103 Front Street, Key West, FL 33040
Local realty services provided by:Better Homes and Gardens Real Estate Destinations
103 Front Street,Key West, FL 33040
$6,850,000
- 3 Beds
- 3 Baths
- 3,000 sq. ft.
- Single family
- Active
Listed by: laura a mcchesney, key west sisters
Office: preferred properties (kw)
MLS#:617136
Source:FL_FKBOR
Price summary
- Price:$6,850,000
- Price per sq. ft.:$2,283.33
- Monthly HOA dues:$3,404.67
About this home
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....
Contact an agent
Home facts
- Year built:1918
- Listing ID #:617136
- Added:240 day(s) ago
- Updated:June 29, 2026 at 02:59 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Kitchen Description:Built-in Cabinets, Granite Counter Top
- Living area:3,000 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans(s), Central Air
Structure and exterior
- Year built:1918
- Building area:3,000 sq. ft.
- Lot area:0.2 Acres
- Construction Materials:Combo Construction
- Exterior Features:Fencing, Lighting, Outdoor Shower, Sprinkler System, Storage, Water Display
Finances and disclosures
- Price:$6,850,000
- Price per sq. ft.:$2,283.33
- Tax amount:$34,272
Features and amenities
- Amenities:Built-in Cabinets, Cathedral Ceilings, Security System, Wet Bar
Parking
- Parking description:Carport, Off Street
New listings near 103 Front Street
- Open Sun, 11am to 1pmNew
$2,385,000Active3 beds 4 baths1,897 sq. ft.1033 Catherine Street, Key West, FL 33040
MLS# 620437Listed by: ISLAND HOME REALTY INC. - New
$795,000Active2 beds 2 baths930 sq. ft.2005 Fogarty Avenue, Key West, FL 33040
MLS# 620436Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY - New
$935,000Active3 beds 2 baths1,267 sq. ft.2317 Fogarty Avenue, Key West, FL 33040
MLS# 620435Listed by: KEY WEST VACATION PROPERTIES & REALTY, LLC (KW) - New
$3,500,000Active5 beds 5 baths2,575 sq. ft.416 Fleming Street, Key West, FL 33040
MLS# 620434Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - New
$1,325,000Active3 beds 3 baths1,513 sq. ft.907 United Street, Key West, FL 33040
MLS# 620423Listed by: KELLER WILLIAMS KEY WEST COMPASS REALTY - Open Sat, 9am to 12pmNew
$1,895,000Active3 beds 3 baths1,690 sq. ft.1503 Johnson Street, Key West, FL 33040
MLS# 620415Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO. (KW) - New
$799,000Active2 beds 2 baths1,216 sq. ft.3715 Flagler Avenue, Key West, FL 33040
MLS# 620402Listed by: COLDWELL BANKER SCHMITT REAL ESTATE CO - New
$990,000Active3 beds 1 baths1,580 sq. ft.1222 Florida Street, Key West, FL 33040
MLS# 620399Listed by: BERKSHIRE HATHAWAY HOMESERVICES KEYS REAL ESTATE - ISLAMORADA - New
$899,900Active1 beds 1 baths619 sq. ft.1105 Olivia Street, Key West, FL 33040
MLS# 620379Listed by: ENGEL & VOELKERS KEY WEST - New
$1,325,000Active2 beds 2 baths875 sq. ft.1126 Grinnell Street, Key West, FL 33040
MLS# 620360Listed by: BERKSHIRE HATHAWAY HOMESERVICES KNIGHT & GARDNER REALTY