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    Windsor County, VT Restaurants for Sale

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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
    $1,495,000
    1.50 Acres

    Turnkey Restaurant Opportunity in Hartford

    20 Public Way, Hartford, VT 05059

    Upscale restaurant with indoor and outdoor seating near Quechee Gorge.

    • 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: Dec 1, 2025
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    Hartford Land with Drive-Thru Potential
    $825,000
    0.90 Acres

    Hartford Land with Drive-Thru Potential

    Commercial land suitable for retail, restaurant, or automotive businesses.

    1049 North Main St, White River Junction, VT 05001
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    Versatile Commercial Property in Springfield, VT
    $699,000
    0.21 Acres

    Versatile Commercial Property in Springfield, VT

    Mixed-use property with restaurant and apartments in prime location.

    181 South St, Springfield, VT 05156
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    Prime Location Building and Land
    $2,900,000

    Prime Location Building and Land

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

    340 North Hartland Rd, White River Junction, VT 05001
    View details
    Based on your search, we've compiled 41 Potential Opportunities for your consideration. Besides 5 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 33 Off-Market properties to explore as potential leads, plus 3 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.

    Hartford Land with Drive-Thru Potential
    $825,000
    0.90 Acres

    Hartford Land with Drive-Thru Potential

    Commercial land suitable for retail, restaurant, or automotive businesses.

    1049 North Main St, White River Junction, VT 05001
    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 St, Ludlow, VT 05149
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    Main Street Commercial Opportunity, Ludlow
    $465,000
    1.43 Acres

    Main Street Commercial Opportunity, Ludlow

    Blank canvas with business, residential, and retail potential on Main Street.

    8 Main St, Ludlow, VT 05149
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    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.

    2781 Route 5

    2781 Route 5

    Restaurants • 2,450 SF
    Value Estimation by Request
    2781 Route 5, Windsor, VT 05089
    View details
    5789 Vt Rte 14

    5789 Vt Rte 14

    RESTAURANT • 1,414 SF
    Value Estimation by Request
    5789 Vt Rte 14, South Royalton, VT 05068-5104
    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
    2588 Rte 103

    2588 Rte 103

    RESTAURANT • 4,368 SF
    Value Estimation by Request
    2588 Rte 103, Cavendish, VT 05142
    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
    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
    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
    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
    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
    4374 Woodstock Rd

    4374 Woodstock Rd

    RESTAURANT • 1,248 SF
    Value Estimation by Request
    4374 Woodstock Rd, Woodstock, VT 05091-3313
    View details
    1837 Riv St

    1837 Riv St

    RESTAURANT • 1,060 SF
    Value Estimation by Request
    1837 Riv St, Bethel, VT 05032-4424
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    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
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    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
    7024 Woodstock Rd

    7024 Woodstock Rd

    RESTAURANT • 1,368 SF
    Value Estimation by Request
    7024 Woodstock Rd, White River Junction, VT 05001
    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
    56 Rainbow St

    56 Rainbow St

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

    70 Gates St

    RESTAURANT • 1,380 SF
    Value Estimation by Request
    70 Gates St, White River Junction, VT 05001-7052
    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

    Windsor County, VT Restaurants Investment Opportunities Market Analysis

    Explore 38 restaurants for sale in Windsor County, VT, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 6,432,069 square feet of properties for sale, with an estimated market value of $13,458,000.

    Prices for restaurant properties in Windsor County, VT start at $120,000, averaging $448,600, and reaching up to $2,599,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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