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18 Hilton Haven Road, Key West, FL 33040

$5,195,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 3,597 Lot Size (sq. ft.): 8,410 Status: Active
Current Price: $5,195,000 List Date: 10/16/2025 Last Modified: 3/30/2026

Overview

Description

Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75' by 300' bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living room's custom hand built beamed wood cathedral ceiling and a majestic staircase. The sunroom features French doors that open to views of the pool and harbor. The expansive backyard includes a covered dining area, a 45' waterfront deck overlooking the dock and ...

Listing Details MLS# 616896

Location, Tax & Legal

Street #
18
Street Name
Hilton Haven
Street Suffix
Road
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Hilton Haven Sec 2 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 #
1002283
Add'l Parcel #1
00001900-000000
Parcel #
00002160-000000
Zoning
SF - Single Family
Deed Restrictions
Unknown
Legal
AMENDED PLAT OF HILTON HAVEN SEC 2 A SUBDIVISION ON THE ISLAND OF KEY WEST FLA PB2-138 THE W'LY 30 FT OF TR 17 & THE EA
Taxes
11964.81
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
3
Pool
Yes
Year Built
1967
Lot SqFt
8410
Acres
0.31
Living Apx SqFt
3597
SqFt Source
Tax Records
Total Bedrooms
5
Full Baths
4
Half Baths
2
Total Baths
6
Rentals Allowed
With Restrictions
Min Rental Days
28
Total Units
0

Association Info

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

Dockage

Dock
Other
Boat Lift
Yes

More Information

Building Style

Above Flood
Unknown
Stories
2 Stories

Appliances

Other
Electric Cook top
Dryer
Yes
Microwave
Yes
Oven
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Pool Info

Heated
Yes
Dimensions
15 X 20
In Ground
Yes
Concrete
Yes

Remarks & Misc

Remarks – Consumer
Double waterfront MM 2 in Key West. Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75' by 300' bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living room's custom hand built beamed wood cathedral ceiling and a majestic staircase. The sunroom features French doors that open to views of the pool and harbor. The expansive backyard includes a covered dining area, a 45' waterfront deck overlooking the dock and boat lift. The chef's kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to a rear private deck and dock. Completing the first floor is the laundry room, half-bath, full bath, and a charming guest bedroom. The sunroom with wet bar and bathroom provides access to the one car garage, and second staircase leading to the second floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. The property must be seen to truly appreciate it. https://show.tours/e/4vNFpvG

Fee Includes

None
Yes

Tax Exemptions

Homestead
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Ductless
Yes

Waterfront

Bay Front
Yes
Open Water
Yes

Waterview

Bay/Gulf View
Yes
Harbor/Marina View
Yes
Open Water View
Yes

Floor

Tile
Yes
Wood
Yes

Neighborhood Feature

Fire Hydrant
Yes

Interior Features

Built-in Cabinets
Yes
Cathedral Ceilings
Yes
Granite Counter Top
Yes
Storage
Yes
Walk-in Closet(s)
Yes

Property Condition

Updated/Remodeled
Yes

Vehicle Storage

Garage
Yes
Off Street Parking
Yes

Construction

CBS
Yes
Combo Construction
Yes
Concrete
Yes
Frame
Yes

Land Size

1/4 - 1/2 Acre
Yes

Furnished

Negotiable
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes

Title

Negotiable
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead Waterfront: Bay Front; Open Water Waterview: Bay/Gulf View; Harbor/Marina View; Open Water View Dockage: Boat Lift Property Condition: Updated/Remodeled Vehicle Storage: Garage; Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Ductless Utilities: FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Cathedral Ceilings; Granite Counter Top; Storage; Walk-in Closet(s) Appliances: Dryer; Microwave; Oven; Refrigerator; Stainless Steel Appliance(s); Washer Pool Info: In Ground; Concrete Construction: CBS; Combo Construction; Concrete; Frame Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Fire Hydrant Land Size: 1/4 - 1/2 Acre Title: Negotiable
Listing Office: Keller Williams Key West Compass Realty
Last Updated: March - 30 - 2026
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