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

109 Front St
Key West, FL 33040

Truman Annex
  • 2 Beds
  • 2.5 Baths
  • 1,858 sqft

$3,065,200

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $17,573/mo*
Refinance Your Home

$3,065,200

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $17,573/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,858 sqft

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

Description

This breathtaking waterfront condominium in Harbour Place has it all! The gourmet kitchen was completely renovated in fall of '05 including stunning granite countertops, handcrafted cherry cabinetry, custom lighting, and top of the line stainless steel appliances. This sweeping property also features spacious bedrooms with baths ensuite. All of the bathrooms have been renovated including the
109 Front St, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,858 sqft condo in Truman Annex, built in 1987. It last sold for $2,225,000 on Apr 4, 2006 (7% below the $2,395,000 asking price). It is currently off market. The Trulia Estimate is $3,065,200, with a rent estimate of $6,074/month.

Home Highlights

Parking
2 Parking Spaces
Outdoor
Porch, Pool
View
Ocean, Bay/Gulf View
HOA
$2,648/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 109 Front St

Interior Features

Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1858 Square Feet
Appliances & Utilities
Utilities: FKAAAppliances: Washer, Microwave, Range, Refrigerator, Dishwasher, DryerDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Has CoolingAir Conditioning: Central Air,Ceiling Fans(s)
Windows, Doors, Floors & Walls
Window: Drapes/Blinds Incl, Single Hung WindowsDoor: French DoorsFlooring: Tile, Marble
Levels, Entrance, & Accessibility
Floors: Tile, Marble
View
Has a ViewView: Ocean, Bay/Gulf View
Security
Security: Gated with Guard, Building Security
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Roof: Metal ShinglePatio / Porch: Open Porch/BalconyHas a Private Pool
Parking & Garage
Parking Spaces: 2
Pool
Pool
Frontage
WaterfrontWaterfront: Oceanfront, Gulf Front, Waterfront, Dockage: NoneOn Waterfront
Water & Sewer
Sewer: Municipal Sewer

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Residential - Condo/Townhouse
Building
Construction Materials: CBSHas Additional Parcels
Property Information
Parcel Number: 00004590001436Additional Parcels Description: 00000000000000

Price & Status

Price
List Price: $2,395,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key WestCommunity: Harbour Place (1.0)

Community

Community Features: Pool

HOA

HOA Fee Includes: Cable TV, Security, Maintenance Grounds, Maintenance StructureHOA Fee (second): 250HOA Fee Frequency (second): MonthlyHOA Fee: $2,648/Monthly

Offer

Listing Terms: No Seller Finance

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 532028Water ViewWater View: Ocean, Bay/Gulf View

Additional Information

Pool
Last check for updates: 36 minutes ago
Listed by Michael & Megan Behmke, (305) 296-7078
Compass Realty
Bought with: Michael & Megan Behmke, (305) 296-7078, Compass Realty
Source: FLKMLS, MLS#532028

Price History for 109 Front St

DatePriceEventSource
04/04/2006$2,225,000Sold
FLKMLS #532028
04/07/2005$1,500,000Sold
FLKMLS #525093

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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Comparable Sales for 109 Front St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
107 Front St #215, Key West, FL
0.04
Condo
$2,035,000
12/29/25
2
2.5
1,350
105 Front St #121, Key West, FL
0.07
Condo
$2,200,000
01/15/26
2
2.5
1,350
413 Emma St #A, Key West, FL
0.15
Condo
$1,900,000
04/17/26
2
2.5
1,418
115 Front St #301, Key West, FL
0.05
Condo
$1,550,000
03/20/26
2
2
1,250
115 Front St #202, Key West, FL
0.05
Condo
$1,300,000
09/19/25
2
2.5
1,260
115 Front St #102, Key West, FL
0.05
Condo
$1,225,000
08/04/25
2
2
1,260
105 Front St #122, Key West, FL
0.07
Condo
$3,400,000
03/17/26
3
2
2,088
404 Porter Ln #16, Key West, FL
0.13
Condo
$1,565,000
04/17/26
2
2
1,002
419 Simonton St #A, Key West, FL
0.37
Condo
$1,325,000
05/22/26
2
2.5
1,082

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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Homes for sale near 109 Front St

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Off Market Homes Near 109 Front St

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MLS Internet Data Exchange (IDX) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys Board of Realtors.