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    Windsor County, VT Multifamily Properties for Sale

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    29 properties
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    Duplex with Accessory Apartment
    Updated: Sep 19
    Duplex with Accessory Apartment

    509 S Main Street, Hartford, VT 05001

    $479,000
    1,862 sqft 0.30 AC lot
    1,862‑square‑foot duplex with a three‑bedroom main residence and separate one‑bedroom apartment
    Each residence has an eat‑in kitchen, living room, and full bath
    0.3‑acre lot with garden space, patio, and storage
    Attached two‑car garage plus additional parking
    Less than a 10‑minute walk to the Amtrak station; Advanced Transit service nearby
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    Cape-Style Duplex with Screened Porch
    Updated: Aug 13
    Cape-Style Duplex with Screened Porch

    488 Andover Road, Ludlow, VT 05149

    $700,000
    3,641 sqft 3.40 AC lot
    3.4‑acre property with 3,641 square feet of residential space
    Primary residence includes 3 bedrooms, 3 bathrooms, office or den, and screened porch
    Separate 2‑bedroom apartment with kitchen, mudroom, office, and 1 bathroom
    Attached 2‑car garage with unfinished storage above
    Heating system updated in 2024; kitchen and flooring updates also completed
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    Village Duplex with Private Fire Escape
    Village Duplex with Private Fire Escape

    6 Mill Street, Ludlow, VT 05149

    $150,000
    2,838 sqft 0.26 AC lot

    Wood-frame duplex with four bathrooms, full sprinkler coverage, ramp access, and a porch in a walkable village setting.

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    Mixed-Use Building
    Mixed-Use Building

    23 School Street, Chester, VT 05143

    $649,000
    13,788 sqft

    Four rented residences accompany professional office space in this village property.

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    Victorian Duplex with Outdoor Spaces
    Victorian Duplex with Outdoor Spaces

    Wood Stock, VT 05091

    $595,000
    2,288 sqft 0.15 AC lot

    Two separate living arrangements include a ground-level apartment and a larger upper residence with private exterior access.

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    Renovated Triplex
    Renovated Triplex

    153 Main Street, Windsor, VT 05089

    $184,900
    2,470 sqft 0.14 AC lot

    The apartment mix comprises two two-bedroom units and one three-bedroom unit.

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    Triplex with Separate Utilities
    Triplex with Separate Utilities

    57 Pleasant Street, Ludlow, VT 05149

    $450,000
    2,056 sqft 0.25 AC lot

    Three apartments include a one-bedroom residence and two two-bedroom units in Ludlow’s village setting.

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    Multifamily Property with Apartment
    Multifamily Property with Apartment

    6 Mill Street, Ludlow, VT 05149

    $150,000
    2,838 sqft

    The sprinklered building includes accessible ramps and a four-bedroom wastewater allocation.

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    Mixed-Use Property with Apartments
    Mixed-Use Property with Apartments

    North Pomfret, VT 05053

    $465,000
    3,036 sqft 1.84 AC lot

    CC zoning supports a combination of residential and commercial occupancy.

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    Historic Duplex With Studio Apartment
    Historic Duplex With Studio Apartment

    7015 Route 4, Bridgewater, VT 05034

    $549,000
    3,124 sqft 0.50 AC lot

    Colonial duplex with flexible living areas, separate studio accommodations, and recent systems improvements in a rural Vermont setting.

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    Vintage Multifamily Residence
    Vintage Multifamily Residence

    28 Fairview Terrace, Royalton, VT 05068

    $529,000
    4,020 sqft

    Circa-1903 property with expansive interiors, a partially finished auxiliary living area, and updated major systems.

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    Multifamily Property with Barns
    Multifamily Property with Barns

    2055 & 2071 Main and 28 Pleasant Street, Cavendish, VT 05142

    $399,000
    2,496 sqft 0.71 AC lot

    Three connected properties include residential units, large barn spaces, and ongoing renovation work.

