Search


$3,850,000
119 Simonton Street
Key West, FL 33040
MLS# 619812
4 beds  |  4 baths  |  2691 sqft


Sunset from rooftop
  1 / 35  
Sunset from rooftop Back Corner View Front View Elevator Foyer Steps Second Floor Living Room Second Floor Living Room Second Floor Dinning and Kitchen Second Floor Kitchen Second Floor Kitchen, Dining and Living Second Floor Bedroom Second Floor Bedroom and Bath Second Floor Bathroom Third Floor Bedroom Third Floor Bedroom and Bath Third Floor Bath Third Floor Laundry Third Floor Primary Third Floor Primary and Bath Third Floor Primary Bath Third Floor Primary Bath Fourth Floor Hallway Fourth Floor Bath Fourth Floor Versatile Bonus Room Fourth Floor Versatile Bonus Room Fourth Floor Bonus Room with Wet Bar Fourth Floor Versatile Bonus Room Rooftop Balcony Rooftop Balcony Rooftop Balcony Front View Conditioned 2 Car Garage Conditioned 2 Car Garage Foyer Back Door Community Pool
Open House (05/09/2026 - 12:00 pm - 3:00 pm)

Property Description
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 2,400 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior has been freshly painted and 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.

Details
Maps
Contract Information
Listing Board: Key West Association
As is Rght to Inspct: Yes
Current Price: $3,850,000
Listing Date: 2026-05-07
List Price: $3,850,000
Location, Tax & Legal
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: AE
Alternate Key #: 9103707
Parcel #: 00000240-000119
Zoning: HRCC - Historic Residential Commercial Core
Deed Restrictions: Unknown
Legal: Unit 119 Simonton St - Old Town Villas At Key West Or2721-1202/09 Or2773-709/806(Dec/Cov) Or2951-1078 Or3141-551
Taxes: 20333.12
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 119
Street Name: Simonton
Street Suffix: Street
Key/Island: Key West
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Old Town - Unrecord (1.0)
Area: 01 - Key West
General Property Description
Realtor.COM Type: Residential - Condo/Townhouse
Waterfront: No
Control Depth: 0
Lot Size: 27 X 54
Lot SqFt: 1438
Pool: Yes
Lot Sqft Source: Tax Records
Acres: 0.03
SqFt Source: Appraisal
Rentals Allowed: With Restrictions
Style: Townhouse
Year Built: 2018
Living Apx SqFt: 2691
Total Bedrooms: 4
Full Baths: 4
Total Baths: 4
Remarks & Misc
Remarks – Consumer: 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 2,400 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior has been freshly painted and 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.
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 1650
Fee Includes
Bldg Exterior Mnt: 1
Building Insurance: 1
Common Area Mnt: 1
Other: 1
Dockage
None: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Dryer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heat Pump: 1
Waterfront
None: 1
Waterview
Harbor/Marina View: 1
Ocean View: 1
Open Water View: 1
Floor
Tile: 1
Wood: 1
Neighborhood Feature
Community Pool: 1
Interior Features
Built-in Cabinets: 1
Elevator: 1
Entrance Foyer: 1
Fire Sprinkler: 1
Granite Counter Top: 1
Walk-in Closet(s): 1
Wet Bar: 1
Whirlpool Bath Tub: 1
Property Condition
Updated/Remodeled: 1
Building Style
Above Flood: Unknown
Stories: 4 Stories
Townhouse: 1
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Car(s): 2
Covered Parking: 1
Garage: 1
Attached: 1
Off Street Parking: 1
Security
Electric Gate: 1
Construction
CBS: 1
Combo Construction: 1
Concrete: 1
Stucco: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Furnished: 1
Terms
Cash: 1
Conventional: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Roof Top Deck: 1
Title
Negotiable: 1
Pool Info
In Ground: 1
Concrete: 1
Pre-Wired
Cable: 1
Roof
Metal Roof: 1
Financial Status
Standard Sale: Yes
Status Change Info
Status: Active
Property Features
Fee Includes: Bldg Exterior Mnt; Building Insurance; Common Area Mnt; Other
Tax Exemptions: None
Waterfront: None
Waterview: Harbor/Marina View; Ocean View; Open Water View
Dockage: None
Property Condition: Updated/Remodeled
Building Style: Townhouse
Vehicle Storage: Garage; Attached; Covered Parking; Off Street Parking
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air; Heat Pump
Utilities: FKAA; Municipal Sewer
Interior Features: Built-in Cabinets; Elevator; Entrance Foyer; Fire Sprinkler; Granite Counter Top; Walk-in Closet(s); Wet Bar; Whirlpool Bath Tub
Pre-Wired: Cable
Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer
Pool Info: In Ground; Concrete
Construction: CBS; Combo Construction; Concrete; Stucco
Floor: Tile; Wood
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Community Pool
Security: Electric Gate
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional
Title: Negotiable

Listing Office: Brenda Donnelly Real Estate LLC

Last Updated: May - 07 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.