709 Windsor Ln #D, Key West, FL 33040
Property image
Property image
OFF MARKET

$3,297,300

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,353 sqft

709 Windsor Ln #D, Key West, FL 33040

Old Town
Est. Refi. Payment $19,455/mo*
Refinance Your Home
Currently Off Market - Sold Jun 30, 2008 for $1,000,000

Home Value

Trulia Estimate
$3.3M
Since last month
Increased$83K (+2.6%)
Since last year
Increased$473K (+16.6%)
Since last sale
Increased$2M (+231.9%)
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 +15% in the last 10 years
MonthEstimated value
2026
August 2026$3.32M
August 2026$3.3M
July 2026$3.24M
June 2026$3.57M
May 2026$3.3M
April 2026$3.45M
March 2026$3.69M
February 2026$3.63M
January 2026$3.04M
2025

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
0.14
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
0.13
Single-Family Home
$3,150,000
09/19/25
3
3
2,100
0.15
Single-Family Home
$2,700,000
08/03/26
4
3
1,800
0.18
Single-Family Home
$3,250,000
05/27/26
3
3
2,188
0.23
Single-Family Home
$4,425,000
05/26/26
4
4.5
3,336
0.28
Single-Family Home
$4,700,000
04/30/26
4
3.5
3,026
0.21
Single-Family Home
$3,285,000
03/18/26
4
3
1,852
0.16
Single-Family Home
$1,500,000
01/23/26
4
1.5
1,680
0.28
Single-Family Home
$3,300,000
05/21/26
5
6
3,667
0.04
Single-Family Home
$2,595,000
11/13/25
3
2.5
1,524

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
0.03
$2,595,000
3
2.5
1,524
Recently Sold
0.03
$1,382,200
3
2
1,268
Off Market
0.03
$1,645,200
3
2.5
1,524
Off Market
0.05
$1,721,000
3
2.5
1,714
Off Market
0.05
$865,000
2
1
723
Recently Sold
0.03
$1,400,000
1
1
684
Recently Sold
0.10
$2,599,000
3
2
1,204
For Sale
0.06
$1,342,700
2
2
1,060
Off Market
0.08
$608,300
1
1
599
Off Market
0.02
$1,296,700
2
2
1,224
Off Market
0.03
$1,625,000
3
2
1,594
Recently Sold

Local Information

  • Map ViewExplore the area around 709 Windsor Ln #D.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1988
3,353 sqft
$983/sqft

About this House

This is a potential short sale that may be subject to 3rd party approval.Must move now! Ideal Old Town location on a Double Lot, just 2 Blocks to Duval and the local grocery...Two OSP Spaces available for Purchase off this private lane! Features include: 3BR/2 Bath main home w/gourmet kitchen, separate Whirlpool in master bath, Cabana w/Kitchen and 1/2 Bath, Outdoor Shower, Pool w/built-in Jacuzzi and Decks Galore on every side of this Entertainment Mecca!Separate 1BR/1 BATH Mother-in-Law apt w/Separate Entrance. Home does need some addtl TLC: Tenting and Wood Floor refinishing...All offers subject to Bank Approval.Bring All Offers. See MLS#105978/Adjacent to Property...May do Package Deal...Owner is FL Licensed RE Broker.
709 Windsor Ln #D, Key West, FL 33040 is a 4 bedroom, 4 bathroom, 3,353 sqft single-family home in Old Town, built in 1988. It last sold for $1,000,000 on Jun 30, 2008 (20% below the $1,250,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,297,300.
Last check for updates: about 12 hours ago
Listed by Judith A Jack, (305) 304-1413
Keys to the Sea Realty, Inc (KW)
Source: FLKMLS, MLS#106690

Home Details for 709 Windsor Ln #D

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3353 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Gas Appliances, Stainless Steel Appliance(s)DishwasherDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: HeatHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Heating Fuel: Heat
Fireplace & Spa
Spa: HeatedHas a Spa
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Tile, Carpet, Laminate
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Laminate
View
No View
Security
Security: Other

Exterior Features

Exterior Home Features
Fencing: FencedOther Structures: Shed(s)Exterior: Outdoor Kitchen, Outdoor Shower, StorageHas a Private Pool
Parking & Garage
No Attached Garage
Pool
Pool: In GroundPool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Frame

Price & Status

Price
List Price: $1,250,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key WestCommunity: Key West Realty Cos Sub (3.0)

Building

Building Area
Building Area: 3353 Square Feet

HOA

No HOA

Lot Information

Lot Area: 6098.4 sqft

Offer

Listing Terms: Other

Miscellaneous

Mls Number: 106690

Price and Tax history

DateEventPrice
Jun 30, 2008
Source: FLKMLS #106690
Sold
$1,000,000

Market trends in Key West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.28M
$50K
MoM
Sale-to-List Price
95.1%
0.5%
MoM
Price per sq ft
$933
$26
MoM
Available listings
271
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 709 Windsor Ln #D

  • What is 709 Windsor Ln #D estimated to be worth?
    Trulia's estimated value for 709 Windsor Ln #D in Key West, FL is $3,297,300.
  • What is the price history for 709 Windsor Ln #D?
    709 Windsor Ln #D in Key West, FL last sold for $1,000,000 in June 2008.
  • 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 $1.28M. That is up $50K from the prior month.
  • Does 709 Windsor Ln #D have air conditioning?
    Yes, 709 Windsor Ln #D in Key West, FL has air conditioning.
  • Does 709 Windsor Ln #D have a pool?
    Yes, 709 Windsor Ln #D in Key West, FL has a pool.

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