808 Windsor Ln
Key West, FL 33040
Old Town- 4 Beds
- 4 Baths
- 3,092 sqft
4 Beds
4 Baths
3,092 sqft
Local Information
-- mins to
Description
Two historic houses joined together beautifully in the heart of Old Town. Architect Guillermo Orozco created an excellent floor plan with nearly 3100 SF of interior space on a generous 9075 SF lot. A real cooks kitchen with high end Bulthaup cabinetry, large Wolf gas range, Gagenau oven and warming drawer and Miele dishwasher.
Home Highlights
Parking
No Info
Outdoor
Porch, Patio, Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 808 Windsor Ln
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Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Interior Details Types of Rooms: Walk In ClosetWet BarCeiling Fan |
Appliances & Utilities DishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Hot Tub or Spa |
Levels, Entrance, & Accessibility Floors: Tile, Hardwood |
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Exterior Home Features Roof: MetalDeckExterior: OtherFoundation Type: ConcretePatioPorchSprinkler System |
Pool Pool |
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Year Built Year Built: 1944Year Updated: 2003 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 9073 sqft |
Price History for 808 Windsor Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 03/30/2018 | $2,400,000 | Sold | FLKMLS #573644 |
| 01/17/2018 | $2,495,000 | PriceChange | Agent Provided |
| 05/08/2017 | $2,785,000 | PriceChange | Agent Provided |
| 01/12/2017 | $2,995,000 | Listed For Sale | Agent Provided |
Market trends in Key West
Last updated May 2026
Avg. sale price
$1.2M
$61.67KMoM
Sale-to-List Price
94.9%
0.4%MoM
Price per sq ft
$940
$14MoM
Available listings
304
28MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $19,437 |
| Assessment | $3,804,967 |
Home facts updated by county records
Comparable Sales for 808 Windsor Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.26 | Single-Family Home | $4,700,000 | 04/30/26 | 4 | 3.5 | 3,026 | |
0.30 | Single-Family Home | $4,425,000 | 05/26/26 | 4 | 4.5 | 3,336 | |
0.23 | Single-Family Home | $3,750,000 | 10/20/25 | 4 | 3 | 2,173 | |
0.34 | Single-Family Home | $3,500,000 | 08/08/25 | 6 | 5 | 3,171 | |
0.23 | Single-Family Home | $3,422,500 | 03/12/26 | 5 | 5.5 | 3,006 | |
0.27 | Single-Family Home | $3,350,000 | 12/03/25 | 3 | 3.5 | 2,438 | |
0.30 | Single-Family Home | $2,750,000 | 06/29/26 | 5 | 4.5 | 2,721 | |
0.24 | Single-Family Home | $2,850,000 | 04/17/26 | 4 | 4 | 1,968 | |
0.18 | Single-Family Home | $3,250,000 | 05/27/26 | 3 | 3 | 2,188 | |
0.26 | Single-Family Home | $3,400,000 | 11/07/25 | 3 | 3.5 | 1,890 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 808 Windsor Ln.
What Locals Say about Old Town
At least 1 Trulia users voted on each feature.
100 % Say it's dog friendly
100 % Say people would walk alone at night
100 % Say there are sidewalks
100 % Say streets are well-lit
100 % Say neighbors are friendly
100 % Say it's quiet
100 % Say it's walkable to grocery stores
100 % Say it's walkable to restaurants
100 % Say parking is easy
100 % Say car is needed
67 % Say there's holiday spirit
60 % Say they plan to stay for at least 5 years
50 % Say there are community events
50 % Say kids play outside
Sourced by Trulia users. Learn more about our methodology.
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LGBTQ Local Legal Protections

