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$4,750,000
901 Eisenhower Drive
Key West, FL 33040
MLS# 620661
7 beds  |  5 baths  |  3118 sqft


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Property Description
TRANSIENT LICENSE TRANSFER RECEIVER ZONE!!!! 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.

Details
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Contract Information
Current Price: $4,750,000
Listing Date: 2026-07-16
Listing Board: Key West Association
Monthly Rent: $4,750,000
As is Rght to Inspct: Yes
Potential Short Sale: No
Bank Owned: No
Species List: No
Location, Tax & Legal
Street #: 901
Street Name: Eisenhower
Street Suffix: Drive
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Benj Alburys Subd (2.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Multi-family
Style: Multi-Units
Waterfront: Yes
Control Depth: 4
Pool: No
Year Built: 1912
Total Units: 5
Lot Size: 76 X 175
Lot SqFt: 15609
Lot Sqft Source: Property Data Card
Acres: 0.36
Living Apx SqFt: 3118
SqFt Source: Property Data Card
Total Bedrooms: 7
Full Baths: 5
Total Baths: 5
Rentals Allowed: With Restrictions
Min Rental Days: 28
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
License Info
# of City License: 5
Building Style
Above Flood: Unknown
Vehicle Storage
Car(s): 4+
Financial Status
Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Bay Front
Waterview: Bay/Gulf View
Dockage: Other Dockage
Property Condition: Fixer Upper
Building Style: Conch
Vehicle Storage: Guest Parking; Off Street Parking; Open Parking
Furnished: Unfurnished
Cooling: Ceiling Fans(s); Wall/Window Unit(s)
Utilities: Elect Separate Meter; FKAA; Municipal Sewer; Satellite Dish; Water Separate Meter
Appliances: Dishwasher; Dryer; Freezer; Oven; Range; Refrigerator
Exterior Features: Storage
Construction: Frame
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Bike Paths
Land Size: 1/4 - 1/2 Acre
Title: Negotiable

Listing Office: Keller Williams Key West Compass Realty

Last Updated: September - 09 - 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.