Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept living space. The kitchen is a true standout, boasting elegant granite countertops and a custom kitchen island--a unique feature in the community. For the ultimate convenience, a private elevator services all four floors of the home, transporting you from the air-conditioned two-car garage to the spectacular rooftop terrace where you can view daily sunrises over the Historic Key West Marina and sunsets over Mallory Square, both a very short walk away. The top floor features a rare full bathroom and a flexible bonus room ideal for a home office or guest suite. Whether you're mixing drinks at the custom wet bar or lounging on the terrace, this level serves as the ultimate private retreat for taking in breathtaking panoramic views. Peace of mind is built into the architecture with full impact-rated windows and doors and a durable metal roof, ensuring the home is as secure as it is beautiful. The third floor has two primary bedrooms featuring large walk-in closets and balconies. The lifestyle offered here is unparalleled, situated just one block off the vibrant energy of Duval Street. You are steps away from the island's best dining and boutiques, yet you can retreat instantly to the quiet security of a gated community. Spend your afternoons lounging by the large tropical community pool and cabana area, enjoying a level of comfort and convenience unsurpassed in the heart of Old Town. With a rare two-car garage and an unbeatable location, this residence captures the very best of the Florida Keys lifestyle.
TownhomeProperty Type
2018Year Built
1,438 sq ftLot Size
$1,338Price/Sq.Ft.
$1,650/moHOA Dues
2 spacesParking
Listed by Brenda Donnelly• Brenda Donnelly Real Estate LLC
Listed by Callie Harris• Brenda Donnelly Real Estate LLC
Historic Residential Commercial Core, Duval Street Gulfside District
The HRCC-1 Duval Street gulfside district incorporates the city's intensely vibrant tourist commercial entertainment center which is characterized by specialty shops, sidewalk-oriented restaurants, lounges and bars with inviting live entertainment; and transient residential accommodations. The core of the commercial entertainment center spans generally from the Pier House south to Petronia Street as specifically referenced on the official zoning map. This segment of Duval Street is the most intense activity center in the historic commercial core. The following light manufacturing and warehousing uses are located within the eastern portion of the HRCC-1 district: Strunk Lumber Yard.; Key West Aloe Processing Plant.; Key West Hand Print Fabric Shop.; These light manufacturing and warehouse uses include real estate parcel numbers 24, 29, 36, 99, and 116, as delineated in the county property appraiser's city property location map dated January, 1991. In addition to uses generally allowed throughout the HRCC-1 area, the following light industrial and warehouse uses may locate exclusively within these areas i.e., real estate parcels 24, 29, 36, 99, and 116 upon satisfying comprehensive performance criteria, including but not limited to nuisance abatement standards, screening and buffering, concurrency management, open space, and all such activities must be under roof with no open yard storage: Warehousing and wholesaling within enclosed buildings; Service and repair establishments, excluding vehicle and heavy machinery service and repair; business services; printing shops; and similar uses; Light manufacturing, excluding metal processing or fabrication, including light processing, assembly and distribution functions, electronics, research and development, and similar uses; Building materials supply and storage, and contractor's storage; Vocational trade schools; Enclosed parking facilities; and Accessory uses.
Permitted uses
Include but are not limited to:
Religious facility
Commercial & retail
Restaurant
Hospital / medical center
Housing-Group
Housing-Single unit
Housing-Multiple units
Hotel / motel
Office
Veterinary clinic
Mar 12, 2026 • Final
Roofing
Roofing
Feb 14, 2019 • Final
Single family home
New construction
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
9/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
Heat Factor
We're working on getting current and accurate heat risk information for this home.
10/10 Wind Factor
99% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Key West, FL • 33040
Average low and high temperatures (°F)
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65
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87
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78
80
73
77
69
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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Sun exposure
92/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 28% for direct sun exposure in Key West. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9 hrs
6.7 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 119 Simonton St
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $2,350,000 and $6,600,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $2.4M to $6.6M.