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    Windsor County, VT Land for Sale

    97 results
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    Historic Schoolhouse with Commercial Potential
    $699,000
    3.70 Acres

    Historic Schoolhouse with Commercial Potential

    66 Duttonsville School Dr, Cavendish, VT 05142

    1862 schoolhouse reimagined for commercial or residential use.

    • Historic 1862 schoolhouse with original architectural details meticulously preserved.
    • Adaptable 3.7‑acre lot with semi‑truck accessibility.
    • Updated with modern amenities including mini‑split systems for heating and cooling.
    • Previously used as a thriving distribution business since 1973.
    • Finished interior with custom trim and thoughtfully designed shelving.
    Updated: Feb 27
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    Cleared Village Lot in Ludlow
    $1,250,000
    0.34 Acres

    Cleared Village Lot in Ludlow

    130 Main St, Ludlow, VT 05149

    Prime village lot near shops, dining, and Okemo Mountain.

    • Prime, cleared village lot in the heart of Ludlow Village.
    • Town site plan and conditional use approvals are already in place.
    • Conceptual floor plans available for a mixed‑use development (restaurant and luxury condos).
    • Excellent visibility, walkability, and proximity to shops and dining.
    • Close proximity to Okemo Mountain and year‑round recreation.
    Updated: Jan 27
    View details
    Cleared Village Lot in Ludlow
    $1,250,000
    0.34 Acres

    Cleared Village Lot in Ludlow

    Prime village lot with approvals in place for mixed-use development.

    130 Main St, Ludlow, VT 05149
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    127 Acres Near Okemo Mountain
    $4,500,000
    127.00 Acres

    127 Acres Near Okemo Mountain

    127-acre parcel near Okemo Mountain, suitable for development.

    85 Pallottas Hill Rd, Ludlow, VT 05149
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    Vermont Land with Recreational Potential
    $595,000
    220.11 Acres

    Vermont Land with Recreational Potential

    220-acre woodland parcel near ski resorts and village amenities.

    Markham Mountain Rd, Andover, VT 05143
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    Private Land with Southern Views
    $560,000
    50.00 Acres

    Private Land with Southern Views

    50-acre land parcel with southern exposure in Reading, VT.

    90 Reading Farms Rd, Reading, VT 05062
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    Hartland Land with Panoramic Views
    $195,000
    3.41 Acres

    Hartland Land with Panoramic Views

    3.41 acre parcel with privacy, sunshine, and Vermont beauty.

    119 Advent Hill Rd, Hartland, VT 05048
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    Plymouth Land Near Hawk Resort
    Contact for pricing
    1.05 Acres

    Plymouth Land Near Hawk Resort

    Residential land near Okemo and Killington with access to amenities.

    Route 100 N, Plymouth, VT 05056
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    Woodland Acreage Near Okemo
    $125,000
    10.24 Acres

    Woodland Acreage Near Okemo

    Ten acres of woodland with harvestable trees and building sites.

    Hoey Rd, Cavendish, VT 05142
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    Okemo Mountain Residential Lot
    $750,000
    2.07 Acres

    Okemo Mountain Residential Lot

    Residential lot with access to resort-style amenities.

    1 Timber Crk Rd, Ludlow, VT 05149
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    West Windsor Vacant Lot
    $150,000
    1.79 Acres

    West Windsor Vacant Lot

    Permitted 1.79-acre lot near ski mountain and outdoor recreation.

    83 Coaching Lane Ext, West Windsor, VT 05037
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    Okemo Mountain Slope-Side Land Parcel
    $2,200,000
    11.81 Acres

    Okemo Mountain Slope-Side Land Parcel

    Rare 11.8+/- acre slope-side parcel with direct ski access.

    Mountain Rd, Ludlow, VT 05149
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    Stockbridge Land with Sewer Rights
    $69,000
    1.05 Acres

    Stockbridge Land with Sewer Rights

    Residential building lot with sewer rights in Highwood community.

    49 Spg St, Stockbridge, VT 05772
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    Breathtaking 506-Acre Parcel in Andover
    $3,150,000
    506.00 Acres

    Breathtaking 506-Acre Parcel in Andover

    Land with meadows, woodlands, and potential for farming and equestrian pursuits.

    00 Marsh Cross Rd, Andover, VT 05143
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    Ludlow Land with Brook Access
    $99,000
    1.80 Acres

    Ludlow Land with Brook Access

    1.8-acre wooded parcel with brook, near Okemo Mountain.

    142 Brks Rd, Ludlow, VT 05149
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    Woodstock Land with View Potential
    $646,500
    37.85 Acres

    Woodstock Land with View Potential

    Land with trails, stonewalls, and subdivision in process.

    South Rd, Wood Stock, VT 05071
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    Royalton, VT Land Opportunity
    $160,000
    6.00 Acres

    Royalton, VT Land Opportunity

    6-acre lot, ideal for a private Vermont retreat.

    1901 Royalton Hill Rd, Royalton, VT 05068
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    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
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    28.5 Acres Recreational Land
    $250,000
    28.50 Acres

    28.5 Acres Recreational Land

    28.5 acre parcel with potential for off-grid home.

    00 Chapel Hl Rd, Sharon, VT 05065
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    Vermont Land with Mountain Views
    $229,000
    27.80 Acres

    Vermont Land with Mountain Views

    27.8 acre Chester, Vermont parcel with approved wastewater permit.

    00 Quarry Rd, Chester, VT 05143
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    Wooded Land Parcel in Chester
    $89,000
    10.40 Acres

    Wooded Land Parcel in Chester

    10.4+/- acre surveyed parcel with stream and road frontage.

    Snell Rd, Chester, VT 05143
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    Land Parcel with Lake Access
    $149,000
    1.83 Acres

    Land Parcel with Lake Access

    Undeveloped land parcel with lake access and proximity to Okemo.

    00 Raymond Rd, Ludlow, VT 05149
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    Barnard, Vermont Land Parcel
    $158,000
    16.50 Acres

    Barnard, Vermont Land Parcel

    16.5-acre land parcel in Barnard, Vermont with cleared and wooded areas.

    000 Chateauguay Rd, Barnard, VT 05031
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    Residential Land Near Okemo
    $150,000
    1.00 Acre

    Residential Land Near Okemo

    Residential land for sale near Okemo Mountain in Ludlow, VT.

    00 Town Farm Rd, Ludlow, VT 05149
    View details

    Windsor County, VT Land Investment Opportunities Market Analysis

    Explore 172 land for sale in Windsor County, VT, showcased through 97 active listings on our real estate platform. These investment opportunities span a total of 142,404,244,131 square feet of properties for sale, with an estimated market value of $28,437,300.

    Sale prices for lots in Windsor County, VT start at $50,000, averaging $546,871, and reaching up to $4,500,000 — 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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