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Sold for $350,000
  • $350,000

    50 High Street, Winchester, CT 06098

    4beds
    3,044sqft
    Multi Family
    Built in 1900
    -- sqft lot
    $350,100 Zestimate®
    $115/sqft
    $1,707 Estimated rent

    Home value

    $350,100

    $322,000 - $382,000

    $1,707/mo

    Zestimate® history
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    What's special

    Spacious apartmentsDining room
    Well-maintained two-family home offering spacious apartments, separate utilities, and a convenient location within walking distance to downtown amenities. The first-floor apartment features approximately 1,620 sq. ft. with a kitchen, living room, dining room, full bath, and 2-3 bedrooms. The second-floor apartment offers approximately 1,424 sq. ft. with a similar layout including a kitchen, living room, dining room, full bath, and 2-3 bedrooms. Each unit is serviced by its own efficient natural gas boiler and hot water and features a covered porch for additional outdoor living space. Situated on a generous .56-acre lot, the property also includes a two-story barn offering excellent storage and additional possibilities. A nicely maintained property with spacious units and a desirable location close to shopping, restaurants, and other downtown conveniences. An excellent opportunity for an owner-occupant or investor.

    Zillow last checked:

    Listing updated:

    Listed by:

    David Sartirana (860)806-0225,

    Northwest CT Realty 860-379-7245

    Bought with:

    Ariosto R. Borja, RES.0829402

    Coldwell Banker Realty

    Source: Smart MLS,MLS#: 24199721MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Hot Water, Natural Gas
    Cooling
    • Window Unit(s)
    Appliances
    • Included: Gas Water Heater, Water Heater
    Features
    • Windows: Thermopane Windows
    • Basement: Full
    • Attic: Access Via Hatch
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 3,044
    • Total interior livable area: 3,044 sqft
    • Finished area above ground: 3,044

    Property

    Parking
    • Total spaces: 6
    • Parking features: Barn, Detached, Off Street
    • Garage spaces: 2
    Features
    • Patio & porch: Wrap Around, Enclosed, Porch
    Lot
    • Size: 0.56 Acres
    • Features: Level
    Details
    • Additional structures: Barn(s)
    • Parcel number: 927736
    • Zoning: R-3

    Construction

    Type & style
    • Home type: MultiFamily
    • Architectural style: Units on different Floors
    • Property subtype: Multi Family
    Materials
    • Clapboard, Wood Siding
    • Foundation: Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1900

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    Green energy
    • Energy efficient items: Windows

    Community & HOA

    Community
    • Subdivision: Winsted
    HOA
    • Has HOA: No
    Location
    • Region: Winsted

    Financial & listing details

    • Price per square foot: $115/sqft
    • Tax assessed value: $77,350
    • Annual tax amount: $2,321
    • Date on market: 8/17/2026

    Price history

    DateEventPrice
    10/7/2026Sold$350,000+7.7%$115/sqft
    Source: Smart MLS #24199721 Report a problem
    10/7/2026Pending sale$324,900$107/sqft
    Source: Smart MLS #24199721 Report a problem
    8/17/2026Listed for sale$324,900+549.8%$107/sqft
    Source: Smart MLS #24199721 Report a problem
    10/23/2015Listing removed$50,000$16/sqft
    Source: Northwest CT Realty #L10035855 Report a problem
    9/18/2015Price change$50,000-23.1%$16/sqft
    Source: Realty Executives Broker of Record #L10035855 Report a problem
    8/18/2015Price change$65,000-13.3%$21/sqft
    Source: Realty Executives Broker of Record #L10035855 Report a problem
    4/14/2015Listed for sale$75,000-5.1%$25/sqft
    Source: Northwest CT Realty #L10035855 Report a problem
    12/12/2014Listing removed$79,000$26/sqft
    Source: Owner Report a problem
    11/17/2014Listed for sale$79,000+58%$26/sqft
    Source: Owner Report a problem
    8/1/2014Sold$50,000-37.4%$16/sqft
    Source: Smart MLS #L150613 Report a problem
    7/17/2014Pending sale$79,900$26/sqft
    Source: Realty Executives Northwest #L150611 Report a problem
    7/11/2014Price change$79,900-11.1%$26/sqft
    Source: Realty Executives Northwest #L150611 Report a problem
    6/19/2014Listed for sale$89,900-14.4%$30/sqft
    Source: Realty Executives Northwest #L150611 Report a problem
    8/11/1998Sold$105,000-34.8%$34/sqft
    Source: Public Record Report a problem
    4/4/1988Sold$161,000$53/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$2,256 +10.5%$77,350
    2024$2,041 $77,350
    2023$2,041 +5.6%$77,350 +34.3%
    2022$1,932 $57,610
    2021$1,932 $57,610
    2020$1,932 -41.3%$57,610 -41.3%
    2019$3,289 $98,070
    2018$3,289 -1.3%$98,070 -1.3%
    2017$3,334 $99,400
    2016$3,334 +2.6%$99,400
    2015$3,250 +3.2%$99,400 +0.7%
    2014$3,150 +2.3%$98,700
    2013$3,079 -2.4%$98,700 -20.4%
    2012$3,154 $124,040
    2011$3,154 $124,040
    2010$3,154 +3.1%$124,040
    2009$3,060 $124,040
    2008$3,060 +0.7%$124,040 +39.9%
    2007$3,039 +2.8%$88,690
    2006$2,957 +1.1%$88,690
    2005$2,925 +9.5%$88,690
    2003$2,671 $88,690
    Find assessor info on the county website

    Neighborhood: 06098

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • High: Gilbert

    Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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