809 Fleming St, Key West, FL 33040
OFF MARKET

$1,662,700

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 1,773 sqft

809 Fleming St, Key West, FL 33040

Historic Seaport
Est. Refi. Payment $10,394/mo*
Refinance Your Home
Currently Off Market - Sold Mar 31, 2005 for $1,200,000

Home Value

Trulia Estimate
$1.66M
Since last month
Decreased$22K (-1.3%)
Since last year
Increased$50K (+3.2%)
Since last sale
Increased$440K (+36.6%)
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 +75% in the last 10 years
MonthEstimated value
2026
October 2026$1.64M
September 2026$1.66M
August 2026$1.66M
July 2026$1.63M
June 2026$1.69M
May 2026$1.7M
April 2026$1.66M
March 2026$1.58M
February 2026$1.58M
January 2026$1.49M
2025
2024
2023
2020

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
0.12
Single-Family Home
$1,650,000
10/30/25
3
2
1,376
0.19
Single-Family Home
$1,900,000
03/30/26
4
3
1,738
0.16
Single-Family Home
$1,050,000
08/06/26
3
2.5
1,017
0.39
Single-Family Home
$1,275,000
07/24/26
3
3
1,748
0.28
Single-Family Home
$955,000
11/12/25
4
3
1,226
0.10
Single-Family Home
$1,325,000
02/26/26
3
1.5
1,368
0.12
Single-Family Home
$2,295,000
04/15/26
3
3
1,916
0.13
Single-Family Home
$1,600,000
11/12/25
3
2
1,440
0.05
Single-Family Home
$3,285,000
03/18/26
4
3
1,852
0.07
Single-Family Home
$2,850,000
04/17/26
4
4
1,968

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
0.00
-
-
-
-
Off Market
0.01
$1,288,600
1
2
1,372
Off Market
0.01
-
-
-
-
Off Market
0.01
$1,795,000
4
3
1,773
For Sale
0.01
$1,641,100
1
2
1,364
Off Market
0.02
$601,100
1
1
443
Off Market
0.02
-
2
1
900
Off Market
0.02
$641,500
2
1
671
Off Market
0.02
$789,300
2
2
1,141
Off Market
0.02
$517,500
1
1
642
Off Market
0.02
$619,500
2
1
837
Off Market
0.02
$379,500
1
1
406
Off Market
0.02
$316,600
Studio
1
323
Off Market
0.02
$3,648,400
9
6
2,929
Off Market
0.02
$3,467,700
4
4.5
3,392
Off Market
0.02
$515,100
1
1
332
Off Market
0.02
$1,630,000
1
1
896
Off Market
0.02
$783,100
1
1
488
Off Market
0.02
$649,600
1
1
440
Off Market
0.02
$600,500
1
1
332
Off Market

Local Information

  • Map ViewExplore the area around 809 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1906
1,773 sqft
$938/sqft

About this House

809 Fleming Street Front. 5 Bedrooms and 3 Baths. Needs total structural and interior renovation including foundation.
809 Fleming St, Key West, FL 33040 is a 5 bedroom, 3 bathroom, 1,773 sqft single-family home in Historic Seaport, built in 1906. It last sold for $1,200,000 on Mar 31, 2005. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,662,700, with a rent estimate of $7,663/month.

Home Details for 809 Fleming St

Interior Features

Levels, Entrance, & Accessibility
Stories: 2Floors: Tile

Exterior Features

Exterior Home Features
Roof: MetalExterior: WoodFoundation Type: Concrete BlockPatio
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1906
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 2

Lot Information

Lot Area: 2113 sqft

Price and Tax history

DateEventPrice
Jan 10, 2023
Source: Key West AOR #602722
ListingRemoved
Oct 27, 2022
Source: Key West AOR #602722
PriceChange
$2,550,000
Price decreased by 7%
Oct 11, 2022
Source: Key West AOR #602722
Listed For Sale
$2,750,000
Mar 31, 2005
Source: N/A
Sold
$1,200,000

Market trends in Key West

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.03M
$105K
MoM
Sale-to-List Price
โ€”
Price per sq ft
$836
$36
MoM
Available listings
234
21
MoM
Sourced by Trulia Market Trends

Around this home

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Historic Seaport

This October

Trick-or-Treat Score

Built from what locals say about Historic Seaport.
  • 83% say there are sidewalks
  • 62% say there's holiday spirit
  • 59% say there are community events
Trulia Trick or TreatStart Ghost Hunt
At least 38 Trulia users voted on each feature.
  • 92 % Say it's dog friendly

  • 90 % Say people would walk alone at night

  • 88 % Say it's walkable to restaurants

  • 84 % Say it's walkable to grocery stores

  • 83 % Say there are sidewalks

  • 79 % Say streets are well-lit

  • 67 % Say yards are well-kept

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there's holiday spirit

  • 60 % Say there's wildlife

  • 59 % Say there are community events

  • 57 % Say it's quiet

  • 43 % Say parking is easy

  • 42 % Say neighbors are friendly

  • 35 % Say kids play outside

  • 30 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Mari.lindsley
    "I've lived here for 2 years and enjoy the walkability to local theatres and restaurants. There's a strong homeless contingency that detracts from the seaport. But you can't blame them for wanting to be in paradise."
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
  • Bwruble
    "Tourist donโ€™t clean up after their dogs, but locals do. This is a wonderful neighborhood. Gecko lane is especially beautiful and very private. "
  • Ctmortman
    "Perfect place for dogs. There are several dog pearls on the island and some restaurants are pet friendly. I own a dog watching business on Marco Island...a service much needed there"
  • Sue S.
    "We vacationed here for the month of February 2014. We did not rent a car but had bikes for a week. We are walkers and walked an average of 1-2 miles for dinner and many miles during the day touring, hiking, etc. This area is accessible to most anything."

LGBTQ Local Legal Protections

Frequently asked questions about 809 Fleming St

  • What is 809 Fleming St estimated to be worth?
    Trulia's estimated value for 809 Fleming St in Key West, FL is $1,662,700.
  • What is the price history for 809 Fleming St?
    809 Fleming St in Key West, FL last sold for $1,200,000 in March 2005.
  • Is Key West a buyer's or seller's market?
    Key West is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.03M. That is down $105K from the prior month.
  • How big is the lot at 809 Fleming St?
    The lot at 809 Fleming St in Key West, FL is about 0.05 acres (2,113 sq ft).
  • Does 809 Fleming St have parking?
    Yes, 809 Fleming St in Key West, FL has on-site parking.

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