901 Eisenhower Drive, Key West, FL 33040

New Listing

$4,750,000

Property Type: Residential Bedrooms: 7 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: 7/16/2026

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 ... (Read more)

Listing Details MLS# 620661

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
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 #: 00023230-000000
Zoning: CG - General Commercial
Deed Restrictions: No
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
Pub Sewer HkUp: Yes

Contract Information

Listing Board: Key West Association
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: Multi-Units
Waterfront: Yes
Control Depth: 4
Pool: No
Year Built: 1912
Total Units: 5
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
Association Fee $: 0

License Info

# of City License: 5

More Information

Building Style

Above Flood: Unknown
Conch: Yes

Vehicle Storage

Car(s): 4+
Guest Parking: Yes
Open Parking: Yes
Off Street Parking: Yes

Financial Status

Auction: No
Bank Owned: No
Potential Short Sale: No
Standard Sale: Yes

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.

Fee Includes

None: Yes

Dockage

Other Dockage: Yes

Tax Exemptions

None: Yes

Appliances

Dishwasher: Yes
Dryer: Yes
Freezer: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes

Pets

Pets Allowed: Yes

Cooling

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

Waterfront

Bay Front: Yes

Waterview

Bay/Gulf View: Yes

Neighborhood Feature

Bike Paths: Yes

Property Condition

Fixer Upper: Yes

Windows/Doors

Aluminum Windows: Yes
Jalousie Windows: Yes
Other Windows/Doors: Yes

Construction

Frame: Yes

Land Size

1/4 - 1/2 Acre: Yes

Furnished

Unfurnished: Yes

Utilities

Elect Separate Meter: Yes
FKAA: Yes
Municipal Sewer: Yes
Satellite Dish: Yes
Water Separate Meter: Yes

Porch/Balcony

Open Porch/Balcony: Yes

Title

Negotiable: Yes

Exterior Features

Storage: Yes

Roof

Metal Roof: Yes

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: July - 16 - 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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