$1,057,700
- 1 Bed
- 1 Bath
- 594 sqft
914 Windsor Ln, Key West, FL 33040
Est. Refi. Payment $6,382/mo*
Refinance Your HomeCurrently Off Market - Sold Jul 7, 2026 for $1,000,000 (9% below list price)
Home Value
Trulia Estimate
$1.06MSince last month
Increased$56K (+5.6%)Since last year
Decreased$54K (-4.8%)Since last sale
Increased$58K (+5.8%)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 +107% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $1.06M |
| August 2026 | $1.06M |
| July 2026 | $1M |
| June 2026 | $1.06M |
| May 2026 | $973K |
| April 2026 | $984K |
| March 2026 | $974K |
| February 2026 | $976K |
| January 2026 | $952K |
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 |
|---|---|---|---|---|---|---|---|
0.02 | Single-Family Home | $865,000 | 05/15/26 | 1 | 1 | 510 | |
0.13 | Single-Family Home | $865,000 | 03/23/26 | 2 | 1 | 723 | |
0.20 | Single-Family Home | $1,400,000 | 04/02/26 | 1 | 1 | 684 | |
0.26 | Single-Family Home | $1,075,000 | 10/07/25 | 2 | 1 | 840 | |
0.11 | Single-Family Home | $780,000 | 01/07/26 | 2 | 2 | 648 | |
0.41 | Single-Family Home | $925,000 | 08/12/26 | 2 | 1 | 612 | |
0.48 | Single-Family Home | $750,000 | 09/12/25 | 1 | 1 | 518 | |
0.30 | Single-Family Home | $875,000 | 03/16/26 | 1 | 1.5 | 1,095 |
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 |
|---|---|---|---|---|---|---|
0.02 | $1,216,500 | 2 | 2 | 1,062 | Off Market | |
0.02 | $865,000 | 1 | 1 | 510 | Recently Sold | |
0.04 | $2,128,200 | 3 | 3.5 | 1,786 | Off Market | |
0.02 | $1,546,500 | 3 | 3 | 1,860 | Off Market | |
0.07 | $1,175,000 | 2 | 2 | 896 | Recently Sold | |
0.04 | $3,300,000 | 3 | 2 | 1,782 | For Sale | |
0.06 | $882,800 | 1 | 1 | 612 | Off Market | |
0.06 | $883,800 | 1 | 1 | 525 | Off Market | |
0.06 | $1,225,000 | 1 | 1 | 475 | For Sale | |
0.05 | - | - | - | - | Off Market | |
0.06 | $1,192,300 | 1 | 2 | 908 | Off Market |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 1933
594 sqft
$1,684/sqft
About this House
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.
914 Windsor Ln, Key West, FL 33040 is a 1 bedroom, 1 bathroom, 594 sqft single-family home in Old Town, built in 1933. It last sold for $1,000,000 on Jul 7, 2026 (9% below the $1,100,000 asking price). More recently, it was listed as a rental in May 2018 with an asking price of $3,200 per month. That rental listing was removed on March 24, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,057,700, with a rent estimate of $3,035/month.
Last check for updates: about 23 hours ago
Listed by Emily Lombard, (305) 433-1900
Ocean Sotheby's International Realty
Bought with: Wendy L Zintsmaster, (305) 923-5935, Truman & Co. (KW)
Co-Buyer's Agent: Tonya Cabanas, (305) 923-8643, Truman & Co. (KW)
Source: FLKMLS, MLS#620091

Home Details for 914 Windsor Ln
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Beds & Baths Number of Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 594 Square Feet |
Appliances & Utilities Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Stainless Steel Appliance(s)DishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Has CoolingAir Conditioning: Central Air,Ceiling Fans(s) |
Windows, Doors, Floors & Walls Flooring: Tile |
Levels, Entrance, & Accessibility Floors: Tile |
View No View |
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Exterior Home Features Patio / Porch: Open Porch/Balcony, DeckFencing: Fenced, PrivacyExterior: LightingNo Private Pool |
Parking & Garage No Attached Garage |
Frontage Not on Waterfront |
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Year Built Year Built: 1933 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Conch |
Building Construction Materials: FrameNot a New Construction |
Property Information Condition: Updated/RemodeledParcel Number: 00020540000000 |
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Price List Price: $1,100,000Price Per Sqft: $1,684/sqft |
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MLS Status: Closed |
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Direction & Address City: Key WestCommunity: Carletons Compound (1.0) |
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Building Area Building Area: 594 Square Feet |
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HOA Fee Includes: NoneNo HOA |
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Lot Area: 2178 sqft |
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Listing Terms: Cash, Conventional, FHA |
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Furnished |
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Mls Number: 620091 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 7, 2026 Source: FLKMLS #620091 | Sold | $1,000,000 |
Jun 16, 2026 Source: FLKMLS #620091 | Pending | $1,100,000 |
Jun 10, 2026 Source: Key West AOR #620091 | Contingent | $1,100,000 |
May 30, 2026 Source: Key West AOR #620091 | Listed For Sale | $1,100,000 |
Mar 24, 2021 Source: N/A | ListingRemoved | |
Jun 3, 2018 Source: N/A | ListingRemoved | $3,200 |
May 28, 2018 Source: N/A | Listed For Rent | $3,200 |
Jul 20, 2017 Source: N/A | ListingRemoved | $2,800 |
Jul 15, 2017 Source: N/A | Listed For Rent | $2,800 |
May 1, 2017 Source: FLKMLS #574332 | Sold | $704,500 |
Feb 18, 2017 Source: Agent Provided | Listed For Sale | $749,000 |
Dec 31, 2002 Source: N/A | Sold | $337,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $5,702 | $799,491 |
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 914 Windsor Ln
- What is 914 Windsor Ln estimated to be worth?Trulia's estimated value for 914 Windsor Ln in Key West, FL is $1,057,700.
- What is the price history for 914 Windsor Ln?914 Windsor Ln in Key West, FL last sold for $1,000,000 in July 2026.
- 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 914 Windsor Ln have air conditioning?Yes, 914 Windsor Ln in Key West, FL has air conditioning.
- Does 914 Windsor Ln have laundry facilities?Yes, 914 Windsor Ln in Key West, FL has in-unit laundry.

