159 Front St, Key West, FL 33040
Property image
Property image
OFF MARKET

$1,798,000

Trulia Estimate
  • 2 Beds
  • 3 Baths
  • 1,316 sqft

159 Front St, Key West, FL 33040

Truman Annex
Est. Refi. Payment $11,253/mo*
Refinance Your Home
Currently Off Market - Sold May 15, 2025 for $1,875,000

Home Value

Trulia Estimate
$1.8M
Since last month
Increased$12K (+0.7%)
Since last year
Increased$82K (+4.8%)
Since last sale
Decreased$77K (-4.1%)
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 +82% in the last 10 years
MonthEstimated value
2026
October 2026$1.8M
September 2026$1.82M
August 2026$1.79M
July 2026$1.79M
June 2026$1.78M
May 2026$1.76M
April 2026$1.73M
March 2026$1.71M
February 2026$1.68M
January 2026$1.63M
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
216 Fleming St, Key West, FL
0.15
Single-Family Home
$1,850,000
01/07/26
2
2.5
1,312
212 Fleming St, Key West, FL
0.14
Single-Family Home
$1,650,000
04/15/26
2
2.5
1,420
618 Mickens Ln, Key West, FL
0.28
Single-Family Home
$800,000
12/09/25
2
2.5
1,056
215 Whitehead St, Key West, FL
0.17
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
4 Aronovitz Ln, Key West, FL
0.31
Single-Family Home
$1,275,000
07/24/26
3
3
1,748
312 William St, Key West, FL
0.47
Single-Family Home
$1,650,000
10/30/25
3
2
1,376
322 Southard St, Key West, FL
0.26
Single-Family Home
$1,695,000
04/10/26
3
3
1,553
709 Chapman Ln, Key West, FL
0.33
Single-Family Home
$1,125,000
09/28/26
2
1.5
1,091
612 Mickens Ln, Key West, FL
0.27
Single-Family Home
$979,000
04/09/26
2
1.5
823
621 Elizabeth St #2, Key West, FL
0.50
Single-Family Home
$1,625,000
04/21/26
2
2
1,256

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
159 Front St #11, Key West, FL 33040
0.00
$1,083,600
2
2.5
1,225
Off Market
157 Front St, Key West, FL 33040
0.00
$699,400
2
2
1,100
Off Market
163 Front St, Key West, FL 33040
0.01
$1,493,700
2
3
1,244
Off Market
103 Front St, Key West, FL 33040
0.01
$6,850,000
3
3
3,000
For Sale
101 Front St #1, Key West, FL 33040
0.01
$1,562,000
2
2.5
1,292
Off Market
101 Front St #2, Key West, FL 33040
0.01
$1,777,600
2
2.5
1,292
Off Market
101 Front St #3, Key West, FL 33040
0.01
$1,370,400
2
2.5
1,216
Off Market
101 Front St #4, Key West, FL 33040
0.01
$1,190,900
2
2.5
1,216
Off Market
101 Front St #5, Key West, FL 33040
0.01
$1,297,900
2
2.5
1,140
Off Market
101 Front St #7, Key West, FL 33040
0.01
$1,390,300
2
3
1,216
Off Market
101 Front St #8, Key West, FL 33040
0.01
$1,345,000
2
2.5
1,216
Recently Sold
101 Front St #9, Key West, FL 33040
0.01
$1,242,000
2
2.5
1,216
Off Market
101 Front St #10, Key West, FL 33040
0.01
$1,243,400
2
2.5
1,216
Off Market
101 Front St #11, Key West, FL 33040
0.01
$1,263,100
2
2.5
1,216
Off Market
101 Front St #12, Key West, FL 33040
0.01
$1,259,200
2
3
1,216
Off Market
101 Front St #14, Key West, FL 33040
0.01
$1,312,200
2
2.5
1,216
Off Market
101 Front St #15, Key West, FL 33040
0.01
$1,262,200
2
2.5
1,216
Off Market
101 Front St #16, Key West, FL 33040
0.01
$1,207,200
2
3
1,216
Off Market
101 Front St #17, Key West, FL 33040
0.01
$1,284,700
2
2.5
1,216
Off Market
101 Front St #18, Key West, FL 33040
0.01
$1,396,900
2
2.5
1,216
Off Market

Local Information

  • Map ViewExplore the area around 159 Front St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1994
1,316 sqft
$1,366/sqft

About this House

This single-family home is located at 159 Front St, Key West, FL. 159 Front St is in the Truman Annex neighborhood in Key West, FL and in ZIP code 33040. This property has 2 bedrooms, 3 bathrooms and approximately 1,316 sqft of floor space. This property has a lot size of 1376 sqft and was built in 1994.
159 Front St, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,316 sqft single-family home in Truman Annex, built in 1994. It last sold for $1,875,000 on May 15, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,798,000, with a rent estimate of $4,951/month.

Home Details for 159 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: MetalDeckExterior: StuccoFoundation Type: Concrete
Parking & Garage
Parking Space: 1Parking: Carport

Property Information

Year Built
Year Built: 1994Year Updated: 2000
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1376 sqft

Price and Tax history

DateEventPrice
May 15, 2025
Source: N/A
Sold
$1,875,000
Nov 1, 2001
Source: FLKMLS #90757
Sold
$555,000
May 23, 2000
Source: N/A
Sold
$490,000
May 14, 1999
Source: N/A
Sold
$469,000
Jul 1, 1994
Source: N/A
Sold
$249,900

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 159 Front St

  • What is 159 Front St estimated to be worth?
    Trulia's estimated value for 159 Front St in Key West, FL is $1,798,000.
  • What is the price history for 159 Front St?
    159 Front St in Key West, FL last sold for $1,875,000 in May 2025.
  • 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.
  • How big is the lot at 159 Front St?
    The lot at 159 Front St in Key West, FL is about 0.03 acres (1,376 sq ft).
  • Does 159 Front St have parking?
    Yes, 159 Front St in Key West, FL has on-site parking.

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Apartments for Rent

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Off Market Homes Near 159 Front St

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