Primary on Main
Address
103 Front Street, Key West, FL
Price
$ 6,850,000
Property Attributes
- MLS#617136
- TypeSingle Family
- Listing Status Active
- CountyMONROE
- CityKey West
- AreaKey West
- NeighborhoodThe Foundry
- Zip33040
- StyleSingle Family
- Year Built1918
- Taxes$ 34272
- Price$ 6,850,000
- Bedrooms3
- Full Bathrooms3
- Half Bathrooms0
- Sqr Footage3000
- Lot Size0.2 Acres
Data Source:
Florida Keys MLS (FLKMLS)
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.
| Price History | |
|---|---|
| 11/1/2025 | Listed $6,850,000 |
General Features
| Living Area | 3000.00 |
|---|---|
| Construction | Combo Construction,Other |
| Utilities | FKAA,Propane,Municipal Sewer |
| Roof | Metal Roof |
| Appliances | Washer,Ice Machine,Microwave,Oven,Refrigerator,Dishwasher,Dryer |
| Flood Zone | AE,AE |
| Zoning | HPRD - Hist Planned Redevelopment & Dev Dist |
| HOA Fee | 10214.00 |
| Status | Active |
| Full Baths | 3 |
| Year Built | 1918 |
| Subdivision | The Foundry (1.0) |
| Style | Single Family |
| View | No Waterview |
| Property Type | A |
| Fee Includes | Bldg Exterior Mnt,Security,Common Area Mnt,Building Insurance |
| Acres | 0.20 |
| Lot Sqft | 8814.00 |
| Rental Allowed | With Restrictions |
| HOA Approval Required | Yes |
| HOA/Maint Fee Per | Quarterly |
| Building Style: Above Flood | Unknown |
| Building Style: Stories | 2 Stories |
| Dockage | None |
| Pets: Pets w/Restrictions | YES |
| KW Neighborhood | Truman Annex |
| Min Rental Days | 28.00 |
Interior Features
| Interior Amenities | Wet Bar,Built-in Cabinets,Security System,Granite Counter Top,Cathedral Ceilings |
|---|---|
| Total Units | 0.00 |
| Furnished Y/N | Unfurnished |
| Flooring | Wood,Marble |
Exterior Features
| Exterior Amenities | Fencing,Water Display,Storage,Sprinkler System,Outdoor Shower,Lighting |
|---|---|
| Pool | Yes |
| Waterfront | None |
| Lot Size | Double lot with two parcels |
| Land Size | Less Than 1/4 Acre |
| Pool Info | In Ground,Concrete |
| Porch/Balcony | Patio |
| Public Sewer Hookup | Yes |
| Shutters | Other |
| Side | Median |
| Vehicle Storage | Carport,Off Street Parking |
| Vehicle Storage: Car(s) | 2 |
| Windows/Doors | Double Hung Windows,Impact Rstnce Doors,Wood Windows,French Doors |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 33040
Price
Taxes
Year Built
Visits
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All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Updated on September 22, 2026 8:46 PM UTC
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this
The information being provided by Houston Association of REALTORS, Inc. is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Houston Association of REALTORS, Inc. This web site may reference real estate listing(s) held by a brokerage firm other
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Information is deemed to be reliable, but is not guaranteed. © 2026 MLS and FBS. Prepared by Florida Keys MLS, Inc. on September 22, 2026 8:40 PM UTC The information on this sheet has been made available by the MLS and may not be the listing of the provider. 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
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All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data relating
