103 Front Street

Key West, FL
$ 6,850,000 Beds 3 Baths 3 Sq 3,000
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 6,850,000
  • City
  • Key West
  • Bedrooms
  • 3
  • Full Bathrooms
  • 3
  • County
  • MONROE
  • Half Bathrooms
  • 0
  • Area
  • Key West
  • Lot Size
  • 0.2 Acres
  • Zip
  • 33040
  • Sqr Footage
  • 3,000
  • Year Built
  • 1918
  • Taxes
  • $ 34272
  • Style
  • Single Family
  • MLS#
  • 617136
Listed By: Preferred Properties (KW)
Data Source: Florida Keys MLS (FLKMLS)

Features

General

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

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Doral, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

11/1/2025 Listed $6,850,000

Property vs Zip Code Average in 33040

Price
AVG $2.05M
$6.85M
Taxes
AVG $9,908
$34,272
Year Built
AVG 1970
1918
Visits
AVG 163
327
Data Provided by Inside Real Estate®

Areas That We Cover

103 Front Street Key West, FL is a Single Family Home for sale at $6850000 with 3000 sqft and a lot size of 0.2 Acres Acre(s). 103 Front Street Key West has 3 bedrooms, 3 baths and was built in 1918. The property's zip code is 33040 which is in Key West, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.