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    Windham County, VT Specialty Properties for Sale

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    Burlington, VT Waterford, VT Bennington, VT
    9 results
    Waterfront Commercial Property with Marina
    $5,500,000
    3.68 Acres

    Waterfront Commercial Property with Marina

    464 Putney Road, Brattleboro, VT 05301

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

    • Waterfront property with 750+ feet of frontage at the confluence of two rivers.
    • High visibility location with over 13,000 vehicles passing daily.
    • Includes a 320‑seat restaurant with a long‑term NNN tenant and a 40‑slip marina.
    • Located at the terminus of a 36‑mile recreational trail.
    • Mix of tenants including State of Vermont offices, apartments, retail, and commercial spaces.
    Updated: Oct 28, 2025
    View details
    Brattleboro Commercial Property on Route 9
    $300,000
    68,824.00 Acres

    Brattleboro Commercial Property on Route 9

    503 Marlboro Road, Brattleboro, VT 05301

    Commercial property on Route 9 with frontage and multiple units.

    • Prime commercial location on VT Route 9 with nearly 500 feet of frontage.
    • Corner lot on Marlboro Rd (RT 9) and Sunset Lake Rd.
    • Two buildings with a total of three units.
    • Includes a 3‑bed/1‑bath rental single‑family house.
    • Large barn‑like structure with open space and bathroom, ready for new uses.
    Updated: Jul 1, 2025
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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
    View details
    Jamaica, VT Commercial Opportunity
    $875,000
    1.54 Acres

    Jamaica, VT Commercial Opportunity

    High-visibility commercial property with established business and rental income.

    8678 VT Route 30, Jamaica, VT 05155
    View details
    Historic Church Building For Sale
    $195,000
    800 SF

    Historic Church Building For Sale

    Historic 1842 church with unique architectural details on 0.4 acres.

    123 Main St, Putney, VT 5346
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    Historic Sitzmark Venue For Sale
    $749,000
    10,924 SF

    Historic Sitzmark Venue For Sale

    46-acre property with restaurant, bars, tennis court, pool, disc golf.

    54 East Dover Road, Wilmington, VT 5363
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    Renovate Old Homestead with Potential
    $250,000
    816 SF

    Renovate Old Homestead with Potential

    Old Homestead for renovation with potential, to be sold together.

    2296 North Main Street, Londonderry, VT 5148
    View details
    Brattleboro Multi-Family Investment Opportunity
    $350,000
    3,312 SF

    Brattleboro Multi-Family Investment Opportunity

    Multi-family property near schools, ideal for owner occupancy or investment.

    573 South Main Street, Brattleboro, VT 05301
    View details
    Brattleboro Multi-Family Investment Opportunity
    $270,000
    2,112 SF

    Brattleboro Multi-Family Investment Opportunity

    Two-unit property with yard and parking in Brattleboro, Vermont.

    556 South Main Street, Brattleboro, VT 05301
    View details
    Based on your search, we've compiled 55 Potential Opportunities for your consideration. Besides 9 Active listings in Windham County, VT, we suggest exploring several alternatives: similar 42 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.

    Winchester Vacant Wooded Lot
    $33,750
    5.34 Acres

    Winchester Vacant Wooded Lot

    Vacant, wooded lot with high visibility in Winchester, NH.

    0 Ashuelot Main Street, Winchester, NH 03470
    View details
    Five Acre Lot Near Trail
    $625,000

    Five Acre Lot Near Trail

    Five acre lot abutting Unity Mountain Trail Conservation Area.

    275 Mica Mine Rd, Claremont, NH 3743
    View details
    Rindge Land on Route 119
    $65,000
    0.73 Acres

    Rindge Land on Route 119

    0.73-acre lot with visibility and potential in Rindge, NH.

    New Hampshire Route 119, Rindge, NH 03461
    View details
    Hancock Land with Road Frontage
    $195,000
    18.00 Acres

    Hancock Land with Road Frontage

    18 acres of land with frontage and easy access.

    Cavender Road, Hancock, NH 03449
    View details

    Explore Off-Market Properties in Windham County, VT

    Consider similar Off-Market properties in Windham 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.

    250 Birge St

    250 Birge St

    CHARITABLE ORGANIZATION • 12.50 Acres
    Value Estimation by Request
    250 Birge St, Brattleboro, VT 05301-6595
    View details
    6 Chase St

    6 Chase St

    CHARITABLE ORGANIZATION • 1,422 SF
    Value Estimation by Request
    6 Chase St, Brattleboro, VT 05301-5912
    View details
    1 Wildwood Dr

    1 Wildwood Dr

    CHARITABLE ORGANIZATION • 962 SF
    Value Estimation by Request
    1 Wildwood Dr, Brattleboro, VT 05301
    View details
    32 Walnut St

    32 Walnut St

    CHARITABLE ORGANIZATION • 2,721 SF
    Value Estimation by Request
    32 Walnut St, Brattleboro, VT 05301-6034
    View details
    157 Main St

    157 Main St

    CHARITABLE ORGANIZATION • 5,669 SF
    Value Estimation
    $640,000
    157 Main St, Brattleboro, VT 05301-3061
    View details
    35 Atkinson St

    35 Atkinson St

    DAY CARE, PRE-SCHOOL • 2,638 SF
    Value Estimation by Request
    35 Atkinson St, Bellows Falls, VT 05101-1502
    View details
    3 Mtn Park Plz

    3 Mtn Park Plz

    CHARITABLE ORGANIZATION • 4,957 SF
    Value Estimation by Request
    3 Mtn Park Plz, West Dover, VT 05356-8800
    View details
    44 Main St

    44 Main St

    FUNERAL HOME • 3,186 SF
    Value Estimation by Request
    44 Main St, Wilmington, VT 05363
    View details
    181 Main St Ste, Unit 3

    181 Main St Ste, Unit 3

    CHARITABLE ORGANIZATION • 3,093 SF
    Value Estimation by Request
    181 Main St Ste, Brattleboro, VT 05301-2870
    View details
    57 High St

    57 High St

    FUNERAL HOME • 4,525 SF
    Value Estimation by Request
    57 High St, Brattleboro, VT 05301-6749
    View details
    945-947 Putney Rd

    945-947 Putney Rd

    CHARITABLE ORGANIZATION • 2,582 SF
    Value Estimation by Request
    945-947 Putney Rd, Brattleboro, VT 05301
    View details
    72 Blanche Moyse Way

    72 Blanche Moyse Way

    CHARITABLE ORGANIZATION • 14,973 SF
    Value Estimation
    $1,295,000
    72 Blanche Moyse Way, Brattleboro, VT 05301-3053
    View details
    47 Williston St

    47 Williston St

    CHARITABLE ORGANIZATION • 2,292 SF
    Value Estimation by Request
    47 Williston St, Brattleboro, VT 05301-6173
    View details
    39 Elm St

    39 Elm St

    CHARITABLE ORGANIZATION • 1,580 SF
    Value Estimation by Request
    39 Elm St, Brattleboro, VT 05301-7079
    View details
    18 Austine Dr

    18 Austine Dr

    CHARITABLE ORGANIZATION • 26,499 SF
    Value Estimation
    $1,725,000
    18 Austine Dr, Brattleboro, VT 05301-6798
    View details

    Windham County, VT Specialty Properties Investment Opportunities Market Analysis

    Explore 51 specialty properties for sale in Windham County, VT, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 17,964 square feet of properties for sale, with an estimated market value of $1,814,000.

    Sale prices for properties in Windham County, VT start at $195,000, averaging $362,800, and reaching up to $749,000 — 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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