About 103 Front Street
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.
Features of 103 Front Street
| MLS® # | 617136 | 
|---|---|
| Price | $6,850,000 | 
| Bedrooms | 3 | 
| Bathrooms | 3.00 | 
| Full Baths | 3 | 
| Square Footage | 4,200 | 
| Acres | 0.20 | 
| Year Built | 1918 | 
| Type | Residential | 
| Sub-Type | Single Family | 
| Status | Active | 
Community Information
| Address | 103 Front Street | 
|---|---|
| Area | 01 - Key West | 
| Subdivision | The Foundry (1.0) | 
| City | KEY WEST | 
| County | Monroe | 
| State | FL | 
| Zip Code | 33040 | 
Amenities
| Utilities | FKAA, Propane, Municipal Sewer | 
|---|---|
| Parking Spaces | 2 | 
| Parking | Carport, Off Street Parking | 
| View | No Waterview | 
| Is Waterfront | No | 
| Waterfront | None | 
| Has Pool | Yes | 
| Pool | In Ground, Concrete | 
Interior
| Interior Features | Wet Bar, Built-in Cabinets, Security System, Granite Counter Top, Cathedral Ceilings | 
|---|---|
| Appliances | Washer, Ice Machine, Microwave, Oven, Refrigerator, Dishwasher, Dryer | 
| Cooling | Central Air, Ceiling Fans(s) | 
| Fireplace | No | 
| Stories | 2 Stories | 
Exterior
| Exterior Features | Fencing, Water Display, Storage, Sprinkler System, Outdoor Shower, Lighting | 
|---|---|
| Lot Description | Less Than 1/4 Acre | 
| Windows | Double Hung Windows, Impact Rstnce Doors, Wood Windows, French Doors | 
| Roof | Metal Roof | 
| Construction | Combo Construction, Other | 
Additional Information
| Date Listed | November 1st, 2025 | 
|---|---|
| Days on Market | 1 | 
| Zoning | HPRD - Hist Planned Redevelopment & Dev Dist | 
| Short Sale | No | 
| RE / Bank Owned | No | 
| HOA Fees | 10214.00 | 
| HOA Fees Freq. | Quarterly | 
Listing Details
| Agent | Laura A Mcchesney | 
|---|---|
| Office | Preferred Properties (KW) | 
