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    Chester, VT Residential Income Properties for Sale

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    Burlington, VT Waterford, VT Bennington, VT
    Chester VT Multi-Family Opportunity
    $299,000
    2,702 SF

    Chester VT Multi-Family Opportunity

    41 VT Route 103 South, Chester, VT 05143

    Multi-family property on Main Street with commercial potential.

    • High‑traffic location on Main Street (Route 103 & Route 11)
    • Commercial potential due to location between Jiffy Mart and General Dollar Store
    • Mix of commercial and residential use possible (business office and two rental apartments)
    • Good road frontage for ample parking
    • Natural Gas Heating
    Updated: Nov 19, 2025
    View details
    Based on your search, we've compiled 19 Potential Opportunities for your consideration. Besides 1 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 10 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    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
    View details
    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 Street, Cavendish, VT 05142
    View details
    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
    View details
    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
    View details

    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.

    Vermont Land with Mountain Views
    $229,000
    27.80 Acres

    Vermont Land with Mountain Views

    27.8 acre Chester, VT parcel with approved wastewater permit.

    00 Quarry Road, Chester, VT 05143
    View details
    Vermont Land with Mountain Views
    $229,000
    27.80 Acres

    Vermont Land with Mountain Views

    27.8 acre Chester, Vermont parcel with approved wastewater permit.

    00 Quarry Road, Chester, VT 05143
    View details
    Vermont Land with Mountain Views
    $275,000
    91.00 Acres

    Vermont Land with Mountain Views

    91-acre property near Chester, VT with mountain views.

    000 Green Mountain Turnpike, Chester, VT 05143
    View details
    Vermont Land with Building Potential
    $74,500
    16.24 Acres

    Vermont Land with Building Potential

    16.24 acre lot in Chester, VT, wooded and private.

    TBD Farrar Road, Chester, VT 05143
    View details

    Explore Off-Market Properties in Chester, VT

    Consider similar Off-Market properties in Chester, 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.

    418 Howard Hl Rd

    418 Howard Hl Rd

    CAMPGROUND, RV PARK • 1.40 Acres
    Value Estimation by Request
    418 Howard Hl Rd, Chester, VT 05143-4474
    View details
    982 High St

    982 High St

    CAMPGROUND, RV PARK • 952 SF
    Value Estimation by Request
    982 High St, Chester, VT 05143
    View details
    Andover Rd

    Andover Rd

    CAMPGROUND, RV PARK • 6.62 Acres
    Value Estimation by Request
    Andover Rd, Chester, VT 05143
    View details
    Potash Brk Rd

    Potash Brk Rd

    CAMPGROUND, RV PARK • 10.50 Acres
    Value Estimation by Request
    Potash Brk Rd, Chester, VT 05143
    View details
    6558 Popple Dungeon Rd

    6558 Popple Dungeon Rd

    CAMPGROUND, RV PARK • 0.23 Acres
    Value Estimation by Request
    6558 Popple Dungeon Rd, Chester, VT 05143
    View details
    Whitmore Brk Rd

    Whitmore Brk Rd

    Farms • 18.54 Acres
    Value Estimation by Request
    0 Whitmore Brk Rd, Chester, VT 05143
    View details
    Howard Hill Rd

    Howard Hill Rd

    Land • 200.27 Acres
    Value Estimation by Request
    0 Howard Hill Rd, Chester, VT 05143
    View details
    173 Horse Hl Rd

    173 Horse Hl Rd

    Farms • 534.04 Acres
    Value Estimation by Request
    173 Horse Hl Rd, Chester, VT 05143
    View details
    270200 Old Shincracker

    270200 Old Shincracker

    CAMPGROUND, RV PARK • 47.00 Acres
    Value Estimation by Request
    270200 Old Shincracker, Chester, VT 05143
    View details
    17 Pond Rd

    17 Pond Rd

    CAMPGROUND, RV PARK • 1.67 Acres
    Value Estimation by Request
    17 Pond Rd, Chester, VT 05143
    View details

    Chester, VT Residential Income Properties Investment Opportunities Market Analysis

    Explore 11 residential income properties for sale in Chester, VT on our real estate platform. These investment opportunities span a total of 2,702 square feet of properties for sale, with an estimated market value of $299,000.

    Sale prices for residential income properties in Chester, VT start at $299,000, averaging $299,000, and reaching up to $299,000 — 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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