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    Windham County, VT Restaurants for Sale

    15 results
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    Historic Sitzmark Venue with Acreage
    $749,000
    38.40 Acres

    Historic Sitzmark Venue with Acreage

    54 East Dover Rd, Wilmington, VT 05363

    Restaurant, indoor/outdoor bars, tennis, pool, disc golf on 38.4 acres.

    • 46 acres of land offer development potential and space for various activities.
    • Includes restaurant setup, indoor and outdoor bars, tennis courts, and a pool.
    • Features disc golf (formerly a traditional golf course).
    • Historically a center of a thriving ski community and snowmobile hub.
    • Venue previously hosted bands and entertainment.
    Updated: Jan 14
    View details
    Waterfront Commercial Property with Marina
    $5,500,000
    3.68 Acres

    Waterfront Commercial Property with Marina

    464 Putney Rd, Brattleboro, VT 05301

    Unique waterfront property with restaurant, marina, offices, and apartments.

    • Waterfront property with 750+ feet of frontage at the confluence of two rivers.
    • High visibility location with over 13,000 vehicles passing daily.
    • Includes a 320‑seat restaurant with a long‑term NNN tenant and a 40‑slip marina.
    • Located at the terminus of a 36‑mile recreational trail.
    • Mix of tenants including State of Vermont offices, apartments, retail, and commercial spaces.
    Updated: Oct 30, 2025
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    Downtown Wilmington Commercial Building Opportunity
    $459,000
    0.06 Acres

    Downtown Wilmington Commercial Building Opportunity

    Commercial building with restaurant space and income-producing apartment in Wilmington.

    33 West Main St, Wilmington, VT 05363
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    Restaurant/Retail Opportunity in Brattleboro, VT
    $195,000
    0.18 Acres

    Restaurant/Retail Opportunity in Brattleboro, VT

    Equipped restaurant/retail space for sale in a thriving community.

    82 Western Ave, Brattleboro, VT 05301
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    Historic Mill Tavern Opportunity
    $250,000
    2.40 Acres

    Historic Mill Tavern Opportunity

    Charming restaurant space in need of repairs, great potential.

    2242 North Main St, Londonderry, VT 05148
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    Waterfront Portfolio with Growth Potential
    $4,000,000
    2.79 Acres

    Waterfront Portfolio with Growth Potential

    Waterfront properties with restaurant, marina, offices, and apartments.

    28 Spring Tree Rd, Brattleboro, VT 05301
    View details
    Mixed-Use Property in Wardsboro Village
    $285,000
    4,356.00 Acres

    Mixed-Use Property in Wardsboro Village

    Restaurant and apartment in the heart of Wardsboro, Vermont.

    11 Fornuto Rd, Wardsboro, VT 05355
    View details
    Turnkey Entertainment Destination on Route 100
    $859,800
    0.75 Acres

    Turnkey Entertainment Destination on Route 100

    Established entertainment destination with bowling, mini golf, restaurant, and living quarters.

    179 Rte 100 North, Wilmington, VT 05363
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    Historic Tavern Opportunity in Londonderry
    $250,000

    Historic Tavern Opportunity in Londonderry

    Historic tavern for sale in a high-traffic Vermont location.

    2242 North Main St, Londonderry, VT 05148
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    Restaurant Opportunity in Thriving Community
    $195,000

    Restaurant Opportunity in Thriving Community

    Equipped restaurant ready for new owner in a prime location.

    82 Western Ave, Brattleboro, VT 05301
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    Historic Sitzmark Venue For Sale
    $749,000
    10,924 SF

    Historic Sitzmark Venue For Sale

    46-acre property with restaurant, bars, tennis court, pool, disc golf.

    54 East Dover Rd, Wilmington, VT 05363
    View details
    Commercial Land in Londonderry, VT
    $250,000
    0.50 Acres

    Commercial Land in Londonderry, VT

    Commercial land with potential for renovation in Londonderry, VT.

    2296 North Main St, Londonderry, VT 05148
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    Waterfront Marina with Restaurant & Offices
    $4,000,000

    Waterfront Marina with Restaurant & Offices

    Waterfront property with restaurant, marina, offices, and apartments.

    28 Spring Tree Rd, Brattleboro, VT 05301
    View details
    Waterfront Mixed-Use Investment Opportunity
    $5,500,000

    Waterfront Mixed-Use Investment Opportunity

    Portfolio of waterfront properties with remarkable potential for growth.

    464 Putney Rd, Brattleboro, VT 05301
    View details
    Turnkey Farm-to-Table Restaurant & Home
    $2,150,000

    Turnkey Farm-to-Table Restaurant & Home

    Award-winning restaurant, home, and farm in Southern Vermont.

    95 Middletown Rd, Londonderry, VT 05155
    View details
    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 15 Active listings in Windham County, VT, we suggest exploring several alternatives:

    Explore 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.

    28 Spg Tree Rd

    28 Spg Tree Rd

    RESTAURANT • 5,314 SF
    Value Estimation
    $510,000
    28 Spg Tree Rd, Brattleboro, VT 05301-9166
    View details
    1027 Putney Rd

    1027 Putney Rd

    RESTAURANT • 4,766 SF
    Value Estimation
    $525,000
    1027 Putney Rd, Brattleboro, VT 05301-9049
    View details
    4 Old Ark Rd

    4 Old Ark Rd

    RESTAURANT • 3,436 SF
    Value Estimation by Request
    4 Old Ark Rd, Wilmington, VT 05363
    View details
    17 Fairground Rd

    17 Fairground Rd

    RESTAURANT • 1,119 SF
    Value Estimation by Request
    17 Fairground Rd, Brattleboro, VT 05301-6637
    View details
    1071 Putney Rd

    1071 Putney Rd

    RESTAURANT • 2,005 SF
    Value Estimation by Request
    1071 Putney Rd, Brattleboro, VT 05301-9050
    View details
    1184 Putney Rd

    1184 Putney Rd

    RESTAURANT • 6,309 SF
    Value Estimation
    $510,000
    1184 Putney Rd, Brattleboro, VT 05301-9061
    View details
    1059 Putney Rd

    1059 Putney Rd

    RESTAURANT • 3,025 SF
    Value Estimation by Request
    1059 Putney Rd, Brattleboro, VT 05301-9049
    View details
    20 Main St

    20 Main St

    RESTAURANT • 2,748 SF
    Value Estimation by Request
    20 Main St, Wilmington, VT 05363
    View details
    324 Vt Rte 100

    324 Vt Rte 100

    RESTAURANT • 9,133 SF
    Value Estimation
    $665,000
    324 Vt Rte 100, West Dover, VT 05356-9701
    View details

    Windham County, VT Restaurants Investment Opportunities Market Analysis

    Explore 61 restaurants for sale in Windham County, VT, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 193,108,450 square feet of properties for sale, with an estimated market value of $22,437,800.

    Sale prices for restaurant properties in Windham County, VT start at $110,000, averaging $521,809, and reaching up to $5,500,000 — 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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