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For sale
  • $5,395,000

    18 Hilton Haven Rd, Key West, FL 33040

    5beds
    3,597sqft
    : 
    Single Family Residence
    Built in 1967
    0.31 Acres Lot
    $4,807,000 Zestimate®
    $1,500/sqft
    $-- HOA

    What's special

    Boat liftWaterfront poolWaterfront deckCustom woodworkCustom wood panelingFrench doorsSweeping decks
    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. Pictures do not do it justice. The property must be seen to truly appreciate it. https://show.tours/e/4vNFpvG
    82 days
    |
    1,830
    |
    65
    |

    Zillow last checked: 8 hours ago

    Listing updated: December 23, 2025 at 02:34am

    Listed by:

    The Behmke Group 305-304-0999,

    Keller Williams Key West Compass Realty,

    Stephen M Andres 814-397-4775,

    Keller Williams Key West Compass Realty

    Source: FLKMLS,MLS#: 616896MLS LogoOriginating MLS: Key West Association

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 4
    • 1/2 bathrooms: 2
    Cooling
    • Central Air, Ductless, Ceiling Fans(s)
    Appliances
    • Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Refrigerator, Dryer, Electric Cook top
    Features
    • Cathedral Ceiling(s), Walk-In Closet(s), Storage, Granite Counters, Built-in Cabinets
    • Flooring: Tile, Wood
    Interior area
    • Total interior livable area: 3,597 sqft

    Property

    Parking
    • Parking features: Garage, Off Street
    • Has garage: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Open Porch/Balcony, Deck
    • Has private pool: Yes
    • Pool features: Heated, In Ground, Concrete
    • Has view: Yes
    • View description: Bay/Gulf View, Harbor/Marina View, Water
    • Has water view: Yes
    • Water view: Bay/Gulf View,Harbor/Marina View,Water
    • Waterfront features: Bay Front, Open Water, Waterfront, Dock: Other, Dockage: Boat Lift
    Lot
    • Size: 0.31 Acres
    • Features: 1/4 - 1/2 Acre
    Details
    • Additional parcels included: 00001900000000
    • Parcel number: 00002160000000
    • Zoning: SF
    • Zoning description: Single Family

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • CBS, Combo Construction, Frame, Concrete
    • Roof: Metal
    Condition
    • Updated/Remodeled
    • New construction: No
    • Year built: 1967

    Utilities & green energy

    • Sewer: Municipal Sewer, Public Sewer
    • Utilities for property: FKAA

    Community & HOA

    Community
    • Features: Fire Hydrant
    • Subdivision: Hilton Haven Sec 2 A (2.0)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Key West

    Financial & listing details

    • Price per square foot: $1,500/sqft
    • Annual tax amount: $11,964
    • Date on market: 10/16/2025
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    Estimated market value

    $4,807,000

    $4.57M - $5.10M

    Not available

    Price history

    Price history
    DateEventPrice
    10/16/2025Listed for sale$5,395,000-6.2%$1,500/sqft
    Source: Key West AOR #616896 Report a problem
    6/19/2025Listing removed$5,750,000$1,599/sqft
    Source: FLKMLS #611908 Report a problem
    10/21/2024Listed for sale$5,750,000$1,599/sqft
    Source: FLKMLS #611908 Report a problem
    5/18/2024Listing removed--
    Source: FLKMLS #608513 Report a problem
    2/2/2024Listed for sale$5,750,000$1,599/sqft
    Source: Key West AOR #608513 Report a problem

    Public tax history

    Public tax history
    Tax history is unavailable.

    BuyAbility℠ payment

    Est. payment
    $32,149/mo
    Principal & interest
    $26574
    Property taxes
    $3687
    Home insurance
    $1888

      Climate risks

      Neighborhood: New Town

      Nearby schools

      GreatSchools rating

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