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    Windsor County, VT Restaurants for Sale

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    Burlington, VT Waterford, VT Bennington, VT
    Woodstock Village Inn Opportunity
    $2,599,000
    0.46 Acres

    Woodstock Village Inn Opportunity

    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: Aug 12, 2025
    View details
    Iconic Fullerton Inn For Sale
    $1,495,000
    18,896 SF

    Iconic Fullerton Inn For Sale

    40 The Common, Chester, VT 5143

    Southern Vermont hospitality landmark in historic downtown Chester.

    • Iconic, fully established turnkey inn business in historic downtown Chester.
    • Prime location on 2.28 acres with Williams River access.
    • 20 guest rooms/suites plus two owner/manager apartments.
    • Multiple dining areas (main dining room, secondary dining area, tavern/bar) and large rear deck.
    • Professional commercial kitchen for full restaurant operation and catered events.
    Updated: Apr 26
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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 Street, Ludlow, VT 5149
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    Turnkey Restaurant Opportunity in Hartford
    $1,250,000
    1.50 Acres

    Turnkey Restaurant Opportunity in Hartford

    Upscale restaurant for sale on high-traffic Route 4.

    20 Public Way, Hartford, VT 05059
    View details
    Based on your search, we've compiled 41 Potential Opportunities for your consideration. Besides 4 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 33 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.

    Cleared Village Lot Opportunity
    $1,250,000

    Cleared Village Lot Opportunity

    Prime village lot with approvals in place for development.

    130 Main St, Ludlow, VT 5149
    View details
    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 Street, 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 Street, Ludlow, VT 05149
    View details
    Grantham Commercial Land Opportunity
    $875,000
    13.43 Acres

    Grantham Commercial Land Opportunity

    13.4-acre commercial parcel at high-traffic intersection near I-89.

    0 Rt 10, Grantham, NH 03753
    View details

    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.

    4374 Woodstock Rd

    4374 Woodstock Rd

    RESTAURANT • 1,248 SF
    Value Estimation by Request
    4374 Woodstock Rd, Woodstock, VT 05091-3313
    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
    2781 Us Rte 5th N

    2781 Us Rte 5th N

    RESTAURANT • 2,450 SF
    Value Estimation by Request
    2781 Us Rte 5th N, Windsor, VT 05089-9492
    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
    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
    186 Main St

    186 Main St

    RESTAURANT • 6,320 SF
    Value Estimation
    $830,000
    186 Main St, White River Junction, VT 05001-7069
    View details
    3685 Rte 106

    3685 Rte 106

    RESTAURANT • 2,624 SF
    Value Estimation by Request
    3685 Rte 106, Reading, VT 05062-9606
    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
    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
    3657 Vt Rte 107

    3657 Vt Rte 107

    RESTAURANT • 3,349 SF
    Value Estimation by Request
    3657 Vt Rte 107, Stockbridge, VT 05772-9647
    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
    352 Hartland Rd

    352 Hartland Rd

    RESTAURANT • 1,696 SF
    Value Estimation by Request
    352 Hartland Rd, White River Junction, VT 05001-7009
    View details
    46 Vt Rte 103rd S

    46 Vt Rte 103rd S

    RESTAURANT • 1,316 SF
    Value Estimation by Request
    46 Vt Rte 103rd S, Chester, VT 05143
    View details
    7 Main St

    7 Main St

    RESTAURANT • 1,088 SF
    Value Estimation by Request
    7 Main St, White River Junction, VT 05001-7063
    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
    1472 Maple St

    1472 Maple St

    RESTAURANT • 1,014 SF
    Value Estimation by Request
    1472 Maple St, 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
    2588 Rte 103

    2588 Rte 103

    RESTAURANT • 4,368 SF
    Value Estimation by Request
    2588 Rte 103, Cavendish, VT 05142
    View details
    56 Rainbow St

    56 Rainbow St

    RESTAURANT • 3,920 SF
    Value Estimation by Request
    56 Rainbow St, South Royalton, VT 05068-9725
    View details

    Windsor County, VT Restaurants Investment Opportunities Market Analysis

    Explore 37 restaurants for sale in Windsor County, VT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 24,965 square feet of properties for sale, with an estimated market value of $2,845,000.

    Sale prices for restaurant properties in Windsor County, VT start at $1,350,000, averaging $1,422,500, and reaching up to $1,495,000 — 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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