• Home
  • Property Search
    • Key West Real Estate
      • Key West Homes
      • Key West Condos
      • Key West Townhomes
      • Key West Commercial
      • Key West Land
    • Florida Keys Real Estate
      • Florida Keys Homes
      • Florida Keys Condos
      • Florida Keys Townhomes
      • Florida Keys Commercial
      • Florida Keys Land
    • MLS Search
  • Property Estimate
  • Neighborhoods
    • Casa Marina
    • Golf Club
    • Key Haven
    • Meadows
    • Midtown
    • New Town
    • Old Town
    • Sunset Key
    • Truman Annex
  • Islands
    • Big Coppitt Key
    • Big Pine Key
    • Cudjoe Key
    • Duck Key
    • Islamorada
    • Key Colony Beach
    • Key Largo
    • Lower Matecumbe Key
    • Marathon Key
    • Plantation Key
    • Sugarloaf Key
    • Summerland Key
  • Contact Us

Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

With a portal you are able to:
  1. Save your searches
  2. Get updates on listings
  3. Track listings
  4. Add notes and messages
  5. Personalize your dashboard

$1,675,000
101 Front Street 23
Key West, FL 33040
MLS# 621909
2 beds  |  3 baths  |  1216 sqft


Gated entrance to #23 courtyard
  1 / 51  
Gated entrance to #23 courtyard View of townhome from newly landscaped courtyard Deck with seating and impact French doors. View of courtyard from deck. Living Room with large sectional couch. French doors with plantation shutters. Living room view with high ceilings and lots of natural light. DSC_4241 Main Living Area Seating Main Living Area Entertainment Center in Main Living Area Impact Windows and Doors Main Living Area with Plantation Shutters Dining Area, Breakfast Bar and Powder Room Breakfast Bar with Seating Kitchen with custom Hanson & Bringle Cabinets and Quartz Counters Kitchen Kitchen with Stainless Steel Appliances Kitchen Appliances Quarz Countertop Main Living Area looking out Powder Room off Kitchen Main Living Area Custom Railing Stairs Landing looking down to Main Living Area Stairs to Primary Bedroom from Main Floor Laundry Primary Bedroom Primary Bedroom Primary Bedroom Primary Suite with newly designed Primary Bathroom Primary Bedroom with Custom Build In Cabinetry Balcony off Primary Bedroom Balcony off Primary Suite Primary Bathroom Primary Bathroom Shower Newly Designed Primary Bath with Shower Primary Bathroom Stairs and Door to Guest Suite Stairs to Guest Bedroom Guest Bedroom Guest Bed Guest Bedroom Guest Bedroom Guest Bedroom Third Floor Guest Bathroom Sidewalk to rear of building and parking Unit 23 Parking Space Street View The Foundry Building Sidewalk View

Property Description
Completely renovated and offered fully turn-key, The Foundry #23 is a rare opportunity to own a beautifully updated townhome in the heart of Old Town Key West. Located within the highly sought-after gated community of Truman Annex, this residence seamlessly blends timeless Key West charm with sophisticated modern upgrades, making it ready for immediate enjoyment from day one. Inside, every detail has been thoughtfully redesigned, from the custom Hansen & Bringle cabinetry and quartz countertops to the stainless steel kitchen appliances. The spacious primary suite features generous closet space and a beautifully reimagined bath with custom cabinetry and a linen closet. Throughout the home, elegant finishes including travertine and hardwood flooring, crown molding, custom baseboards, and handcrafted railings create a refined coastal feel. Additional upgrades include impact-rated windows and doors, recessed square LED lighting with dimmers, reconfigured A/C ductwork, new ceiling fans, a new washer and dryer, and a new water heater. The bathrooms have been completely refreshed with updated layouts, vanities, fixtures, and finishes. Step outside and enjoy the unmatched convenience of downtown Key West living. Nestled within the private, gated Truman Annex, you're just a short stroll from Duval Street's restaurants, shops, and nightlife, the Ernest Hemingway Home, Fort Zachary Taylor Beach, and the waterfront. Whether you're searching for a primary residence, a lock-and-leave island retreat, or an investment property, The Foundry #23 offers the rare combination of turn-key convenience, exceptional craftsmanship, and one of the most desirable locations in Key West.

Details
Maps
Contract Information
Current Price: $1,675,000
Listing Date: 2026-11-02
Listing Board: Key West Association
Monthly Rent: $1,675,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Location, Tax & Legal
Street #: 101
Street Name: Front
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: The Foundry (1.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Residential - Condo/Townhouse
Style: Townhouse
Waterfront: No
Pool: No
Year Built: 1994
Lot Size: X
Lot SqFt: 836
Lot Sqft Source: Property Data Card
Acres: 836
Living Apx SqFt: 1216
SqFt Source: Property Data Card
Total Bedrooms: 2
Full Baths: 2
Half Baths: 1
Total Baths: 3
Rentals Allowed: With Restrictions
Min Rental Days: 28
Association Info
Mandatory Home Owners Asc: Yes
Condo Doc's: Yes
1st Right of Refusal: Yes
Association Fee $: 4045
Assoc/Mnt Fee Per: Quarterly
Building Style
Above Flood: Unknown
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Status Change Info
Status: Active
Property Features
Fee Includes: Bldg Exterior Mnt; Building Insurance; Cable; Common Area Mnt; Security
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Property Condition: Updated/Remodeled
Building Style: Townhouse
Vehicle Storage: Assigned Parking; Guest Parking; Off Street Parking
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: Cable Available; FKAA; Sewer Available; Water Separate Meter
Interior Features: Built-in Cabinets; Drapes/Blinds Incl; Quartz Countertops; Window Treatments
Pre-Wired: Cable
Appliances: Dishwasher; Disposal; Dryer; Freezer; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Exterior Features: Fencing; Lighting
Accessibility Feat: None
Construction: CBS; Concrete; Frame; Other
Floor: Tile; Wood; Other
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Beach; Bike Paths; Community Pool; Fire Hydrant; Other Area Features
Security: Patrolled Area
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional; No Seller Finance
Title: Negotiable
GF-Interior Features: LED Lighting
Room Information
Room NameLengthLevelWidthRemarks
Living Room18.00Main147.00High Ceilings, Lots of Light
Kitchen95.00Main113.00Custom countertops and cabinetry
Half Bathroom23.00Main64.00Beautiful wallpaper
Bedroom 11111.00Second147.00Custom cabinetry, outdoor balcony
Full Bathroom117.00Second78.00Beautifully reimagined with walk-in shower, seated make-up vanity and linen closet
Bedroom 2111.00Third147.00
Full Bathroom410.00Third79.00

Listing Office: Truman & Co. (KW)

Last Updated: November - 04 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.


Broker Attribution: [email protected]

Search powered by FBS Products
Create A Real Estate Portal
With a portal you are able to:
  1. Save your searches
  2. Get updates on listings
  3. Track listings
  4. Add notes and messages
  5. Personalize your dashboard

Anchor Line Realty on Social Media:

Facebook
Facebook
fb-share-icon
Twitter
Visit Us
Follow Me

E-mail Us Directly

Please provide details below:

  • Home
  • Property Search
  • Property Estimate
  • Neighborhoods
  • Islands
  • Contact Us

Copyright © 2026 · AgentPress Pro on Genesis Framework · WordPress · Log in

David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)