$5,395,000

Estimated payment $28,490/month

Total Views 2,752
5 Beds
6 Baths
3,597 Sq Ft
$1,500 Price per Sq Ft

Highlights

  • Viking Appliances
  • Cathedral Ceiling
  • Laundry Room

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. Pictures do not do it justice. The property must be seen to truly appreciate it.

Listing Agent

The Behmke Group

Keller Williams Key West Compass Realty License #BK3386409 Listed on: 10/16/2025

Keller Williams Key West Compass Realty

Co-Listing Agent

Stephen Andres

Keller Williams Key West Compass Realty License #3270511

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $0

Year Built

  • 1967

Interior Spaces

  • Cathedral Ceiling
  • Viking Appliances
  • Laundry Room

Home Details

Home Type

Single Family

Est. Annual Taxes

$0

Year Built

1967

Lot Details

0

Listing Details

  • Property Type: Residential
  • Style: Single Family
  • Additional Assessor Parcel Number 1: 00001900-000000
  • First Right of Refusal: No
  • Mandatory HOA: No
  • Dockage Dock: Other
  • Fee Includes: None
  • Key Island: Key West
  • K W Neighborhood: Midtown East
  • Limited Representation: No
  • Marathon Neighborhood: N/A
  • Mile Marker: 2.00
  • Min Rental Days: 28.00
  • M L S Identifier: 20060123165453488875000000
  • Neighborhood Feature: Fire Hydrant
  • Pets: Pets Allowed
  • Property Group I D: 19990816212109142258000000
  • Side: Bay/Gulf
  • State Province: FL
  • Taxes: 11562.84
  • Title: Negotiable
  • Vehicle Storage: Garage, Off Street Parking
  • Year Built: 1967
  • Alternate Key Number: 1002283
  • Cooling Heating: Central Air, Ductless, Ceiling Fans(s)
  • Lot Sq Ft: 8410.00
  • Pool Info: In Ground, Concrete
  • Pool Info Heated: Yes
  • Porch Balcony: Open Porch/Balcony, Deck
  • Tax Exemptions: Homestead
  • Building Style Above Flood: Unknown
  • Building Style Stories: 2 Stories
  • Estimated Living Sq Ft: 3597.00
  • Property Condition: Updated/Remodeled
  • Sewer Hook Up: Yes
  • Statistical Purposes Only: No
  • Special Features: None
  • Property Sub Type: Detached
  • Stories: 2

Interior Features

  • Interior Amenities: Cathedral Ceilings, Walk-in Closet(s), Storage, Granite Counter Top, Built-in Cabinets
  • Total Bathrooms: 6.00
  • Full Bathrooms: 4
  • Appliances: Washer, Stainless Steel Appliance(s), Microwave, Oven, Refrigerator, Dryer
  • Floor: Tile, Wood
  • Half Bathrooms: 2
  • Appliances Other: Electric Cook top
  • Total Bedrooms: 5

Exterior Features

  • Dockage: Boat Lift
  • Waterfront: Bay Front, Open Water
  • Waterfront: Yes
  • Construction: CBS, Combo Construction, Frame, Concrete
  • Roof: Metal Roof
  • Waterview: Bay/Gulf View, Harbor/Marina View, Open Water View
  • Pool: Yes

Utilities

  • Utilities: FKAA, Municipal Sewer

Lot Info

  • Deed Restrictions: Unknown
  • Flood Zone: AE
  • Parcel Number: 00002160-000000
  • Land Size: 1/4 - 1/2 Acre
  • Acres: 0.31

Rental Info

  • Rentals Allowed: With Restrictions
  • Furnished: Negotiable

Tax Info

  • Tax Year: 2024

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $0 $52 $52 --
2023 $0 $52 $52 $0
2022 $0 $52 $52 $0
2021 $0 $52 $52 $0
2020 $0 $52 $52 $0
2019 $0 $52 $52 $0
2018 $0 $52 $52 $0
2017 $0 $52 $0 $0
2016 $1 $52 $0 $0
2015 $1 $52 $0 $0
2014 -- $52 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
10/16/2025 10/16/25 For Sale $5,395,000 -- $1,500 / Sq Ft
Source: Key West Association of REALTORS®

Purchase History

Date Type Sale Price Title Company
Interfamily Deed Transfer -- Accommodation
Warranty Deed $1,050,000 --
Warranty Deed -- --
Source: Public Records

Source: Key West Association of REALTORS®

MLS Number: 616896

Key West Association of REALTORS®

APN: 00001900-000000