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    Windham County, CT Restaurants for Sale

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    Plainfield Commercial Building For Sale
    $400,000
    2,850 SF

    Plainfield Commercial Building For Sale

    57 Wauregan Rd, Plainfield, CT 06387

    Commercial building with storefront units, formerly a pizza place.

    • Two storefront units, approximately 1,425 sq' each, can be combined to 2,850 sq'.
    • Zoned Commercial/Industrial, allowing for various uses.
    • Kitchen equipment from former pizza place and convenience store included in sale.
    • Basement for storage.
    • Available for lease with build out negotiable.
    Updated: Feb 23
    View details
    Restaurant, Driving Range, and Barn
    $3,750,000
    8,936 SF

    Restaurant, Driving Range, and Barn

    170 South St, Brooklyn, CT 06234

    Thriving restaurant, driving range, and barn on 11.58 acres.

    • Established, Profitable Business: Thriving full‑service restaurant with a 15+ year history and loyal customer base.
    • Diversified Income Streams: Includes a high‑traffic self‑serve driving range providing low‑touch income.
    • New, Fully‑Equipped 6,000 Sq Ft Barn/Shop: Features radiant heat, mini‑splits, five overhead doors, office with full bath, and premium equipment.
    • Significant Untapped Upside Potential: Opportunities to increase revenue through expanded services, extended hours, or leveraging the barn.
    • Turn‑Key Restaurant Operation: Updated walk‑ins, expanded outdoor dining, full bar with liquor permit, and efficient layout.
    Updated: Nov 13, 2025
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    Thompson Commercial Property with Hall
    $649,900
    7,852 SF

    Thompson Commercial Property with Hall

    Versatile commercial property with hall space, ideal for various ventures.

    1017 Riverside Dr, Thompson, CT 06255
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    Versatile Commercial Property For Sale
    $975,000

    Versatile Commercial Property For Sale

    High-traffic location with 4,000 sq ft building and drive-through.

    483 Providence Rd, Brooklyn, CT 08234
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    Based on your search, we've compiled 33 Potential Opportunities for your consideration. Besides 4 Active listings in Windham County, CT, we suggest exploring several alternatives: similar 29 Off-Market properties to explore as potential leads

    Explore Off-Market Properties in Windham County, CT

    Consider similar Off-Market properties in Windham County, 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.

    1097 Thompson Rd

    1097 Thompson Rd

    RESTAURANT • 3,819 SF
    Value Estimation by Request
    1097 Thompson Rd, Thompson, CT 06277-1454
    View details
    174 Ashford Ctr Rd

    174 Ashford Ctr Rd

    RESTAURANT • 5,397 SF
    Value Estimation
    $595,000
    174 Ashford Ctr Rd, Ashford, CT 06278-1420
    View details
    1717 Uppr Maple St

    1717 Uppr Maple St

    RESTAURANT • 3,424 SF
    Value Estimation by Request
    1717 Uppr Maple St, Killingly, CT 06241-1545
    View details
    1 Lk St

    1 Lk St

    RESTAURANT • 3,632 SF
    Value Estimation by Request
    1 Lk St, Moosup, CT 06354-1107
    View details
    49 Thompson Rd

    49 Thompson Rd

    RESTAURANT • 5,918 SF
    Value Estimation
    $600,000
    49 Thompson Rd, Thompson, CT 06277-2860
    View details
    720 Hartford Pike

    720 Hartford Pike

    Restaurants • 84,895 SF
    Value Estimation by Request
    720 Hartford Pike, Killingly, CT 06241
    View details
    18 Railroad Ave

    18 Railroad Ave

    RESTAURANT • 1,978 SF
    Value Estimation by Request
    18 Railroad Ave, Moosup, CT 06354-1511
    View details
    20 Prospect St

    20 Prospect St

    Restaurants • 14,229 SF
    Value Estimation by Request
    20 Prospect St, Plainfield, CT 06354
    View details
    97 Providence Pike Rt 44

    97 Providence Pike Rt 44

    Restaurants • 4,644 SF
    Value Estimation by Request
    97 Providence Pike Rt 44, Putnam, CT 06260
    View details
    142 Old Tpke Rd

    142 Old Tpke Rd

    Restaurants • 3,195 SF
    Value Estimation by Request
    142 Old Tpke Rd, Thompson, CT 06277
    View details
    31 Furnace St

    31 Furnace St

    RESTAURANT • 5,792 SF
    Value Estimation by Request
    31 Furnace St, Killingly, CT 06239
    View details
    305 Hartford Pike

    305 Hartford Pike

    RESTAURANT • 3,188 SF
    Value Estimation by Request
    305 Hartford Pike, Killingly, CT 06241-2115
    View details
    142 Old Tpke Rd

    142 Old Tpke Rd

    RESTAURANT • 2,324 SF
    Value Estimation by Request
    142 Old Tpke Rd, Thompson, CT 06277
    View details
    292 Riverside Dr

    292 Riverside Dr

    RESTAURANT • 1,790 SF
    Value Estimation by Request
    292 Riverside Dr, Thompson, CT 06277
    View details
    1017 Riverside Dr

    1017 Riverside Dr

    Restaurants • 7,852 SF
    Value Estimation by Request
    1017 Riverside Dr, Thompson, CT 06255
    View details
    460 Hartford Pike

    460 Hartford Pike

    RESTAURANT • 2,052 SF
    Value Estimation by Request
    460 Hartford Pike, Killingly, CT 06241-2111
    View details
    305 Hartford Pike

    305 Hartford Pike

    RESTAURANT • 3,188 SF
    Value Estimation by Request
    305 Hartford Pike, Killingly, CT 06241-2115
    View details
    430 Ledge Rd

    430 Ledge Rd

    RESTAURANT • 3,430 SF
    Value Estimation by Request
    430 Ledge Rd, Killingly, CT 06241-1924
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    55 Main St

    55 Main St

    RESTAURANT • 4,126 SF
    Value Estimation by Request
    55 Main St, Killingly, CT 06241
    View details
    817 Providence Pike

    817 Providence Pike

    RESTAURANT • 3,756 SF
    Value Estimation by Request
    817 Providence Pike, Killingly, CT 06239-3903
    View details

    Windham County, CT Restaurants Investment Opportunities Market Analysis

    Explore 33 restaurants for sale in Windham County, CT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 5,210,210 square feet of properties for sale, with an estimated market value of $11,669,900.

    Sale prices for restaurant properties in Windham County, CT start at $95,000, averaging $466,796, and reaching up to $3,750,000 — 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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