103 Front ST Key West, FL 33040 Active

UPDATED: 05/29/2026 08:51 PM ON MARKET: 358 days on market

$6,850,000

3 Beds3 Baths3,000 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,000 sqft

Price per Sqft $2,283

Subdivision The Foundry (1.0)

MLS Listing ID 617136

Style Above Flood

Bedrooms 3

Full Baths 3

HOA Fees $10,214/qua

HOA Y/N Yes

Year Built 1918

Annual Tax Amount $34,272

Tax Year 2024

Lot Size 8,814 Sqft

Acres 0.2

Lot Dimensions Double lot with two parcels

Property Sub-Type Single Family Residence

Land Area 3000

Property Description

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. This home is perfect for entertaining on a large scale or enjoying a quiet evening. 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 plus an outdoor shower between the covered and open air loggia and parking. There's plenty of space for entertaining outdoors under the palm trees. 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.

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