5 Hilton Haven Drive, Key West, FL 33040

$1,595,000

Property Type: Residential Bedrooms: 4 Baths: 5 Square Footage: 2,027 Lot Size (sq. ft.): 9,058 Status: Active

Current Price: $1,595,000 List Date: 10/02/2026 Last Modified: 10/19/2026

Overview

Description

LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportunity for a buyer with a vision. The 4-bedroom, 4.5 bath, 2,027 sq. ft. home that is currently divided into 4 separate units in need of extensive repair. Or this home could be a good candidate for rebuilding as your single-family dream home with a pool, separate pool house, and 60' of dockage. Tucked away on one of Key West's few private drives, the home enjoys limited traffic and added privacy. Equipped with 2 electric meters and 9,058 sq. ft. lot, this property offers options and flexibility for bringing your vision to life.

Listing Details MLS# 621480

Location, Tax & Legal

Street #: 5
Street Name: Hilton Haven
Street Suffix: Drive
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Hilton Haven Sec 1 A (2.0)
Area: 03 - Key West
KW Neighborhood: Midtown East
City: KEY WEST
Mile Marker: 2
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: AE
Alternate Key #: 1002135
Parcel #: 00002030000000
Zoning: MDR-1 - Medium Desnity Residential
Deed Restrictions: No
Legal: Amended Plat Of Hilton Haven Sec 1 A Subdivision On The Island Of Key West Fla Pb2-108 Tr 5
Taxes: 9283.45
Tax Year: 2025
Pub Sewer HkUp: Yes

Contract Information

Listing Board: Key West Association

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Multi-Units
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 1955
Lot SqFt: 9058
Lot Sqft Source: Property Data Card
Acres: 0.23
Living Apx SqFt: 2027
SqFt Source: Property Data Card
Total Bedrooms: 4
Full Baths: 4
Half Baths: Yes
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

Dockage

Dock Length: 60
Dock: Wood

More Information

Building Style

Above Flood: No
Ground Level: Yes

Vehicle Storage

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

Remarks & Misc

Remarks – Consumer: LOCATION! Situated on Garrison Bight, across the canal from the Key West Yacht Club, 5 Hilton Haven Dr. provides the best boating access on Key West. Tremendous opportunity for a buyer with a vision. The 4-bedroom, 4.5 bath, 2,027 sq. ft. home that is currently divided into 4 separate units in need of extensive repair. Or this home could be a good candidate for rebuilding as your single-family dream home with a pool, separate pool house, and 60' of dockage. Tucked away on one of Key West's few private drives, the home enjoys limited traffic and added privacy. Equipped with 2 electric meters and 9,058 sq. ft. lot, this property offers options and flexibility for bringing your vision to life.

Fee Includes

None: Yes

Tax Exemptions

Homestead: Yes

Appliances

Dishwasher: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes

Pets

Pets Allowed: Yes

Cooling

Central Air: Yes
Heat Pump: Yes
Wall/Window Unit(s): Yes

Waterfront

Bay Front: Yes
Canal Front: Yes

Waterview

Canal View: Yes

Floor

Combo: Yes

Specialty Rooms

Other: Yes

Construction

CBS: Yes

Land Size

Less Than 1/4 Acre: Yes

Utilities

Elect Separate Meter: Yes
FKAA: Yes

Porch/Balcony

Patio: Yes

Exterior Features

Shed: Yes
Storage: Yes

Pool Info

In Ground: Yes
Concrete: Yes
Lined: Yes

Roof

Metal Roof: Yes

Shutters

Other: Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Bay Front; Canal Front Waterview: Canal View Building Style: Ground Level Vehicle Storage: Off Street Parking Cooling: Central Air; Heat Pump; Wall/Window Unit(s) Utilities: Elect Separate Meter; FKAA Specialty Rooms: Other Appliances: Dishwasher; Microwave; Oven; Range; Refrigerator Exterior Features: Shed; Storage Pool Info: In Ground; Concrete; Lined Construction: CBS Shutters: Other Floor: Combo Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre

Listing Office: Coldwell Banker Schmitt Real Estate Co. (KW)

Last Updated: October - 19 - 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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