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103 Front Street, Key West, FL 33040
$6,850,000
Property Type:
Residential
Bedrooms:
3
Baths:
3
Square Footage:
3,000
Lot Size (sq. ft.):
8,814
Status:
Active
Current Price:
$6,850,000
List Date:
11/01/2025
Last Modified:
4/04/2026
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. 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.
More Information MLS# 617136
Contract Information
Current Price: $6,850,000
Listing Date: 2025-11-01
Listing Board: Key West Association
List Price: $6,850,000
Location Tax Legal
Street #: 103
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 - Single Family
Style: Single Family
Waterfront: No
Pool: Yes
Year Built: 1918
Lot Size: Double lot with two parcels
Lot SqFt: 8814
Lot Sqft Source: Property Data Card
Acres: 0.2
Living Apx SqFt: 3000
SqFt Source: Property Data Card
Total Bedrooms: 3
Full Baths: 3
Total Baths: 3
Rentals Allowed: With Restrictions
Min Rental Days: 28
Status Change Info
Status: Active
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: Yes
Assoc Approval Req: Yes
Association Fee $: 10214
Assoc/Mnt Fee Per: Quarterly
Building Style
Above Flood: Unknown
Stories: 2 Stories
Vehicle Storage
Car(s): 2
Property Features
Fee Includes: Bldg Exterior Mnt; Building Insurance; Common Area Mnt; Security
Tax Exemptions: None
Waterfront: None
Waterview: No Waterview
Dockage: None
Vehicle Storage: Carport; Off Street Parking
Furnished: Unfurnished
Cooling: Ceiling Fans(s); Central Air
Utilities: FKAA; Municipal Sewer; Propane
Interior Features: Built-in Cabinets; Cathedral Ceilings; Granite Counter Top; Security System; Wet Bar
Appliances: Dishwasher; Dryer; Ice Machine; Microwave; Oven; Refrigerator; Washer
Exterior Features: Fencing; Lighting; Outdoor Shower; Sprinkler System; Storage; Water Display
Pool Info: In Ground; Concrete
Construction: Combo Construction; Other
Shutters: Other
Floor: Marble; Wood
Roof: Metal Roof
Security: Patrolled Area; Other
Land Size: Less Than 1/4 Acre
Listing Office: Preferred Properties (KW)
Last Updated: April - 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.
