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    Windsor County, VT Residential Income Properties for Sale

    39 results
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    Vermont Mixed-Use Investment Opportunity
    $475,000
    3,500 SF

    Vermont Mixed-Use Investment Opportunity

    7868 Pomfret Rd, North Pomfret, VT 05053

    Historic mixed-use property with rental income and development potential.

    • Cash flow positive property with established rental income from 5 units.
    • Historic building (c.1830) with charm and character on 3.25 acres in a scenic Vermont location.
    • Anchored by a newly signed 5‑year lease with the U.S. Post Office, providing stable income.
    • Conveniently located 15 minutes from Woodstock Village, Hartford, and I‑89.
    • Newly painted roof and building, with a new boiler installed in 2023.
    Updated: Feb 11
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    Vermont Mixed-Use Investment Opportunity
    $475,000
    3,350 SF

    Vermont Mixed-Use Investment Opportunity

    7868 Pomfret Rd, North Pomfret, VT 05053

    Historic mixed-use property with income potential near Woodstock Village.

    • Cash flow positive property with established rental income from 5 units.
    • Own a piece of Vermont history with the Historic North Pomfret Store & Post Office (c.1830) on 3.25 acres.
    • Anchored by a new 5‑year lease with the U.S. Post Office, providing a stable income stream.
    • Recently upgraded boiler (2023) and freshly painted roof and building.
    • Flexible mixed‑use commercial zoning allows for various configurations.
    Updated: Feb 11
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    Ludlow Village Multi-Family Investment
    $525,000
    2,791 SF

    Ludlow Village Multi-Family Investment

    Three-unit property in Ludlow, VT with income potential.

    11 Pleasant St, Ludlow, VT 05149
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    Main Street Commercial Opportunity, Ludlow
    $450,000
    1.43 Acres

    Main Street Commercial Opportunity, Ludlow

    Blank canvas with Village/Residential zoning on Ludlow's Main Street.

    8 Main St, Ludlow, VT 05149
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    Charming Cavendish Multi-Family Property
    $325,000
    1,697 SF

    Charming Cavendish Multi-Family Property

    Two-unit property near Okemo Mountain, ideal for investment or living.

    818 Main St, Cavendish, VT 05142
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    Bridgewater Village Multi-Family Opportunity
    $485,000
    2,977 SF

    Bridgewater Village Multi-Family Opportunity

    Income-producing property near Woodstock and Killington Ski Area.

    7471 Us Route 4, Bridgewater, VT 05034
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    Spacious Gambrel Home with Mountain Views
    $800,000
    4,733 SF

    Spacious Gambrel Home with Mountain Views

    Expanded Gambrel-style home on 9.55 acres with mountain views.

    107-109 Baker Rd, Springfield, VT 05156
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    Charming Multi-Family Home in Cavendish
    $390,000
    1,976 SF

    Charming Multi-Family Home in Cavendish

    Charming home with versatile living spaces in Cavendish, Vermont.

    198 Depot St, Cavendish, VT 05153
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    Victorian Multi-Family Home
    $599,000
    3,850 SF

    Victorian Multi-Family Home

    Impressive Victorian home with carriage house in Chester, Vermont.

    534 Elm St, Chester, VT 05143
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    127 Acres Near Okemo Mountain
    $4,500,000
    127.00 Acres

    127 Acres Near Okemo Mountain

    127-acre parcel near Okemo Mountain, suitable for development.

    85 Pallottas Hill Rd, Ludlow, VT 05149
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    Springfield VT Multi-Family Property
    $379,000
    4,936 SF

    Springfield VT Multi-Family Property

    Multi-family property featuring six units and a three-bay garage.

    7 Common St, Springfield, VT 05156
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    Charming 1810 Farmhouse in Norwich
    $1,230,000
    3,925 SF

    Charming 1810 Farmhouse in Norwich

    Reimagined 4-bedroom farmhouse with attached 1-bedroom apartment.

    18 Elm St, Norwich, VT 05055
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    Chester VT Multi-Family Opportunity
    $299,000
    2,702 SF

    Chester VT Multi-Family Opportunity

    Multi-family property on Main Street with commercial potential.

    41 Vt Route 103 South, Chester, VT 05143
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    Springfield Multi-Family Investment Opportunity
    $249,000
    2,767 SF

    Springfield Multi-Family Investment Opportunity

    Well-maintained multi-family property near downtown Springfield, Vermont.

    3 Wall St, Springfield, VT 05156
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    Renovated Multi-Family Vermont Home
    $539,000
    2,304 SF

    Renovated Multi-Family Vermont Home

    Income-producing duplex with barn near Okemo and lakes.

    81 High St, Cavendish, VT 05142
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    Springfield Multi-Family Investment Opportunity
    $249,000
    3,294 SF

    Springfield Multi-Family Investment Opportunity

    Multi-family property near downtown Springfield, Vermont.

    57 River St, Springfield, VT 05156
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    Springfield VT Multi-Family Property
    $186,000
    2,304 SF

    Springfield VT Multi-Family Property

    Multi-family property in Springfield, VT with three units.

    51 Merrill St, Springfield, VT 05156
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    Historic Schoolhouse with Modern Potential
    $699,000
    3.70 Acres

    Historic Schoolhouse with Modern Potential

    1862 schoolhouse reimagined for commercial or residential use.

    66 Duttonsville School Dr, Cavendish, VT 05142
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    Springfield Multi-Family Conversion Opportunity
    $325,000
    2,963 SF

    Springfield Multi-Family Conversion Opportunity

    Potential multi-unit property in Springfield, currently used as single-family.

    513 Giddings St, Springfield, VT 05150
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    Historic Mixed-Use Vermont Property
    $475,000

    Historic Mixed-Use Vermont Property

    Charming mixed-use property with residential and commercial units.

    7868 Pomfret Rd, North Pomfret, VT 05053
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    Historic Vermont Mixed-Use Property
    $475,000

    Historic Vermont Mixed-Use Property

    Charming mixed-use property with income potential in a scenic location.

    7868 Pomfret Rd, North Pomfret, VT 05053
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    Ludlow Village Multifamily Property
    $749,000
    6,000 SF

    Ludlow Village Multifamily Property

    Commercial property with apartments and garage in Ludlow Village.

    23-25 Depot St, Ludlow, VT 05149
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    Renovated Mixed-Use Property in Chester
    $650,000

    Renovated Mixed-Use Property in Chester

    Completely renovated mixed-use property with residential and commercial spaces.

    3630 Vt Route 103 N, Chester, VT 05143
    View details
    Ludlow Village Multifamily Investment Opportunity
    $650,000

    Ludlow Village Multifamily Investment Opportunity

    Two-unit multifamily property in Ludlow, near Okemo access road.

    108 Main St, Ludlow, VT 05149
    View details

    Windsor County, VT Residential Income Properties Investment Opportunities Market Analysis

    Explore 72 residential income properties for sale in Windsor County, VT, showcased through 39 active listings on our real estate platform. These investment opportunities span a total of 33,968,088 square feet of properties for sale, with an estimated market value of $19,023,000.

    Sale prices for residential income properties in Windsor County, VT start at $55,000, averaging $475,575, and reaching up to $4,500,000 — 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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