area: 594 sqft
Property
Parking
- Parking features: Assigned, Off Street
Features
- Levels: One
- Stories: 1
- Patio & porch: Open Porch/Balcony, Deck
- Exterior features: Lighting
- Fencing: Fenced,Privacy
- Water view: None
- Waterfront features: None, Dockage: None
Lot
- Size: 2,178 Square Feet
- Dimensions: 22 x 100
- Features: Less Than 1/4 Acre
Details
- Parcel number: 00020540000000
- Zoning: HHDR
- Zoning description: Historic High Density Residential
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Conch
- Property subtype: Single Family Residence
Materials
- Frame
- Roof: Metal
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1933
Utilities & green energy
- Electric: Generator
- Sewer: Public Sewer
- Utilities for property: FKAA, Buyer to Verify
Community & HOA
Community
- Security: Smoke Detector(s)
- Subdivision: Carletons Compound (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $1,852/sqft
- Tax assessed value: $799,491
- Annual tax amount: $5,701
- Date on market: 5/30/2026
- Listing terms: Cash,FHA,VA Loan,Conventional
Estimated market value
$1,054,300
$1.00M - $1.11M
$2,988/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/16/2026 | Pending sale | $1,100,000$1,852/sqft |
Source: | ||
| 6/10/2026 | Contingent | $1,100,000$1,852/sqft |
Source: | ||
| 5/30/2026 | Listed for sale | $1,100,000+56.1%$1,852/sqft |
Source: | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 6/3/2018 | Listing removed | $3,200$5/sqft |
Source: Owner Report a problem | ||
| 5/28/2018 | Listed for rent | $3,200+14.3%$5/sqft |
Source: Owner Report a problem | ||
| 7/20/2017 | Listing removed | $2,800$5/sqft |
Source: Owner Report a problem | ||
| 7/15/2017 | Listed for rent | $2,800$5/sqft |
Source: Owner Report a problem | ||
| 5/1/2017 | Sold | $704,500-5.9%$1,186/sqft |
Source: | ||
| 2/18/2017 | Listed for sale | $749,000+122.3%$1,261/sqft |
Source: Beach Club Brokers Inc (KW) #574332 Report a problem | ||
| 12/30/2002 | Sold | $337,000$567/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,702 +4.2% | $666,093 +2.9% |
| 2024 | $5,469 +1.7% | $647,321 +3% |
| 2023 | $5,376 +4.5% | $628,467 +3% |
| 2022 | $5,144 -2.2% | $610,163 +3% |
| 2021 | $5,260 -1.2% | $592,392 +5.5% |
| 2020 | $5,324 | $561,245 +3% |
| 2019 | $5,324 +2% | $544,784 +4.5% |
| 2018 | $5,221 +2.2% | $521,273 +78.1% |
| 2017 | $5,107 +87.8% | $292,627 +2.1% |
| 2016 | $2,720 -2.6% | $286,609 +0.7% |
| 2015 | $2,794 | $284,617 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Old Town
Nearby schools
GreatSchools rating
- 3/10Horace O'bryant SchoolGrades: PK-8Distance: 0.7 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 1.2 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Florida
- Monroe County
- Key West
- 33040
- Old Town
- 914 Windsor Ln





