809 Fleming St, Key West, FL 33040
OFF MARKET

809 Fleming St
Key West, FL 33040

Historic Seaport
  • 4 Beds
  • 3 Baths
  • 2,474 sqft

$3,096,700

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $17,947/mo*
Refinance Your Home

$3,096,700

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $17,947/mo*
Refinance Your Home
4 Beds
3 Baths
2,474 sqft

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

Property Type
Single-Family Home
Year Built
1945
Living Area
2,474 sqft
Price/Sqft
$1,252

About this House

This single-family home is located at 809 Fleming St, Key West, FL. 809 Fleming St is in the Historic Seaport neighborhood in Key West, FL and in ZIP code 33040. This property has 4 bedrooms, 3 bathrooms and approximately 2,474 sqft of floor space. This property has a lot size of 4180 sqft and was built in 1945.
809 Fleming St, Key West, FL 33040 is a 4 bedroom, 3 bathroom, 2,474 sqft single-family home in Historic Seaport, built in 1945. It last sold for $1,200,000 on Mar 22, 2005. It is currently off market. The Trulia Estimate is $3,096,700, with a rent estimate of $7,601/month.

Home Details for 809 Fleming St

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Softwood, Hardwood

Exterior Features

Exterior Home Features
Roof: MetalExterior: OtherFoundation Type: ConcretePatio
Pool
Pool

Property Information

Year Built
Year Built: 1945Year Updated: 1997
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 4180 sqft

Price History for 809 Fleming St

DatePriceEventSource
01/10/2023ListingRemovedKey West AOR #602722
10/27/2022$2,550,000PriceChange
Key West AOR #602722
10/11/2022$2,750,000Listed For SaleKey West AOR #602722
03/22/2005$1,200,000Sold
FLKMLS #94827
09/07/1999$360,000Sold
FLKMLS #415276

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83KMoM
Sale-to-List Price
94.6%
0.3%MoM
Price per sq ft
$958
$15MoM
Available listings
288
17MoM
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Property Tax and Assessment

Year2025
Tax$6,722
Assessment$2,848,576
Home facts updated by county records

Comparable Sales for 809 Fleming St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
418 William St, Key West, FL
0.05
Single-Family Home
$3,285,000
03/18/26
4
3
1,852
728 Love Ln, Key West, FL
0.12
Single-Family Home
$3,150,000
09/19/25
3
3
2,100
510 Margaret St, Key West, FL
0.07
Single-Family Home
$2,850,000
04/17/26
4
4
1,968
1015 Eaton St, Key West, FL
0.19
Single-Family Home
$1,900,000
03/30/26
4
3
1,738
312 Margaret St, Key West, FL
0.12
Single-Family Home
$2,295,000
04/15/26
3
3
1,916
906 Southard St, Key West, FL
0.15
Single-Family Home
$3,250,000
05/27/26
3
3
2,188
529 Simonton St, Key West, FL
0.22
Single-Family Home
$2,700,000
08/03/26
4
3
1,800
320 Margaret St, Key West, FL
0.10
Single-Family Home
$1,325,000
02/26/26
3
1.5
1,368
517 Elizabeth St, Key West, FL
0.13
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
312 William St, Key West, FL
0.12
Single-Family Home
$1,650,000
10/30/25
3
2
1,376

Nearby homes

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Assigned Schools

These are the assigned schools for 809 Fleming St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Historic Seaport
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Historic Seaport

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."
    11
    Flag
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
    2
    Flag
  • Bwruble
    "Tourist don’t clean up after their dogs, but locals do. This is a wonderful neighborhood. Gecko lane is especially beautiful and very private. "
    1
    Flag
  • 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"
    2
    Flag
  • 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."
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

26 pet-friendly rentals in Key West, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

128 rentals with air conditioning in Key West, FL

Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

12 rentals with an outdoor space in Key West, FL

Homes for sale near 809 Fleming St

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Off Market Homes Near 809 Fleming St

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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 $3,096,700.
  • 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 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 $1.23M. That is up $20.83K from the prior month.
  • Does 809 Fleming St have a pool?
    Yes, 809 Fleming St in Key West, FL has a pool.
  • How big is the lot at 809 Fleming St?
    The lot at 809 Fleming St in Key West, FL is about 0.10 acres (4,180 sq ft).