1022 Fleming St, Key West, FL 33040
Property image
Property image
SOLD
JUL 31, 2026

$1,600,400

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,016 sqft

1022 Fleming St, Key West, FL 33040

Old Town
Est. Refi. Payment $9,704/mo*
Refinance Your Home
Currently Off Market - Sold Jul 31, 2026 for $1,600,000 (3% below list price)

Home Value

Trulia Estimate
$1.6M
Since last month
Decreased$7K (-0.5%)
Since last year
Decreased$371K (-19.2%)
Since last sale
Decreased$40K (-2.5%)
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 +57% in the last 10 years
MonthEstimated value
2026
September 2026$1.56M
August 2026$1.61M
July 2026$1.57M
June 2026$1.56M
May 2026$1.56M
April 2026$1.56M
March 2026$1.56M
February 2026$1.6M
January 2026$1.83M
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
1030 James St, Key West, FL
0.12
Multi-Family Home
$1,800,000
05/26/26
3
3
1,700
621 Elizabeth St, Key West, FL
0.34
Multi-Family Home
$1,625,000
04/20/26
3
2
1,594
620 White St, Key West, FL
0.16
Multi-Family Home
$800,000
02/24/26
3
2
1,421
830 Fleming St, Key West, FL
0.16
Multi-Family Home
$1,350,000
10/20/25
3
4
1,989
514 Margaret St, Key West, FL
0.17
Multi-Family Home
$1,400,000
01/14/26
5
3.5
2,068
708 William St, Key West, FL
0.36
Multi-Family Home
$1,752,000
11/17/25
4
3.5
1,967
1113 Watson St, Key West, FL
0.51
Multi-Family Home
$1,300,000
03/20/26
5
3
1,819
1210 Virginia St, Key West, FL
0.51
Multi-Family Home
$900,000
02/20/26
3
2.5
1,740

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
511 Frances St, Key West, FL 33040
0.04
$3,249,200
4
3.5
1,903
Off Market
524 Frances St, Key West, FL 33040
0.05
$4,547,900
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
$2,430,800
3
3
1,635
Off Market
1113 Curry Ln #2, Key West, FL 33040
0.06
$1,290,000
4
3
1,528
Off Market
1109 Stump Ln, Key West, FL 33040
0.06
$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
0.06
$2,308,900
3
3.5
1,511
Off Market
531 Frances St, Key West, FL 33040
0.07
$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
0.07
$4,450,000
4
4.5
2,985
For Sale

Local Information

  • Map ViewExplore the area around 1022 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1928
2,016 sqft
$794/sqft

About this House

Invest in Key West with this legal Duplex which can be easily converted to a single family home! Step into a piece of Key West history with this light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in one unit and rent the other, or enjoy the entire home for yourself! There is an interior staircase to enter the upstairs unit.

Each spacious level features 2 bedrooms, 1 bathroom, a full kitchen with stainless steel appliances, laundry, and an open-concept living/kitchen/dining area. The lower unit opens to a deck and pool--perfect for relaxing and entertaining. The upper unit is currently rented. It boasts abundant natural light and a large wraparound porch, ideal for enjoying the tropical surroundings.

Located in a prime spot close to the Old Seaport, top restaurants, and bars, but in a quieter neighborhood, this home is your ticket to island living in paradise!
1022 Fleming St, Key West, FL 33040 is a 4 bedroom, 2 bathroom, 2,016 sqft multi-family in Old Town, built in 1928. It last sold for $1,600,000 on Jul 31, 2026 (3% below the $1,650,000 asking price). More recently, it was listed as a rental in May 2024 with an asking price of $5,200 per month. That rental listing was removed on September 13, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,600,400, with a rent estimate of $5,349/month.
Last check for updates: about 3 hours ago
Listed by Ellen Gvili, (305) 304-2933
Ocean Sotheby's International Realty
Bought with: The Spottswood Team, (305) 432-4848, Truman & Co. (KW)
Co-Buyer's Agent: Terri Spottswood, (305) 587-3407, Truman & Co. (KW)
Source: FLKMLS, MLS#616423

Home Details for 1022 Fleming St

Interior Features

Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2016 Square Feet
Appliances & Utilities
Utilities: Water Separate Meter, Elect Separate MeterAppliances: Washer, Dryer, Refrigerator, Range, Oven, Stainless Steel Appliance(s)DryerRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Ceiling Fans(s),DuctlessHas HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile, Wood, Combination
Levels, Entrance, & Accessibility
Floors: Tile, Wood, Combination
View
No View
Security
Security: Building Security, On Premises System

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, DeckFencing: FencedHas a Private Pool
Pool
Pool: In Ground, ConcretePool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: ResidentialProperty Subtype: Duplex
Building
Construction Materials: FrameNot a New Construction
Property Information
Condition: Updated/Remodeled

Price & Status

Price
List Price: $1,650,000Price Per Sqft: $794/sqft

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Key WestCommunity: Old Town - Unlisted (1.0)

Building

Building Area
Building Area: 2016 Square Feet

Community

Community Features: Bike Paths

HOA

HOA Fee Includes: NoneNo HOA

Lot Information

Lot Area: 2613.6 sqft

Offer

Listing Terms: Cash, Conventional

Miscellaneous

Mls Number: 616423

Additional Information

Bike Paths

Price and Tax history

DateEventPrice
Jul 31, 2026
Source: FLKMLS #616423
Sold
$1,600,000
Jul 20, 2026
Source: FLKMLS #616423
Contingent
$1,650,000
Jun 16, 2026
Source: FLKMLS #616423
Pending
$1,650,000
May 27, 2026
Source: FLKMLS #616977
Contingent
$1,650,000
Apr 21, 2026
Source: FLKMLS #616423
PendingToActive
$1,650,000

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
—
Price per sq ft
$865
$67MoM
Available listings
255
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

MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ 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 1022 Fleming St

  • What is 1022 Fleming St estimated to be worth?
    Trulia's estimated value for 1022 Fleming St in Key West, FL is $1,600,400.
  • What is the price history for 1022 Fleming St?
    1022 Fleming St in Key West, FL last sold for $1,600,000 in July 2026.
  • 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 $1.14M. That is down $143K from the prior month.
  • Does 1022 Fleming St have air conditioning?
    Yes, 1022 Fleming St in Key West, FL has air conditioning.
  • Does 1022 Fleming St have a pool?
    Yes, 1022 Fleming St in Key West, FL has a pool.

Explore by feature - Pet Friendly

26 pet-friendly rentals in Key West, FL

Explore by feature - Garage

20 rentals with a garage in Key West, FL

Explore by feature - Air Conditioning

102 rentals with air conditioning in Key West, FL

Explore by feature - Pool

76 rentals with a pool in Key West, FL

Explore by feature - Washer/dryer

91 rentals with a washer/dryer in Key West, FL

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Key West, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 1022 Fleming St

Skip to last item
Skip to first item

Homes for sale near 1022 Fleming St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item