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18 Hilton Haven Road, Key West, FL - photo 1

$5,195,000

18 Hilton Haven Road

Key West, FL 33040

Estimated payment $26,844/month

HOA not listed, not included · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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5Beds
6Baths
3,597Sq Ft
$1444Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

Built in 1967
13,503 sqft Lot

About This Home

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/v/2qnvjWF

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:5
  • •Bathrooms:6 (4 full, 2 half)
  • •Full bathrooms:4
  • •Half bathrooms:2

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:3,597 sqft
  • •Total interior livable area:3,597 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:13,503 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:1967

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Price history

DateEventPrice
10/30/2026Listed for sale$5,195,000$1444/sqft

Listing Agent

The Behmke Group

Keller Williams Key West Compass Realty

Brokerage Phone: 305-292-0020

Source: Florida Keys MLS · MLS #621709

Data Powered by Home Junction, Inc.

Nearby

Schools

SOMERSET ISLAND PREP

High · 0.5 mi

HORACE O'BRYANT SCHOOL

Elementary · 0.5 mi

KEYS CENTER

High · 0.5 mi

Supermarkets

Gordon Food Service Store

0.4 mi

NEX Mini Mart

0.6 mi

Pickle Baron of Key West

0.6 mi

Dining

Pizza Hut

0.2 mi

Rockin Dinner Table

0.5 mi

Cafe Blue

0.5 mi

Parks

Bayview Park

0.6 mi

The Key West Nature Preserve

0.9 mi

CB Harvey Rest Beach Park

1.0 mi

Beaches

Smathers Beach

1.0 mi

Higgs Beach

1.2 mi

Dog Beach

1.3 mi

Nearby amenity locations include data © OpenStreetMap contributors.