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:
5/29/2026
Overview
Description
...
(Read more)
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.
Listing Details MLS# 617136
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
- 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
Contract Information
- Listing Board
- Key West Association
General Property Description
- Realtor.COM Type
- Residential - Single Family
- Style
- Single Family
- Waterfront
- No
- Pool
- Yes
- Year Built
- 1918
- 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
- Control Depth
- 0
- Total Units
- 0
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
More Information
Vehicle Storage
- Car(s)
- 2
- Carport
- Yes
- Off Street Parking
- Yes
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. 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.
- Directions
- Southard into the Truman Annex. Right on Front St to 103.
Fee Includes
- Bldg Exterior Mnt
- Yes
- Building Insurance
- Yes
- Common Area Mnt
- Yes
- Security
- Yes
Dockage
- None
- Yes
Tax Exemptions
- None
- Yes
Appliances
- Dishwasher
- Yes
- Dryer
- Yes
- Ice Machine
- Yes
- Microwave
- Yes
- Oven
- Yes
- Refrigerator
- Yes
- Washer
- Yes
Cooling
- Ceiling Fans(s)
- Yes
- Central Air
- Yes
Waterfront
- None
- Yes
Waterview
- No Waterview
- Yes
Floor
- Marble
- Yes
- Wood
- Yes
Interior Features
- Built-in Cabinets
- Yes
- Cathedral Ceilings
- Yes
- Granite Counter Top
- Yes
- Security System
- Yes
- Wet Bar
- Yes
Windows/Doors
- Double Hung Windows
- Yes
- French Doors
- Yes
- Impact Rstnce Doors
- Yes
- Wood Windows
- Yes
Security
- Patrolled Area
- Yes
- Other
- Yes
Construction
- Combo Construction
- Yes
- Other
- Yes
Land Size
- Less Than 1/4 Acre
- Yes
Furnished
- Unfurnished
- Yes
Utilities
- FKAA
- Yes
- Municipal Sewer
- Yes
- Propane
- Yes
Porch/Balcony
- Patio
- Yes
Exterior Features
- Fencing
- Yes
- Lighting
- Yes
- Outdoor Shower
- Yes
- Sprinkler System
- Yes
- Storage
- Yes
- Water Display
- Yes
Pool Info
- In Ground
- Yes
- Concrete
- Yes
Roof
- Metal Roof
- Yes
Shutters
- Other
- Yes
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: May - 29 - 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.
