$6,850,000

Estimated payment $43,188/month

Total Views 57,630
3 Beds
3 Baths
3,000 Sq Ft
$2,283 Price per Sq Ft

Highlights

  • 0.2 Acre Lot
  • Granite Countertops
  • Wood Frame Window
  • Cathedral Ceiling
  • Outdoor Water Feature
  • 1-minute walk to Truman Annex Park

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. 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 Agent

Laura McChesney

Preferred Properties (KW) License #494597 Listed on: 11/01/2025

Co-Listing Agent

Jenny Perry

Preferred Properties (KW)

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $34,273

Year Built

  • Built in 1918

Lot Details

  • 8,814 Sq Ft Lot
  • Fenced
  • Sprinkler System
  • Property is zoned HPRD - Hist Planned Redevelopment & Dev Dist

HOA Fees

  • $3,405 per month

Home Design

  • Metal Roof

Interior Spaces

  • 3,000 Sq Ft Home
  • 2-Story Property
  • Wet Bar
  • Cathedral Ceiling
  • Ceiling Fan
  • Double Hung Windows
  • Wood Frame Window
  • French Doors

Kitchen

  • Oven
  • Microwave
  • Ice Maker
  • Dishwasher
  • Granite Countertops
  • Built-In or Custom Kitchen Cabinets

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 3 Full Bathrooms

Laundry

  • Dryer
  • Washer

Home Security

  • Home Security System
  • Impact Glass

Parking

  • Carport
  • Off-Street Parking

Outdoor Features

  • Outdoor Shower
  • Outdoor Water Feature
  • Exterior Lighting
  • Outdoor Storage

Utilities

  • Central Air
  • Propane

Community Details

  • The Foundry Subdivision
  • Association Approval Required

Listing and Financial Details

  • Assessor Parcel Number 00004590-002157

Home Details

Home Type

Single Family

Est. Annual Taxes

$34,273

Year Built

Built in 1918

Lot Details

8,814 Sq Ft Lot

HOA Fees

$3,405 per month

Listing Details

  • Property Type: Residential
  • Vehicle Storage Cars: 2
  • Year Built: 1918
  • Building Style Above Flood: Unknown
  • Property Sub Type: Single Family Residence
  • Lot Size: Double lot with two parcels
  • Co List Office Mls Id: kwa.10104
  • Co List Office Phone: 305-294-3040
  • Co List Office Mls Id: kwa.10104
  • Co List Office Phone: 305-294-3040
  • Subdivision Name: The Foundry (1.0)
  • Special Features: None

Interior Features

  • Interior Amenities: Built-in Cabinets, Granite Counter Top, Security System
  • Appliances: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Ice Machine
  • Full Bathrooms: 3
  • Total Bedrooms: 3

Exterior Features

  • Waterfront: No
  • Exterior Features: Fencing, Lighting, Outdoor Shower, Sprinkler System, Storage, Water Display
  • Construction Type: Combo Construction, Other
  • Waterfront: None
  • Roof: Metal Roof

Utilities

  • Cooling: Central Air, Ceiling Fans(s)
  • Utilities: FKAA, Municipal Sewer, Propane

Lot Info

  • Parcel Number: 00004590-002157
  • Lot Size Sq Ft: 8814.0

Rental Info

  • Furnished: Unfurnished

Tax Info

  • Tax Year: 2024
  • Tax Annual Amount: 34272.76

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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 $35,716 $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
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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
Source: Key West Association of REALTORS®

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Warranty Deed $330,000 --
Warranty Deed $229,900 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $1,500,000 Credit Line Revolving
Source: Public Records

Source: Key West Association of REALTORS®

MLS Number: 617136

Key West Association of REALTORS®

APN: 00004590-002157

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