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    Windham County, VT Sports & Entertainment Properties for Sale

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    Burlington, VT Brattleboro, VT Bennington, VT
    Waterfront Mixed-Use Property Portfolio
    $5,500,000
    3.70 Acres
    Waterfront Mixed-Use Property Portfolio

    464 Putney Rd, Brattleboro, VT 5301

    Portfolio includes a long-running NNN restaurant, marina, renovated milk plant offices, apartments, and rollerdrome facility.
    • 3.7‑acre waterfront campus with over 750 ft of waterfront at the confluence of the Connecticut and West Rivers
    • Portfolio includes a 320‑seat restaurant operating as an NNN tenant for over 30 years plus a 40‑slip small boat marina
    • Includes a renovated former milk plant and adjacent farmhouse housing State of Vermont offices plus four recently renovated apartments
    • 1950s Rollerdrome building with a mix of retail and commercial tenants
    • Only commercial waterfront property in Brattleboro with adequate onsite parking, according to the remarks
    Updated: Oct 30, 2025
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    Historic Sitzmark Venue For Sale
    $749,000
    10,924 SF
    Historic Sitzmark Venue For Sale

    54 East Dover Road, Wilmington, VT 5363

    46-acre property with restaurant, bars, tennis court, pool, disc golf.
    • 46 acres offering development and recreational opportunities.
    • Features a restaurant, indoor and outdoor bars, tennis courts, and a pool.
    • The famous Sitzmark, a former entertainment and dining destination with historical significance.
    • Located in a snowmobile hub, a destination with great appeal.
    • Disc golf course on site (formerly a traditional golf course).
    Updated: Mar 24
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    Based on your search, we've compiled 13 Potential Opportunities for your consideration. Besides 2 Active listings in Windham County, VT, we suggest exploring several alternatives: similar 7 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.

    Mixed-Use Industrial & Retail Land
    $100,000
    81.00 Acres
    Mixed-Use Industrial & Retail Land

    Large mixed-use land offering with river frontage and rail-side frontage for flexible development planning.

    12 Lots For Sale on Mill Street lot: 284, 285, 62, 64, 65, 66, 67, 68, 69, 70, 71, 72, Templeton, MA 01436

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    134 Acres in Washington County
    $544,900
    134.00 Acres
    134 Acres in Washington County

    Unique property with potential for recreation or residential development.

    2616 County Route 12, Whitehall, NY 12887

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    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

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    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

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    Off-Market Properties in Windham County, VT

    Consider similar Off-Market properties in Windham County, VT. 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.

    70 Spyglass Rd
    GOLF COURSE
    Lot: 143.41 Acres
    Value Estimation by Request

    70 Spyglass Rd, Wilmington, VT 05363

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    61 Putney Lndg Rd
    FISH CAMPS, GAME TARGET SHOOTING
    Lot: 0.27 Acres
    Value Estimation by Request

    61 Putney Lndg Rd, Putney, VT 05346-8601

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    865 Putney Rd
    BOWLING ALLEY
    17,886 SF Lot: 2.24 Acres
    Value Estimation by Request

    865 Putney Rd, Brattleboro, VT 05301-9047

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    93 Crosstown Rd
    GOLF COURSE
    Lot: 190.00 Acres
    Value Estimation by Request

    93 Crosstown Rd, West Dover, VT 05356-8839

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    3040 Morse Brk Rd
    RECREATIONAL, ENTERTAINMENT
    Lot: 2.90 Acres
    Value Estimation by Request

    3040 Morse Brk Rd, Putney, VT 05346

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    414 Pike Fls Rd
    GOLF COURSE
    6,888 SF Lot: 46.00 Acres
    Value Estimation by Request

    414 Pike Fls Rd, Jamaica, VT 05343-9611

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    51 Wantastiquet Dr
    RECREATIONAL, ENTERTAINMENT
    643 SF Lot: 0.67 Acres
    Value Estimation by Request

    51 Wantastiquet Dr, Brattleboro, VT 05301-6026

    View details

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

    Explore 9 sports & entertainment properties for sale in Windham County, VT on our real estate platform. These investment opportunities span a total of 10,924 square feet of properties for sale, with an estimated market value of $749,000.

    Sale prices for sports & entertainment properties in Windham County, VT start at $749,000, averaging $749,000, and reaching up to $749,000 — 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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