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Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

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$3,600,000
119 Simonton Street
Key West, FL 33040
MLS# 622016
4 beds  |  4 baths  |  2691 sqft


Back Corner View
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Back Corner View Front View Front View Sunset from rooftop Foyer and Elevator Second Floor Living Room Fourth Floor Versatile Room Rooftop Balcony Entrance Foyer Second Floor Living Room Second Floor Living Room second Floor Living Room Second Floor Kitchen Second Floor Kitchen Second Floor Bedroom Second Floor Bedroom Second Floor Bedroom Second Floor Bathroom Second Floor Bathroom Third Floor Bedroom 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 Hallway Fourth Floor Bath Fourth Floor Versatile Bonus Room Fourth Floor Versatile Bonus Room Fourth Floor Versatile Room Fourth Floor Wetbar Rooftop Balcony Rooftop Balcony Front View Conditioned 2 Car Garage Conditioned 2 Car Garage Community Pool Community Pool 119 Simonton Full--3 virtual-tour-363434-mls-high-res-image-3 virtual-tour-363434-mls-high-res-image-5 virtual-tour-363434-mls-high-res-image-6 virtual-tour-363434-mls-high-res-image-7 virtual-tour-363434-mls-high-res-image-2 virtual-tour-363434-mls-high-res-image-3

Property Description
Experience modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the secure, private gates of Old Town Villas. Built in 2018 and offering a generous 2,691 square feet of meticulously designed living space, this remarkable residence seamlessly blends sleek contemporary elegance with the timeless charm of historic Key West. Inside, stunning new white oak flooring leads you through a light-filled, open-concept floor plan designed for effortless coastal living. The gourmet kitchen serves as a true center point, featuring premium granite countertops and a custom kitchen island--a distinctive, high-end feature unique within the community. For maximum comfort and accessibility, a private interior elevator services all four levels of the home, transporting you seamlessly from the air-conditioned two-car garage to the ultimate top-floor retreat. The fourth floor is specifically curated for entertaining or quiet relaxation, boasting a custom wet bar, a rare full bathroom, and a flexible bonus room perfect for a home office, secondary lounge, or private guest suite. Step out onto the expansive rooftop terrace to take in panoramic island views, featuring beautiful daily sunrises over the Historic Key West Marina and colorful sunsets over Mallory Square. The third floor hosts two spacious primary bedroom suites, each complete with generous walk-in closets, luxurious ensuite baths, and private balconies overlooking the lush grounds. Built for complete peace of mind, the townhouse is constructed with full impact-rated windows and doors alongside a durable metal roof. Residents enjoy exclusive access to a tropical community pool and cabana area, all located just one block from the vibrant energy, fine dining, and boutique shopping of Duval Street. With its rare two-car garage and uncompromised location, this home delivers an exceptional Key West sanctuary.

Details
Maps
Contract Information
Current Price: $3,600,000
Listing Date: 2026-11-09
Listing Board: Key West Association
Monthly Rent: $3,600,000
As is Rght to Inspct: Yes
Location, Tax & Legal
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
Style: Townhouse
Waterfront: No
Pool: Yes
Year Built: 2018
Lot Size: 27 X 54
Lot SqFt: 1438
Lot Sqft Source: Tax Records
Acres: 0.03
Living Apx SqFt: 2691
SqFt Source: Appraisal
Total Bedrooms: 4
Full Baths: 4
Total Baths: 4
Rentals Allowed: With Restrictions
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 1650
Assoc/Mnt Fee Per: Monthly
Building Style
Above Flood: Unknown
# Stories: 4 Stories
Vehicle Storage
Car(s): 2
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
Heating: Central
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: November - 12 - 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.


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David Austin, Owner/Broker
Anchor Line Realty, LLC
820 Ashe Street
Key West, FL 33040
www.anchorlinerealty.com
[email protected]
305.766.6835
Member, National Association of Realtors (NAR)
Member, Florida Association of Realtors (FAR)
Member, Key West Association of Realtors (KWAR)