$3,601,900
- 5 Beds
- 4.5 Baths
- 3,360 sqft
1009 Windsor Ln, Key West, FL 33040
Est. Refi. Payment $21,823/mo*
Refinance Your HomeCurrently Off Market - Sold Feb 2, 2024 for $3,250,000
Home Value
Trulia Estimate
$3.6MSince last month
Decreased$84K (-2.3%)Since last year
Increased$194K (+5.7%)Since last sale
Increased$352K (+10.8%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +74% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $3.6M |
| July 2026 | $3.69M |
| June 2026 | $3.67M |
| May 2026 | $3.59M |
| April 2026 | $3.65M |
| March 2026 | $3.55M |
| February 2026 | $3.55M |
| January 2026 | $3.47M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $3,422,500 | 03/12/26 | 5 | 5.5 | 3,006 | |
0.12 | Single-Family Home | $2,750,000 | 06/29/26 | 5 | 4.5 | 2,721 | |
0.15 | Single-Family Home | $3,100,000 | 04/22/26 | 5 | 4 | 2,349 | |
0.28 | Single-Family Home | $4,225,000 | 03/16/26 | 5 | 5.5 | 3,434 | |
0.47 | Single-Family Home | $3,300,000 | 05/21/26 | 5 | 6 | 3,667 | |
0.29 | Single-Family Home | $4,250,000 | 05/28/26 | 3 | 3.5 | 2,833 | |
0.43 | Single-Family Home | $4,300,000 | 04/09/26 | 4 | 4.5 | 3,624 | |
0.32 | Single-Family Home | $3,400,000 | 11/07/25 | 3 | 3.5 | 1,890 | |
0.38 | Single-Family Home | $3,350,000 | 12/03/25 | 3 | 3.5 | 2,438 | |
0.41 | Single-Family Home | $3,750,000 | 10/20/25 | 4 | 3 | 2,173 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.07 | $905,000 | 2 | 1.5 | 896 | Recently Sold | |
0.07 | $682,900 | 2 | 1.5 | 896 | Off Market | |
0.07 | $935,500 | 2 | 1.5 | 896 | Off Market | |
0.06 | $3,668,600 | 4 | 3.5 | 2,400 | Off Market | |
0.07 | $1,048,900 | 3 | 3 | - | Off Market | |
0.07 | $700,000 | 2 | 1 | 745 | Recently Sold | |
0.07 | $581,200 | 2 | 1 | 745 | Off Market | |
0.07 | $779,000 | 2 | 2 | 648 | For Sale | |
0.07 | $1,175,000 | 2 | 2 | 896 | Recently Sold | |
0.09 | $1,216,500 | 2 | 2 | 1,062 | Off Market | |
0.09 | $599,000 | 3 | 2 | 1,216 | Recently Sold |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1928
3,360 sqft
$1,072/sqft
Open Parking
About this House
One of a kind Historic hideaway on Windsor lane in old town Key West. This 5 bedroom 5 bathroom residence features a 720 square foot eyebrow style guest cottage overlooking the lush / private landscaped back yard and the oversized in ground pool. Open the french doors and enjoy the tropical indoor - outdoor living. The 2,640 square foot main house has 4 bedrooms 3 full baths and one half bath. Multiple off street parking spaces. Fully fenced in yard. Located just a few blocks away from the world famous Duval Street in the X flood zone. This home is offered fully furnished and is currently part of a vacation rental program. Both houses have separate meters. This allows for the guest house to legally have its own kitchen and can be rented separately from the main house.
1009 Windsor Ln, Key West, FL 33040 is a 5 bedroom, 5 bathroom, 3,360 sqft single-family home in Old Town, built in 1928. It last sold for $3,250,000 on Feb 2, 2024 (3% below the $3,347,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,601,900.
