101 Front St #23, Key West, FL 33040
Property image
Property image
OFF MARKET

101 Front St #23
Key West, FL 33040

Truman Annex
  • 2 Beds
  • 2.5 Baths
  • 1,216 sqft

$1,671,600

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $9,670/mo*
Refinance Your Home

$1,671,600

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $9,670/mo*
Refinance Your Home
2 Beds
2.5 Baths
1,216 sqft

Local Information

  • Map ViewExplore the area around 101 Front St #23.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
1994
Living Area
1,216 sqft
Price/Sqft
$1,375
HOA
$380/Monthly

About this House

Prime location! Next showing available Nov. 14. Imagine waking up in a living Key West travel brochure. Sun dancing through shady treelined streets of historic homes, with smiling tourists heading to the beach on bicycles. Lazy lanes with colorful roosters scratching around. History buffs enjoying the neighboring Little White House Museum. Mallory Square, host to the famous daily sunset celebration, and the hub of all activity in Key West, Duval Street, are just a couple of blocks outside your front door. See popular music headliners perform at the nearby amphitheater or stroll over to the popular Green Parrot to hear their famous afternoon sound checks. Welcome to The Foundry, an intimate setting of townhomes in a restored postwar Naval red brick building in The Truman Annex. #23, a lucky number to many and hopefully now yours, is available for your purchase with instant rental income. Located on the preferred Front Street side of the complex, #23 offers an amazing contemporary floor plan on 3 floors. The open concept main living area is light saturated with an impressive floor to ceiling glass entry and 11 foot tall ceilings. Dedicated to the 2nd floor is the master suite leading to a private secluded treetop balcony. Guests enjoy the entire top floor suite for perfect bedroom separation. Entirely furnished with all necessary appointments and accessories, the property is turn key ready for your occupancy or to continue to rent with skilled property management and marketing in place. Included in the sale is a Truman Annex Transient Rental License allowing for 25 weekly rentals per year with unlimited monthlies. Convenient to #23 is assigned parking, while close by is a swimming pool for Foundry owners and their guests. A 3D tour is available for your virtual showing requests or when guest occupied.
101 Front St #23, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,216 sqft townhouse in Truman Annex, built in 1994. It last sold for $1,409,000 on Nov 30, 2023 (5% below the $1,490,000 asking price). It is currently off market. The Trulia Estimate is $1,671,600, with a rent estimate of $4,763/month.

Home Details for 101 Front St #23

Interior Features

Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1216 Square Feet
Appliances & Utilities
Utilities: Water Separate Meter, Elect Separate Meter, Cable AvailableAppliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Microwave, Disposal, Stainless Steel Appliance(s)DishwasherDisposalDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile, Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet
View
No View
Security
Security: Security Guard
Room & Shared Space
Shared space is furnished

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, Deck, PatioFencing: FencedHas a Private Pool
Parking & Garage
No Attached Garage
Pool
Pool: In Ground, Concrete, DeckedPool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1994
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseArchitecture: Townhouse
Building
Construction Materials: CBS, Concrete, Frame, Other
Property Information
Parcel Number: 00004590002223

Price & Status

Price
List Price: $1,490,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key WestCommunity: The Foundry (1.0)

Building

Building Area
Building Area: 1216 Square Feet

Community

Community Features: Fire Hydrant, Beach, Other, Bike Paths

HOA

HOA Fee Includes: Maintenance Structure, Insurance, Common Area Mnt, SecurityHas an HOAHOA Fee: $1,140/Quarterly

Lot Information

Lot Area: 836 sqft

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 603658

Additional Information

Fire HydrantBeachOtherBike Paths
Last check for updates: 26 minutes ago
Listed by Vic Musmanno, (305) 304-2623
Coldwell Banker Schmitt Real Estate Co. (KW)
Bought with: Roger G Emmons, Truman & Co. (KW)
Co-Buyer's Agent: Kenneth L Edwards, (305) 304-0922, Truman & Co. (KW)
Source: FLKMLS, MLS#603658

Price History for 101 Front St #23

DatePriceEventSource
07/17/2026$1,775,000ListingRemovedKey West AOR #619534
04/17/2026$1,775,000Listed For SaleKey West AOR #619534
04/16/2026$1,875,000ListingRemovedFLKMLS #616909
10/17/2025$1,875,000Listed For SaleFLKMLS #616909
07/25/2025$1,975,000ListingRemovedFLKMLS #614059
03/07/2025$1,975,000Listed For SaleFLKMLS #614059
11/30/2023$1,409,000Sold
FLKMLS #603658
11/20/2023$1,490,000PendingFLKMLS #603658
11/09/2023$1,490,000ContingentKey West AOR #603658
10/27/2023$1,490,000Listed For SaleFLKMLS #603658
09/12/2023ListingRemovedFLKMLS #603658
06/16/2023$1,490,000PriceChange
Key West AOR #603658
04/16/2023$1,540,000PriceChange
Key West AOR #603658
03/19/2023$1,569,000PriceChange
Key West AOR #603658
02/14/2023$1,590,000PriceChange
Key West AOR #603658
01/06/2023$1,640,000Listed For SaleKey West AOR #603658
09/18/2020$922,500Sold
FLKMLS #588390
07/15/2020$949,000PriceChange
Agent Provided
12/20/2019$965,000PriceChange
Agent Provided
11/25/2019$989,000Listed For SaleAgent Provided
07/19/2011$555,000Sold
N/A
06/02/2004$669,000Sold
N/A
08/12/1999$325,000Sold
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$10,326
Assessment$1,186,845
Home facts updated by county records

Comparable Sales for 101 Front St #23

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
101 Front St #8, Key West, FL
0.00
Townhouse
$1,345,000
05/20/26
2
2.5
1,216
101 Front St #15, Key West, FL
0.00
Townhouse
$1,220,000
09/30/25
2
2.5
1,216
528 Porter Ln, Key West, FL
0.16
Townhouse
$1,245,000
04/01/26
2
2.5
960
548 Porter Ln, Key West, FL
0.16
Townhouse
$1,160,000
01/16/26
2
2.5
960
532 Porter Ln, Key West, FL
0.17
Townhouse
$1,075,000
01/21/26
2
1.5
960
237 Southard St, Key West, FL
0.20
Townhouse
$1,075,000
10/17/25
2
1.5
960
212 Southard St, Key West, FL
0.23
Townhouse
$1,050,000
05/01/26
2
2.5
960
208 Fleming St, Key West, FL
0.13
Townhouse
$1,070,000
03/02/26
2
2.5
960
201-2 Southard St, Key West, FL
0.20
Townhouse
$1,000,000
02/02/26
2
1.5
960

Nearby homes

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Assigned Schools

These are the assigned schools for 101 Front St #23.
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 101 Front St #23

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Off Market Homes Near 101 Front St #23

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Frequently asked questions about 101 Front St #23

  • What is 101 Front St #23 estimated to be worth?
    Trulia's estimated value for 101 Front St #23 in Key West, FL is $1,671,600.
  • What is the price history for 101 Front St #23?
    101 Front St #23 in Key West, FL last sold for $1,409,000 in November 2023.
  • 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.
  • Does 101 Front St #23 have air conditioning?
    Yes, 101 Front St #23 in Key West, FL has air conditioning.
  • Does 101 Front St #23 have a pool?
    Yes, 101 Front St #23 in Key West, FL has a pool.
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 MLS.