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    Windham County, CT Restaurants for Sale

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    Thompson Commercial Property with Hall
    $649,900
    7,852 SF

    Thompson Commercial Property with Hall

    1017 Riverside Dr, Thompson, CT 06255

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

    • Expansive 6,000+ sq ft commercial building with 25‑foot ceilings on 1.4 acres.
    • Versatile layout suitable for gym, restaurant, event venue, bar, or multi‑use facility.
    • Includes a main level with service bar, prep kitchen, bathrooms, and storage.
    • Lower level features a full bar, private room, commercial kitchen, walk‑in cooler, and office space.
    • Ample parking and ADA compliant design.
    Updated: Sep 8, 2025
    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 10, 2025
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    Award-Winning Bakery Business Opportunity
    $499,900
    1,500 SF

    Award-Winning Bakery Business Opportunity

    Successful Woodstock bakery business for sale with loyal clientele.

    53 Rte 171 Rte, Woodstock, CT 06281
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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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    Established Sports Bar with Real Estate
    $495,000

    Established Sports Bar with Real Estate

    Turn-key sports bar with real estate in high-traffic location.

    1019 Norwich Rd, Plainfield, CT 06374
    View details
    Based on your search, we've compiled 34 Potential Opportunities for your consideration. Besides 5 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.

    20 Prospect St

    20 Prospect St

    Restaurants • 14,229 SF
    Value Estimation by Request
    20 Prospect St, Plainfield, CT 06354
    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
    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
    1017 Riverside Dr

    1017 Riverside Dr

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

    720 Hartford Pike

    Restaurants • 84,895 SF
    Value Estimation by Request
    720 Hartford Pike, Killingly, CT 06241
    View details
    8 Tracy Rd

    8 Tracy Rd

    RESTAURANT • 9,404 SF
    Value Estimation
    $510,000
    8 Tracy Rd, Killingly, CT 06241-1119
    View details
    430 Ledge Rd

    430 Ledge Rd

    RESTAURANT • 3,430 SF
    Value Estimation
    $335,000
    430 Ledge Rd, Killingly, CT 06241-1924
    View details
    1091 Main St

    1091 Main St

    RESTAURANT • 1,500 SF
    Value Estimation
    $585,000
    1091 Main St, Killingly, CT 06241
    View details
    1139 Riverside Dr

    1139 Riverside Dr

    RESTAURANT • 2,184 SF
    Value Estimation
    $330,000
    1139 Riverside Dr, North Grosvenordale, CT 06255-1128
    View details
    305 Hartford Pike

    305 Hartford Pike

    RESTAURANT • 3,188 SF
    Value Estimation
    $230,000
    305 Hartford Pike, Killingly, CT 06241-2115
    View details
    305 Hartford Pike

    305 Hartford Pike

    RESTAURANT • 3,188 SF
    Value Estimation
    $205,000
    305 Hartford Pike, Killingly, CT 06241-2115
    View details
    432 Ashford Ctr Rd

    432 Ashford Ctr Rd

    RESTAURANT • 1,184 SF
    Value Estimation
    $310,000
    432 Ashford Ctr Rd, Ashford, CT 06278-1718
    View details
    474 Putnam Pike

    474 Putnam Pike

    RESTAURANT • 8,383 SF
    Value Estimation
    $395,000
    474 Putnam Pike, Killingly, CT 06241-1110
    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
    215-217 Pompey Holw Rd

    215-217 Pompey Holw Rd

    RESTAURANT • 3,800 SF
    Value Estimation
    $325,000
    215-217 Pompey Holw Rd, Ashford, CT 06278
    View details
    292 Riverside Dr

    292 Riverside Dr

    RESTAURANT • 1,790 SF
    Value Estimation
    $260,000
    292 Riverside Dr, Thompson, CT 06277
    View details
    860 Riverside Dr

    860 Riverside Dr

    RESTAURANT • 1,928 SF
    Value Estimation
    $320,000
    860 Riverside Dr, North Grosvenordale, CT 06255-1729
    View details
    142 Old Tpke Rd

    142 Old Tpke Rd

    RESTAURANT • 2,324 SF
    Value Estimation
    $335,000
    142 Old Tpke Rd, Thompson, CT 06277
    View details
    174 Ashford Ctr Rd

    174 Ashford Ctr Rd

    RESTAURANT • 5,397 SF
    Value Estimation
    $650,000
    174 Ashford Ctr Rd, Ashford, CT 06278-1420
    View details

    Windham County, CT Restaurants Investment Opportunities Market Analysis

    Explore 34 restaurants for sale in Windham County, CT, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 5,292,103 square feet of properties for sale, with an estimated market value of $11,769,800.

    Prices for restaurant properties in Windham County, CT start at $95,000, averaging $470,792, and reaching up to $3,750,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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