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    Windham County, VT Commercial Real Estate for Sale

    184 results
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    Historic Sitzmark Venue with Acreage
    $749,000
    38.40 Acres

    Historic Sitzmark Venue with Acreage

    54 East Dover Rd, Wilmington, VT 05363

    Restaurant, indoor/outdoor bars, tennis, pool, disc golf on 38.4 acres.

    • 46 acres of land offer development potential and space for various activities.
    • Includes restaurant setup, indoor and outdoor bars, tennis courts, and a pool.
    • Features disc golf (formerly a traditional golf course).
    • Historically a center of a thriving ski community and snowmobile hub.
    • Venue previously hosted bands and entertainment.
    Updated: Jan 14
    View details
    Profitable Boutique in Picturesque Wilmington
    $60,000

    Profitable Boutique in Picturesque Wilmington

    22 West Main St, Wilmington, VT 05363

    Thriving women’s wear boutique in a premier Vermont resort town.

    • Profitable, turn‑key women's wear boutique with a 35‑year history and loyal customer base.
    • Located in Wilmington, Vermont, a premier year‑round resort town near Mt. Snow.
    • High percentage of second homes and tourist traffic creates a strong customer base.
    • Opportunity to leverage existing mailing list and expand business through social media and internet.
    • Includes training from the current owner for a smooth transition.
    Updated: Jan 14
    View details
    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 Rd, Brattleboro, VT 05301
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    Turnkey Entertainment Destination on Route 100
    $859,800
    0.75 Acres

    Turnkey Entertainment Destination on Route 100

    Established entertainment destination with bowling, mini golf, restaurant, and living quarters.

    179 Rte 100 North, Wilmington, VT 05363
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    Historic Building in Downtown Bellows Falls
    $599,000
    0.26 Acres

    Historic Building in Downtown Bellows Falls

    Anchoring downtown Rockingham, VT, with retail and office spaces.

    39-41 The Sq, Bellows Falls, VT 05101
    View details
    Southern Vermont Lodge Near Skiing
    $1,590,000
    2.25 Acres

    Southern Vermont Lodge Near Skiing

    Family-friendly lodge with amenities near ski lifts.

    344 Vt Rte 100, West Dover, VT 05356
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    Renovated Estate Near Mount Snow
    $1,150,000
    3.97 Acres

    Renovated Estate Near Mount Snow

    Renovated 8-bedroom estate near Mount Snow, ideal for retreats.

    5 Tannery Rd, West Dover, VT 05356
    View details
    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 St, Brattleboro, VT 05301
    View details
    Mixed-Use Property in Wardsboro Village
    $285,000
    4,356.00 Acres

    Mixed-Use Property in Wardsboro Village

    Restaurant and apartment in the heart of Wardsboro, Vermont.

    11 Fornuto Rd, Wardsboro, VT 05355
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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 St, Wardsboro, VT 05355
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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 Rd, Brattleboro, VT 05301
    View details
    Rebuilt Commercial Building in Londonderry
    $350,000
    0.14 Acres

    Rebuilt Commercial Building in Londonderry

    Completely rebuilt commercial building suitable for residential or live/work setup.

    2152 N Main St, Londonderry, VT 05148
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    Restaurant/Retail Opportunity in Brattleboro, VT
    $195,000
    0.18 Acres

    Restaurant/Retail Opportunity in Brattleboro, VT

    Equipped restaurant/retail space for sale in a thriving community.

    82 Western Ave, Brattleboro, VT 05301
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    Mixed-Use Commercial Property in Rockingham
    $299,000
    0.30 Acres

    Mixed-Use Commercial Property in Rockingham

    Versatile commercial property with income potential in Rockingham, Vermont.

    92 Rockingham Rd, Rockingham, VT 05101
    View details
    Unique Vermont Property with Views
    $1,100,000
    35.00 Acres

    Unique Vermont Property with Views

    Versatile property near Mount Snow, Stratton, and Jamaica villages.

    35 Fawn Ledge Ln, Jamaica, VT 05343
    View details
    Historic Mill Tavern Opportunity
    $250,000
    2.40 Acres

    Historic Mill Tavern Opportunity

    Charming restaurant space in need of repairs, great potential.

    2242 North Main St, Londonderry, VT 05148
    View details
    Commercial Property with Historic Waterwheel
    $395,000
    5.00 Acres

    Commercial Property with Historic Waterwheel

    Commercial property on 5 acres with endless possibilities in Vermont.

    6795 Vt Route 100, Londonderry, VT 05148
    View details
    Historic Mixed-Use Building in Rockingham
    $750,000
    0.41 Acres

    Historic Mixed-Use Building in Rockingham

    Unique mixed-use property with commercial space, apartment, and Airbnb units.

    24-28 Rockingham St, Rockingham, VT 05101
    View details
    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 Rd, Brattleboro, VT 05301
    View details
    Brattleboro Retail Site For Sale
    $1,395,000
    64,468.00 Acres

    Brattleboro Retail Site For Sale

    High-visibility retail site with development potential near I-91.

    942 Putney Rd, Brattleboro, VT 05301
    View details
    Brattleboro Retail Investment Opportunity
    Pending
    $1,950,000
    97,574.00 Acres

    Brattleboro Retail Investment Opportunity

    20,000 SF commercial building with high visibility and income potential.

    895 Putney Rd, Brattleboro, VT 05301
    View details
    7-Acre Commercial Land, Rockingham VT
    $350,000
    7.08 Acres

    7-Acre Commercial Land, Rockingham VT

    High-traffic location, development opportunity.

    103 Schoolbus Depot Rd, Rockingham, VT 05101
    View details
    Wilmington Restaurant & Storage
    $499,000
    4,270 SF

    Wilmington Restaurant & Storage

    Prime Route 9 location, established business.

    129 Vt Route 9, Wilmington, VT 05363
    View details
    Established Brattleboro Deli - Turnkey Operation
    $195,000
    1,110 SF

    Established Brattleboro Deli - Turnkey Operation

    Profitable deli, fully equipped, prime location.

    82 Western Ave, Brattleboro, VT 05301
    View details

    Windham County, VT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 1541 commercial real estate investment opportunities in Windham County, VT with 184 listings featured on our commercial real estate marketplace. The current inventory includes 93,023,413,681 square feet of properties with an estimated value of $452,204,295.

    Estimated prices for commercial real estate in Windham County, VT begin at $35,000, with an average of $400,180 and extend to $13,100,000.

    In Windham County, VT, current investment values show:

    • Other commercial real estate positioned at $390,456
    • Retail properties measuring $427,242
    • Investment properties assessed at $282,074
    • Mixed-use properties calculated at $322,531
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