101 Front St #5, Key West, FL 33040
Property image
Property image
OFF MARKET

$1,296,400

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 1,140 sqft

101 Front St #5, Key West, FL 33040

Truman Annex
Est. Refi. Payment $7,854/mo*
Refinance Your Home
Currently Off Market - Sold May 17, 2021 for $999,000

Home Value

Trulia Estimate
$1.3M
Since last month
Decreased$9K (-0.7%)
Since last year
Increased$22K (+1.7%)
Since last sale
Increased$297K (+29.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +44% in the last 10 years
MonthEstimated value
2026
September 2026$1.3M
August 2026$1.31M
July 2026$1.32M
June 2026$1.32M
May 2026$1.3M
April 2026$1.29M
March 2026$1.29M
February 2026$1.28M
January 2026$1.27M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
101 Front St #15, Key West, FL
0.00
Townhouse
$1,220,000
09/30/25
2
2.5
1,216
101 Front St #8, Key West, FL
0.00
Townhouse
$1,345,000
05/20/26
2
2.5
1,216
532 Porter Ln, Key West, FL
0.17
Townhouse
$1,075,000
01/21/26
2
1.5
960
548 Porter Ln, Key West, FL
0.16
Townhouse
$1,160,000
01/16/26
2
2.5
960
528 Porter Ln, Key West, FL
0.16
Townhouse
$1,245,000
04/01/26
2
2.5
960
237 Southard St, Key West, FL
0.20
Townhouse
$1,075,000
10/17/25
2
1.5
960
212 Southard St, Key West, FL
0.23
Townhouse
$1,050,000
05/01/26
2
2.5
960
208 Fleming St, Key West, FL
0.13
Townhouse
$1,070,000
03/02/26
2
2.5
960
201-2 Southard St, Key West, FL
0.20
Townhouse
$1,000,000
02/02/26
2
1.5
960
606 Truman Ave #1, Key West, FL
0.65
Townhouse
$1,200,000
02/26/26
2
2
1,260

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
103 Front St, Key West, FL 33040
0.01
$6,850,000
3
3
3,000
For Sale
159 Front St #11, Key West, FL 33040
0.01
$1,072,000
2
2.5
1,225
Off Market
109 Front St #113, Key West, FL 33040
0.03
$2,806,500
2
2.5
1,500
Off Market
109 Front St #114, Key West, FL 33040
0.03
$2,163,400
2
2.5
1,296
Off Market
109 Front St #211, Key West, FL 33040
0.03
$3,246,200
2
2.5
1,850
Off Market
107 Front St, Key West, FL 33040
0.03
$1,967,700
2
2.5
1,350
Off Market
115 Front St, Key West, FL 33040
0.03
$1,644,500
2
2
1,550
Off Market
113 Front St, Key West, FL 33040
0.03
$2,332,400
3
2.5
1,800
Off Market
109 Front St #111, Key West, FL 33040
0.03
$3,377,400
3
2.5
1,850
Off Market
105 Front St #121, Key West, FL 33040
0.03
$2,200,000
2
2.5
1,350
Recently Sold
105 Front St #122, Key West, FL 33040
0.03
$3,400,000
3
2
2,088
Recently Sold
115 Front St #202, Key West, FL 33040
0.03
$1,339,100
2
2.5
1,260
Off Market

Local Information

  • Map ViewExplore the area around 101 Front St #5.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 1995
1,140 sqft
$1,137/sqft

About this House

Unique opportunity to own a successful vacation rental in sought after Truman Annex. Upon entering the home you will observe soaring 11 ft ceilings and an open floor plan. Kitchen, living room and half bath located on the 1st floor. Take the stairs to the 2nd floor and you will find the master bedroom which features a private balcony and en-suite bath. Guest bedroom is located on the 3rd floor with en-suite bath. Property features private deck and courtyard accompanied by grill and patio set, the prefect spot to enjoy a happy hour cocktail. One reserved parking space included with purchase. Shared pool exclusive to Foundry residents. Special Truman Annex transient license with restrictions included.
101 Front St #5, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,140 sqft townhouse in Truman Annex, built in 1995. It last sold for $999,000 on May 17, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,296,400, with a rent estimate of $4,595/month.

Home Details for 101 Front St #5

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: StuccoFoundation Type: ConcretePorch
Pool
Pool
Parking & Garage
Parking Space: 1

Property Information

Year Built
Year Built: 1995Year Updated: 1997
Property Type / Style
Property Type: Townhouse

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 853 sqft

Price and Tax history

DateEventPrice
May 17, 2021
Source: FLKMLS #595190
Sold
$999,000
Mar 17, 2021
Source: Key West AOR #595190
Listed For Sale
$999,000

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

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

Frequently asked questions about 101 Front St #5

  • What is 101 Front St #5 estimated to be worth?
    Trulia's estimated value for 101 Front St #5 in Key West, FL is $1,296,400.
  • What is the price history for 101 Front St #5?
    101 Front St #5 in Key West, FL last sold for $999,000 in May 2021.
  • 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 #5 have air conditioning?
    Yes, 101 Front St #5 in Key West, FL has air conditioning.
  • Does 101 Front St #5 have a pool?
    Yes, 101 Front St #5 in Key West, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

8 rentals with an outdoor space in Key West, FL

Apartments for Rent

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