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
For sale
$5,395,000
18 Hilton Haven Rd, Key West, FL 33040
5beds
3,597sqft
Est.:
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
- 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#: 616896
Originating 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
Estimated market value
$4,807,000
$4.57M - $5.10M
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/16/2025 | Listed for sale | $5,395,000-6.2%$1,500/sqft |
Source: | ||
| 6/19/2025 | Listing removed | $5,750,000$1,599/sqft |
Source: | ||
| 10/21/2024 | Listed for sale | $5,750,000$1,599/sqft |
Source: | ||
| 5/18/2024 | Listing removed | -- |
Source: | ||
| 2/2/2024 | Listed for sale | $5,750,000$1,599/sqft |
Source: | ||
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
- 7/10Poinciana Elementary SchoolGrades: PK-5Distance: 0.9 mi
- 3/10Keys CenterGrades: 8-12Distance: 0.5 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 0.6 mi
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