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901 Eisenhower Drive, Key West, FL 33040

$4,750,000
Property Type: Commercial Sale Bedrooms: 6 Baths: 5 Square Footage: 3,118 Lot Size (sq. ft.): 15,609 Status: Active
Current Price: $4,750,000 List Date: 7/16/2026 Last Modified: 7/20/2026

Overview

Description

A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating back to the early 20th century, the property showcases timeless Old Key West charm while offering the space and flexibility rarely found today. The main residence is complemented by a separate guest cottage on an oversized waterfront parcel, creating endless possibilities for multigenerational living, a private family compound, or an exceptional investment opportunity. Located in an area once shaped by the island's cigar industry, railroad expansion, and later the development of the Naval Air Station and Coast Guard facilities, this home sits within a neighborhood that tells the story of Key ...

Listing Details MLS# 620662

Location, Tax & Legal

Street #
901
Street Name
Eisenhower
Street Suffix
Drive
Key/Island
Key West
State/Province
FL
Zip Code
33040
Subdivision
Benj Alburys Subd (2.0)
County
Monroe
Area
01 - Key West
KW Neighborhood
The Meadows
City
KEY WEST
Mile Marker
2
Marathon Neighborhood
N/A
Side
Bay/Gulf
Flood Zone
AE,AE
Alternate Key #
1024015
Parcel #
00023230000000
Zoning
CG - General Commercial
Legal
Kw Benj Alburys Subd Pb1-3 Pt Lot 11 & All Lot 12 Of Tr 7 Y-586 B3-150 Or393-833/34 Or117-41/42 Or186-490/91 Or771-402/0
Taxes
26676.64
Tax Year
2025

Contract Information

Listing Board
Key West Association
Limited Representation
No
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No
Species List
No

General Property Description

Realtor.COM Type
Multi-Family
Style
Commercial
Lot SqFt
15609
Waterfront
Yes
Control Depth
4
Business Name
No
# Parking Spaces
6+
Off Street Parking
Yes
# Stories
2
Total # Buildings
2
Building SqFt
3118
SqFt Source
Property Data Card
Living Apx SqFt
3118
Total Units
5
Year Built
1912
Total Bedrooms
6
Full Baths
5
Total Baths
5

License Info

# of City License
5

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

More Information

Property Info

# Kitchens
5
# Refrigerators
5
# Range/Ovens
5

Vehicle Storage

Car(s)
4+
Guest Parking
Yes
Common Parking
Yes
Off Street Parking
Yes

Financial Status

Bank Owned
No
Potential Short Sale
No

Remarks & Misc

Remarks – Consumer
A rare opportunity to own one of Key West's most captivating waterfront properties, where history, character, and endless potential come together. Nestled along the historic Trumbo Point waterfront, this remarkable estate has remained in the same family for generations and reflects a rich connection to one of the island's most significant maritime neighborhoods. Thought to have origins dating back to the early 20th century, the property showcases timeless Old Key West charm while offering the space and flexibility rarely found today. The main residence is complemented by a separate guest cottage on an oversized waterfront parcel, creating endless possibilities for multigenerational living, a private family compound, or an exceptional investment opportunity. Located in an area once shaped by the island's cigar industry, railroad expansion, and later the development of the Naval Air Station and Coast Guard facilities, this home sits within a neighborhood that tells the story of Key West's evolution through more than a century of history. From the moment you arrive, you'll appreciate the mature tropical landscape, water access, and the feeling of stepping into a piece of Old Key West. Whether you choose to preserve its historic character, thoughtfully enhance the existing structures, or create your own legacy estate, opportunities like this are exceptionally rare. Waterfront properties with this combination of history, location, size, and family ownership seldom become available. 901 Eisenhower Drive is more than a home--it's an opportunity to own a meaningful piece of Key West's past while creating its next chapter.

Type

Apartment 3 or more
Yes

Fee Includes

None
Yes

Dockage

Other Dockage
Yes

Accounts & Meters

# Water Meters
5
# Electric Meters
5

Appliances

Dishwasher
Yes
Dryer
Yes
Range
Yes
Refrigerator
Yes

Cooling

Ceiling Fans(s)
Yes
Wall/Window Unit(s)
Yes

Waterfront

Bay Front
Yes

Waterview

Bay/Gulf View
Yes

Windows/Doors

Aluminum Windows
Yes
Jalousie Windows
Yes
Other Windows/Doors
Yes

Construction

Frame
Yes

Land Size

1/4 - 1/2 Acre
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes
Separate Meters
Yes

Title

Negotiable
Yes

Roof

Metal Roof
Yes

Property Features

Type: Apartment 3 or more Waterfront: Bay Front Waterview: Bay/Gulf View Dockage: Other Dockage Vehicle Storage: Common Parking; Guest Parking; Off Street Parking Cooling: Ceiling Fans(s); Wall/Window Unit(s) Utilities: FKAA; Municipal Sewer; Separate Meters Appliances: Dishwasher; Dryer; Range; Refrigerator Construction: Frame Roof: Metal Roof Land Size: 1/4 - 1/2 Acre Fee Includes: None Title: Negotiable
Listing Office: Keller Williams Key West Compass Realty
Last Updated: July - 20 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
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