Last check for updates: about 10 hours ago
Listed by Justyn Ewald, (305) 587-7330
Expert Realty LLC (HQ)
Bought with: Terry L Garcia, (305) 923-5124, Keller Williams Key West Compass Realty
Source: FLKMLS, MLS#603547

Home Details for 1009 Windsor Ln
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Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 3360 Square Feet |
Appliances & Utilities Appliances: Refrigerator, Oven, MicrowaveMicrowaveRefrigerator |
Heating & Cooling Has CoolingAir Conditioning: Central Air |
Fireplace & Spa Spa: HeatedHas a Spa |
View No View |
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Exterior Home Features Patio / Porch: DeckHas a Private Pool |
Parking & Garage No Attached GarageHas Open ParkingParking: Open |
Pool Pool: In GroundPool |
Frontage Not on Waterfront |
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Year Built Year Built: 1928 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence |
Building Construction Materials: Frame |
Property Information Parcel Number: 00030100000000 |
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Price List Price: $3,347,000 |
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MLS Status: Closed |
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Direction & Address City: Key WestCommunity: Tropical Sub (1.0) |
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Building Area Building Area: 3360 Square Feet |
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HOA Fee Includes: NoneNo HOA |
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Lot Area: 5662.8 sqft |
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Furnished |
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Mls Number: 603547 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Feb 2, 2024 Source: FLKMLS #603547 | Sold | $3,250,000 |
Nov 29, 2023 Source: FLKMLS #603547 | Contingent | $3,347,000 |
Oct 13, 2023 Source: FLKMLS #603547 | PendingToActive | $3,347,000 |
Sep 8, 2023 Source: FLKMLS #603547 | Contingent | $3,347,000 |
Jan 24, 2023 Source: FLKMLS #603547 | PriceChange | $3,347,000 Price decreased by 3% |
Dec 28, 2022 Source: FLKMLS #603547 | Listed For Sale | $3,449,000 |
Jul 30, 2022 Source: FLKMLS #598103 | ListingRemoved | |
Mar 29, 2022 Source: FLKMLS #598103 | PendingToActive | $3,477,000 |
Mar 21, 2022 Source: FLKMLS #598103 | Contingent | $3,477,000 |
Jan 11, 2022 Source: FLKMLS #598103 | PendingToActive | $3,477,000 |
Dec 27, 2021 Source: FLKMLS #598103 | Contingent | $3,477,000 |
Oct 14, 2021 Source: FLKMLS #598103 | Listed For Sale | $3,477,000 |
Jul 31, 2020 Source: FLKMLS #590704 | Sold | $1,680,000 |
Jun 19, 2020 Source: Agent Provided | PriceChange | $1,949,000 Price decreased by 2% |
Apr 13, 2020 Source: Agent Provided | PriceChange | $1,995,000 Price decreased by 5% |
Mar 2, 2020 Source: Agent Provided | PriceChange | $2,095,000 Price decreased by 5% |
Dec 12, 2019 Source: Agent Provided | PriceChange | $2,195,000 Price decreased by 4% |
Aug 12, 2019 Source: Agent Provided | PriceChange | $2,295,000 Price decreased by 4% |
Jun 15, 2019 Source: Agent Provided | PriceChange | $2,395,000 Price decreased by 2% |
May 8, 2019 Source: Agent Provided | PriceChange | $2,445,000 Price decreased by 2% |
Mar 29, 2019 Source: Agent Provided | Listed For Sale | $2,495,000 |
Mar 13, 2010 Source: N/A | Sold | $1,100,000 |
Oct 25, 2009 Source: Agent Provided | ListingRemoved | $1,499,000 |
Sep 3, 2009 Source: Agent Provided | Listed For Sale | $1,499,000 |
Jul 11, 2009 Source: Agent Provided | ListingRemoved | $1,599,000 |
Apr 16, 2003 Source: N/A | Sold | $1,355,000 |
Jun 7, 2002 Source: N/A | Sold | $1,125,000 |
Dec 16, 1999 Source: N/A | Sold | $915,000 |
Jul 31, 1996 Source: N/A | Sold | $635,000 |
Aug 3, 1994 Source: N/A | Sold | $625,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $27,423 | $3,196,854 |
Home facts updated by county records
Market trends in Key West
Last updated August 2026
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
โ
Price per sq ft
$865
$67MoM
Available listings
255
17MoM
Around this home
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections

MLS Internet Data Exchange (IDX) information is provided exclusively for consumersโ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.
Frequently asked questions about 1009 Windsor Ln
- What is 1009 Windsor Ln estimated to be worth?Trulia's estimated value for 1009 Windsor Ln in Key West, FL is $3,601,900.
- What is the price history for 1009 Windsor Ln?1009 Windsor Ln in Key West, FL last sold for $3,250,000 in February 2024.
- Is Key West a buyer's or seller's market?Key West is currently a buyer's market, based on recent for-sale activity.
- What's the median sale price in Key West?The median sale price in Key West is $1.14M. That is down $143K from the prior month.
- Does 1009 Windsor Ln have air conditioning?Yes, 1009 Windsor Ln in Key West, FL has air conditioning.
- Does 1009 Windsor Ln have a pool?Yes, 1009 Windsor Ln in Key West, FL has a pool.