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    Two-Unit Duplex with Rear Yard
    Two-Unit Duplex with Rear Yard

    110 Valley Street, Springfield, VT 05156

    $70,000
    2,361 sqft

    The property includes two up-down units, outdoor features, and onsite parking.

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    Vermont Farmstead with Investment Returns
    Vermont Farmstead with Investment Returns

    14/16 Summarsell Dr, Hartland, VT 05048

    $1,576,000
    9,455 sqft

    Charming converted farmstead with diverse income streams in desirable location.

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    Multi-Cabin Multifamily Property
    Multi-Cabin Multifamily Property

    544 Vulture Mountain Road, Stockbridge, VT 05772

    $450,000
    960 sqft 1.20 AC lot

    Three furnished cabins, a vintage camper, and a shared gathering space create a distinctive multi-structure residential setup.

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    Historic Bed And Breakfast
    Historic Bed And Breakfast

    505 Deweys Mills Road, Hartford, VT 05047

    $1,275,000
    0.90 AC lot

    Antique lodging property with updated interiors, water views, and access to nearby trails.

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    Three-Unit Multifamily Property
    Three-Unit Multifamily Property

    51 Andover St, Ludlow, VT 05149

    $375,000
    2,370 sqft

    Slate roofing, a Trex deck, and parking on both sides serve the three-unit property.

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    Three-Property Mixed-Use Portfolio
    Three-Property Mixed-Use Portfolio

    2055 & 2071 Main and 28 Pleasant Street, Cavendish, VT 05142

    $399,000
    0.71 AC lot

    Combined Main Street and Pleasant Street holdings include residential, office, barn, and workshop components with separate access.

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    4-Unit Multifamily Building
    4-Unit Multifamily Building

    67 Valley Street, Springfield, VT 05156

    $249,000
    3,978 sqft

    Two apartments are rented, while the remaining units are ready for renovation.

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    Quadplex with Carriage House
    Quadplex with Carriage House

    715-717 Giddings Street, Springfield, VT 05150

    $225,000
    3,312 sqft 0.50 AC lot

    Four residential units include consistent two-bedroom, one-bath layouts across the main building and carriage house.

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    Renovated Triplex
    Renovated Triplex

    153 Main Street, Windsor, VT 05089

    $184,900
    2,470 sqft

    Three apartments offer two- and three-bedroom layouts, with CB zoning.

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    Victorian Duplex-Style Residence
    Victorian Duplex-Style Residence

    Wood Stock, VT 05091

    $595,000
    2,288 sqft

    Victorian home configured as two separate apartments, including a ground-floor unit with mudroom and rear laundry exit.

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    Vermont Resort with Treehouses
    Vermont Resort with Treehouses

    184 Hartland Hill Road, Hartland, VT 05048

    $1,495,000
    40.00 AC lot

    Guest accommodations and a lodge with kitchen, lounge, laundry, and second-floor recreation space support group stays.

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    Two-Unit Residential Income Duplex
    Two-Unit Residential Income Duplex

    37 Dee Haven, Sharon, VT 05065

    $295,000
    1,992 sqft

    Duplex with two 2-bedroom units, newer roof and shared septic, and a poured concrete foundation.

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    Windsor County, VT Multifamily Properties Market Trends and Statistics

    Explore 56 multifamily properties for sale in Windsor County, VT, showcased through 29 active listings on our real estate platform. These investment opportunities span a total of 86,301 square feet of properties for sale, with an estimated market value of $15,663,800.

    Sale prices for multifamily properties in Windsor County, VT start at $70,000, averaging $559,421, and reaching up to $1,576,000 — 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 Windsor County Real Estate Agencies

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

    Snyder Donegan Real Estate Group
    PO Box 161, 5 The Green West Woodstock, VT 05091
    Phone: (802) 457-2600
    www.snyderdonegan.com
    Bassette Real Estate Group
    611 Route 12 Hartland, VT 05048
    Phone: (802) 457-2244
    www.vermontcountryrealestate.com
    Mary Mitchell Miller Real Estate
    PO Box 8, 620 Main Street Weston, VT 05161
    Phone: (802) 824-3176
    www.mmmrealestate.com
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