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    Windsor County, VT Retail Properties & Spaces for Sale

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    Burlington, VT Bennington, VT Brattleboro, VT
    13 results
    Versatile Commercial/Residential Property in Weathersfield
    $500,000
    3.80 Acres

    Versatile Commercial/Residential Property in Weathersfield

    501 Stoughton Pond Road, Weathersfield, VT 05151

    Highway commercial property with residential space, auto shop, and outbuildings.

    • Highway commercial zoning with residential space offering business and living opportunities.
    • 3.8 acres providing privacy and solitude.
    • Two‑story garage/shop with 3 bays, car lifts, high ceilings, heat, and a half bath.
    • 3‑bedroom, 2.5‑bath home with a heated front porch.
    • Walk‑out basement with workshop, laundry, bath, and bonus room.
    Updated: Apr 16
    View details
    Versatile Commercial Building Near Skiing
    $164,000
    0.75 Acres

    Versatile Commercial Building Near Skiing

    3553 VT Route 103 N, Chester, VT 05143

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

    • Prime location on a well‑traveled road, minutes from Ludlow and seconds from Chester, offering high visibility and easy access.
    • 2,400 square feet of open, adaptable space suitable for retail, workshop, or other business uses.
    • Wheelchair accessible, making it ideal for businesses requiring accessibility.
    • Includes a kitchen and bathroom.
    • Located near ski slopes, attracting both locals and tourists.
    Updated: Jul 28, 2025
    View details
    Woodstock Village Inn Opportunity
    $2,599,000
    0.46 Acres

    Woodstock Village Inn Opportunity

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

    Wood Stock, VT 05091
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    Versatile Commercial Building with Storage
    $695,000
    9,976 SF

    Versatile Commercial Building with Storage

    Commercial building with storage units, garage bays, and retail potential.

    5747 US Route 4, Bridgewater, VT 5034
    View details
    Vermont Mixed-Use Investment Opportunity
    $475,000
    1.84 Acres

    Vermont Mixed-Use Investment Opportunity

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

    North Pomfret, VT 05053
    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
    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
    Weston Village Store & Christmas Shop
    $1,749,000
    0.47 Acres

    Weston Village Store & Christmas Shop

    Two retail spaces in the heart of Weston, Vermont.

    656 Main Street, Weston, VT 05161
    View details
    Ludlow Mixed-Use Investment Opportunity
    $1,690,000
    11,409 SF

    Ludlow Mixed-Use Investment Opportunity

    Mixed-use property in Ludlow, Vermont with income potential.

    156 Main St, Ludlow, VT 5149
    View details
    Woodstock Storage Building For Collectors
    $1,150,000
    3,600 SF

    Woodstock Storage Building For Collectors

    Quality vehicle storage in accessible Woodstock location with flexible interior.

    Wood Stock, VT 5091
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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 Route 106, Springfield, VT 05150
    View details
    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 Road, Hartford, VT 05001
    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
    Based on your search, we've compiled 157 Potential Opportunities for your consideration. Besides 13 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 140 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.

    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 Street, 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 Street, Ludlow, VT 05149
    View details
    50-Acre Commercial Land Opportunity
    $995,000
    50.60 Acres

    50-Acre Commercial Land Opportunity

    50 acres near Dartmouth Medical Center with development potential.

    24 Labombard Road, Lebanon, NH 03766
    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

    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.

    1147 Hartford Ave

    1147 Hartford Ave

    RETAIL STORES (PERSONAL SERVICES) • 3,600 SF
    Value Estimation
    $620,000
    1147 Hartford Ave, White River Junction, VT 05001-8065
    View details
    2336 Vt Rte 14

    2336 Vt Rte 14

    SERVICE STATION (FULL SERVICE) • 2,568 SF
    Value Estimation
    $1,400,000
    2336 Vt Rte 14, South Royalton, VT 05068-9329
    View details
    4192 Vt Rte 106

    4192 Vt Rte 106

    AUTO REPAIR, GARAGE • 3,120 SF
    Value Estimation by Request
    4192 Vt Rte 106, Perkinsville, VT 05151-9306
    View details
    8 Christian St

    8 Christian St

    AUTO REPAIR, GARAGE • 1,520 SF
    Value Estimation by Request
    8 Christian St, Hartford, VT 05047
    View details
    5087 Us Rte 5th S

    5087 Us Rte 5th S

    AUTO REPAIR, GARAGE • 2,539 SF
    Value Estimation by Request
    5087 Us Rte 5th S, Perkinsville, VT 05151
    View details
    2635 Hartford Ave

    2635 Hartford Ave

    AUTO REPAIR, GARAGE • 7,000 SF
    Value Estimation
    $830,000
    2635 Hartford Ave, Hartford, VT 05047
    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
    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
    257 Main St

    257 Main St

    RETAIL STORES (PERSONAL SERVICES) • 6,118 SF
    Value Estimation by Request
    257 Main St, Bethel, VT 05032
    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

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

    Explore 153 retail properties & spaces for sale in Windsor County, VT, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 29,734,932 square feet of properties for sale, with an estimated market value of $51,321,000.

    Sale prices for stores in Windsor County, VT start at $65,000, averaging $410,568, 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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