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    Windham County, VT Commercial Real Estate for Sale

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    Burlington, VT Brattleboro, VT Bennington, VT
    57 results
    Well-Maintained Commercial Property in Brattleboro
    $395,000
    4.30 Acres

    Well-Maintained Commercial Property in Brattleboro

    458 Williams Street, Brattleboro, VT 05301

    Unique opportunity for professional, creative, or service-based uses.

    • Prime Location: Minutes from I‑91 and downtown Brattleboro, balancing accessibility and privacy.
    • Versatile Two‑Level Layout: 3,240 SF with flexible space for various professional, creative, or service‑based uses.
    • Modern Systems: Built in 2003 with central A/C, public water/sewer, high‑speed internet, and standby generator.
    • Ample Parking: On‑site parking for staff and visitors.
    • Large 4.3‑Acre Parcel: Attractive natural setting with frontage on Whetstone Brook.
    Updated: Apr 21
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    Office Building with Standby Generator
    $349,900
    3,240 SF

    Office Building with Standby Generator

    458 Williams Street, Brattleboro, VT 05301

    Two-level office building with central A/C, existing kitchenette, and standby generator, set on acreage with on-site parking.

    • 3,240 SF wood‑frame building built in 2003, previously configured as WKVT headquarters with office space across two levels
    • More than 10 individual rooms plus multiple bathrooms and an existing kitchenette, with a basement included
    • Central A/C with zoned cooling and ductless system; forced‑air heat and a heat pump for heating
    • Public water and sewer services; standby generator system and high‑speed internet availability
    • Set on 4.3 acres with frontage along Whetstone Brook; building sits above the brook
    Updated: Apr 21
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    Brattleboro Garage with High Ceilings
    $300,000
    0.41 Acres

    Brattleboro Garage with High Ceilings

    5,000 SF commercial garage near downtown Brattleboro for sale.

    211 Vernon Street, Brattleboro, VT 05301
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    Mixed-Use Property in Brattleboro, VT
    $695,000
    3.30 Acres

    Mixed-Use Property in Brattleboro, VT

    Three businesses in one property: deli, storage, and residential.

    423 and 435 Marlboro Road, Brattleboro, VT 05301
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    Six-Unit Multifamily Building
    $540,000
    6,000 SF

    Six-Unit Multifamily Building

    Turn-key six-unit residential income property with off-street parking and secured entry to basement utility area.

    16 School Street, Brattleboro, VT 05301
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    Waterfront Commercial Property with Marina
    $5,500,000
    3.68 Acres

    Waterfront Commercial Property with Marina

    Unique waterfront property with restaurant, marina, offices, and apartments.

    464 Putney Road, Brattleboro, VT 05301
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    Brattleboro Commercial Property For Sale
    $395,000
    3,240 SF

    Brattleboro Commercial Property For Sale

    Well-maintained 3,240 SF commercial building near downtown Brattleboro.

    458 Williams St, Brattleboro, VT 5301
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    Woodland Pond Retreat Land
    $500,000
    71.00 Acres

    Woodland Pond Retreat Land

    End-of-road Vermont parcel with ring road, woodland pond, and electricity near the entrance for flexible use planning.

    Turkey Mountain Road, Jamaica, VT 05343
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    Turnkey Restaurant Business Opportunity
    $100,000

    Turnkey Restaurant Business Opportunity

    Established restaurant business for sale in prime location.

    West Dover, VT 05356
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    Brattleboro Garage with High Ceilings
    $300,000
    5,000 SF

    Brattleboro Garage with High Ceilings

    5,000 SF garage near downtown Brattleboro for sale.

    211 Vernon St, Brattleboro, VT 5301
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    Rockingham Marina Business Opportunity
    $150,000
    5.00 Acres

    Rockingham Marina Business Opportunity

    Marina business for sale in Rockingham, Vermont.

    225 Missing Link Road, Rockingham, VT 05101
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    Downtown Brattleboro Office Building
    $1,150,000
    49,658.00 Acres

    Downtown Brattleboro Office Building

    Professional office building with river views in downtown Brattleboro.

    201-205 Main Street, Brattleboro, VT 05301
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    Brattleboro Commercial Property on Route 9
    $300,000
    68,824.00 Acres

    Brattleboro Commercial Property on Route 9

    Commercial property on Route 9 with frontage and multiple units.

    503 Marlboro Road, Brattleboro, VT 05301
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    Renovated Multifamily Campus with Cell Tower
    $2,900,000
    34,419 SF

    Renovated Multifamily Campus with Cell Tower

    Brick multifamily campus with renovated units, multiple commercial spaces, and a revenue-generating cell tower.

    14-15-17-21-25- Westminster Street, Rockingham, VT 05154
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    Waterfront Portfolio with Growth Potential
    $4,000,000
    2.79 Acres

    Waterfront Portfolio with Growth Potential

    Waterfront properties with restaurant, marina, offices, and apartments.

    28 Spring Tree Road, Brattleboro, VT 05301
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    Londonderry Multi-Family Opportunity
    $299,000
    3,942 SF

    Londonderry Multi-Family Opportunity

    Mixed-use property in downtown Londonderry with commercial and residential potential.

    2072 North Main Street, Londonderry, VT 05148
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    Renovated Mixed-Use Campus For Sale
    $2,900,000
    34,000 SF

    Renovated Mixed-Use Campus For Sale

    140-acre campus with residential and commercial spaces in Rockingham.

    14-15-17-21-25 Westminster Street, Rockingham, VT 05154
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    Land Near Pikes Falls, Vermont
    $195,000
    1.20 Acres

    Land Near Pikes Falls, Vermont

    1.2-acre parcel near Pikes Falls, permitted for glamping.

    4769 Pikes Falls Road, Jamaica, VT 05143
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    Land Near Londonderry Village
    $325,000
    3.42 Acres

    Land Near Londonderry Village

    Land with commercial zoning near ski areas and town amenities.

    2366 Middletown Road, Londonderry, VT 05148
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    Wardsboro Country Store Opportunity
    $1,300,000
    0.38 Acres

    Wardsboro Country Store Opportunity

    Landmark Vermont store with living quarters and expansion potential.

    23 Main Street, Wardsboro, VT 05355
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    Downtown Wilmington Commercial Building Opportunity
    $459,000
    0.06 Acres

    Downtown Wilmington Commercial Building Opportunity

    Commercial building with restaurant space and income-producing apartment in Wilmington.

    33 West Main Street, Wilmington, VT 05363
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    Prime Downtown Londonderry Mixed-Use Property
    $299,000
    0.82 Acres

    Prime Downtown Londonderry Mixed-Use Property

    Mixed-use property in the heart of Londonderry, Vermont.

    2072 North Main Street, Londonderry, VT 05148
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    Southern Vermont Lodge Near Skiing
    $1,590,000
    2.25 Acres

    Southern Vermont Lodge Near Skiing

    Family-friendly lodge with amenities near ski lifts.

    West Dover, VT 05356
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    Commercial Property with Historic Waterwheel
    $350,000
    5.00 Acres

    Commercial Property with Historic Waterwheel

    Commercial property on 5 acres with business opportunity.

    6795 Vt Route 100, Londonderry, VT 05148
    View details

    Windham County, VT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 72 commercial real estate for sale in Windham County, VT, showcased through 57 active listings on our real estate platform. These investment opportunities span a total of 193,677 square feet of properties for sale, with an estimated market value of $14,936,000.

    Sale prices for business properties in Windham County, VT start at $195,000, averaging $933,500, and reaching up to $3,640,000 — 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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