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    Windsor County, VT Retail Properties for Sale

    17 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
    $1,495,000
    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
    View details
    Vermont Mixed-Use Investment Opportunity
    $495,000
    3.25 Acres

    Vermont Mixed-Use Investment Opportunity

    Historic mixed-use property with rental income and future potential.

    7868 Pomfret Rd, North Pomfret, VT 05053
    View details
    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
    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
    View details
    Sunrise General Store & Gas
    $899,000
    0.25 Acres

    Sunrise General Store & Gas

    Commercial property with gas station, store, apartment, and additional building.

    44 Rte 4 U.S, Bridgewater, VT 05053
    View details
    Historic Mixed-Use Vermont Property
    $495,000
    3,350 SF

    Historic Mixed-Use Vermont Property

    Charming mixed-use property with income potential in Pomfret, Vermont.

    7868 Pomfret Rd, North Pomfret, VT 05053
    View details
    Versatile Commercial Building Near Skiing
    $164,000
    0.75 Acres

    Versatile Commercial Building Near Skiing

    Adaptable commercial space in Chester, VT, near Ludlow ski area.

    3553 Vt Route 103 N, Chester, VT 05143
    View details
    Springfield Commercial Property with Income
    $319,000
    0.50 Acres

    Springfield Commercial Property with Income

    Well-maintained commercial space with rental home in Okemo Valley.

    112 Vermont Rte 106, Springfield, VT 05150
    View details
    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
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    Versatile Commercial Space For Sale
    $205,000

    Versatile Commercial Space For Sale

    Well-maintained commercial property with great visibility and off-street parking.

    109 Park St, Springfield, VT 05156
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    Commercial Garage with Three Bays
    $250,000
    3,120 SF

    Commercial Garage with Three Bays

    Commercial garage with three bays in excellent location.

    4192 Vt-106, Weathersfield, VT
    View details
    Prime Commercial Location Near I-91
    $695,000
    1,450 SF

    Prime Commercial Location Near I-91

    13.6 acres with buildings near I-91 Exit 8.

    5122 Us-5, Weathersfield, VT
    View details
    Ludlow Village Commercial Property
    $749,000

    Ludlow Village Commercial Property

    Commercial property with apartments and garage in Ludlow Village.

    23-25 Depot St, Ludlow, VT 05149
    View details
    Prime Commercial Location Near I-91
    $695,000

    Prime Commercial Location Near I-91

    13.6-acre commercial property with excellent visibility near I-91.

    5122 Us Rte 5, Ascutney, VT 05030
    View details
    Turnkey Restaurant and Hotel Opportunity
    $1,500,000
    5,000 SF

    Turnkey Restaurant and Hotel Opportunity

    Four-season business in Okemo Mountain area, ready for new owner.

    119 Main St, Ludlow, VT 05149
    View details
    Truck Service Garage with Storage
    $650,000
    3,380 SF

    Truck Service Garage with Storage

    Two commercial properties with garage, warehouse, showroom, and office.

    37 Chester Rd, Springfield, VT 05156
    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 17 Active Listings in Windsor County, VT, we suggest to view alternatives - similar 140 Off-Market properties to explore as potential leads.

    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
    7392 Us-4

    7392 Us-4

    Distribution properties • 4,343 SF
    Value Estimation by Request
    7392 Us-4, Bridgewater, VT 05034
    View details
    51 Main St

    51 Main St

    SERVICE STATION (FULL SERVICE) • 2,025 SF
    Value Estimation
    $65,000
    51 Main St, Windsor, VT 05089-1322
    View details
    402 Vt Rte 107

    402 Vt Rte 107

    PARKING LOT • 6.06 Acres
    Value Estimation
    $220,000
    402 Vt Rte 107, South Royalton, VT 05068-5110
    View details
    4192 Vt Rte 106

    4192 Vt Rte 106

    AUTO REPAIR, GARAGE • 3,120 SF
    Value Estimation
    $285,000
    4192 Vt Rte 106, Perkinsville, VT 05151-9306
    View details
    5789 Vt Rte 14

    5789 Vt Rte 14

    RESTAURANT • 1,414 SF
    Value Estimation
    $265,000
    5789 Vt Rte 14, South Royalton, VT 05068-5104
    View details
    4 Ballardvale Dr

    4 Ballardvale Dr

    SERVICE STATION (FULL SERVICE) • 2,296 SF
    Value Estimation
    $935,000
    4 Ballardvale Dr, White River Junction, VT 05001-7127
    View details

    Windsor County, VT Retail Properties Investment Opportunities Market Analysis

    Explore 156 retail properties for sale in Windsor County, VT, showcased through 17 active listings on our real estate platform. These investment opportunities span a total of 29,773,265 square feet of properties for sale, with an estimated market value of $53,555,000.

    Prices for stores in Windsor County, VT start at $65,000, averaging $421,692, 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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