109 Front St, Key West, FL 33040
OFF MARKET

109 Front St
Key West, FL 33040

Truman Annex
  • Studio

$2,986,500

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $15,214/mo*
Refinance Your Home

$2,986,500

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $15,214/mo*
Refinance Your Home
Studio

Local Information

  • Map ViewExplore the area around 109 Front St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

109 Front St is in the Truman Annex neighborhood in Key West, FL and in ZIP code 33040.
109 Front St, Key West, FL 33040 is a studio property in Truman Annex. It is currently off market. The Trulia Estimate is $2,986,500, with a rent estimate of $5,853/month.

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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Comparable Sales for 109 Front St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
101 Admirals Ln, Key West, FL
0.07
Single-Family Home
$6,300,000
10/10/25
5
4
3,173
326 Caroline St, Key West, FL
0.08
Single-Family Home
$6,350,000
01/15/26
5
5.5
4,279
323 Whitehead St, Key West, FL
0.16
Single-Family Home
$17,500
04/22/26
1
1
500
200 Greene St, Key West, FL
0.17
Single-Family Home
$20,000
03/27/26
2
2
1,000
212 Fleming St, Key West, FL
0.17
Single-Family Home
$1,650,000
04/15/26
2
2.5
1,420
215 Whitehead St, Key West, FL
0.17
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
216 Fleming St, Key West, FL
0.17
Single-Family Home
$1,850,000
01/07/26
2
2.5
1,312
512 Emma St, Key West, FL
0.18
Single-Family Home
$3,095,000
01/27/26
4
4
1,653
314 Southard St, Key West, FL
0.28
Single-Family Home
$900,000
12/01/25
3
2
1,451
322 Southard St, Key West, FL
0.28
Single-Family Home
$1,695,000
04/10/26
3
3
1,553

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 109 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

22 pet-friendly rentals in Key West, FL

Explore by feature - Garage

9 rentals with a garage in Key West, FL

Explore by feature - Air Conditioning

100 rentals with air conditioning in Key West, FL

Explore by feature - Pool

72 rentals with a pool in Key West, FL

Explore by feature - Washer/dryer

71 rentals with a washer/dryer in Key West, FL

Explore by feature - Outdoor Space

10 rentals with an outdoor space in Key West, FL

Homes for sale near 109 Front St

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Off Market Homes Near 109 Front St

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Frequently asked questions about 109 Front St

  • What is 109 Front St estimated to be worth?
    Trulia's estimated value for 109 Front St in Key West, FL is $2,986,500.
  • 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.
  • What are the closest schools to 109 Front St?
    The closest schools to 109 Front St in Key West, FL are Gerald Adams Elementary School (Pre-K, rated 4/10), Key West High School (rated 4/10), Monroe Virtual Instruction Program (Elementary/Middle/High).