54 Front St, Key West, FL 33040
OFF MARKET

54 Front St
Key West, FL 33040

Truman Annex
  • 3 Beds
  • 3.5 Baths
  • 3,024 sqft

$3,899,900

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $21,647/mo*
Refinance Your Home

$3,899,900

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $21,647/mo*
Refinance Your Home
3 Beds
3.5 Baths
3,024 sqft

Homes for sale near 54 Front St

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 54 Front St

DatePriceEventSource
06/19/2019$2,637,500Sold
FLKMLS #584421
06/07/2019$2,950,000PendingAgent Provided
06/05/2019$2,950,000PendingToActiveAgent Provided
05/10/2019$2,950,000PendingAgent Provided
04/05/2019$2,950,000PriceChange
Agent Provided
02/25/2019$3,200,000Listed For SaleAgent Provided
04/19/1995$195,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$18,439
Assessment$3,356,470
Home facts updated by county records

Comparable Sales for 54 Front St

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
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
101 Admirals Ln, Key West, FL
0.08
Single-Family Home
$6,300,000
10/10/25
5
4
3,173
314 Southard St, Key West, FL
0.17
Single-Family Home
$900,000
12/01/25
3
2
1,451
51 Sunset Key Dr, Key West, FL
0.67
Single-Family Home
$3,000,000
05/16/25
3
3
1,920

Assigned Schools

These are the assigned schools for 54 Front St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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

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Homes for rent near 54 Front St

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Off Market Homes Near 54 Front St

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Explore by feature

54 Front St, Key West, FL 33040 is a 3 bedroom, 4 bathroom, 3,024 sqft single-family home built in 1996. 54 Front St is located in Truman Annex, Key West. This property is not currently available for sale. 54 Front St was last sold on Jun 19, 2019 for $2,637,500. The current Trulia Estimate for 54 Front St is $3,899,900.