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    Windham County, VT Specialty Properties for Sale

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    Turn-Key 6-Unit Multifamily Building
    Updated: May 29
    Turn-Key 6-Unit Multifamily Building

    16 School Street, Brattleboro, VT 05301

    $499,000
    6,000 sqft 0.13 AC lot
    6‑unit multifamily building built in 1900 with wood frame and brick exterior
    All 6 units are fully occupied; security deposits transfer at closing
    Gross monthly income of $7,675 and gross annual income of $92,100
    Annual net operating income (NOI) of $33,756.41 with a 6.25% un‑leveraged cap rate and 5.86 GRM
    Public water supply; heating includes oil and hot water (heating)
    View details
    Woodland Pond Retreat Land
    Updated: Feb 21
    Woodland Pond Retreat Land

    Turkey Mountain Road, Jamaica, VT 05343

    $500,000
    71.00 AC lot
    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
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    Multi-Family Property with Porches
    Multi-Family Property with Porches

    573 S Main Street, Brattleboro, VT 05301

    $350,000
    3,312 sqft 0.65 AC lot

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

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Post-and-Beam Townhome with Hot Tub
    Post-and-Beam Townhome with Hot Tub

    West Dover, VT 05356

    $1,100,000
    2,800 sqft

    Turnkey end unit with vaulted great room, wood-burning fireplace, radiant heat, and outdoor hot tub with ski-slope views.

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    Waterfront Marina with Restaurant & Offices
    Waterfront Marina with Restaurant & Offices

    28 Spring Tree Rd, Brattleboro, VT 05301

    $4,000,000
    25,000 sqft 2.79 AC lot

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

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    Deep-Water Marina and Storage Facility
    Deep-Water Marina and Storage Facility

    225 Missing Link Road, Rockingham, VT 05101

    $999,000
    11,000 sqft

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

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    Waterfront Mixed-Use Property Portfolio
    Waterfront Mixed-Use Property Portfolio

    464 Putney Rd, Brattleboro, VT 05301

    $5,500,000
    3.70 AC lot

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

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    Event Venue with On-Site Beverage Facilities
    Event Venue with On-Site Beverage Facilities

    1950 Collins Rd, Brattleboro, VT 05301

    Contact for pricing
    24,148 sqft 177.00 AC lot

    Turn-key estate includes a large event venue, luxury log home, and on-site winery and craft beverage operations.

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    Specialty Property For Sale
    Specialty Property For Sale

    West Dover, VT 05356

    $480,000

    Specialty property offered for sale with access off Greenspring Rd near The Peaks in Windham County, VT.

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    Jamaica, Vermont Investment Opportunity
    Jamaica, Vermont Investment Opportunity

    8678 VT Route 30, Jamaica, VT 05155

    $875,000
    1.54 AC lot

    Commercial property with retail space and income-producing apartments.

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    Marina Property For Sale
    Marina Property For Sale

    464 Putney Road, Brattleboro, VT 05301

    Contact for pricing

    Commercial marina property offered for sale at 464 Putney Road, Brattleboro, VT.

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    Former School Campus with Parking
    Former School Campus with Parking

    7892 Us Route 5, Westminster, VT 05159

    $990,000

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

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    Renovate Old Homestead with Potential
    Renovate Old Homestead with Potential

    2296 North Main Street, Londonderry, VT 05148

    $250,000
    816 sqft 0.50 AC lot

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

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    Multifamily Property with Laundry Access
    Multifamily Property with Laundry Access

    10 Birge Street, Brattleboro, VT 05301

    $370,000
    3,002 sqft

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

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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 Land Parcel
    Agricultural Wooded Land Parcel

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

    Contact for pricing
    5.34 AC lot

    Vacant wooded lot in agricultural zoning, located off Route 119 with available NH DOT traffic count.

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    Five Acre Lot Near Trail
    Five Acre Lot Near Trail

    275 Mica Mine Rd, Claremont, NH 03743

    Contact for pricing
    5.00 AC lot

    Five acre lot abutting Unity Mountain Trail Conservation Area.

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    Hancock Land with Road Frontage
    Hancock Land with Road Frontage

    Cavender Road, Hancock, NH 03449

    $160,000
    18.00 AC lot

    18 acres of land with frontage and easy access.

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    Rindge Land on Route 119
    Rindge Land on Route 119

    New Hampshire Route 119, Rindge, NH 03461

    $65,000
    0.73 AC lot

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

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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

    250 Birge St, Brattleboro, VT 05301-6595

    Value Estimation by Request
    12.50 AC lot
    View details
    6 Chase St
    CHARITABLE ORGANIZATION

    6 Chase St, Brattleboro, VT 05301-5912

    Value Estimation by Request
    1,422 sqft 1.02 AC lot
    View details
    1 Wildwood Dr
    CHARITABLE ORGANIZATION

    1 Wildwood Dr, Brattleboro, VT 05301

    Value Estimation by Request
    962 sqft
    View details
    32 Walnut St
    CHARITABLE ORGANIZATION

    32 Walnut St, Brattleboro, VT 05301-6034

    Value Estimation by Request
    2,721 sqft 0.32 AC lot
    View details
    157 Main St
    CHARITABLE ORGANIZATION

    157 Main St, Brattleboro, VT 05301-3061

    $640,000
    Estimated value
    5,669 sqft 0.17 AC lot
    View details
    35 Atkinson St
    DAY CARE, PRE-SCHOOL

    35 Atkinson St, Bellows Falls, VT 05101-1502

    Value Estimation by Request
    2,638 sqft 0.13 AC lot
    View details
    3 Mtn Park Plz
    CHARITABLE ORGANIZATION

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

    Value Estimation by Request
    4,957 sqft 0.56 AC lot
    View details
    44 Main St
    FUNERAL HOME

    44 Main St, Wilmington, VT 05363

    Value Estimation by Request
    3,186 sqft 0.46 AC lot
    View details
    181 Main St Ste, Unit 3
    CHARITABLE ORGANIZATION

    181 Main St Ste, Brattleboro, VT 05301-2870

    Unit 3
    Value Estimation by Request
    3,093 sqft
    View details
    57 High St
    FUNERAL HOME

    57 High St, Brattleboro, VT 05301-6749

    Value Estimation by Request
    4,525 sqft 0.62 AC lot
    View details

    Windham County, VT Specialty Properties Market Trends and Statistics

    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 76,078 square feet of properties for sale, with an estimated market value of $15,913,000.

    Sale prices for properties in Windham County, VT start at $250,000, averaging $1,326,083, and reaching up to $5,500,000 — 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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