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    Chester, VT Residential Income Properties for Sale

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    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.

    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 Street, Ludlow, VT 05149
    View details
    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

    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.

    Chester, VT Industrial Lot
    $125,000
    1.66 Acres

    Chester, VT Industrial Lot

    1.66-acre commercial lot in Chester, Vermont, for sale.

    134 Gold River Extension, Chester, VT 05143
    View details
    Rockingham Commercial Land on Route 103
    $299,000
    7.08 Acres

    Rockingham Commercial Land on Route 103

    7.08 acres of commercial land with high visibility on Route 103.

    Bellows Falls, VT 05101
    View details
    Rockingham Land Near Interstate 91
    $299,000
    7.08 Acres

    Rockingham Land Near Interstate 91

    7.08 acres of commercial land with high visibility.

    Bellows Falls, VT 05101
    View details
    Historic Schoolhouse with Commercial Potential
    $699,000
    3.70 Acres

    Historic Schoolhouse with Commercial Potential

    1862 schoolhouse reimagined for commercial or residential use.

    66 Duttonsville School Drive, Cavendish, VT 05142
    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 5,514,260 square feet of properties for sale, with an estimated market value of $814,000.

    Sale prices for residential income properties in Chester, VT start at $235,000, averaging $271,333, 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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    Most Searched ZIP Codes in Chester, VT

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