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

$1,663,500

Trulia Estimate
  • 2 Beds
  • 2.5 Baths
  • 1,216 sqft

101 Front St #23, Key West, FL 33040

Truman Annex
Est. Refi. Payment $10,057/mo*
Refinance Your Home
Currently Off Market - Sold Nov 30, 2023 for $1,409,000

Home Value

Trulia Estimate
$1.66M
Since last month
Increased$1K (+0.1%)
Since last year
Decreased$153K (-8.4%)
Since last sale
Increased$256K (+18.2%)
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 increased by +83% in the last 10 years
MonthEstimated value
2026
September 2026$1.66M
August 2026$1.66M
July 2026$1.67M
June 2026$1.67M
May 2026$1.67M
April 2026$1.69M
March 2026$1.73M
February 2026$1.74M
January 2026$1.74M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
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 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
0.01
$6,850,000
3
3
3,000
For Sale
159 Front St #11, Key West, FL 33040
0.01
$1,072,000
2
2.5
1,225
Off Market
109 Front St #113, Key West, FL 33040
0.03
$2,806,500
2
2.5
1,500
Off Market
109 Front St #114, Key West, FL 33040
0.03
$2,163,400
2
2.5
1,296
Off Market
109 Front St #211, Key West, FL 33040
0.03
$3,246,200
2
2.5
1,850
Off Market
107 Front St, Key West, FL 33040
0.03
$1,957,400
2
2.5
1,350
Off Market
115 Front St, Key West, FL 33040
0.03
$1,644,500
2
2
1,550
Off Market
113 Front St, Key West, FL 33040
0.03
$2,312,700
3
2.5
1,800
Off Market
109 Front St #111, Key West, FL 33040
0.03
$3,377,400
3
2.5
1,850
Off Market
105 Front St #121, Key West, FL 33040
0.03
$2,200,000
2
2.5
1,350
Recently Sold
105 Front St #122, Key West, FL 33040
0.03
$3,400,000
3
2
2,088
Recently Sold
115 Front St #202, Key West, FL 33040
0.03
$1,339,100
2
2.5
1,260
Off Market

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

Townhouse
Built in 1994
1,216 sqft
$1,368/sqft
HOA $380/mo

About this House

What's unique:Quartz countertopsCeiling fansNew washer and dryerWater heaterTravertine and hardwood floors
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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,663,500, with a rent estimate of $4,696/month.
Last check for updates: about 8 hours 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

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

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

Price and Tax history

DateEventPrice
Jul 17, 2026
Source: Key West AOR #619534
ListingRemoved
$1,775,000
Apr 17, 2026
Source: Key West AOR #619534
Listed For Sale
$1,775,000
Apr 16, 2026
Source: FLKMLS #616909
ListingRemoved
$1,875,000
Oct 17, 2025
Source: FLKMLS #616909
Listed For Sale
$1,875,000
Jul 25, 2025
Source: FLKMLS #614059
ListingRemoved
$1,975,000

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

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.

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 $1,663,500.
  • 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 $1.14M. That is down $143K 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.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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