901 Eisenhower Drive
Key West, FL 33040
MLS# 620661
7 beds | 5 baths | 3118 sqft
Property DescriptionTRANSIENT 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.
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
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)
Realtor.COM Type: Multi-family
Style: Multi-Units
Waterfront: Yes
Control Depth: 4
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
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes
Property Condition: Fixer Upper
Vehicle Storage: Guest Parking; Off Street Parking; Open Parking
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
Neighborhood Feature: Bike Paths
Land Size: 1/4 - 1/2 Acre
Listing Office: Keller Williams Key West Compass Realty
Last Updated: September - 09 - 2026
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