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For sale
  • $1,575,000

    1005 Watson St #1, Key West, FL 33040

    3beds
    1,070sqft
    : 
    $10,515/mo
    Get pre-qualified
    Condominium
    Built in 1933
    -- sqft lot
    $1,490,000 Zestimate®
    $1,472/sqft
    $1,117/mo HOA

    What's special

    Private poolSingle-level livingTall ceilingsTwo off-street parking spacesLush tropical landscapingFrench doorsBright open layout
    A private pool, two off-street parking spaces, and single-level living--all in the heart of Old Town Key West. This beautifully updated 3-bedroom, 2-bath home brings together Key West charm and everyday comfort, with hardwood floors, tall ceilings, French doors, and a bright, open layout that makes gathering easy. The secluded backyard is an extension of the living space, surrounded by lush tropical landscaping with room to lounge, dine outdoors, and unwind. A saltwater pool with both a heater and chiller keeps swimming comfortable throughout the seasons, while an outdoor shower adds a classic island touch. Offered fully furnished and turnkey, the home is ready for your next chapter, whether that means settling into island life, enjoying a seasonal escape, or continuing its established use as a monthly vacation rental. Updates include the HVAC system, saltwater pool equipment, and furnishings. Neighborhood cafés, restaurants, and shopping are close at hand, with Duval Street, the Historic Seaport, and Higgs Beach within easy reach. Enjoy a morning out exploring Old Town, an afternoon by your own pool, and dinner at a favorite local spot. Part of a two-unit condominium association with no shared common elements, this property offers the privacy and feel of a single-family home with a setting that makes Key West living easy.
    126 days
    230
    14

    Zillow last checked:

    Listing updated:

    Listed by:

    Megan McDowell 305-898-2403,

    Brenda Donnelly Real Estate LLC

    Source: FLKMLS,MLS#: 620577MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Cooling
      • Central Air
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Stainless Steel Appliance(s)
      Features
      • Flooring: Wood
      • Furnished: Yes
      Interior area
      • Total structure area: 1,070
      • Total interior livable area: 1,070 sqft
      Video & virtual tour

      Property

      Features
      • Patio & porch: Patio
      • Exterior features: Fruit Tree(s), Outdoor Shower
      • Has private pool: Yes
      • Pool features: In Ground, Salt Water
      Lot
      • Size: 4,984 Square Feet
      Details
      • Additional structures: Shed(s)
      • Parcel number: 00033270000101
      • Zoning: HHDR - Historic High Density Residential

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: A-Frame
      • Property subtype: Condominium
      Materials
      • Frame
      Condition
      • Year built: 1933

      Community & HOA

      Community
      • Subdivision: Gwynn Sub (1.0)
      HOA
      • Has HOA: Yes
      • Services included: Maintenance Structure, Insurance, Common Area Mnt
      • HOA fee: $1,117 monthly
      Location
      • Region: Key West

      Financial & listing details

      • Price per square foot: $1,472/sqft
      • Tax assessed value: $1,099,318
      • Annual tax amount: $9,606
      • Date on market: 7/9/2026

        Estimated market value

        $1,490,000

        $1.42M - $1.56M

        $4,668/mo

        Price history

        DateEventPrice
        7/9/2026Listed for sale$1,575,000+16.7%$1,472/sqft
        Source: Key West AOR #620577 Report a problem
        3/31/2023Sold$1,350,000$1,262/sqft
        Source: FLKMLS #600323 Report a problem
        2/2/2023Contingent$1,350,000$1,262/sqft
        Source: Key West AOR #600323 Report a problem
        1/31/2023Listed for sale$1,350,000-3.5%$1,262/sqft
        Source: Key West AOR #600323 Report a problem
        10/17/2022Listing removed--
        Source: FLKMLS #600323 Report a problem
        8/28/2022Price change$1,399,000-6.7%$1,307/sqft
        Source: Key West AOR #600323 Report a problem
        6/10/2022Price change$1,499,000-6.3%$1,401/sqft
        Source: Key West AOR #600323 Report a problem
        5/4/2022Price change$1,599,000-0.1%$1,494/sqft
        Source: Key West AOR #600323 Report a problem
        3/28/2022Listed for sale$1,599,999+68.4%$1,495/sqft
        Source: Key West AOR #600323 Report a problem
        5/18/2021Sold$950,000+26.7%$888/sqft
        Source: Public Record Report a problem
        11/17/2014Sold$750,000-5.7%$701/sqft
        Source: FLKMLS #117938 Report a problem
        11/13/2014Pending sale$795,000$743/sqft
        Source: Key West Realty Inc #117938 Report a problem
        11/13/2014Listed for sale$795,000-8.5%$743/sqft
        Source: Key West Realty Inc #117938 Report a problem
        1/3/2014Listing removed$869,000$812/sqft
        Source: Key West Realty Inc #117938 Report a problem
        4/16/2013Listed for sale$869,000+8.8%$812/sqft
        Source: Key West Realty Inc #117938 Report a problem
        4/29/2005Sold$799,000$747/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$9,606 +0.8%$1,099,318
        2024$9,532 +11.5%$1,099,318 +15.9%
        2023$8,551 +13.1%$948,262 +10%
        2022$7,561 +58.4%$862,056 +60.6%
        2021$4,773 +1.7%$536,812 +1.4%
        2020$4,693 $529,401 +2.3%
        2019$4,693 +1.5%$517,499 +1.9%
        2018$4,623 +0.1%$507,850 +2.1%
        2017$4,620 +0.5%$497,405 +2.1%
        2016$4,598 -3%$487,175 +0.7%
        2015$4,742 $483,788
        Find assessor info on the county website

        Monthly payment

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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: Old Town

        Getting around

        89 / 100
        Very Walkable
        27 / 100
        Some Transit
        94 / 100
        Biker's Paradise

        Nearby schools

        GreatSchools rating

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