103 Front St Key West, FL 33040
Truman Annex NeighborhoodEstimated payment $39,424/month
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. 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 between the covered and open air loggia and parking. There's a poolside outdoor shower and 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.
Map
Home Details
Home Type
Single Family
Year Built
1918
Lot Details
8,712 Sq Ft Lot
Listing Details
- Property Type: Residential
- Style: Single Family
- First Right of Refusal: Yes
- Association Approval Required: Yes
- Association Fee: 10214.00
- Mandatory HOA: Yes
- Fee Includes: Bldg Exterior Mnt, Security, Common Area Mnt, Building Insurance
- Key Island: Key West
- K W Neighborhood: Truman Annex
- Limited Representation: No
- Marathon Neighborhood: N/A
- Mile Marker: 1.00
- Min Rental Days: 28.00
- M L S Identifier: 20060123165453488875000000
- Pets W Restrictions: YES
- Property Group I D: 19990816212109142258000000
- Side: Median
- State Province: FL
- Taxes: 34272.76
- Vehicle Storage: Carport, Off Street Parking
- Vehicle Storage Cars: 2
- Year Built: 1918
- Alternate Key Number: 8849389
- Cooling Heating: Central Air, Ceiling Fans(s)
- Lot Sq Ft: 8814.00
- Pool Info: In Ground, Concrete
- Porch Balcony: Patio
- Association Maintenance Fee Per: Quarterly
- Shutters: Other
- Tax Exemptions: None
- Building Style Above Flood: Unknown
- Building Style Stories: 2 Stories
- Estimated Living Sq Ft: 3000.00
- Sewer Hook Up: Yes
- Statistical Purposes Only: No
- Special Features: None
- Property Sub Type: Detached
- Stories: 2
Interior Features
- Interior Amenities: Wet Bar, Built-in Cabinets, Security System, Granite Counter Top, Cathedral Ceilings
- Total Bathrooms: 3.00
- Full Bathrooms: 3
- Appliances: Washer, Ice Machine, Microwave, Oven, Refrigerator, Dishwasher, Dryer
- Floor: Wood, Marble
- Windows/Doors: Double Hung Windows, Impact Rstnce Doors, Wood Windows, French Doors
- Total Bedrooms: 3
- Sq Ft Remarks: Buyer to verify.
Exterior Features
- Dockage: None
- Waterfront: None
- Waterfront: No
- Construction: Combo Construction, Other
- Exterior Features: Fencing, Water Display, Storage, Sprinkler System, Outdoor Shower, Lighting
- Roof: Metal Roof
- Waterview: No Waterview
- Pool: Yes
Utilities
- Security: Patrolled Area, Other
- Utilities: FKAA, Propane, Municipal Sewer
Lot Info
- Deed Restrictions: Yes
- Flood Zone: AE,AE
- Parcel Number: 00004590-002157
- Lot Size: Double lot with two parcels
- Land Size: Less Than 1/4 Acre
- Acres: 0.20
Rental Info
- Rentals Allowed: With Restrictions
- Furnished: Unfurnished
Tax Info
- Tax Year: 2024
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $34,273 | $4,273,714 | $3,072,300 | $1,201,414 |
| 2024 | $32,620 | $4,111,198 | $2,910,600 | $1,200,598 |
| 2023 | $32,620 | $4,068,145 | $2,910,600 | $1,157,545 |
| 2022 | $28,409 | $3,388,295 | $2,402,400 | $985,895 |
| 2021 | $28,504 | $3,206,196 | $2,213,424 | $992,772 |
| 2020 | $30,236 | $3,413,546 | $2,408,389 | $1,005,157 |
| 2019 | $30,554 | $3,418,720 | $2,390,489 | $1,028,231 |
| 2018 | $30,663 | $3,357,602 | $2,308,909 | $1,048,693 |
| 2017 | $30,467 | $3,336,822 | $0 | $0 |
| 2016 | $29,267 | $3,009,375 | $0 | $0 |
| 2015 | $27,148 | $2,679,948 | $0 | $0 |
| 2014 | $26,465 | $2,594,703 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 11/01/2025 11/01/25 | For Sale | $6,850,000 | -- | $2,283 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $330,000 | -- | |
| Warranty Deed | $229,900 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,500,000 | Credit Line Revolving |
Source: Key West Association of REALTORS®
MLS Number: 617136
APN: 00004590-002157
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Ask me questions while you tour the home.