Skip main navigation
For sale
    • $1,575,000

    1005 Watson St #1, Key West, FL 33040

    3beds
    1,070sqft
    : 
    $10,221/mo
    Get pre-qualified
    Condominium
    Built in 1933
    -- sqft lot
    $1,498,200 Zestimate®
    $1,472/sqft
    $1,117/mo HOA

    What's special

    Single-level livingSaltwater pool systemPrivate backyardTall ceilingsNew hvac systemLush tropical landscapingFrench doors
    Experience the best of Old Town Key West in this beautifully updated 3-bedroom, 2-bath home offering the ease of single-level living. Inside, you'll find hardwood floors, tall ceilings, French doors, stainless steel appliances, and an inviting open layout filled with natural light. Designed for the Key West lifestyle, the private backyard features a saltwater pool with heater and chiller, outdoor shower, lush tropical landscaping, spacious patio, and two dedicated off-street parking spaces. This property is turnkey, fully furnished and ready to enjoy from day one. Well maintained and tastefully updated, recent improvements include a new HVAC system, saltwater pool system, updated furnishings and termite tenting. Currently operating as a monthly vacation rental with an established rental history. Located in the center of Old Town just moments from Higgs Beach, Duval Street, the Historic Seaport, neighborhood cafés, restaurants and shopping. This property offers the privacy and feel of a single family home, it is part of an intimate two-unit condominium association with no shared common elements. Whether you're looking for a successful investment property, a full-time residence, or your own island getaway, this home checks every box. Schedule your private showing today to explore this Key West opportunity.
    34 days
    |
    431
    |
    8
    |

    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

        $1,498,200

        $1.42M - $1.57M

        $4,386/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

        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: Old Town

        Getting around

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

        Nearby schools

        GreatSchools rating

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

        Browse local experts

        Similar homes

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other Key West Topics

                Search
                Updates
                Favorites
                Plan
                Inbox