1020 Fleming St, Key West, FL 33040
OFF MARKET

$1,289,000

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 759 sqft

1020 Fleming St, Key West, FL 33040

Old Town
Est. Refi. Payment $7,501/mo*
Refinance Your Home
Currently Off Market - Sold May 18, 2006 for $480,000

Home Value

Trulia Estimate
$1.29M
Since last month
Decreased$1K (-0.1%)
Since last year
Increased$536K (+71%)
Since last sale
Increased$811K (+169%)
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 +164% in the last 10 years
MonthEstimated value
2026
August 2026$1.29M
July 2026$1.29M
June 2026$1.29M
May 2026$1.29M
April 2026$1.29M
March 2026$1.27M
February 2026$1.26M
January 2026$1.31M
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
1016 Eaton St, Key West, FL
0.08
Single-Family Home
$800,000
06/10/26
2
1.5
752
1120 Stump Ln, Key West, FL
0.10
Single-Family Home
$1,135,000
05/29/26
2
2
952
729 Windsor Ln, Key West, FL
0.32
Single-Family Home
$865,000
03/23/26
2
1
723
609 1/2 Margaret St, Key West, FL
0.18
Single-Family Home
$755,000
03/20/26
1
2
884
1042 United St, Key West, FL
0.63
Single-Family Home
$507,500
02/05/26
2
1
612
1118 Eaton St, Key West, FL
0.11
Single-Family Home
$1,105,000
06/25/26
2
2.5
1,277
834 Olivia St, Key West, FL
0.36
Single-Family Home
$780,000
01/07/26
2
2
648
1127 Packer St, Key West, FL
0.56
Single-Family Home
$1,075,000
10/07/25
2
1
840
608 Grinnell St, Key West, FL
0.14
Single-Family Home
$2,400,000
10/01/25
2
1
1,648
1309 Newton St, Key West, FL
0.28
Single-Family Home
$900,000
07/07/26
2
2
1,152

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
1022 Fleming St, Key West, FL 33040
0.01
$1,600,000
4
2
2,016
Recently Sold
511 Frances St, Key West, FL 33040
0.05
$3,249,200
4
3.5
1,903
Off Market
524 Frances St, Key West, FL 33040
0.06
$4,532,900
4
3.5
3,015
Off Market
1006 Fleming St, Key West, FL 33040
0.04
-
4
4.5
3,304
Off Market
11 Lowes Ln, Key West, FL 33040
0.05
$2,421,300
3
3
1,635
Off Market
1113 Curry Ln #2, Key West, FL 33040
0.06
$1,281,300
4
3
1,528
Off Market
1109 Stump Ln, Key West, FL 33040
0.07
$2,249,000
3
3
1,724
For Sale
1109 Fleming St, Key West, FL 33040
0.06
$5,745,000
6
6.5
3,443
Recently Sold
10 Lowe Ln, Key West, FL 33040
0.07
$2,308,900
3
3.5
1,511
Off Market
531 Frances St, Key West, FL 33040
0.08
$1,825,000
3
2.5
1,681
Recently Sold
413 Frances St, Key West, FL 33040
0.06
$2,145,600
3
3
1,536
Off Market
1113 Stump Ln, Key West, FL 33040
0.08
$4,450,000
4
4.5
2,985
For Sale

Local Information

  • Map ViewExplore the area around 1020 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1918
Living Area
759 sqft
Price/Sqft
$1,698

About this House

This single-family home is located at 1020 Fleming St, Key West, FL. 1020 Fleming St is in the Old Town neighborhood in Key West, FL and in ZIP code 33040. This property has 2 bedrooms, 1 bathroom and approximately 759 sqft of floor space. This property has a lot size of 1026 sqft and was built in 1918.
1020 Fleming St, Key West, FL 33040 is a 2 bedroom, 1 bathroom, 759 sqft single-family home in Old Town, built in 1918. It last sold for $480,000 on May 18, 2006. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,289,000, with a rent estimate of $3,512/month.

Home Details for 1020 Fleming St

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Softwood, Hardwood
Heating & Cooling
Cooling System: Wall

Exterior Features

Exterior Home Features
Roof: MetalExterior: WoodFoundation Type: Concrete

Property Information

Year Built
Year Built: 1918Year Updated: 1995
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1026 sqft

Price and Tax history

DateEventPrice
May 1, 2026
Source: FLKMLS #617236
ListingRemoved
$1,392,100
Feb 26, 2026
Source: Key West AOR #617236
PriceChange
$1,392,100
Price decreased by 3%
Nov 7, 2025
Source: FLKMLS #617236
Listed For Sale
$1,442,100
Sep 5, 2025
Source: Key West AOR #612895
ListingRemoved
$1,750,000
Dec 31, 2024
Source: Key West AOR #612895
Listed For Sale
$1,750,000

Market trends in Key West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.28M
$50KMoM
Sale-to-List Price
95.1%
0.5%MoM
Price per sq ft
$933
$26MoM
Available listings
271
17MoM

Around this home

Neighborhood Overview

Old Town
See Local Highlights
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."
    0
    Flag
  • 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."
    0
    Flag
  • 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."
    0
    Flag
  • Sgarvin3281
    " Bikes are all you need small island. Safe and secure. No commute I do t work here it is a vacation community."
    0
    Flag
  • 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."
    0
    Flag
  • Trulia User
    "Feels very safe, super clean, super walkable in old town, and Catholic school looks very vibrant. "
    0
    Flag
  • Trulia User
    "Great people, great neighborhood, great police, family friendly events. Lots of things to do within a decent drive. Very family friendly generally "
    0
    Flag
  • 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!"
    0
    Flag
  • 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. "
    2
    Flag
  • Hannah B.
    "Vintage Cottage houses, small island feel, Duval Street in a few minutes with hundreds of worldly trendy restaurants "
    6
    Flag
  • Drlynmar
    "Neighborhood newsletter. Proximity to OldTown events, festivals and parades. Walk to everything. Parks, beaches, dog park. Grocery and restaurant delivery. "
    2
    Flag
  • 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"
    0
    Flag
  • 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. "
    0
    Flag
  • mangiamangia
    "Lived in this neighborhood for 25 years. Walk and anywhere. Far enough of Duval to escape the noise and drunks."
    0
    Flag
  • Sajsk
    "vacationed in that area -- charming and great location and amenities, yet quiet."
    0
    Flag
  • 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. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1020 Fleming St

  • What is 1020 Fleming St estimated to be worth?
    Trulia's estimated value for 1020 Fleming St in Key West, FL is $1,289,000.
  • What is the price history for 1020 Fleming St?
    1020 Fleming St in Key West, FL last sold for $480,000 in May 2006.
  • 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 1020 Fleming St have air conditioning?
    Yes, 1020 Fleming St in Key West, FL has air conditioning.
  • How big is the lot at 1020 Fleming St?
    The lot at 1020 Fleming St in Key West, FL is about 0.02 acres (1,026 sq ft).

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