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    Windsor County, VT Restaurants for Sale

    8 results
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    Woodstock Village Inn Opportunity
    $2,599,000
    0.46 Acres

    Woodstock Village Inn Opportunity

    41 Pleasant St, Wood Stock, VT 05091

    Charming 8-room Inn with owner's quarters in Woodstock, Vermont.

    • Established 8‑room Inn with a strong reputation and impressive revenue growth.
    • Includes a separate 1‑bedroom owner's quarters for convenient on‑site living.
    • Located in Woodstock, VT, recognized as one of America's most charming small towns and a popular tourist destination.
    • Features a cozy tavern and well‑regarded restaurant, enhancing guest experience and revenue potential.
    • Combines historic charm (built in 1899) with modern amenities.
    Updated: Jan 14
    View details
    Turnkey Restaurant Opportunity in Hartford
    $1,250,000
    1.50 Acres

    Turnkey Restaurant Opportunity in Hartford

    20 Public Way, Hartford, VT 05059

    Upscale restaurant for sale on high-traffic Route 4.

    • Successful, turnkey restaurant with established reputation in the Upper Valley Region.
    • Prime location on high‑traffic Route 4, near Quechee Gorge.
    • Permitted for 100 indoor and 100 outdoor guests.
    • Includes real estate, furniture, appliances, and equipment.
    • Features a spacious open floor plan, beautiful bar, live music area, and well‑equipped commercial kitchen.
    Updated: Feb 20
    View details
    Charming Vermont Inn For Sale
    $795,000

    Charming Vermont Inn For Sale

    Chef-owned restaurant, tavern, and inn in picturesque Rochester, Vermont.

    19 Huntington Pl, Rochester, VT 05767
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    Turnkey Village Inn and Restaurant
    $1,350,000
    6,069 SF

    Turnkey Village Inn and Restaurant

    Fully furnished inn and restaurant near Okemo Mountain Ski Resort.

    86 Main St, Ludlow, VT 05149
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    Charming Inn in Woodstock, VT
    $2,599,000

    Charming Inn in Woodstock, VT

    8-room Inn with owner's quarters in vibrant Woodstock, VT.

    41 Pleasant St, Wood Stock, VT 05091
    View details
    Woodstock Village Landmark Building
    $2,200,000

    Woodstock Village Landmark Building

    Prime commercial location with development potential in Woodstock Village.

    3 Elm St, Wood Stock, VT 05091
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    Ludlow Main Street Opportunity
    $450,000

    Ludlow Main Street Opportunity

    Blank canvas with business and residential potential on Main Street.

    8 Main St, Ludlow, VT 05149
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    Prime Location Building and Land
    $2,400,000

    Prime Location Building and Land

    High-visibility building and land near I-89 and I-91 interchange.

    340 North Hartland Rd, Hartford, VT 05001
    View details
    Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 8 Active listings in Windsor County, VT, we suggest exploring several alternatives: plus 2 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.

    Cleared Village Lot in Ludlow
    $1,250,000
    0.34 Acres

    Cleared Village Lot in Ludlow

    Prime village lot near shops, dining, and Okemo Mountain.

    130 Main St, Ludlow, VT 05149
    View details
    Main Street Commercial Opportunity, Ludlow
    $450,000
    1.43 Acres

    Main Street Commercial Opportunity, Ludlow

    Blank canvas with Village/Residential zoning on Ludlow's Main Street.

    8 Main St, Ludlow, VT 05149
    View details

    Explore Off-Market Properties in Windsor County, VT

    Consider similar Off-Market properties in Windsor 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.

    45 Beswick Dr

    45 Beswick Dr

    RESTAURANT • 3,803 SF
    Value Estimation by Request
    45 Beswick Dr, White River Junction, VT 05001-6002
    View details
    4 Vt Rte 103rd N

    4 Vt Rte 103rd N

    RESTAURANT • 1,632 SF
    Value Estimation by Request
    4 Vt Rte 103rd N, Chester, VT 05143
    View details
    5772 Vt Rte 14

    5772 Vt Rte 14

    RESTAURANT • 1,680 SF
    Value Estimation by Request
    5772 Vt Rte 14, Sharon, VT 05065
    View details
    5813 Woodstock Rd

    5813 Woodstock Rd

    RESTAURANT • 4,039 SF
    Value Estimation by Request
    5813 Woodstock Rd, White River Junction, VT 05001-9796
    View details
    26 Depot Ave

    26 Depot Ave

    RESTAURANT • 2,888 SF
    Value Estimation by Request
    26 Depot Ave, Windsor, VT 05089-1407
    View details
    5803 Us Rte 5th S

    5803 Us Rte 5th S

    RESTAURANT • 2.25 Acres
    Value Estimation by Request
    5803 Us Rte 5th S, Windsor, VT 05089-9748
    View details
    5615 Vt Rte 14

    5615 Vt Rte 14

    RESTAURANT • 4,080 SF
    Value Estimation by Request
    5615 Vt Rte 14, South Royalton, VT 05068-5103
    View details
    2066 Us Rte 5th N

    2066 Us Rte 5th N

    RESTAURANT • 1,712 SF
    Value Estimation by Request
    2066 Us Rte 5th N, Windsor, VT 05089-9699
    View details
    5945 Woodstock Rd

    5945 Woodstock Rd

    RESTAURANT • 2,636 SF
    Value Estimation by Request
    5945 Woodstock Rd, White River Junction, VT 05001
    View details
    1837 Riv St

    1837 Riv St

    RESTAURANT • 1,060 SF
    Value Estimation by Request
    1837 Riv St, Bethel, VT 05032-4424
    View details
    70 Main St

    70 Main St

    RESTAURANT • 2,640 SF
    Value Estimation by Request
    70 Main St, Windsor, VT 05089-1308
    View details
    108 Rainbow St

    108 Rainbow St

    RESTAURANT • 5,488 SF
    Value Estimation by Request
    108 Rainbow St, South Royalton, VT 05068
    View details
    1472 Maple St

    1472 Maple St

    RESTAURANT • 1,014 SF
    Value Estimation by Request
    1472 Maple St, White River Junction, VT 05001
    View details
    842 Hartford Ave

    842 Hartford Ave

    RESTAURANT • 2,020 SF
    Value Estimation by Request
    842 Hartford Ave, White River Junction, VT 05001-8061
    View details
    5893 Woodstock Rd

    5893 Woodstock Rd

    RESTAURANT • 2,876 SF
    Value Estimation by Request
    5893 Woodstock Rd, White River Junction, VT 05001-9796
    View details
    1703 Vt Rte 100

    1703 Vt Rte 100

    RESTAURANT • 901 SF
    Value Estimation by Request
    1703 Vt Rte 100, Stockbridge, VT 05772-9510
    View details

    Windsor County, VT Restaurants Investment Opportunities Market Analysis

    Explore 41 restaurants for sale in Windsor County, VT, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 6,383,718 square feet of properties for sale, with an estimated market value of $11,689,000.

    Sale prices for restaurant properties in Windsor County, VT start at $120,000, averaging $417,464, and reaching up to $2,599,000 — 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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