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    Windham County, CT Sports & Entertainment Properties for Sale

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    Waterbury, CT New Haven, CT Hartford, CT
    Restaurant, Driving Range, and Barn
    $3,750,000
    8,936 SF

    Restaurant, Driving Range, and Barn

    170 South Street, 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
    View details
    Main Street Mixed-Use Redevelopment Opportunity
    $500,000
    17,400 SF

    Main Street Mixed-Use Redevelopment Opportunity

    872 Main Street, Windham, CT 6226

    17,400+/- SF building suitable for redevelopment or entertainment venue.

    • Redevelopment opportunity for mixed‑use in a prime Main Street location.
    • Located within Opportunity Zone, Enterprise Zone, and Hub Zone, offering potential tax and financial incentives.
    • Versatile building suitable for various uses: entertainment venue, retail showroom, health/fitness, office, medical, or multi‑family.
    • Large 17,400+\/- SF space provides ample room for development.
    • Originally a bowling alley, offering unique architectural potential.
    Updated: Mar 12
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    Restaurant, Range, and Barn Package
    $3,750,000
    8,936 SF

    Restaurant, Range, and Barn Package

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

    170 South Street, Brooklyn, CT 6234
    View details
    Based on your search, we've compiled 12 Potential Opportunities for your consideration. Besides 3 Active listings in Windham County, CT, we suggest exploring several alternatives: similar 5 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Marlborough Land Development Opportunity
    $8,250,000
    426.50 Acres

    Marlborough Land Development Opportunity

    426.5 acres for residential or recreational development near Hartford.

    South Road, Marlborough, CT 06447
    View details
    13.41 Acre Parcel on Route 146
    $900,000
    13.41 Acres

    13.41 Acre Parcel on Route 146

    13.41-acre parcel on Route 146 with excellent visibility and access.

    Worcester Providence Tpke, Millbury, MA 01527
    View details
    Taunton Land Parcel For Sale
    $65,000
    7.00 Acres

    Taunton Land Parcel For Sale

    7 acre parcel with multiple entry points in Taunton.

    Kimberly Rd, Taunton, MA 02780
    View details
    Templeton Land with Rail & River
    $100,000
    81.00 Acres

    Templeton Land with Rail & River

    81 acres with rail and river frontage for sale.

    12 Lots For Sale on Mill Street, Templeton, MA 01436
    View details

    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.

    377 Snake Mdw Rd

    377 Snake Mdw Rd

    FISH CAMPS, GAME TARGET SHOOTING • 320 SF
    Value Estimation by Request
    377 Snake Mdw Rd, Moosup, CT 06354
    View details
    245 Thompson Rd

    245 Thompson Rd

    RACE TRACK (AUTO, DOG, HORSE) • 163.70 Acres
    Value Estimation by Request
    245 Thompson Rd, Thompson, CT 06277
    View details
    205 Thompson Rd

    205 Thompson Rd

    GOLF COURSE • 39.61 Acres
    Value Estimation by Request
    205 Thompson Rd, Thompson, CT 06277-1929
    View details
    241 County Home Rd

    241 County Home Rd

    GOLF COURSE • 1,824 SF
    Value Estimation by Request
    241 County Home Rd, Thompson, CT 06277
    View details
    93 Brandy Hl Rd

    93 Brandy Hl Rd

    FISH CAMPS, GAME TARGET SHOOTING • 2,496 SF
    Value Estimation by Request
    93 Brandy Hl Rd, Thompson, CT 06277-2314
    View details

    Windham County, CT Sports & Entertainment Properties Investment Opportunities Market Analysis

    Explore 8 sports & entertainment properties for sale in Windham County, CT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 35,272 square feet of properties for sale, with an estimated market value of $8,000,000.

    Sale prices for sports & entertainment properties in Windham County, CT start at $500,000, averaging $2,666,666, 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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