914 Windsor Ln, Key West, FL 33040
Property image
Property image
SOLD
JUL 7, 2026

$1,057,700

Trulia Estimate
  • 1 Bed
  • 1 Bath
  • 594 sqft

914 Windsor Ln, Key West, FL 33040

Old Town
Est. Refi. Payment $6,382/mo*
Refinance Your Home
Currently Off Market - Sold Jul 7, 2026 for $1,000,000 (9% below list price)

Home Value

Trulia Estimate
$1.06M
Since 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
MonthEstimated 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

  • Map ViewExplore the area around 914 Windsor Ln.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

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

Interior Features

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

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, DeckFencing: Fenced, PrivacyExterior: LightingNo Private Pool
Parking & Garage
No Attached Garage
Frontage
Not on Waterfront

Property Information

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

Price & Status

Price
List Price: $1,100,000Price Per Sqft: $1,684/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key WestCommunity: Carletons Compound (1.0)

Building

Building Area
Building Area: 594 Square Feet

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 2178 sqft

Offer

Listing Terms: Cash, Conventional, FHA

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 620091

Price and Tax history

DateEventPrice
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

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143K
MoM
Sale-to-List Price
โ€”
Price per sq ft
$865
$67
MoM
Available listings
255
17
MoM

Neighborhood Overview

Neighborhood stats provided by third party data sources.

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.
  • David Atkinson
    "I so look forward to getting to Key West. I volunteer at the Tropic and love it. It feels like home."
  • Trulia User
    "Dogs are welcomed at 90% of the restaurants. Everyone will remember your dogs name but not yours! I love living here with my dog Jack."
  • Trulia User
    "Key West is a huge dog community. They even are allowed in some restaurants . When I walk my dog on the main tourist street (Duval St) I get stopped many times from people wanting to pet my dog. A group of dog owners meet up at the park in the morning every day."
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
  • Trulia User
    "Everywhere dogs are welcome here in key west, Florida. Come joining us here in key west. Most food and service places, boats, and entertainment venues are good with dogs."
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
  • Key W. B. F.
    "Gatherings on the local Mangia Mangia bench at 900 Southard street, safe & friendly town. Feel connected & welcomed in Key West. Enjoy the peaceful neighborhood & the tropical weather! You can walk or bike to everything you need & want!"
  • Kfowler
    "I am not currently aware of any neighborhood events that would bring the neighbors closer. However, both my husband and I would be open to any such event that would do so and would improve the neighborhood. The area is beautiful and well maintained, with a few exceptions. "
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
  • Drlynmar
    "Neighborhood newsletter. Proximity to OldTown events, festivals and parades. Walk to everything. Parks, beaches, dog park. Grocery and restaurant delivery. "
  • Venomousink1970
    "the neighborhood is great I myself do not like living in Key West anymore and looking to relocate and Asheville North Carolina or the surrounding areas people are very friendly here except for the homeless vagrants that beg for money and yell at you when you don't give them any"
  • Lorettamdt
    "Old Town is historic. Our neighbors are friendly. We walk everywhere. No need for a car. Restaurants are within walking distance. Beaches are a bicycle ride away. "
  • mangiamangia
    "Lived in this neighborhood for 25 years. Walk and anywhere. Far enough of Duval to escape the noise and drunks."
  • Sajsk
    "vacationed in that area -- charming and great location and amenities, yet quiet."
  • Rjones
    "This is a great street and great neighborhood. Qiet, yet close enough to Duval and White streets to enjoy all Key West has to offer. "

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.

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Pool

Explore by feature - Washer/dryer

Explore by feature - Outdoor Space

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 914 Windsor Ln

Skip to last item
Skip to first item

Homes for sale near 914 Windsor Ln

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item