108 Front St, Key West, FL 33040
OFF MARKET

$3,543,700

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 1,788 sqft

108 Front St, Key West, FL 33040

Truman Annex
Est. Refi. Payment $20,809/mo*
Refinance Your Home
Currently Off Market - Sold Jan 24, 1994 for $139,000

Home Value

Trulia Estimate
$3.54M
Since last month
Decreased$31K (-0.9%)
Since last year
Increased$171K (+5.1%)
Since last sale
Increased$3M (+2,449.4%)
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 +27% in the last 10 years
MonthEstimated value
2026
August 2026$3.54M
August 2026$3.53M
July 2026$3.58M
June 2026$3.56M
May 2026$3.55M
April 2026$3.44M
March 2026$3.47M
February 2026$3.38M
January 2026$3.31M
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
512 Emma St, Key West, FL
0.17
Single-Family Home
$3,095,000
01/27/26
4
4
1,653
215 Whitehead St, Key West, FL
0.14
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
322 Southard St, Key West, FL
0.24
Single-Family Home
$1,695,000
04/10/26
3
3
1,553
517 Elizabeth St, Key West, FL
0.41
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
314 Southard St, Key West, FL
0.24
Single-Family Home
$900,000
12/01/25
3
2
1,451
316 Southard St, Key West, FL
0.24
Single-Family Home
$3,500,000
10/20/25
3
3.5
2,532
807 Thomas St, Key West, FL
0.40
Single-Family Home
$1,500,000
04/08/26
4
4
1,536
529 Simonton St, Key West, FL
0.35
Single-Family Home
$2,700,000
08/03/26
4
3
1,800
418 William St, Key West, FL
0.45
Single-Family Home
$3,285,000
03/18/26
4
3
1,852
101 Admirals Ln, Key West, FL
0.04
Single-Family Home
$6,300,000
10/10/25
5
4
3,173

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
101 Admirals Ln, Key West, FL 33040
0.04
$6,399,300
5
4
3,173
Off Market
103 Front St, Key West, FL 33040
0.03
$6,850,000
3
3
3,000
For Sale
326 Caroline St, Key West, FL 33040
0.04
$6,350,000
5
5.5
4,279
Recently Sold
328 Whitehead St, Key West, FL 33040
0.07
$6,140,500
5
4
2,430
Off Market
328 Whitehead St #0, Key West, FL 33040
0.07
$1,936,500
3
2
2,192
Off Market
159 Front St #11, Key West, FL 33040
0.04
$1,132,200
2
2.5
1,225
Off Market
101 Front St #1, Key West, FL 33040
0.04
$1,564,700
2
2.5
1,292
Off Market
101 Front St #2, Key West, FL 33040
0.04
$1,778,900
2
2.5
1,292
Off Market
101 Front St #8, Key West, FL 33040
0.04
$1,345,000
2
2.5
1,216
Recently Sold
101 Front St #15, Key West, FL 33040
0.04
$1,239,100
2
2.5
1,216
Off Market
101 Front St #18, Key West, FL 33040
0.04
$1,401,600
2
2.5
1,216
Off Market
101 Front St #20, Key West, FL 33040
0.04
$1,373,700
2
2.5
1,216
Off Market

Local Information

  • Map ViewExplore the area around 108 Front St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Living Area
1,788 sqft
Price/Sqft
$1,982

About this House

This single-family home is located at 108 Front St, Key West, FL. 108 Front St is in the Truman Annex neighborhood in Key West, FL and in ZIP code 33040. This property has 4 bedrooms, 5 bathrooms and approximately 1,788 sqft of floor space. This property has a lot size of 5000 sqft and was built in 1995.
108 Front St, Key West, FL 33040 is a 4 bedroom, 5 bathroom, 1,788 sqft single-family home in Truman Annex, built in 1995. It last sold for $139,000 on Jan 24, 1994. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,543,700, with a rent estimate of $7,103/month.

Home Details for 108 Front St

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Softwood, Hardwood

Exterior Features

Exterior Home Features
Roof: MetalExterior: OtherFoundation Type: PilingPatio
Pool
Pool
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1995Year Updated: 1997
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5000 sqft

Price and Tax history

DateEventPrice
Jan 24, 1994
Source: N/A
Sold
$139,000

Market trends in Key West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.28M
$50KMoM
Sale-to-List Price
95.1%
0.5%MoM
Price per sq ft
$933
$26MoM
Available listings
271
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 108 Front St

  • What is 108 Front St estimated to be worth?
    Trulia's estimated value for 108 Front St in Key West, FL is $3,543,700.
  • What is the price history for 108 Front St?
    108 Front St in Key West, FL last sold for $139,000 in January 1994.
  • 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 $1.28M. That is up $50K from the prior month.
  • Does 108 Front St have a pool?
    Yes, 108 Front St in Key West, FL has a pool.
  • How big is the lot at 108 Front St?
    The lot at 108 Front St in Key West, FL is about 0.11 acres (5,000 sq ft).

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Apartments for Rent

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Off Market Homes Near 108 Front St

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