1020 Fleming St, Key West, FL 33040
OFF MARKET

1020 Fleming St
Key West, FL 33040

Old Town
  • 2 Beds
  • 1 Bath
  • 759 sqft

$1,286,200

Trulia Estimate
as of Jun 5, 2026
Est. Refi. Payment $7,363/mo*
Refinance Your Home

$1,286,200

Trulia Estimate
as of Jun 5, 2026
Est. Refi. Payment $7,363/mo*
Refinance Your Home
2 Beds
1 Bath
759 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
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View
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HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 1020 Fleming St

DatePriceEventSource
05/01/2026$1,392,100ListingRemovedFLKMLS #617236
02/26/2026$1,392,100PriceChange
Key West AOR #617236
11/07/2025$1,442,100Listed For SaleFLKMLS #617236
09/05/2025$1,750,000ListingRemovedKey West AOR #612895
12/31/2024$1,750,000Listed For SaleKey West AOR #612895
05/18/2006$480,000Sold
FLKMLS #101901
07/18/2000$102,000Sold
N/A

Market trends in Key West

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$33.33KMoM
Sale-to-List Price
94.5%
0.0%MoM
Price per sq ft
$926
$79MoM
Available listings
332
22MoM
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Property Tax and Assessment

Year2025
Tax$2,857
Assessment$638,481
Home facts updated by county records

Comparable Sales for 1020 Fleming St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
611 Grinnell St #6, Key West, FL
0.12
Single-Family Home
$861,700
08/19/25
2
1
610
530 Grinnell St, Key West, FL
0.10
Single-Family Home
$1,250,000
07/18/25
2
1
792
1120 Stump Ln, Key West, FL
0.11
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
834 Olivia St, Key West, FL
0.36
Single-Family Home
$780,000
01/07/26
2
2
648
608 Roberts Ln, Key West, FL
0.11
Single-Family Home
$930,000
08/01/25
2
2
1,700
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

Nearby homes

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Assigned Schools

These are the assigned schools for 1020 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

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

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1020 Fleming St, Key West, FL 33040 is a 2 bedroom, 1 bathroom, 759 sqft single-family home built in 1918. 1020 Fleming St is located in Old Town, Key West. This property is not currently available for sale. 1020 Fleming St was last sold on May 18, 2006 for $480,000. The current Trulia Estimate for 1020 Fleming St is $1,286,200.