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    Windsor County, VT Residential Income Properties for Sale

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    Burlington, VT Waterford, VT Bennington, VT
    19 results
    Versatile Commercial/Residential Property in Weathersfield
    $500,000
    3.80 Acres

    Versatile Commercial/Residential Property in Weathersfield

    501 Stoughton Pond Road, Weathersfield, VT 05151

    Highway commercial property with residential space, auto shop, and outbuildings.

    • Highway commercial zoning with residential space offering business and living opportunities.
    • 3.8 acres providing privacy and solitude.
    • Two‑story garage/shop with 3 bays, car lifts, high ceilings, heat, and a half bath.
    • 3‑bedroom, 2.5‑bath home with a heated front porch.
    • Walk‑out basement with workshop, laundry, bath, and bonus room.
    Updated: Apr 16
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    Charming Cavendish Multi-Family Property
    $325,000
    1,697 SF

    Charming Cavendish Multi-Family Property

    818 Main Street, Cavendish, VT 05142

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

    • Prime location: Walkable to Proctorsville shops, dining, and amenities; less than 10 minutes to Okemo Mountain.
    • Two‑unit duplex: Offers flexibility for owner occupancy with rental income or turnkey investment potential.
    • Downstairs unit: Currently leased, providing immediate income.
    • Upstairs unit: Vacant and ready for personal use or rental.
    • Meadow views: Upper unit features a private deck overlooking open meadow views.
    Updated: Jan 30
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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 Road, Springfield, VT 05156
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    Vermont Mixed-Use Investment Opportunity
    $475,000
    3,036 SF

    Vermont Mixed-Use Investment Opportunity

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

    North Pomfret, VT 05053
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    Vermont Mixed-Use Investment Opportunity
    $475,000
    1.84 Acres

    Vermont Mixed-Use Investment Opportunity

    Historic mixed-use property with rental income potential in Pomfret, Vermont.

    North Pomfret, VT 05053
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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 Street, Cavendish, VT 05153
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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 Street, Ludlow, VT 05149
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    Springfield VT Multi-Family Investment
    $130,000
    2,304 SF

    Springfield VT Multi-Family Investment

    Multi-family property in Springfield, VT with investment potential.

    51 Merrill Street, Springfield, VT 05156
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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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    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 Drive, Cavendish, VT 05142
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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 Street, Springfield, VT 05156
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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, Ludlow, VT 05149
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    Ludlow Village Multifamily Investment
    $525,000

    Ludlow Village Multifamily Investment

    Three-unit property near Okemo Mountain Resort with income potential.

    11 Pleasant St, Ludlow, VT 5149
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    Springfield Multi-Unit Residential Property
    $249,000
    3,312 SF

    Springfield Multi-Unit Residential Property

    Multi-unit property in Springfield, VT with recent updates.

    715-717 Giddings Street, Springfield, VT 05150
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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 Street, Ludlow, VT 5149
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    Bridgewater Village Multifamily Opportunity
    $485,000

    Bridgewater Village Multifamily Opportunity

    Multifamily property in Bridgewater Village, convenient location, income potential.

    7471 US Route 4, Bridgewater, VT 5034
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    Ludlow Mixed-Use Investment Opportunity
    $1,690,000
    11,409 SF

    Ludlow Mixed-Use Investment Opportunity

    Mixed-use property in Ludlow, Vermont with income potential.

    156 Main St, Ludlow, VT 5149
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    Updated Multifamily in Historic Windsor
    $450,000
    0.17 Acres

    Updated Multifamily in Historic Windsor

    Turnkey, five-unit multifamily property with income-producing potential in Windsor, Vermont.

    64 State St, Windsor, VT 5089
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    Two-Unit Home with Garage
    $139,000

    Two-Unit Home with Garage

    Two-unit home with potential for single-family conversion and rental income.

    73 Union St, Springfield, VT 5156
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    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 19 Active Listings in Windsor County, VT, we suggest to view alternatives - similar 33 Off-Market properties to explore as potential leads.

    Off-Market Properties in Windsor County, VT

    Consider similar Off-Market properties in Windsor 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.

    4189 Stony Brk Rd

    4189 Stony Brk Rd

    CAMPGROUND, RV PARK • 1,248 SF
    Value Estimation by Request
    4189 Stony Brk Rd, Stockbridge, VT 05772-4431
    View details
    288 Graves Rd

    288 Graves Rd

    CAMPGROUND, RV PARK • 43.70 Acres
    Value Estimation by Request
    288 Graves Rd, Baltimore, VT 05143
    View details
    290 Densmore Hl Rd

    290 Densmore Hl Rd

    CAMPGROUND, RV PARK • 943 SF
    Value Estimation by Request
    290 Densmore Hl Rd, Windsor, VT 05089
    View details
    1092 Sessions Mdw

    1092 Sessions Mdw

    CAMPGROUND, RV PARK • 1.50 Acres
    Value Estimation by Request
    1092 Sessions Mdw, Woodstock, VT 05091-7928
    View details
    172 Birch Tree Cir

    172 Birch Tree Cir

    CAMPGROUND, RV PARK • 2.03 Acres
    Value Estimation by Request
    172 Birch Tree Cir, Woodstock, VT 05091-7927
    View details

    Windsor County, VT Residential Income Properties Investment Opportunities Market Analysis

    Explore 52 residential income properties for sale in Windsor County, VT, showcased through 19 active listings on our real estate platform. These investment opportunities span a total of 39,936 square feet of properties for sale, with an estimated market value of $5,356,000.

    Sale prices for residential income properties in Windsor County, VT start at $130,000, averaging $535,600, and reaching up to $1,690,000 — 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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