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    Windham County, VT Commercial Real Estate for Sale

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    84 properties
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    Historic Eight-Room Bed & Breakfast
    Updated: Jun 11
    Historic Eight-Room Bed & Breakfast

    4 Court Street, Newfane, VT 05345

    $1,625,000
    0.50 AC lot
    Eight‑room bed‑and‑breakfast with four multi‑room suites and four private bedchambers
    Private bath included with every guest accommodation
    Three‑bedroom owner’s quarters and attached barn
    Court Street Tavern operates Thursday through Sunday
    0.5‑acre property built in 1850
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    Two-Story Mixed-Use Property
    Updated: Jul 28
    Two-Story Mixed-Use Property

    54 Linden Street, Brattleboro, VT 05301

    $489,000
    0.23 AC lot
    Approximately 3,200 SF with 13 rooms in a two‑story layout
    Existing mix of professional office space and residential apartment use since 1978
    Two‑bedroom, 1.5‑bath townhouse‑style apartment with private entrance and porch
    Nine marked, paved parking spaces with off‑street parking
    0.23‑acre property at 54 Linden Street, Brattleboro, VT 05301
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    2-Unit Storefront Property
    2-Unit Storefront Property

    178 - 180 Main Street, Brattleboro, VT 05301

    $399,000
    0.05 AC lot

    One commercial space is leased, while its counterpart is available for occupancy or a new tenant.

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    Two-Unit Storefront Property
    Two-Unit Storefront Property

    178 - 180 Main Street, Brattleboro, VT 05301

    $399,000
    4,752 sqft

    One commercial space is leased, while the second is available for occupancy or a new tenant.

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    6-Unit Brick Apartment Building
    6-Unit Brick Apartment Building

    16 School Street, Brattleboro, VT 05301

    $499,000
    6,000 sqft 0.13 AC lot

    Fully occupied residential income property with off-street parking and established building systems.

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    Village Storefront with High Ceilings
    Village Storefront with High Ceilings

    114 Main Street, Putney, VT 05346

    $350,000
    0.30 AC lot

    Partially renovated storefront with flexible rooms, storage, and a new half bath in central Putney Village.

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    Masonic Lodge Building
    Masonic Lodge Building

    196 Main Street, Brattleboro, VT 05301

    $525,000
    0.34 AC lot

    Downtown lodge property with public water and sewer service.

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    Historic Eight-Room Bed & Breakfast
    Historic Eight-Room Bed & Breakfast

    4 Court Street, Newfane, VT 05345

    $1,625,000
    10,284 sqft

    Renovated lodging property includes private baths, owner’s quarters, an attached barn, and an operating tavern.

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    16-Unit Resort Condominium Portfolio
    16-Unit Resort Condominium Portfolio

    West Dover, VT 05356

    $3,900,000
    16.23 AC lot

    Townhouse-style vacation accommodations with private saunas and flexible lodging or housing potential.

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    Farm with Guesthouse
    Farm with Guesthouse

    251 Pratt Bridge Road, Jamaica, VT 05343

    $1,500,000
    16.05 AC lot

    The main residence combines en-suite bedrooms, a commercial-grade kitchen, and mountain views.

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    Commercial Retail Space
    Commercial Retail Space

    130 Rockingham St, Rockingham, VT 05101

    $199,000
    5,950 sqft

    Commercial zoning supports a range of retail and business uses.

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    Grocery and Convenience Store with Gas
    Grocery and Convenience Store with Gas

    23 Main Street, Wardsboro, VT 05355

    $1,300,000
    0.38 AC lot

    The property combines grocery retail, prepared food service, fuel sales, and finished upstairs living quarters.

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    Undeveloped Commercial Land
    Undeveloped Commercial Land

    Crotty Drive, Rockingham, VT 05301

    $900,000
    20.70 AC lot

    Gently sloped parcel with public water and sewer available at the road.

