101 Front St #4, Key West, FL 33040
Property image
Property image
OFF MARKET

$1,176,700

Trulia Estimate
as of Sep 23, 2026
  • 2 Beds
  • 2.5 Baths
  • 1,216 sqft

101 Front St #4, Key West, FL 33040

Truman Annex

Home Highlights

Townhouse
1,216 sqft
$968/sqft

Local Information

  • Map ViewExplore the area around 101 Front St #4.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Tree-lined streetsPrivate fenced yard areaSecure beautifully maintained communityTropical landscaping
Annual Rental Available in the Truman Annex Foundry Building! Enjoy the best of Key West living from this fully furnished 2 bedroom, 2.5 bath, 3 story townhome located in the highly desirable Truman Annex Foundry Building at 101 Front Street, Unit #4.

This spacious residence is offered fully furnished and features multiple levels of living space, a private fenced yard area, and access to the community pool. Assigned parking for 1 car is included, providing a rare convenience in Old Town Key West.

Ideally situated in one of Key West's most sought-after neighborhoods, you'll be just steps from Fort Zachary Taylor Beach, Truman Waterfront, Duval Street, Mallory Square, the Historic Seaport, waterfront dining, shopping, and entertainment. Leave the car behind and enjoy the island lifestyle with everything within walking distance. Residents of Truman Annex enjoy a secure, beautifully maintained community known for its tree-lined streets, tropical landscaping, and unbeatable location.

Annual lease, no pets, F/L/S required.

Call/Text - three zero five 432-4848 to schedule a showing

Tenant is responsible for utilities (water, electric, internet). 1 assigned parking spot. No pets. Annual lease. Fully furnished unit.
101 Front St #4, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,216 sqft townhouse in Truman Annex. It last sold for $450,000 on Jan 10, 2001 (8,900% above the $5,000 asking price). More recently, it was listed as a rental in June 2026 with an asking price of $5,000 per month. That rental listing was removed on July 24, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,176,700, with a rent estimate of $4,696/month.

Home Details for 101 Front St #4

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central
Appliances & Utilities
DishwasherRefrigerator
Levels, Entrance, & Accessibility
Floors: Hardwood, Tile

Property Information

Property Type / Style
Property Type: Townhouse

Rental Terms, Policies & Fees

Lease Term: 1 Year

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Media

Comparable Sales for 101 Front St #4

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
101 Front St #15, Key West, FL
0.00
Townhouse
$1,220,000
09/30/25
2
2.5
1,216 sqft
101 Front St #8, Key West, FL
0.00
Townhouse
$1,345,000
05/20/26
2
2.5
1,216 sqft
208 Fleming St, Key West, FL
0.13
Townhouse
$1,070,000
03/02/26
2
2.5
960 sqft
532 Porter Ln, Key West, FL
0.17
Townhouse
$1,075,000
01/21/26
2
1.5
960 sqft
548 Porter Ln, Key West, FL
0.16
Townhouse
$1,160,000
01/16/26
2
2.5
960 sqft
404 Porter Ln, Key West, FL
0.10
Townhouse
$1,565,000
04/17/26
2
2
1,002 sqft
528 Porter Ln, Key West, FL
0.16
Townhouse
$1,245,000
04/01/26
2
2.5
960 sqft
201-2 Southard St, Key West, FL
0.20
Townhouse
$1,000,000
02/02/26
2
1.5
960 sqft
237 Southard St, Key West, FL
0.20
Townhouse
$1,075,000
10/17/25
2
1.5
960 sqft
212 Southard St, Key West, FL
0.23
Townhouse
$1,050,000
05/01/26
2
2.5
960 sqft

Nearby homes

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Rental Market Trends in Truman Annex

Last updated Sep 2026
Trulia Rent Estimate$4,696/mo
Average rent
$5K
$120MoM
Available listings
2
View rental market trends in Key West, FL

Around this home

Neighborhood Overview

Truman Annex
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Truman Annex

At least 1 Trulia users voted on each feature.

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say neighbors are friendly

  • 100 % Say it's walkable to restaurants

  • 100 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "It’s a great neighborhood, we absolutely love having the opportunity to be able to live here!! We don’t have young kids so can’t really express things that are impt for them to know!!"
    1
    Flag
  • Langanlady
    "I have a 2 minute commute to the county courthouse. I could walk or bike but I am lazy and drive a car. "
    0
    Flag
  • Maya T.
    "This is the heart of historic Old Town Key West!"
    1
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jul 24, 2026
Source: Zillow Rentals
ListingRemoved
$5,000
Jun 16, 2026
Source: Zillow Rentals
Listed For Rent
$5,000
Jan 10, 2001
Source: N/A
Sold
$450,000
Mar 31, 1997
Source: N/A
Sold
$241,900

Frequently asked questions about 101 Front St #4

  • What is 101 Front St #4 estimated to be worth?
    Trulia's estimated value for 101 Front St #4 in Key West, FL is $1,176,700.
  • What is the price history for 101 Front St #4?
    101 Front St #4 in Key West, FL last sold for $450,000 in January 2001.
  • 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 101 Front St #4 have air conditioning?
    Yes, 101 Front St #4 in Key West, FL has air conditioning.
  • Does 101 Front St #4 have parking?
    Yes, 101 Front St #4 in Key West, FL has on-site parking.

Homes for rent near 101 Front St #4

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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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