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    Windham County, VT Specialty Properties for Sale

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    Burlington, VT Brattleboro, VT Bennington, VT
    14 listings
    Six-Unit Multifamily Building
    $540,000
    6,000 SF
    Six-Unit Multifamily Building

    16 School Street, Brattleboro, VT 05301

    Turn-key six-unit residential income property with off-street parking and secured entry to basement utility area.
    • 6‑unit multifamily building built in 1900 with public water service
    • All 6 units are currently fully occupied; security deposits transfer to the new owner at closing
    • Robust income figures reported: $7,675 gross monthly income and $92,100 gross annual income
    • Financial performance reported with annual NOI of $33,756.41, 6.25% un‑leveraged cap rate, and 5.86 GRM
    • Brick exterior with wood frame construction; roof includes metal and shingle
    Updated: May 29
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    Woodland Pond Retreat Land
    $500,000
    71.00 Acres
    Woodland Pond Retreat Land

    Turkey Mountain Road, Jamaica, VT 05343

    End-of-road Vermont parcel with ring road, woodland pond, and electricity near the entrance for flexible use planning.
    • 71‑acre parcel in the town of Jamaica with no zoning restrictions, with state development laws guiding future use
    • Over 3,300 ft of road frontage and electricity available at a pad near the beginning of the property
    • Access via a town‑maintained dead‑end road, with a ring road around the perimeter and an internal trail through the center
    • Bordered on two sides by over 1,000 acres of conservation land, plus a large woodland pond at the far end
    • Diverse topography includes level plateaus, gentle slopes, hills, and steeper elevations with multiple potential build sites
    Updated: Feb 21
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    Marina Business with Workshop Warehouse
    $150,000
    2,304 SF
    Marina Business with Workshop Warehouse

    Marina business for sale with showroom, workshop, warehouse, and a detached garage offering 16' clearance.

    225 Missing Link Road, Rockingham, VT 5101

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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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    Waterfront Mixed-Use Property Portfolio
    $5,500,000
    3.70 Acres
    Waterfront Mixed-Use Property Portfolio

    Portfolio includes a long-running NNN restaurant, marina, renovated milk plant offices, apartments, and rollerdrome facility.

    464 Putney Rd, Brattleboro, VT 5301

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    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

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    Deep-Water Marina and Storage Facility
    $999,000
    11,000 SF
    Deep-Water Marina and Storage Facility

    For-sale marina property featuring deep-water river frontage, boat docks, and multiple storage and service buildings.

    225 Missing Link Road, Rockingham, VT 5101

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    Specialty Commercial Property
    $339,000
    Specialty Commercial Property

    For sale specialty commercial site with convenient access off Route 100 in Windham County.

    6795 Vt Route 100, Londonderry, VT 5148

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    Former School Campus with Parking
    $990,000
    Former School Campus with Parking

    Redeveloped former school campus with multiple classrooms, flexible spaces, and ample parking for education or adaptive reuse.

    7892 Us Route 5, Westminster, VT 5159

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    Multi-Family Property with Porches
    $350,000
    3,312 SF
    Multi-Family Property with Porches

    Multi-family opportunity with two front porches and an over-1,000-square-foot unit suitable for owner occupancy.

    573 S Main Street, Brattleboro, VT 05301

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    Specialty Commercial Property
    $80,000
    Specialty Commercial Property

    For sale commercial specialty property on Summit Circle in Brattleboro, accessible via Rt 9 and Guilford Street.

    24 Summit Circle, Brattleboro, VT 5301

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    Multifamily Property with Laundry Access
    $370,000
    3,002 SF
    Multifamily Property with Laundry Access

    Multifamily building offering units with laundry conveniently located across the street and proximity to groceries and transit.

    10 Birge Street, Brattleboro, VT 5301

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    Based on your search, we've compiled 60 Potential Opportunities for your consideration. Besides 14 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.

    Agricultural Wooded Industrial Land
    Contact for pricing
    5.34 Acres
    Agricultural Wooded Industrial Land

    Vacant wooded land within a former paper mill campus with available soil testing resources and highway visibility.

    Ashuelot Main Street lot: 0 Block 66, Winchester, NH 03470

    View details
    Five Acre Lot Near Trail
    $625,000
    5.00 Acres
    Five Acre Lot Near Trail

    Five acre lot abutting Unity Mountain Trail Conservation Area.

    275 Mica Mine Rd, Claremont, NH 3743

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    Hancock Land with Road Frontage
    $175,000
    18.00 Acres
    Hancock Land with Road Frontage

    18 acres of land with frontage and easy access.

    Cavender Road, Hancock, NH 03449

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    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

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    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
    CHARITABLE ORGANIZATION
    Lot: 12.50 Acres
    Value Estimation by Request

    250 Birge St, Brattleboro, VT 05301-6595

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    6 Chase St
    CHARITABLE ORGANIZATION
    1,422 SF Lot: 1.02 Acres
    Value Estimation by Request

    6 Chase St, Brattleboro, VT 05301-5912

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    1 Wildwood Dr
    CHARITABLE ORGANIZATION
    962 SF
    Value Estimation by Request

    1 Wildwood Dr, Brattleboro, VT 05301

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    32 Walnut St
    CHARITABLE ORGANIZATION
    2,721 SF Lot: 0.32 Acres
    Value Estimation by Request

    32 Walnut St, Brattleboro, VT 05301-6034

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    157 Main St
    CHARITABLE ORGANIZATION
    5,669 SF Lot: 0.17 Acres
    Estimated value
    $640,000

    157 Main St, Brattleboro, VT 05301-3061

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    35 Atkinson St
    DAY CARE, PRE-SCHOOL
    2,638 SF Lot: 0.13 Acres
    Value Estimation by Request

    35 Atkinson St, Bellows Falls, VT 05101-1502

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    3 Mtn Park Plz
    CHARITABLE ORGANIZATION
    4,957 SF Lot: 0.56 Acres
    Value Estimation by Request

    3 Mtn Park Plz, West Dover, VT 05356-8800

    View details
    44 Main St
    FUNERAL HOME
    3,186 SF Lot: 0.46 Acres
    Value Estimation by Request

    44 Main St, Wilmington, VT 05363

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    181 Main St Ste, Unit 3
    CHARITABLE ORGANIZATION
    3,093 SF
    Value Estimation by Request
    Unit 3

    181 Main St Ste, Brattleboro, VT 05301-2870

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    57 High St
    FUNERAL HOME
    4,525 SF Lot: 0.62 Acres
    Value Estimation by Request

    57 High St, Brattleboro, VT 05301-6749

    View details

    Windham County, VT Specialty Properties Investment Opportunities Market Analysis

    Explore 56 specialty properties for sale in Windham County, VT, showcased through 14 active listings on our real estate platform. These investment opportunities span a total of 38,158 square feet of properties for sale, with an estimated market value of $3,603,000.

    Sale prices for properties in Windham County, VT start at $150,000, averaging $450,375, and reaching up to $999,000 — 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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