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    Restaurant Property with Deck
    Restaurant Property with Deck

    632 Putney Rd, Brattleboro, VT 05301

    $600,000
    480 sqft 1.00 AC lot

    Established restaurant property with a full-service kitchen, separate ice cream shack, deck house, and on-site parking.

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    Mixed-Use Property With Restaurant
    Mixed-Use Property With Restaurant

    423 and 435 Marlboro Road, Brattleboro, VT 05301

    $695,000
    3.30 AC lot

    The property combines a restaurant, self-storage, and three-unit residential component.

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    Waterfront Marina Portfolio
    Waterfront Marina Portfolio

    464 Putney Road, Brattleboro, VT 05301

    $5,500,000
    3.68 AC lot

    Waterfront campus combines marina operations, restaurant space, apartments, offices, and retail buildings.

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    Warehouse with Drive-In Doors
    Warehouse with Drive-In Doors

    12 Town Crier Dr 2, Brattleboro, VT 05301

    $410,000
    3,600 sqft 1.11 AC lot

    Wood-frame warehouse with a clear-span interior and flexible space for business operations or custom improvements.

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    Duplex with Mixed-Use Layout
    Duplex with Mixed-Use Layout

    2072 N Main Street, Londonderry, VT 05148

    $299,000
    3,942 sqft 0.82 AC lot

    Two separately serviced units support residential occupancy, commercial use, or a combination of both.

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    Clear-Span Flex Building
    Clear-Span Flex Building

    2-12 Town Crier Dr, Brattleboro, VT 05301

    $410,000
    3,600 sqft 1.11 AC lot

    Wood-frame commercial space suited to custom office and shop buildout.

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    Mixed-Use Building with Apartment
    Mixed-Use Building with Apartment

    33 W Main Street, Wilmington, VT 05363

    $425,000
    0.06 AC lot

    Commercial mixed-use zoning accompanies restaurant improvements and an upstairs apartment.

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    Cold Moon Farm with Guesthouse
    Cold Moon Farm with Guesthouse

    251 Pratt Bridge Rd, Jamaica, VT 05343

    $1,500,000
    8,364 sqft

    Vermont farm property with a substantial residence, working barn, guesthouse, and mountain views.

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    Flex Garage with High Ceiling
    Flex Garage with High Ceiling

    211 Vernon Street, Brattleboro, VT 05301

    $300,000
    0.41 AC lot

    Metal-clad flex space with open work area, offices, three-phase power, and on-site parking.

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    Historic Bed & Breakfast Estate
    Historic Bed & Breakfast Estate

    53 Hickory Ridge Road South, Putney, VT 05346

    $1,475,000
    6,292 sqft

    Federal-style accommodations include a renovated guest cottage, landscaped grounds, and multiple en-suite bedrooms.

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    Riverfront Marina with Boat Launch
    Riverfront Marina with Boat Launch

    225 Missing Link Road, Rockingham, VT 05101

    $895,000

    The property combines marina operations with retail, service, workshop, and boat-storage space.

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    Windham County, VT Commercial Real Estate Market Trends and Statistics

    Explore 84 commercial real estate for sale in Windham County, VT, showcased through 84 active listings on our real estate platform. These investment opportunities span a total of 707,107 square feet of properties for sale, with an estimated market value of $87,458,590.

    Sale prices for business properties in Windham County, VT start at $80,000, averaging $1,079,735, 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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    Featured Windham County Real Estate Agencies

    Realmo connects you with licensed Windham County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Deerfield Valley Real Estate
    183 Route 100 Williamsville, VT 05356
    Phone: 18024643055
    www.deerfieldvalleyrealestate.cmo
    SkiHome Realty
    PO Box 2569 Williamsville, VT 05356
    Phone: 18024642366
    www.SkiHomeRealty.com
    Barrett & Valley Associates Inc
    P O Box 187, 749 Grafton Road Townshend, VT 05353
    Phone: 18028432390
    www.BarrettandValley.com
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