To be more ''on the water'' than this property would require living on a houseboat. Completely renovated, 'Todd Kemp Design' will blow the competitors away! Elegant kitchen with high end appliances such as Wolf, Sub Zero and dual dishwashers are perfect for entertaining. The unparalleled views of the water and breathtaking sunsets are amazing and can be viewed from any window or the new custom designed pool. Hilton Haven, a residential peninsula off Roosevelt Boulevard, in the Gulf of Mexico, surrounds homeowners with water and being a single road a limited number of neighbors for a peaceful yet central place to live. Or, come by boat as the dock boasts a 10,000 lb boat lift and new 80 foot dock right outside your door! This sprawling property features a 2 bedroom main house with a separate 2bedroom guest apartment on the side for guests or to supply rental income, each with a private entrance and ample outdoor space.
Single-familyProperty Type
1959Year Built
9,808 sq ftLot Size
$1,421Est. Price/Sq.Ft.
1 garage spacesParking
Listed by Brenda Donnelly• Berkshire Hathaway HomeServices Knight & Gardner Realty
Bought with Brenda Donnelly• Berkshire Hathaway HomeServices Knight & Gardner Realty
To be more ''on the water'' than this property would require living on a houseboat. Hilton Haven, a residential peninsula off Roosevelt Boulevard, in the Gulf of Mexico, surrounds homeowners with water and being a single road a limited number of neighbors for a peaceful yet central place to live. Or, come by boat as the dock boasts a 20,000 lb boat lift and new 80 foot dock right outside your door! Key West's main thoroughfare remains a hum in the distance, and yet is easily accessible for quick commutes to Old Town, New Town, the airport, or U. S. 1. This sprawling property features a main house with a separate apartment on the side for guests or to supply rental income, each with a private entrance and ample outdoor space. Both could be reconfigured to include more rooms, if desired. French doors could easily be added to the main house for an unobstructed, 180-degree water view and free flow of Gulf breezes, but even as it stands the main living area offers abundant natural light from three directions. The other standout feature of this home is that the floors are made of original, Cuban tiles. Their aquatic green recalls the shallows of the Florida Keys, back country waters, swirling, mysterious and calming. Throughout the home, they infuse the rooms like another form of light. Of course, outdoor living is the whole point of Florida Keys life, and this home welcomes it to the utmost with a walled, outdoor shower off the master bedroom and another outdoor shower near the dock, a large yard hugging the coastline with room to build a swimming pool, a dock, an additional floating dock, and a boat lift. A few steps from home, and you can float into the sunset from this dream spot in the heart of Key West. Update existing structure or build your new dream home with panoramic water views. Could be eligible for second ROGO with LUD program.
Public Records
Jun 15, 2010
Sold
$1,263,750
$498/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$19,947 (+3.2%)
2024
$19,328 (+1.5%)
2023
$19,038 (+4.2%)
2022
$18,270 (−4.4%)
2021
$19,102 (+87.8%)
$1,183,339 + $949,139
$2,132,478
2020
$10,173 (+2.8%)
$796,659 + $319,825
$1,116,484
2019
$9,898 (−2.1%)
$796,659 + $319,825
$1,116,484
2018
$10,114 (−1.7%)
$792,000 + $284,940
$1,076,940
2017
$10,294 (−3.4%)
$792,000 + $285,438
$1,077,438
2015
$10,658 (+6.8%)
$790,916 + $244,884
$1,035,800
2014
$9,977
Tax history for 14 Hilton Haven Rd
Year
Property tax
Land + Additions
Assessment*
2025
$19,947 (+3.2%)
2024
$19,328 (+1.5%)
2023
$19,038 (+4.2%)
2022
$18,270 (−4.4%)
2021
$19,102 (+87.8%)
$1,183,339 + $949,139
$2,132,478
2020
$10,173 (+2.8%)
$796,659 + $319,825
$1,116,484
2019
$9,898 (−2.1%)
$796,659 + $319,825
$1,116,484
2018
$10,114 (−1.7%)
$792,000 + $284,940
$1,076,940
2017
$10,294 (−3.4%)
$792,000 + $285,438
$1,077,438
2015
$10,658 (+6.8%)
$790,916 + $244,884
$1,035,800
2014
$9,977
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
5
Baths
3
Stories
1
Lot width
—
Lot depth
—
Lot size
1,742 Sq. Ft.
Year renovated
2018
Sq. Ft.
2,540
Year built
1959
Style
Single Family Residential
County
Monroe County
APN
3267 25 00002140000100
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 9, 2026.
MDR
Medium Density Residential District
The medium density residential district MDR is established to implement comprehensive plan policies for areas designated MDR on the comprehensive plan future land use map. The MDR district shall provide sufficient land area for medium density residential development adequately supported by public services and facilities and compatible with existing and anticipated future land uses. The MDR district shall accommodate a mixture of single-family and multiple-family structure types. Supportive community facilities and accessory land uses may be located within areas designated MDR. This district shall not accommodate transient lodging and guesthomes, commercial uses or freestanding office buildings. However, accessory uses, including approved home occupations, conducted within the residential structures are permitted so long as all such accessory uses are customarily incidental to and subordinate to the residential use. Other customary accessory uses and community facilities may also be located in areas designated MDR.; Review of specific densities of developments shall be directed toward preserving stability of established residential areas. Sites for medium density residential developments should be located so that they provide a smooth transition between lower density residential areas and areas developed and/or designated for other more intense uses. Generally, medium density areas should be located between the perimeter of low density residential areas and areas of high density residential concentrations or other less restrictive uses.