105 Front St, Key West, FL 33040
OFF MARKET

$2,194,700

Trulia Estimate
  • 2 Beds
  • 3 Baths

105 Front St, Key West, FL 33040

Truman Annex
Est. Refi. Payment $13,244/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.19M
Since last month
Decreased$61K (-2.7%)
Since last year
Decreased$7K (-0.3%)
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 decreased by -25% in the last 10 years
MonthEstimated value
2026
September 2026$2.18M
August 2026$2.24M
July 2026$2.35M
June 2026$2.26M
May 2026$2.4M
April 2026$2.25M
March 2026$2.27M
February 2026$2.22M
January 2026$2.31M
2025
2024
2023

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
212 Fleming St, Key West, FL
0.17
Single-Family Home
$1,650,000
04/15/26
2
2.5
1,420
216 Fleming St, Key West, FL
0.17
Single-Family Home
$1,850,000
01/07/26
2
2.5
1,312
618 Mickens Ln, Key West, FL
0.30
Single-Family Home
$800,000
12/09/25
2
2.5
1,056
612 Mickens Ln, Key West, FL
0.30
Single-Family Home
$979,000
04/09/26
2
1.5
823
4 Aronovitz Ln, Key West, FL
0.34
Single-Family Home
$1,275,000
07/24/26
3
3
1,748
215 Whitehead St, Key West, FL
0.17
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
312 William St, Key West, FL
0.49
Single-Family Home
$1,650,000
10/30/25
3
2
1,376
512 Emma St, Key West, FL
0.18
Single-Family Home
$3,095,000
01/27/26
4
4
1,653
617 Front St, Key West, FL
0.46
Single-Family Home
$138,000
07/21/26
2
2
1,200
718 Chapman Ln, Key West, FL
0.38
Single-Family Home
$970,000
09/25/25
4
3
1,026

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
103 Front St, Key West, FL 33040
0.03
$6,850,000
3
3
3,000
For Sale
159 Front St #11, Key West, FL 33040
0.03
$1,072,000
2
2.5
1,225
Off Market
109 Front St #113, Key West, FL 33040
0.00
$2,806,500
2
2.5
1,500
Off Market
109 Front St #114, Key West, FL 33040
0.00
$2,163,400
2
2.5
1,296
Off Market
109 Front St #211, Key West, FL 33040
0.00
$3,246,200
2
2.5
1,850
Off Market
107 Front St, Key West, FL 33040
0.00
$1,967,700
2
2.5
1,350
Off Market
115 Front St, Key West, FL 33040
0.00
$1,644,500
2
2
1,550
Off Market
113 Front St, Key West, FL 33040
0.00
$2,332,400
3
2.5
1,800
Off Market
109 Front St #111, Key West, FL 33040
0.00
$3,377,400
3
2.5
1,850
Off Market
105 Front St #121, Key West, FL 33040
0.00
$2,200,000
2
2.5
1,350
Recently Sold
105 Front St #122, Key West, FL 33040
0.00
$3,400,000
3
2
2,088
Recently Sold
115 Front St #202, Key West, FL 33040
0.00
$1,339,100
2
2.5
1,260
Off Market

Local Information

  • Map ViewExplore the area around 105 Front St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home

About this House

Complete information: - enjoy gorgeous water views in this truman annex beauty. This Key West property is 2 bedrooms / 3 bathroom for $949000.00.
105 Front St, Key West, FL 33040 is a 2 bedroom, 3 bathroom single-family home in Truman Annex. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,194,700, with a rent estimate of $5,907/month.

Home Details for 105 Front St

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 1350 sqft

Price and Tax history

DateEventPrice
Oct 14, 2012
Source: Agent Provided
ListingRemoved
$949,000
Sep 1, 2012
Source: Agent Provided
Listed For Sale
$949,000

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
—
Price per sq ft
$865
$67MoM
Available listings
255
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 105 Front St

  • What is 105 Front St estimated to be worth?
    Trulia's estimated value for 105 Front St in Key West, FL is $2,194,700.
  • 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 $1.14M. That is down $143K from the prior month.
  • What are the closest schools to 105 Front St?
    The closest schools to 105 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).
  • How big is the lot at 105 Front St?
    The lot at 105 Front St in Key West, FL is about 0.03 acres (1,350 sq ft).

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Apartments for Rent

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Off Market Homes Near 105 Front St

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