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    Winchester, CT Commercial Real Estate for Sale

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    New Hartford, CT Canton, CT Torrington, CT
    26 results
    Turnkey Restaurant in Litchfield County
    $250,000
    2,177 SF
    Turnkey Restaurant in Litchfield County

    436 Main Street, Winchester, CT 06098

    Award-winning restaurant with loyal customer base and high-traffic location.
    • Turnkey, award‑winning restaurant with a 10‑year track record of success and loyal customer base.
    • High‑traffic location in the heart of Litchfield County.
    • Owner financing available.
    • Recognition in top publications including the New York Times and Wall Street Journal.
    • Fully equipped with all infrastructure items included in the sale (valued over $100k).
    Updated: Apr 27
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    Corner Retail-Office Building
    $280,000
    4,852 SF
    Corner Retail-Office Building

    1 Lake Street, Winchester, CT 06098

    Flexible interior layout with dedicated office and restrooms, zoned Town Center for multiple retail and service uses.
    • Prime location in highly desirable Litchfield County with exceptional visibility on a prominent corner lot.
    • Versatile 4,852 sq ft open layout customizable for retail, office, showroom, or mixed‑use.
    • Flexible Town Center zoning allows for numerous commercial uses (retail, office, restaurant, etc.).
    • Clear‑span construction enables easy interior reconfiguration.
    • Includes separate men's and women's bathrooms, a handicap/family restroom, and a kitchen.
    Updated: Jun 17, 2025
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    Versatile Commercial Building with Visibility
    $595,000
    9,438 SF
    Versatile Commercial Building with Visibility

    Adaptable building suitable for retail, storage, or automotive businesses.

    45 Willow Street, Winchester, CT 6098

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    Versatile Commercial Property in Winchester
    $595,000
    Versatile Commercial Property in Winchester

    Adaptable building suitable for retail, storage, or automotive uses.

    45 Willow St, Winchester, CT 6098

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    Versatile Commercial Building in Barkhamsted
    $889,900
    4,342 SF
    Versatile Commercial Building in Barkhamsted

    4,342 sq ft building on high-visibility road for sale.

    110 New Hartford Road, Barkhamsted, CT 06063

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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 Street, Winchester, CT 6098

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    Victorian Property with Development Potential
    $449,000
    5,016 SF
    Victorian Property with Development Potential

    Versatile Victorian property in Winchester, CT with development potential.

    55 Walnut Street, Winchester, CT 06098

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    New 12,000 SF Steel Building
    $1,900,000
    12,000 SF
    New 12,000 SF Steel Building

    Newly constructed flex space with expansion potential on 20+ acres.

    144 Rowley St, Winchester, CT 6098

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    Prime Commercial Property, Winchester CT
    $290,000
    4,852 SF
    Prime Commercial Property, Winchester CT

    Versatile commercial building in Litchfield County with customization options.

    1 Lake St, Winchester, CT 6098

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    Commercial Property on Route 44
    $595,000
    0.58 Acres
    Commercial Property on Route 44

    High-visibility commercial property with auto sales and repair business.

    404 New Hartford Road, Barkhamsted, CT 06063

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    Barkhamsted Commercial Development Opportunity
    $50,000
    1.53 Acres
    Barkhamsted Commercial Development Opportunity

    1.53-acre commercial development site with high visibility.

    364 New Hartford Rd, Barkhamsted, CT 6063

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    Turnkey Restaurant Opportunity
    $250,000
    2,177 SF
    Turnkey Restaurant Opportunity

    Established restaurant with loyal customer base and high traffic location.

    436 Main Street, Winchester, CT 6098

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    B-2 Commercial Development Land
    $200,000
    1.53 Acres
    B-2 Commercial Development Land

    Development site on Route 44 in a B-2 zone, positioned among established retail and service tenants.

    364 New Hartford Rd, Barkhamsted, CT 6063

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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 Street, Winchester, CT 06098

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    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 Street #STE 6, Winchester, CT 6098

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    High-Visibility Commercial Land Opportunity
    $45,000
    0.58 Acres
    High-Visibility Commercial Land Opportunity

    0.58-acre business-zoned lot with high traffic and development potential.

    408 New Hartford Rd, Barkhamsted, CT 6063

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    Prime Commercial Lot on Route 44
    $45,000
    0.58 Acres
    Prime Commercial Lot on Route 44

    0.58-acre business-zoned lot with high visibility on Route 44.

    408 New Hartford Road, Barkhamsted, CT 06063

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    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 Street, Winchester, CT 6098

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    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 Street, Winchester, CT 6098

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    Multifamily and Office Space Opportunity
    $359,900
    2,754 SF
    Multifamily and Office Space Opportunity

    Multifamily residential property with office space in central location.

    25 Center Street, Winchester, CT 6098

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    Prime Lot Near Downtown
    Contact for pricing
    1,428 SF
    Prime Lot Near Downtown

    0.15-acre lot near downtown with city utilities.

    48 Bridge Street, Winchester, CT 6098

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    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 Street, Winchester, CT 6098

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    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 Street, Winchester, CT 6098

    View details
    Commercial Land on Route 44
    $45,000
    0.58 Acres
    Commercial Land on Route 44

    0.58-acre business-zoned lot with high visibility on Route 44.

    408 New Hartford Road, Barkhamsted, CT 6063

    View details

    Winchester, CT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 72 commercial real estate for sale in Winchester, CT, showcased through 26 active listings on our real estate platform. These investment opportunities span a total of 82,002 square feet of properties for sale, with an estimated market value of $8,775,800.

    Sale prices for business properties in Winchester, CT start at $89,000, averaging $548,487, and reaching up to $1,900,000 — 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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    Demographics Overview

    Population 14K
    Population Growth (5Y) -2.6%
    Median Household Income $85,212
    College Educated 77.5%

    High-Yield Neighborhoods for Investment

    Identify Winchester submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    Winsted - 06098 $498.9K

    Listings Trend

    Total CRE Area on Market Trend

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    Most Searched ZIP Codes in Winchester, CT

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