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For sale
  • $749,900

    39 South Main Street, Winchester, CT 06098

    7beds
    3,486sqft
    : 
    Multi Family
    Built in 1900
    -- sqft lot
    $713,700 Zestimate®
    $215/sqft
    $-- HOA

    What's special

    Wrap around porchBeautiful stone foundationWalk out basementGreat backyardMassive period correct windows
    THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas heating system! 1.08 acres 2. Updated 960 sq ft ranch. 3 bed, 1 bath, walk out basement, great backyard with tons of potential. .37 acres. 3. 2.9 acres of undeveloped land. Potential for multiple access points. Condo's? Apartments? Parking garage? Bring your ideas and imagination. All properties sold together. Tax & Square footage is total for all three properties. High probability properties will be changed from TSF to Town Gateway zoning. This offers endless opportunity for residential and business growth. Potential access to rear property from Colony Dr. or Kittredge Lane. Property Addresses are: 39 South Main Street, South Main Street, & 18 Strong Terrace.
    99 days
    on Zillow
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    102
    |
    4
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    Zillow last checked: 7 hours ago

    Listing updated: June 30, 2025 at 12:02am

    Listed by:

    Ryan Horvay,

    Smith & DeGroat Real Estate

    Source: Smart MLS,MLS#: 24083565MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 39 South Main Street.

    Next available tour time:Today at 2pm

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 7
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Hot Water, Natural Gas
    Cooling
    • None
    Appliances
    • Included: Water Heater, Tankless Water Heater
    Features
    • Basement: Full,Unfinished
    • Attic: Finished,Walk-up
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 3,486
    • Total interior livable area: 3,486 sqft
    • Finished area above ground: 3,486

    Property

    Parking
    • Total spaces: 2
    • Parking features: Detached
    • Garage spaces: 2
    Features
    • Patio & porch: Wrap Around, Porch, Covered
    • Has view: Yes
    • View description: City
    Lot
    • Size: 4.36 Acres
    • Features: Secluded, Corner Lot, Few Trees, Level
    Details
    • Parcel number: 929066
    • Zoning: TSF

    Construction

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

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

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

    Financial & listing details

    • Price per square foot: $215/sqft
    • Tax assessed value: $167,930
    • Annual tax amount: $4,899
    • Date on market: 3/26/2025
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