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For sale
  • $3,600,000

    119 Simonton St, Key West, FL 33040

    4beds
    2,691sqft
    : 
    $23,649/mo
    Get pre-qualified
    Townhouse
    Built in 2018
    1,306 Square Feet Lot
    $-- Zestimate®
    $1,338/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.
    9 days
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    595
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    Zillow last checked:

    Listing updated:

    Listed by:

    Brenda J Donnelly 305-304-1116,

    Brenda Donnelly Real Estate LLC

    Source: FLKMLS,MLS#: 620913MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 4
      Cooling
      • Central Air, Heat Pump, Ceiling Fans(s)
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Stainless Steel Appliance(s)
      Features
      • Built-in Features, Granite Counters, Elevator, Walk-in Closet(s)
      • Flooring: Tile, Wood
      • Furnished: Yes
      Interior area
      • Total structure area: 2,691
      • Total interior livable area: 2,691 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Attached
      • Has attached garage: Yes
      Features
      • Patio & porch: Open Porch/Balcony, Roof Top Deck
      • Has private pool: Yes
      • Pool features: In Ground, Concrete
      Lot
      • Size: 1,306 Square Feet
      • Dimensions: 27 X 54
      Details
      • Parcel number: 00000240000119
      • Zoning: HRCC(1 - 4) - Hist Res Comm Core 1-4 SF Specl

      Construction

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

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $1,338/sqft
      • Tax assessed value: $3,171,731
      • Annual tax amount: $20,333
      • Date on market: 8/8/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/8/2026Listed for sale$3,600,000$1,338/sqft
        Source: FLKMLS #620913 Report a problem
        8/8/2026Listing removed$3,600,000$1,338/sqft
        Source: Key West AOR #619812 Report a problem
        7/23/2026Price change$3,600,000-6.5%$1,338/sqft
        Source: Key West AOR #619812 Report a problem
        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

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        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: Historic Seaport

        Getting around

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

        Nearby schools

        GreatSchools rating

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