108 Front St, Key West, FL 33040
OFF MARKET

108 Front St
Key West, FL 33040

Truman Annex
  • 4 Beds
  • 5 Baths
  • 1,788 sqft

$3,550,600

Trulia Estimate
as of Jun 18, 2026
Est. Refi. Payment $20,064/mo*
Refinance Your Home

$3,550,600

Trulia Estimate
as of Jun 18, 2026
Est. Refi. Payment $20,064/mo*
Refinance Your Home
4 Beds
5 Baths
1,788 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

This single-family home is located at 108 Front St, Key West, FL. 108 Front St is in the Truman Annex neighborhood in Key West, FL and in ZIP code 33040. This property has 4 bedrooms, 5 bathrooms and approximately 1,788 sqft of floor space. This property has a lot size of 5000 sqft and was built in 1995.
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
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 108 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: MetalExterior: OtherFoundation Type: PilingPatio
Pool
Pool
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1995Year Updated: 1997
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5000 sqft

Price History for 108 Front St

DatePriceEventSource
01/24/1994$139,000Sold
N/A

Market trends in Key West

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.2M
$61.67KMoM
Sale-to-List Price
94.9%
0.4%MoM
Price per sq ft
$940
$14MoM
Available listings
304
28MoM
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Property Tax and Assessment

Year2025
Tax$10,140
Assessment$3,190,761
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,108/mo
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Homes for rent near 108 Front St

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Comparable Sales for 108 Front St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
512 Emma St, Key West, FL
0.17
Single-Family Home
$3,095,000
01/27/26
4
4
1,653
215 Whitehead St, Key West, FL
0.14
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
322 Southard St, Key West, FL
0.24
Single-Family Home
$1,695,000
04/10/26
3
3
1,553
517 Elizabeth St, Key West, FL
0.41
Single-Family Home
$3,750,000
10/20/25
4
3
2,173
314 Southard St, Key West, FL
0.24
Single-Family Home
$900,000
12/01/25
3
2
1,451
316 Southard St, Key West, FL
0.24
Single-Family Home
$3,500,000
10/20/25
3
3.5
2,532
807 Thomas St, Key West, FL
0.40
Single-Family Home
$1,500,000
04/08/26
4
4
1,536
101 Admirals Ln, Key West, FL
0.04
Single-Family Home
$6,300,000
10/10/25
5
4
3,173
400 Aronovitz Ln, Key West, FL
0.30
Single-Family Home
$3,300,000
05/21/26
5
6
3,667
326 Caroline St, Key West, FL
0.04
Single-Family Home
$6,350,000
01/15/26
5
5.5
4,279

Nearby homes

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Assigned Schools

These are the assigned schools for 108 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

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

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Homes for sale near 108 Front St

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Off Market Homes Near 108 Front St

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108 Front St, Key West, FL 33040 is a 4 bedroom, 5 bathroom, 1,788 sqft single-family home built in 1995. 108 Front St is located in Truman Annex, Key West. This property is not currently available for sale. 108 Front St was last sold on Jan 24, 1994 for $139,000. The current Trulia Estimate for 108 Front St is $3,550,600.