Ad #6781937
MLS #617136
103 Front Street is a one of a kind masterpiece of architectural
103 Front St, Key West, FL 33040
$6,850,000
3Beds
3Baths
3,000Sqft
0.2Acres
About this property
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.
Property Features
3 Beds
3 Baths
3,000 Sqft
Built in 1918
0.2 Acres
2 Stories
Beachview
Carport, Off Street
Siding: Combo Construction
Metal Roof
Has Swimming Pool
$34,273 / yr property tax
Monroe County
The Foundry (1) Community
Additional Photos
Contact Information
Laura A McChesney
Preferred Properties Coastal Realty, Inc.
305-923-6639
Location
Listing Agent: Laura A McChesney 305-923-6639
Broker: Preferred Properties Coastal Realty, Inc. 305-294-3040 Listing Site
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.
Broker: Preferred Properties Coastal Realty, Inc. 305-294-3040 Listing Site
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.
BeachHouse.com
Printed Aug 11, 2026
Photo Gallery
$6,850,000
3
Beds
3
Baths
3,000
Sqft
103 Front St, Key West, FL 33040
By contacting this agent you agree to these Terms and Conditions.
MLS# 617136
103 Front Street is a one of a kind masterpiece of architectural
$6,850,000
103 Front St, Key West, FL 33040
3
Beds
3
Baths
3,000
Sqft
0.2
Acres
$6,850,000
103 Front St, Key West, FL 33040
3 Beds
3 Baths
3,000 Sqft
0.2 Acres
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.
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Property Details
HOME DETAILS
3 Beds
3 Baths
3,000 Sqft
Built in 1918
0.2 Acres
2 Stories
BEACH & VIEW
Beachview
EXTERIOR
Carport, Off Street
Siding: Combo Construction
Metal Roof
Has Swimming Pool
FINANCIAL & COMMUNITY
$34,273 / yr property tax
Monroe County
The Foundry (1) Community
See More Details
Location
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Ad Statistics
Ad Number
6781937
Viewed
285 times
Listing Status
Active
Added
Nov 01, 2025
Last Refreshed
Jul 03, 2026 06:17:28 PM
Listing Information
Data Source
Key West Association of Realtors
Source Property ID
617136
Listing Agent: Laura A McChesney 305-923-6639
Broker: Preferred Properties Coastal Realty, Inc. 305-294-3040 Listing Site
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.
Broker: Preferred Properties Coastal Realty, Inc. 305-294-3040 Listing Site
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.
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