Skip main navigation
For sale
  • $3,850,000

    119 Simonton St, Key West, FL 33040

    4beds
    2,691sqft
    : 
    Loading
    Get pre-qualified
    Townhouse, Residential - Condo/Townhouse
    Built in 2018
    1,306 Square Feet Lot
    $-- Zestimate®
    $1,431/sqft
    $1,650/mo HOA

    What's special

    Exclusive gated communityRare two-car garageElegant granite countertopsDurable metal roofSpectacular rooftop terraceOpen-concept living spaceCustom kitchen island
    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.
    48 days
    |
    837
    |
    17
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Brenda J Donnelly 305-304-1116,

    Brenda Donnelly Real Estate LLC

    Source: FLKMLS,MLS#: 619812MLS LogoOriginating MLS: Key West Association

    Loading...

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 4
      Cooling
      • Central Air, Ceiling Fans(s), Heat Pump
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
      Features
      • Wet Bar, Whirlpool Bath Tub, Walk-In Closet(s), Elevator, Granite Counters, Built-in Cabinets, Entrance Foyer
      • Flooring: Tile, Wood
      • Doors: Impact Rstnce Doors
      • Windows: Impact Rstnce Window
      • Furnished: Yes
      Interior area
      • Total interior livable area: 2,691 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage, Covered, Off Street, Attached
      • Has attached garage: Yes
      Features
      • Levels: 4 Stories
      • Stories: 4
      • Patio & porch: Open Porch/Balcony, Roof Top Deck
      • Has private pool: Yes
      • Pool features: In Ground, Concrete
      • Has view: Yes
      • View description: Ocean, Harbor/Marina View, Water
      • Has water view: Yes
      • Water view: Ocean,Harbor/Marina View,Water
      • Waterfront features: None, Dockage: None
      Lot
      • Size: 1,306 Square Feet
      • Dimensions: 27 x 54
      • Features: Less Than 1/4 Acre
      Details
      • Parcel number: 00000240000119
      • Zoning: HRCC
      • Zoning description: Historic Residential Commercial Core
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: Townhouse
      • Architectural style: Townhouse
      • Property subtype: Townhouse, Residential - Condo/Townhouse
      Materials
      • CBS, Combo Construction, Stucco, Concrete
      • Roof: Metal
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 2018

      Utilities & green energy

      • Sewer: Municipal Sewer, Public Sewer
      • Utilities for property: FKAA, Cable Connected

      Community & HOA

      Community
      • Features: Pool
      • Security: Fire Sprinkler System, Electric Gate
      • Subdivision: Old Town - Unrecord (1.0)
      HOA
      • Has HOA: Yes
      • Services included: Maintenance Structure, Other, Maintenance Grounds, Building Insurance
      • HOA fee: $1,650 monthly
      Location
      • Region: Key West

      Financial & listing details

      • Price per square foot: $1,431/sqft
      • Tax assessed value: $3,171,731
      • Annual tax amount: $20,333
      • Date on market: 5/7/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/7/2026Listed for sale$3,850,000+83.3%$1,431/sqft
        Source: FLKMLS #619812 Report a problem
        2/26/2019Sold$2,100,000$780/sqft
        Source: FLKMLS #584455 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$20,333 +3.2%$2,449,998 +2.9%
        2024$19,704 +1.5%$2,380,951 +3%
        2023$19,408 +4.2%$2,311,603 +3%
        2022$18,625 +20.2%$2,244,275 +30.4%
        2021$15,497 -1.1%$1,720,811 -1.4%
        2020$15,671 $1,745,910 +9%
        2019$15,671 +17.9%$1,601,031 +298.6%
        2018$13,296 +274.8%$401,633 +39.6%
        2017$3,547 +16.4%$287,600
        2016$3,048 $287,600

        Find assessor info on the county website

        Monthly payment

        Est. payment

          Payment breakdown

          Explore the cost of this home by adjusting the details. Changes won't be saved.
          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
          See how much you could borrow to make a competitive offer.

          Climate risks

          Neighborhood: Historic Seaport

          Getting around

          78 / 100
          Very Walkable
          26 / 100
          Some Transit
          82 / 100
          Very Bikeable

          Nearby schools

          GreatSchools rating

          A local agent can set up tours, give advice and negotiate with sellers.

          Browse local experts

          Similar homes

          Skip to the end of the carouselSkip to the beginning of the carousel