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    Windsor County, VT Retail Properties & Spaces for Sale

    15 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
    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
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    Vermont Mixed-Use Investment Opportunity
    $475,000
    3,500 SF

    Vermont Mixed-Use Investment Opportunity

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

    7868 Pomfret Rd, North Pomfret, VT 05053
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    Vermont Mixed-Use Investment Opportunity
    $475,000
    3,350 SF

    Vermont Mixed-Use Investment Opportunity

    Historic mixed-use property with income potential near Woodstock Village.

    7868 Pomfret Rd, North Pomfret, VT 05053
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    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
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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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    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
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    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
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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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    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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    Vermont Land with Highway Frontage
    $1,300,000

    Vermont Land with Highway Frontage

    9.1 acres with highway frontage, outbuildings, and water views.

    72 Wood Rd, Hartford, VT 05001
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    Commercial Garage with Three Bays
    Contact for pricing
    3,120 SF

    Commercial Garage with Three Bays

    Commercial garage with three bays in excellent location.

    4192 Vt-106, Weathersfield, VT
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    Prime Commercial Location Near I-91
    Contact for pricing
    1,450 SF

    Prime Commercial Location Near I-91

    13.6 acres with buildings near I-91 Exit 8.

    5122 Us-5, Weathersfield, VT
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    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
    Based on your search, we've compiled 158 Potential Opportunities for your consideration. Besides 15 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 140 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.

    Downtown Ludlow Land For Sale
    $125,000
    0.07 Acres

    Downtown Ludlow Land For Sale

    Prime downtown Ludlow location, potential for various uses.

    83 Main St, Ludlow, VT 05149
    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
    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
    176 Brg St

    176 Brg St

    RETAIL STORES (PERSONAL SERVICES) • 1,493 SF
    Value Estimation by Request
    176 Brg St, White River Junction, VT 05001-7041
    View details
    1147 Hartford Ave

    1147 Hartford Ave

    RETAIL STORES (PERSONAL SERVICES) • 3,600 SF
    Value Estimation by Request
    1147 Hartford Ave, White River Junction, VT 05001-8065
    View details
    521 Hartland Rd

    521 Hartland Rd

    RETAIL STORES (PERSONAL SERVICES) • 4,272 SF
    Value Estimation by Request
    521 Hartland Rd, White River Junction, VT 05001-7006
    View details
    614 Hartland Rd

    614 Hartland Rd

    FINANCIAL BUILDING • 4,361 SF
    Value Estimation by Request
    614 Hartland Rd, White River Junction, VT 05001-4720
    View details
    1049 Main St

    1049 Main St

    AUTO REPAIR, GARAGE • 3,510 SF
    Value Estimation by Request
    1049 Main St, White River Junction, VT 05001-6010
    View details
    130 Sykes Mtn Ave

    130 Sykes Mtn Ave

    CAR WASH • 3,868 SF
    Value Estimation by Request
    130 Sykes Mtn Ave, White River Junction, VT 05001-2096
    View details
    1285 Va Cutoff Rd

    1285 Va Cutoff Rd

    FINANCIAL BUILDING • 1,773 SF
    Value Estimation by Request
    1285 Va Cutoff Rd, White River Junction, VT 05001-9773
    View details
    21 Main St

    21 Main St

    DEPARTMENT STORE • 5,180 SF
    Value Estimation by Request
    21 Main St, Chester, VT 05143
    View details

    Windsor County, VT Retail Properties & Spaces Investment Opportunities Market Analysis

    Explore 155 retail properties & spaces for sale in Windsor County, VT, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 29,761,068 square feet of properties for sale, with an estimated market value of $50,246,000.

    Sale prices for stores in Windsor County, VT start at $65,000, averaging $401,968, 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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