1101 Fleming St, Key West, FL 33040
OFF MARKET

$1,289,400

Trulia Estimate
as of Sep 23, 2026
  • 2 Beds
  • 2 Baths
  • 778 sqft

1101 Fleming St, Key West, FL 33040

Historic Seaport

Home Highlights

Single-Family Home
778 sqft
$1,657/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 1101 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Lush tropical landscapingCharming architecture
1101 Fleming Street in Key West, Florida, 33040, is located in a historic and vibrant part of the city. Fleming Street runs through an area known for its charming architecture, lush tropical landscaping, and proximity to key attractions like the Historic Seaport, waterfront parks, and the lively Duval Street corridor.
Properties in this neighborhood often include historic homes, cottages, and colorful island-style residences, offering a mix of vintage charm and modern updates. This area provides easy access to Key West's beaches, restaurants, galleries, and entertainment venues, making it a desirable location for residents and visitors alike.
1101 Fleming St, Key West, FL 33040 is a 2 bedroom, 2 bathroom, 778 sqft single-family home in Historic Seaport. It last sold for $854,000 on Nov 6, 2019 (18,878% above the $4,500 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,289,400, with a rent estimate of $3,975/month.

Home Details for 1101 Fleming St

Interior Features

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

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 1101 Fleming St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1016 Eaton St, Key West, FL
0.07
Single-Family Home
$800,000
06/10/26
2
1.5
752 sqft
1120 Stump Ln, Key West, FL
0.10
Single-Family Home
$1,135,000
05/29/26
2
2
952 sqft
1309 Newton St, Key West, FL
0.27
Single-Family Home
$900,000
07/07/26
2
2
1,152 sqft
834 Olivia St, Key West, FL
0.39
Single-Family Home
$780,000
01/07/26
2
2
648 sqft
1118 Eaton St, Key West, FL
0.07
Single-Family Home
$1,105,000
06/25/26
2
2.5
1,277 sqft
1121 Elgin Ln, Key West, FL
0.07
Single-Family Home
$955,000
11/12/25
4
3
1,226 sqft
1107 Olivia St, Key West, FL
0.34
Single-Family Home
$1,300,000
05/06/26
2
2
1,125 sqft
524 White St, Key West, FL
0.09
Single-Family Home
$910,000
08/14/26
3
2
1,690 sqft
609 Margaret St, Key West, FL
0.21
Single-Family Home
$1,050,000
08/06/26
3
2.5
1,017 sqft
709 Frances St, Key West, FL
0.21
Single-Family Home
$875,000
03/16/26
1
1.5
1,095 sqft

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Rental Market Trends in Historic Seaport

Last updated Sep 2026
Trulia Rent Estimate$3,975/mo
Average rent
$14K
$10.4KMoM
Available listings
19
View rental market trends in Key West, FL

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

Price and Tax history

DateEventPrice
Nov 6, 2019
Source: FLKMLS #587837
Sold
$854,000
Oct 31, 2019
Source: Agent Provided
PendingToActive
$879,000
Oct 23, 2019
Source: Agent Provided
Pending
$879,000
Oct 21, 2019
Source: Agent Provided
Listed For Sale
$879,000
Nov 13, 2013
Source: FLKMLS #118503
Sold
$650,000

Frequently asked questions about 1101 Fleming St

  • What is 1101 Fleming St estimated to be worth?
    Trulia's estimated value for 1101 Fleming St in Key West, FL is $1,289,400.
  • What is the price history for 1101 Fleming St?
    1101 Fleming St in Key West, FL last sold for $854,000 in November 2019.
  • 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 1101 Fleming St have air conditioning?
    Yes, 1101 Fleming St in Key West, FL has air conditioning.
  • Does 1101 Fleming St have laundry facilities?
    Yes, 1101 Fleming St in Key West, FL has in-unit laundry.

Homes for rent near 1101 Fleming St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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