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    Winchester, CT Retail Properties for Sale

    6 results
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    Restaurant and Apartments For Sale
    $750,000
    5,389 SF

    Restaurant and Apartments For Sale

    436 Main St, Winchester, CT 06098

    Mixed-use property with restaurant and apartments in Winchester, Connecticut.

    • Turnkey, award‑winning restaurant with a 10‑year track record of success and loyal customer base, recognized in top publications.
    • Includes 4 apartments in addition to the restaurant, offering diverse income streams.
    • Prime location in the heart of Litchfield County with high traffic.
    • Restaurant is fully equipped with all infrastructure items included in the sale (valued over $100k).
    • Restaurant offers a warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats.
    Updated: Oct 28, 2025
    View details
    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    720 Main St, Winchester, CT 06098

    Two-story building with commercial space and renovated apartment.

    • Prime mixed‑use property in a high‑visibility location on Main Street in downtown Winsted.
    • First‑floor commercial space suitable for restaurant, cafe, retail, or service business with existing kitchen area.
    • Spacious, renovated 3‑bedroom apartment on the second floor with new roof, windows, deck, kitchen, and on‑demand hot water system.
    • Separate gas and electric meters for the commercial and residential units, ideal for owner‑occupancy or investment.
    • Excellent location near Highland Lake, Route 44, and downtown amenities with strong walkability.
    Updated: Nov 14, 2025
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    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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    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 building with commercial space and renovated apartment.

    720 Main St, Winchester, CT 06098
    View details
    Versatile Commercial Building in Winchester
    $290,000
    4,852 SF

    Versatile Commercial Building in Winchester

    4,852 SF commercial building in Litchfield County.

    1 Lake St, Winchester, CT 06098
    View details
    Based on your search, we've compiled 27 Potential Opportunities for your consideration. Besides 6 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 17 Off-Market properties to explore as potential leads

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Route 44 Commercial Auto Property
    $800,000
    0.58 Acres

    Route 44 Commercial Auto Property

    High-visibility commercial property on Route 44, ideal for auto business.

    404 New Hartford Rd, Barkhamsted, CT 06063
    View details
    Barkhamsted Commercial Opportunity For Sale
    $899,900
    4,342 SF

    Barkhamsted Commercial Opportunity For Sale

    4,342 sq ft building on high-visibility road in Barkhamsted, CT.

    110 New Hartford Rd, Barkhamsted, CT 06063
    View details
    Retail/Office Building in New Hartford
    $275,000
    1 SF

    Retail/Office Building in New Hartford

    Former laundromat building suitable for retail or office venture.

    10 Town Hill Rd, New Hartford, CT 06057
    View details
    New Hartford Drive-Thru Opportunity
    $675,000
    1 SF

    New Hartford Drive-Thru Opportunity

    Former Dunkin' with drive-thru; retail, medical, or office potential.

    495 Main St, New Hartford, CT 06057
    View details

    Explore Off-Market Properties in Winchester, CT

    Consider similar Off-Market properties in Winchester, CT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    2nd Riveredge Dr

    2nd Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    2nd Riveredge Dr, Winchester, CT 06098
    View details
    13th Riveredge Dr

    13th Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    13th Riveredge Dr, Winchester, CT 06098
    View details
    Litchfield Ave

    Litchfield Ave

    SHOW ROOM, WAREHOUSE • 0.72 Acres
    Value Estimation by Request
    Litchfield Ave, Winchester, CT 06098
    View details
    Rowley St

    Rowley St

    PARKING LOT • 0.14 Acres
    Value Estimation by Request
    Rowley St, Winchester, CT 06098
    View details
    5th Riveredge Dr

    5th Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    5th Riveredge Dr, Winchester, CT 06098
    View details
    Elm St

    Elm St

    PARKING LOT • 0.07 Acres
    Value Estimation by Request
    Elm St, Winchester, CT 06098
    View details
    20th Riveredge Dr

    20th Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    20th Riveredge Dr, Winchester, CT 06098
    View details
    9th Riveredge Dr

    9th Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    9th Riveredge Dr, Winchester, CT 06098
    View details
    Ctr St

    Ctr St

    PARKING LOT • 0.15 Acres
    Value Estimation by Request
    Ctr St, Winchester, CT 06098
    View details
    Elm St

    Elm St

    PARKING LOT • 0.16 Acres
    Value Estimation by Request
    Elm St, Winchester, CT 06098
    View details
    22nd Riveredge Dr

    22nd Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    22nd Riveredge Dr, Winchester, CT 06098
    View details
    7th Riveredge Dr

    7th Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    7th Riveredge Dr, Winchester, CT 06098
    View details
    18th Riveredge Drg18

    18th Riveredge Drg18

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    18th Riveredge Drg18, Winchester, CT 06098
    View details
    29th Riveredge Dr

    29th Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    29th Riveredge Dr, Winchester, CT 06098
    View details
    Case Ave

    Case Ave

    PARKING LOT • 0.12 Acres
    Value Estimation by Request
    Case Ave, Winchester, CT 06098
    View details
    Boyd St

    Boyd St

    SHOW ROOM, WAREHOUSE • 4,200 SF
    Value Estimation by Request
    Boyd St, Winchester, CT 06098
    View details
    3rd Riveredge Dr

    3rd Riveredge Dr

    RESIDENTIAL PARKING GARAGE
    Value Estimation by Request
    3rd Riveredge Dr, Winchester, CT 06098
    View details

    Winchester, CT Retail Properties Investment Opportunities Market Analysis

    Explore 23 retail properties for sale in Winchester, CT, showcased through 6 active listings on our real estate platform. These investment opportunities span a total of 35,719 square feet of properties for sale, with an estimated market value of $2,679,000.

    Prices for stores in Winchester, CT start at $99,000, averaging $446,500, and reaching up to $750,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Browse Retail properties for Sale Near Winchester, CT

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    Most Searched ZIP Codes in Winchester, CT

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