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About This Home

This 3-bedroom, 3-bathroom single family at 103 Front Street in Key West, FL is listed for $6,850,000 ($2,283 per sqft). Built in 1918, the home offers 3,000 sqft of living space on a 0.20 acres lot.

Agent 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.

Key Features

  • Built in 1918
  • 0.20 acre lot
  • 2 stories
  • Private pool

Property Details

2 stories
3 full
1918

Amenities

PoolViewA/C

Monthly Cost Estimate

$46,849/mo

20% down · 6.5% · 30 years

Principal$4,954
Interest$29,683
Insurance$1,998
HOA$10,214

Estimates only. Actual payments may vary.

Location

103 Front Street

Key West, FL 33040

The Foundry (1.0)

Features & Amenities

Interior Features

Built-in CabinetsGranite Counter TopSecurity System

Exterior Features

FencingLightingOutdoor ShowerSprinkler SystemStorageWater Display

Property Details

Flooring

WoodMarble

Construction

Combo Construction

Views

Water

Pool Features

Patio

Parking

CarportOff Street

Cooling

Central Air

Appliances

WasherDryerDishwasherRefrigeratorOvenMicrowaveIce Machine

Questions & Answers

This 3-bedroom, 3-bathroom single family at 103 Front Street is listed at $6,850,000 ($2,283/sqft). The estimated monthly payment is $39,897 based on 20% down at 6.5% interest.

HOA fees are $10214/month.

Key features include: Built in 1918, 0.20 acre lot, 2 stories, Private pool. Interior Features: Built-in Cabinets, Granite Counter Top, Security System. Exterior Features: Fencing, Lighting, Outdoor Shower.

This property is listed by Laura A McChesney and can be reached at 3059236639 or mcchesneykeywest@aol.com.

LM

Laura A McChesney

Agent at Preferred Properties (KW)

(305) 923-6639

Listed by Preferred Properties (KW) · View on Broker Site

MLS# 617136· Source: listhub· Updated 212 days ago

Copyright © 2026 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

103 Front Street, Key West, FL 33040

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