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

$2,400,000

Last sold price
  • 3 Beds
  • 2 Baths
  • 1,500 sqft

527 Fleming St, Key West, FL 33040

Historic Seaport
Currently Off Market - Sold Feb 14, 2020 for $2,400,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
421 United St, Key West, FL
0.65
Apartment
$200,000
06/29/26
3
3
2,500
620 Thomas St #175, Key West, FL
0.35
Apartment
$770,000
05/29/26
2
1
604
1113 Truman Ave, Key West, FL
0.65
Apartment
$1,700,000
10/21/25
2
1
700
1616 Bertha St #2, Key West, FL
1.47
Apartment
$1,075,000
12/19/25
2
2
898
1119 Simonton St #A1, Key West, FL
0.56
Apartment
$1,425,000
06/25/26
1
1
600
3312 Northside Dr #111, Key West, FL
2.54
Apartment
$430,000
04/29/26
2
2
792
3675 S Roosevelt Blvd, Key West, FL
3.18
Apartment
$8,000
07/23/26
2
2
1,066
908 Trinity Dr #5, Key West, FL
2.76
Apartment
$1,000,000
01/15/26
1
250
Home facts updated by county records

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
419 Simonton St #A, Key West, FL 33040
0.04
$1,325,000
2
2.5
1,082
Recently Sold
616 Eaton St, Key West, FL 33040
0.08
$7,250,000
5
6
4,000
Recently Sold
617 Fleming St #6, Key West, FL 33040
0.08
$709,700
1
1
500
Off Market
617 Fleming St #2, Key West, FL 33040
0.08
$876,600
2
1.5
614
Off Market
525 Eaton St #NA, Key West, FL 33040
0.08
$3,004,300
Studio
1.5
1
Off Market
617 Free School Ln, Key West, FL 33040
0.07
-
-
-
-
Off Market
603 Free School Ln, Key West, FL 33040
0.08
$2,191,000
3
3
1,628
Off Market
605 Free School Ln, Key West, FL 33040
0.08
$2,192,800
3
3
1,628
Off Market
331 Simonton St #2, Key West, FL 33040
0.10
$3,187,900
Studio
1.5
2
Off Market
522 Simonton St, Key West, FL 33040
0.08
$5,823,700
5
5.5
3,342
Off Market
320 Simonton St #2, Key West, FL 33040
0.10
$989,200
2
2
1,081
Off Market
619 Eaton St, Key West, FL 33040
0.11
$1,829,100
3
2.5
2,000
Off Market

Local Information

  • Map ViewExplore the area around 527 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Apartment
Built in 1928
1,500 sqft

About this House

Available asap for a long term rental. This 3br/2ba Old Town apartment is furnished. Unit is located upstairs. First floor of the apt is where you'll find two bedrooms, a full kitchen, and living room that faces Fleming St. There's a large balcony off of the living room where you can enjoy the island breezes. Apt does come with one off street parking spot. This is an ideal property that puts you in the heart of Key West. There's a virtual tour. See link.

One year lease. Tenant responsible for all utilities.
527 Fleming St, Key West, FL 33040 is a 3 bedroom, 2 bathroom, 1,500 sqft apartment in Historic Seaport, built in 1928. It last sold for $2,400,000 on Feb 14, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $4,313/month.

Home Details for 527 Fleming St

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: Metal
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 3

Lot Information

Lot Area: 4525 sqft

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Feb 14, 2020
Source: FLKMLS #587101
Sold
$2,400,000
Dec 1, 2014
Source: Agent Provided
ListingRemoved
$2,400,000
Nov 27, 2013
Source: Agent Provided
Listed For Sale
$2,400,000

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

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

Frequently asked questions about 527 Fleming St

  • What is the price history for 527 Fleming St?
    527 Fleming St in Key West, FL last sold for $2,400,000 in February 2020.
  • 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.
  • What do residents say about the Historic Seaport neighborhood?
    Residents describe the Historic Seaport neighborhood in Key West, FL as dog-friendly, walkable to restaurants, and walkable to grocery stores. See recently sold homes in Historic Seaport, Key West.
  • Does 527 Fleming St have laundry facilities?
    Yes, 527 Fleming St in Key West, FL has in-unit laundry.
  • Does 527 Fleming St have parking?
    Yes, 527 Fleming St in Key West, FL has on-site parking.

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