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

$3,862,500

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 3,024 sqft

54 Front St, Key West, FL 33040

Truman Annex
Est. Refi. Payment $22,042/mo*
Refinance Your Home
Currently Off Market - Sold Jun 19, 2019 for $2,637,500

Home Value

Trulia Estimate
$3.86M
Since last month
Decreased$43K (-1.1%)
Since last year
Decreased$153K (-3.8%)
Since last sale
Increased$1M (+46.6%)
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 +11% in the last 10 years
MonthEstimated value
2026
August 2026$3.87M
July 2026$3.91M
June 2026$3.99M
May 2026$3.93M
April 2026$3.92M
March 2026$3.85M
February 2026$3.81M
January 2026$3.84M
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
316 Southard St, Key West, FL
0.18
Single-Family Home
$3,500,000
10/20/25
3
3.5
2,532
512 Emma St, Key West, FL
0.05
Single-Family Home
$3,095,000
01/27/26
4
4
1,653
322 Southard St, Key West, FL
0.18
Single-Family Home
$1,695,000
04/10/26
3
3
1,553
215 Whitehead St, Key West, FL
0.26
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
728 Love Ln, Key West, FL
0.47
Single-Family Home
$3,150,000
09/19/25
3
3
2,100
400 Aronovitz Ln, Key West, FL
0.25
Single-Family Home
$3,300,000
05/21/26
5
6
3,667
805 Shavers Ln, Key West, FL
0.36
Single-Family Home
$3,699,000
03/02/26
3
3
1,663
517 Elizabeth St, Key West, FL
0.45
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
529 Simonton St, Key West, FL
0.37
Single-Family Home
$2,700,000
08/03/26
4
3
1,800
101 Admirals Ln, Key West, FL
0.09
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
506 Emma St, Key West, FL 33040
0.03
$2,362,000
3
3
1,608
Recently Sold
512 Emma St, Key West, FL 33040
0.05
$3,095,000
4
4
1,653
Recently Sold
510 Porter Ln, Key West, FL 33040
0.05
$1,296,000
2
2.5
960
Off Market
510 Porter Ln #16, Key West, FL 33040
0.05
$711,500
2
1.5
960
Off Market
528 Porter Ln, Key West, FL 33040
0.07
$1,245,000
2
2.5
960
Recently Sold
530 Porter Ln, Key West, FL 33040
0.07
$1,227,000
2
1.5
960
Off Market
410 Porter Ln #10, Key West, FL 33040
0.04
$1,455,800
2
2.5
1,100
Off Market
406 Porter Ln, Key West, FL 33040
0.04
$1,384,200
2
2.5
1,036
Off Market
415 Porter Ln #415, Key West, FL 33040
0.04
$758,700
2
1.5
936
Off Market
416 Porter Ln #4, Key West, FL 33040
0.04
$842,200
2
2
1,025
Off Market
418 Porter Ln #18, Key West, FL 33040
0.04
$838,300
2
2
1,035
Off Market
407 Porter Ln #13, Key West, FL 33040
0.04
$811,200
2
2.5
1,025
Off Market

Local Information

  • Map ViewExplore the area around 54 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
1996
Living Area
3,024 sqft
Price/Sqft
$1,277

About this House

Built in 1995 by the original owner, designed by Michael Ingram, one of Key Wests best, is this iconic home described as a Carolina Low Country style. Quality details exist through out the home with higher ceilings,deep wooden trims in every room. High end finishes in each bathroom, wooden floors down with Hemp carpet up. Unique Pickle Pine treatment on the cabinets and walls of the kitchen and dining room supports the superior quality and attention to detail that exists in the entire home.A large downstairs master bedroom,vaulted ceiling with en-suite bathroom and private entrance to the pool patio is just elegant!Upstairs are two large bedrooms with en-suite bathrooms, flooded with light from the dormer windows is perfect for any guest.
54 Front St, Key West, FL 33040 is a 3 bedroom, 4 bathroom, 3,024 sqft single-family home in Truman Annex, built in 1996. It last sold for $2,637,500 on Jun 19, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,862,500, with a rent estimate of $7,892/month.

Home Details for 54 Front St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: WoodFoundation Type: Piling
Pool
Pool
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1996Year Updated: 2001
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5052 sqft

Price and Tax history

DateEventPrice
Jun 19, 2019
Source: FLKMLS #584421
Sold
$2,637,500
Jun 7, 2019
Source: Agent Provided
Pending
$2,950,000
Jun 5, 2019
Source: Agent Provided
PendingToActive
$2,950,000
May 10, 2019
Source: Agent Provided
Pending
$2,950,000
Apr 5, 2019
Source: Agent Provided
PriceChange
$2,950,000
Price decreased by 8%

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 54 Front St

  • What is 54 Front St estimated to be worth?
    Trulia's estimated value for 54 Front St in Key West, FL is $3,862,500.
  • What is the price history for 54 Front St?
    54 Front St in Key West, FL last sold for $2,637,500 in June 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 $1.28M. That is up $50K from the prior month.
  • Does 54 Front St have air conditioning?
    Yes, 54 Front St in Key West, FL has air conditioning.
  • Does 54 Front St have a pool?
    Yes, 54 Front St in Key West, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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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

11 rentals with an outdoor space in Key West, FL

Apartments for Rent

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