103 Front Street, Key West, FL 33040
$6,850,000
Property Type:
Residential
Bedrooms:
3
Baths:
3
Square Footage:
4,200
Lot Size (sq. ft.):
8,814
Status:
Active
Current Price:
$6,850,000
List Date:
11/01/2025
Last Modified:
11/01/2025
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. On one end is the primary bedroom with a large en suite. At the other end is an en suite guest bedroom. The custom features throughout are evidence of the ingenuity used in the design of this impressive home. A third bedroom and full bath on the main floor features doors that open to a separate private patio. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Extra tall windows and french doors flood the home with sunlight.
Entertaining indoors or out is easy in this spacious home. 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 is set on two lots with a large swimming pool and spa between the covered open air loggia and parking. There's a poolside outdoor shower and lots of 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
Listing Board: Key West Association
Current Price: $6,850,000
Listing Date: 2025-11-01
List Price: $6,850,000
Location, Tax & Legal
KW Neighborhood: Truman Annex
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: AE,AE
Alternate Key #: 8849389
Parcel #: 00004590-002157
Zoning: HPRD - Hist Planned Redevelopment & Dev Dist
Deed Restrictions: Yes
Legal: KW PT LOTS 2 & 3 SQR 28 (.2023 AC) OR1307-1729 OR1307-1732/35 OR1307-1736/39 OR1329-1340/44 OR1331-518/21 OR1332-323/76
Taxes: 34272.76
Tax Year: 2024
Pub Sewer HkUp: Yes
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
Waterfront: No
Control Depth: 0
Lot Size: Double lot with two parcels
Lot SqFt: 8814
Pool: Yes
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.2
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1918
Living Apx SqFt: 4200
Total Bedrooms: 3
Full Baths: 3
Total Baths: 3
Remarks & Misc
Remarks – Consumer: 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. On one end is the primary bedroom with a large en suite. At the other end is an en suite guest bedroom. The custom features throughout are evidence of the ingenuity used in the design of this impressive home. A third bedroom and full bath on the main floor features doors that open to a separate private patio. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Extra tall windows and french doors flood the home with sunlight.
Entertaining indoors or out is easy in this spacious home. 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 is set on two lots with a large swimming pool and spa between the covered open air loggia and parking. There's a poolside outdoor shower and lots of 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.
Directions: Southard into the Truman Annex. Right on Front St to 103.
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: Yes
Assoc Approval Req: Yes
Association Fee $: 10214
Assoc/Mnt Fee Per: Quarterly
Fee Includes
Bldg Exterior Mnt: 1
Building Insurance: 1
Common Area Mnt: 1
Security: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Ice Machine: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Washer: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Waterfront
None: 1
Waterview
No Waterview: 1
Floor
Marble: 1
Wood: 1
Interior Features
Built-in Cabinets: 1
Cathedral Ceilings: 1
Granite Counter Top: 1
Security System: 1
Wet Bar: 1
Building Style
Above Flood: Unknown
Stories: 2 Stories
Windows/Doors
Double Hung Windows: 1
French Doors: 1
Impact Rstnce Doors: 1
Wood Windows: 1
Vehicle Storage
Car(s): 2
Carport: 1
Off Street Parking: 1
Security
Patrolled Area: 1
Other: 1
Construction
Combo Construction: 1
Other: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Unfurnished: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Porch/Balcony
Patio: 1
Exterior Features
Fencing: 1
Lighting: 1
Outdoor Shower: 1
Sprinkler System: 1
Storage: 1
Water Display: 1
Pool Info
In Ground: 1
Concrete: 1
Roof
Metal Roof: 1
Shutters
Other: 1
Status Change Info
Status: Active
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: November - 01 - 2025
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.
