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Sold for $274,900
  • $274,900

    69 Prospect Street, Winchester, CT 06098

    7beds
    2,204sqft
    Multi Family
    Built in 1900
    -- sqft lot
    $-- Zestimate®
    $125/sqft
    $1,545 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $1,545/mo

    Zestimate® history
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    What's special

    In-unit laundry hookupsNewer roof
    Opportunity awaits with this versatile 3-family property located at 69 Prospect Street in Winchester, perfect for both investors and owner-occupants alike. Whether you're looking to expand your investment portfolio or offset your mortgage with rental income, this multi-family offers flexibility, functionality, and strong potential in a convenient location. The property features 3 separate units with spacious layouts and off-street parking made easy with two driveways. Unit 1 includes in-unit laundry hookups, adding everyday practicality and additional appeal for renters. A newer roof offers peace of mind, while the layout of the property provides opportunities for long-term rentals, owner occupancy, or future value-add potential. Located just minutes from downtown Winsted, tenants can enjoy close proximity to local restaurants, coffee shops, grocery stores, and everyday conveniences. Outdoor enthusiasts will appreciate being near Highland Lake, the Sue Grossman Still River Greenway, and scenic hiking trails throughout the Litchfield Hills region. The property also offers easy access to Route 8 for commuting to Torrington, Canton, and surrounding towns. With strong rental demand, multiple income-producing units, and a location that blends small-town charm with convenience, this is a fantastic opportunity.

    Zillow last checked:

    Listing updated:

    Listed by:

    Adam Cannon (203)927-6042,

    Coldwell Banker Realty 860-231-2600

    Bought with:

    David Sartirana, REB.0756493

    Northwest CT Realty

    Source: Smart MLS,MLS#: 24173658MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 7
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Baseboard, Electric, Natural Gas
    Cooling
    • Wall Unit(s), Window Unit(s)
    Appliances
    • Laundry: In Basement, In Unit
    Features
    • Basement: Full,Unfinished
    • Attic: None
    • Has fireplace: No
    Interior area
    • Total structure area: 2,204
    • Total interior livable area: 2,204 sqft
    • Finished area above ground: 2,204
    • Finished area below ground: 0

    Property

    Features
    • Exterior features: Rain Gutters
    Lot
    • Size: 0.27 Acres
    • Features: Few Trees
    Details
    • Parcel number: 927781
    • Zoning: R-3

    Construction

    Type & style
    • Home type: MultiFamily
    • Architectural style: Units on different Floors,Units are Side-by-Side
    • Property subtype: Multi Family
    • Attached to another structure: Yes
    Materials
    • Vinyl Siding
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1900

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Winsted

    Financial & listing details

    • Price per square foot: $125/sqft
    • Tax assessed value: $139,790
    • Annual tax amount: $4,078
    • Date on market: 5/13/2026

    Price history

    DateEventPrice
    6/29/2026Sold$274,900$125/sqft
    Source: Smart MLS #24173658 Report a problem
    5/18/2026Pending sale$274,900$125/sqft
    Source: Smart MLS #24173658 Report a problem
    5/13/2026Listed for sale$274,900+39.2%$125/sqft
    Source: Smart MLS #24173658 Report a problem
    7/19/2021Sold$197,500+282%$90/sqft
    Source: Smart MLS #170379418 Report a problem
    5/6/2018Listing removed$695
    Source: The D'Amore Agency, LLC #170073573 Report a problem
    4/18/2018Listed for rent$695
    Source: The D'Amore Agency, LLC #170073573 Report a problem
    3/28/2018Sold$51,700-13.7%$23/sqft
    Source: Smart MLS #170022212 Report a problem
    2/21/2018Price change$59,900-20%$27/sqft
    Source: Coldwell Banker Residential Brokerage - West Hartford Office #170022212 Report a problem
    1/30/2018Price change$74,900-11.8%$34/sqft
    Source: Coldwell Banker Residential Brokerage - West Hartford Office #170022212 Report a problem
    1/10/2018Price change$84,900-15%$39/sqft
    Source: Coldwell Banker Residential Brokerage - West Hartford Office #170022212 Report a problem
    12/10/2017Price change$99,900-9.9%$45/sqft
    Source: Coldwell Banker Residential Brokerage - West Hartford Office #170022212 Report a problem
    11/8/2017Price change$110,900-5.5%$50/sqft
    Source: Coldwell Banker Residential Brokerage - West Hartford Office #170022212 Report a problem
    10/8/2017Listed for sale$117,300+62.9%$53/sqft
    Source: Coldwell Banker Residential Brokerage - West Hartford Office #170022212 Report a problem
    5/1/2017Listing removed$72,000$33/sqft
    Source: The D'Amore Agency, LLC #L10108623 Report a problem
    9/2/2016Listed for sale$72,000$33/sqft
    Source: The D'Amore Agency, LLC #L10108623 Report a problem
    6/11/2016Listing removed$72,000$33/sqft
    Source: The D'Amore Agency, LLC #L10108623 Report a problem
    5/6/2016Price change$72,000-19.1%$33/sqft
    Source: The D'Amore Agency, LLC #L10108623 Report a problem
    3/24/2016Pending sale$89,000$40/sqft
    Source: The D'Amore Agency, LLC #L10108623 Report a problem
    3/4/2016Price change$89,000-10.1%$40/sqft
    Source: The D'Amore Agency, LLC #L10108623 Report a problem
    2/10/2016Listed for sale$99,000-37.7%$45/sqft
    Source: The D'Amore Agency, LLC #L10108623 Report a problem
    9/14/2005Sold$159,000+430%$72/sqft
    Source: Public Record Report a problem
    6/9/1995Sold$30,000$14/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$4,078 +10.5%$139,790
    2024$3,689 $139,790
    2023$3,689 +23.1%$139,790 +56.5%
    2022$2,996 $89,320
    2021$2,996 $89,320
    2020$2,996 $89,320
    2019$2,996 $89,320
    2018$2,996 -1.3%$89,320 -1.3%
    2017$3,036 -0.1%$90,510 -0.1%
    2016$3,038 +2.6%$90,580
    2015$2,962 +2.5%$90,580
    2014$2,890 +2.3%$90,580
    2013$2,826 +0.7%$90,580 -17.9%
    2012$2,805 $110,320
    2011$2,805 $110,320
    2010$2,805 +3%$110,320
    2009$2,722 $110,320
    2008$2,722 +9.6%$110,320 +52.3%
    2007$2,483 +2.8%$72,450
    2006$2,415 +1.1%$72,450
    2005$2,389 +9.5%$72,450
    2003$2,182 $72,450
    Find assessor info on the county website

    Neighborhood: 06098

    Nearby schools

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