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

163 Front St
Key West, FL 33040

Truman Annex
  • 2 Beds
  • 3 Baths
  • 1,244 sqft

$1,498,600

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $8,677/mo*
Refinance Your Home

$1,498,600

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $8,677/mo*
Refinance Your Home
2 Beds
3 Baths
1,244 sqft

Local Information

  • Map ViewExplore the area around 163 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
1994
Living Area
1,244 sqft
Price/Sqft
$1,205

About this House

Historic and renovated 2 level townhome next to Truman's Little White House in prestigious Truman Annex community. Split bedroom floor plan provides privacy. $1,149,000
163 Front St, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,244 sqft single-family home in Truman Annex, built in 1994. It last sold for $700,000 on May 7, 2010. It is currently off market. The Trulia Estimate is $1,498,600, with a rent estimate of $4,935/month.

Home Details for 163 Front St

Interior Features

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

Exterior Features

Exterior Home Features
Roof: MetalExterior: StuccoFoundation Type: Slab

Property Information

Year Built
Year Built: 1994Year Updated: 1998
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1271 sqft

Price History for 163 Front St

DatePriceEventSource
05/07/2010$700,000Sold
FLKMLS #111746
07/21/2008$1,149,000ListingRemovedAgent Provided
05/30/2008$1,149,000Listed For SaleAgent Provided
04/28/2005$1,200,000Sold
FLKMLS #93625
04/08/2002$540,000Sold
N/A

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83KMoM
Sale-to-List Price
94.6%
0.3%MoM
Price per sq ft
$958
$15MoM
Available listings
288
17MoM
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Property Tax and Assessment

Year2025
Tax$10,898
Assessment$1,268,027
Home facts updated by county records

Comparable Sales for 163 Front St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
618 Mickens Ln, Key West, FL
0.28
Single-Family Home
$800,000
12/09/25
2
2.5
1,056
212 Fleming St, Key West, FL
0.15
Single-Family Home
$1,650,000
04/15/26
2
2.5
1,420
216 Fleming St, Key West, FL
0.15
Single-Family Home
$1,850,000
01/07/26
2
2.5
1,312
612 Mickens Ln, Key West, FL
0.27
Single-Family Home
$979,000
04/09/26
2
1.5
823
4 Aronovitz Ln, Key West, FL
0.32
Single-Family Home
$1,275,000
07/24/26
3
3
1,748
718 Chapman Ln, Key West, FL
0.36
Single-Family Home
$970,000
09/25/25
4
3
1,026
1118 Eaton St, Key West, FL
0.80
Single-Family Home
$1,105,000
06/25/26
2
2.5
1,277
314 Southard St, Key West, FL
0.25
Single-Family Home
$900,000
12/01/25
3
2
1,451
215 Whitehead St, Key West, FL
0.16
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
606 Truman Ave #10, Key West, FL
0.66
Single-Family Home
$995,000
03/05/26
2
2
1,152

Nearby homes

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Assigned Schools

These are the assigned schools for 163 Front St.
View nearby schools on GreatSchools
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

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

Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 163 Front St

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Off Market Homes Near 163 Front St

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Frequently asked questions about 163 Front St

  • What is 163 Front St estimated to be worth?
    Trulia's estimated value for 163 Front St in Key West, FL is $1,498,600.
  • What is the price history for 163 Front St?
    163 Front St in Key West, FL last sold for $700,000 in May 2010.
  • 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 $1.23M. That is up $20.83K from the prior month.
  • How big is the lot at 163 Front St?
    The lot at 163 Front St in Key West, FL is about 0.03 acres (1,271 sq ft).