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    Winchester, CT Commercial Real Estate for Sale

    23 results
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    Turnkey Restaurant with Apartments
    $750,000
    5,389 SF

    Turnkey Restaurant with Apartments

    436 Main St, Winchester, CT 06098

    Thriving restaurant with apartments in high-traffic Litchfield County location.

    • Turnkey, award‑winning restaurant with 10‑year track record and loyal customer base.
    • Includes 4 apartments in addition to the restaurant.
    • Prime location in the heart of Litchfield County with high traffic.
    • Restaurant is fully equipped with all infrastructure items included (valued over $100k).
    • Restaurant has 65 indoor seats and 35 outdoor seats.
    Updated: Mar 2
    View details
    Mixed-Use Property in Winchester, CT
    $319,900
    2,754 SF

    Mixed-Use Property in Winchester, CT

    25 Center St, Winchester, CT 06098

    Multi-family residential and office space in central location.

    • Multi‑family residential property with office space and potential for a second residential unit. Town permission granted.
    • Prime central location in Winsted, close to restaurants, parks, college, public transportation, and shopping.
    • Includes two electric meters and two 50‑gallon hot water tanks.
    • Existing tenant lease in place until 9/2027.
    • Features a porch.
    Updated: Feb 24
    View details
    Versatile Commercial Building in Winchester
    $280,000
    4,852 SF

    Versatile Commercial Building in Winchester

    4,852 SF commercial building in Litchfield County.

    1 Lake St, Winchester, CT 06098
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    Historic Victorian Property, Winchester, CT
    $499,999
    5,016 SF

    Historic Victorian Property, Winchester, CT

    Versatile Victorian property in Winchester, CT with development potential.

    55 Walnut St, Winchester, CT 06098
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    Winchester Office Condo For Sale
    $89,000
    1,165 SF

    Winchester Office Condo For Sale

    Well-maintained office condo with versatile layout near downtown Winchester.

    140 Willow St Unit, Winchester, CT 06098
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    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    Two-story mixed-use building with commercial space and residential apartment.

    720 Main St, Winchester, CT 06098
    View details
    Turnkey Restaurant with Apartments
    $750,000
    5,389 SF

    Turnkey Restaurant with Apartments

    Thriving restaurant with apartments in high-traffic Litchfield County location.

    436 Main St, Winchester, CT 06098
    View details
    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    Two-story mixed-use building with commercial space and residential apartment.

    720 Main St, Winchester, CT 06098
    View details
    Multifamily and Office Space Opportunity
    $319,900
    2,754 SF

    Multifamily and Office Space Opportunity

    Multifamily residential property with office space in central location.

    25 Center St, Winchester, CT 06098
    View details
    Downtown Winchester Redevelopment Opportunity
    Pending
    $99,000
    4,679 SF

    Downtown Winchester Redevelopment Opportunity

    Redevelopment opportunity in downtown Winchester with retail and residential potential.

    508 Main St, Winchester, CT 06098
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    Land on Colebrook Road
    Pending
    $39,900
    0.92 Acres

    Land on Colebrook Road

    Just under an acre of land in Winchester, Connecticut.

    256 Colebrook Rd, Winchester, CT 06098
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    93+ Acre Winchester Land Parcel
    Pending
    $739,900
    93.38 Acres

    93+ Acre Winchester Land Parcel

    93.38-acre parcel with meadows, forests, and river.

    Old Robertsville Rd, Winchester, CT 06098
    View details
    Prime Lot Near Downtown
    Pending
    Contact for pricing
    0.15 Acres

    Prime Lot Near Downtown

    Convenient .15-acre lot near shopping, dining, and entertainment.

    48 Bridge St, Winchester, CT 06098
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    Winchester Specialty Property For Sale
    $899,000

    Winchester Specialty Property For Sale

    Specialty property available for purchase in Winchester, Connecticut.

    354 Main St, Winchester, CT 06098
    View details
    Platt Hill Road Property
    $920,000

    Platt Hill Road Property

    Property for sale on Platt Hill Road, Winchester, CT.

    469 Platt Hill Rd, Winchester, CT 06098
    View details
    Second-Floor Office Condo For Sale
    $89,000
    1,165 SF

    Second-Floor Office Condo For Sale

    Well-maintained office condo with versatile layout near downtown.

    140 Willow St, Winchester, CT 06098
    View details
    Winchester Specialty Property For Sale
    $499,000

    Winchester Specialty Property For Sale

    Specialty property available for purchase in Winchester, Connecticut.

    197 Spencer Hill Rd, Winchester, CT 06098
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    Historic Theater with Multiple Income
    $899,000
    11,972 SF

    Historic Theater with Multiple Income

    Unique commercial property with theater, restaurant, and bar.

    354 Main St, Winchester, CT 06098
    View details
    Downtown Winsted Mixed-Use Building
    $395,000
    1,909 SF

    Downtown Winsted Mixed-Use Building

    Two-story building with commercial space and renovated apartment.

    720 Main St, Winchester, CT 06098
    View details
    Restaurant and Apartments in Winchester
    $750,000
    5,389 SF

    Restaurant and Apartments in Winchester

    Turnkey restaurant with apartments in high-traffic Litchfield County location.

    436 Main St, Winchester, CT 06098
    View details
    Mixed-Use Building with Income Potential
    $540,000
    7,405 SF

    Mixed-Use Building with Income Potential

    Seven-unit brick building with residential and commercial spaces for sale.

    45 Elm St, Winchester, CT 06098
    View details
    Historic Victorian Property with Barn
    $499,999
    5,016 SF

    Historic Victorian Property with Barn

    Versatile Victorian property in TCR Zone with development potential.

    55 Walnut St, Winchester, CT 06098
    View details
    Winsted Commercial Building - High Traffic
    $165,000
    780 SF

    Winsted Commercial Building - High Traffic

    Versatile Space, Prime Location, High Visibility

    115 Willow St, Winchester, CT 06098
    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 23 Active Listings in Winchester, CT

    Winchester, CT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 23 commercial real estate for sale in Winchester, CT, showcased through 23 active listings on our real estate platform. These investment opportunities span a total of 4,181,760 square feet of properties for sale, with an estimated market value of $4,753,599.

    Sale prices for business properties in Winchester, CT start at $39,900, averaging $396,133, and reaching up to $750,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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