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

527 Fleming St
Key West, FL 33040

Historic Seaport
  • 3 Beds
  • 2 Baths
  • 1,500 sqft
3 Beds
2 Baths
1,500 sqft

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

Property Type
Apartment
Year Built
1928
Living Area
1,500 sqft

Description

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. It is currently off market. The Trulia Estimate rent is $5,140/month.

Home Details for 527 Fleming St

Interior Features

Heating & Cooling
Heating: Forced AirCooling System: OtherHeating 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 History for 527 Fleming St

DatePriceEventSource
02/14/2020$2,400,000Sold
FLKMLS #587101
12/01/2014$2,400,000ListingRemovedAgent Provided
11/27/2013$2,400,000Listed For SaleAgent Provided

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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Comparable Sales for 527 Fleming St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
30 Hilton Haven Dr #2B, Key West, FL
1.37
Apartment
$900,000
08/13/25
2
2
1,045
1412 Johnson St #2, Key West, FL
1.19
Apartment
$1,247,000
09/03/25
1
1
400
3314 Northside Dr #26, Key West, FL
2.54
Apartment
$614,000
08/13/25
2
3
1,400
3675 S Roosevelt Blvd, Key West, FL
3.18
Apartment
$15,000
04/15/26
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 homes

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Assigned Schools

These are the assigned schools for 527 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

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Apartments for Rent

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Homes for sale near 527 Fleming St

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Off Market Homes Near 527 Fleming St

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