103 Front Street is a one of a kind masterpiece of architectural

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Home For Sale

103 Front St

Key West, Florida 33040

Monroe County Water View: Yes

Community: The Foundry (1)

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$6,850,000 3 br, 3.0 bath 3000 sq. ft. 0.200 acres

103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level. The floor plan provides privacy for each bedroom with the primary suite at one end of the hallway and a guest bedroom suite at the other end. Another guest bedroom and bath are on the first floor creating an option for a first floor primary bedroom. Custom features throughout are evidence of the artistic ingenuity used in the design of this impressive home. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Tall windows and french doors flood the home with sunlight. This home is perfect for indoor/outdoor entertaining. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property comprises two lots with a large swimming pool and spa between the covered and open air loggia and parking. There's a poolside outdoor shower and space for entertaining on a grand or intimate scale. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.

Interior:
  • Bedrooms: 3
  • Baths: 3.0
  • Sq Ft: 3000
  • Year Built: 1918
  • Utilities: 
  • Fireplaces: 
  • Stories: 2
  • Heat/AC: 
  • Garage: Carport
Exterior:
  • Lot Size: 0.200 acre
  • Lot Dimensions: 
  • View Types: Water
  • Yard: 
  • Siding: Other
  • Roof: Metal
  • Property Taxes: $34,273
  • MLS #: 617136
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Contact Information:
Beach Home For Sale in Key West, Florida
Listing Agent: Laura A McChesney, Preferred Properties Coastal Realty, Inc., 305-923-6639, 305-294-3040 Listing Site, Listing Status: Active
Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 6781937
Viewed 196 times.
Updated: Nov 01, 2025

This property is a Home located at 103 Front St, Key West, Florida 33040, and is currently For Sale at $6,850,000. This Home has 3 bedrooms, 3.0 baths, 3000 sq ft.