1030 Fleming St, Key West, FL 33040
Property image
Property image
OFF MARKET

1030 Fleming St
Key West, FL 33040

Old Town
  • 4 Beds
  • 3 Baths
  • 2,787 sqft

$3,154,000

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $18,145/mo*
Refinance Your Home

$3,154,000

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $18,145/mo*
Refinance Your Home
4 Beds
3 Baths
2,787 sqft

Local Information

  • Map ViewExplore the area around 1030 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
1938
Living Area
2,787 sqft
Price/Sqft
$1,132

Description

This impressive, historic home situated on a prime corner lot in Old town Key West is a masterpiece of design and classic craftsmanship. Entertain in grand style in the open living & formal dining room featuring eye-catching tray ceilings, a propane indoor/outdoor fireplace that can be enjoyed from the dining room and the back deck. Rich Brazilian wood floors, Mahogany doors and trim, and beautiful crown moldings add to the luxurious and comfortable feel of this home. The kitchen is a chef's delight boasting top quality appliances plus a wine cooler & beverage fridge with textured granite counter tops & custom maple wood cabinetry. Adjacent to the main level is an airy office with a separate entrance that will delight with built in cabinetry and regal glass pocket doors. There is also a
1030 Fleming St, Key West, FL 33040 is a 4 bedroom, 3 bathroom, 2,787 sqft single-family home in Old Town, built in 1938. It last sold for $2,300,000 on May 10, 2021. It is currently off market. The Trulia Estimate is $3,154,000, with a rent estimate of $7,548/month.

Home Details for 1030 Fleming St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood
Security
Security System
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: OtherFoundation Type: ConcretePorch
Pool
Pool
Parking & Garage
Parking Spaces: 2Parking: Carport

Property Information

Year Built
Year Built: 1938Year Updated: 2007
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 4125 sqft

Additional Information

On Site Laundry Available

Building

Pool
Sauna

Price History for 1030 Fleming St

DatePriceEventSource
05/10/2021$2,300,000Sold
FLKMLS #594242
01/20/2021$2,445,000Listed For SaleAgent Provided
04/18/2019$1,975,000Sold
FLKMLS #582435
04/02/2019$1,999,000PendingToActiveAgent Provided
03/22/2019$1,999,000PendingAgent Provided
03/16/2019$1,999,000PriceChange
Agent Provided
02/13/2019$2,195,000PriceChange
Agent Provided
01/18/2019$2,295,000PriceChange
Agent Provided
10/25/2018$2,350,000Listed For SaleAgent Provided
07/04/2018$2,250,000ListingRemovedAgent Provided
05/06/2018$2,250,000PriceChange
Agent Provided
04/26/2018$2,350,000PriceChange
Agent Provided
02/04/2018$2,499,000PriceChange
Agent Provided
01/12/2018$2,539,000PriceChange
Agent Provided
01/05/2018$2,640,000PriceChange
Agent Provided
10/19/2017$2,690,000Listed For SaleAgent Provided
08/13/2017$2,690,000ListingRemovedAgent Provided
04/29/2017$2,690,000Listed For SaleAgent Provided
04/15/2010$530,000Sold
N/A
02/28/2010$560,500PriceChange
Agent Provided
01/13/2010$589,900PriceChange
Agent Provided
12/03/2009$600,000Listed For SaleAgent Provided
08/27/2001$505,000Sold
N/A
04/28/2000$499,500Sold
N/A

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$22,532
Assessment$2,670,833
Home facts updated by county records

Comparable Sales for 1030 Fleming St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1015 Eaton St, Key West, FL
0.11
Single-Family Home
$1,900,000
03/30/26
4
3
1,738
531 Frances St, Key West, FL
0.07
Single-Family Home
$1,825,000
02/20/26
3
2.5
1,681
1110 Elgin Ln, Key West, FL
0.07
Single-Family Home
$1,850,000
06/29/26
3
3
1,256
1108 Curry Ln, Key West, FL
0.04
Single-Family Home
$2,620,000
06/02/26
3
3
1,292
626 Grinnell St, Key West, FL
0.18
Single-Family Home
$2,675,000
04/17/26
2
3
2,940
906 Southard St, Key West, FL
0.17
Single-Family Home
$3,250,000
05/27/26
3
3
2,188
510 Margaret St, Key West, FL
0.18
Single-Family Home
$2,850,000
04/17/26
4
4
1,968
409 Grinnell St, Key West, FL
0.09
Single-Family Home
$2,350,000
05/06/26
4
2
1,628
1020 Southard St, Key West, FL
0.10
Single-Family Home
$3,350,000
12/03/25
3
3.5
2,438
312 Margaret St, Key West, FL
0.23
Single-Family Home
$2,295,000
04/15/26
3
3
1,916

Nearby homes

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Assigned Schools

These are the assigned schools for 1030 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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Apartments for Rent

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Explore by feature - Pet Friendly

19 pet-friendly rentals in Key West, FL

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Homes for sale near 1030 Fleming St

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Off Market Homes Near 1030 Fleming St

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