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    Chester, VT Mixed-use Properties for Sale

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    Burlington, VT Bennington, VT Brattleboro, 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 45 Potential Opportunities for your consideration. Besides 1 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 36 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.

    Cleared Village Lot in Ludlow
    $1,250,000
    0.34 Acres

    Cleared Village Lot in Ludlow

    Prime village lot with approvals in place for mixed-use development.

    130 Main Street, Ludlow, VT 05149
    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
    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
    View details
    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
    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.

    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
    Cleared Village Lot in Ludlow
    $1,250,000
    0.34 Acres

    Cleared Village Lot in Ludlow

    Prime village lot near shops, dining, and Okemo Mountain.

    130 Main Street, Ludlow, VT 05149
    View details
    Dover Land Near Mount Snow
    $539,000
    2.88 Acres

    Dover Land Near Mount Snow

    Development opportunity near Mount Snow Ski Resort with mountain views.

    West Dover, VT 05356
    View details
    Enfield Land with Mixed Zoning
    $2,450,000
    43.00 Acres

    Enfield Land with Mixed Zoning

    43-acre mixed-use land with utilities, development potential, and recreational amenities.

    453 Rt. 4, Enfield, NH 03748
    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.

    2350 Vt Rte 10

    2350 Vt Rte 10

    OFFICE/RESIDENTIAL (MIXED USE) • 1,876 SF
    Value Estimation by Request
    2350 Vt Rte 10, Chester, VT 05143-9636
    View details
    117 Main St

    117 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 2,008 SF
    Value Estimation by Request
    117 Main St, Chester, VT 05143-9620
    View details
    12 Cmn St

    12 Cmn St

    STORE/OFFICE (MIXED USE) • 4,060 SF
    Value Estimation by Request
    12 Cmn St, Chester, VT 05143
    View details
    2858 Popple Dungeon Rd

    2858 Popple Dungeon Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 1,456 SF
    Value Estimation by Request
    2858 Popple Dungeon Rd, Chester, VT 05143
    View details
    90 Cmn St

    90 Cmn St

    OFFICE/RESIDENTIAL (MIXED USE) • 4,026 SF
    Value Estimation by Request
    90 Cmn St, Chester, VT 05143
    View details
    7 Pne Vw Rd

    7 Pne Vw Rd

    STORE/OFFICE (MIXED USE) • 3,164 SF
    Value Estimation
    $540,000
    7 Pne Vw Rd, Chester, VT 05143-9627
    View details
    2220 Vt Rte 103rd S

    2220 Vt Rte 103rd S

    OFFICE/RESIDENTIAL (MIXED USE) • 2,688 SF
    Value Estimation by Request
    2220 Vt Rte 103rd S, Chester, VT 05143-8559
    View details
    2099 Rockingham Rd

    2099 Rockingham Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 2.00 Acres
    Value Estimation by Request
    2099 Rockingham Rd, Chester, VT 05143-8647
    View details
    1997 Rockingham Rd

    1997 Rockingham Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 966 SF
    Value Estimation
    $720,000
    1997 Rockingham Rd, Chester, VT 05143-8666
    View details
    78 Cmn St

    78 Cmn St

    OFFICE/RESIDENTIAL (MIXED USE) • 0.25 Acres
    Value Estimation by Request
    78 Cmn St, Chester, VT 05143
    View details
    26 Cmn St

    26 Cmn St

    OFFICE/RESIDENTIAL (MIXED USE) • 3,444 SF
    Value Estimation by Request
    26 Cmn St, Chester, VT 05143
    View details
    58 Cmn St

    58 Cmn St

    OFFICE/RESIDENTIAL (MIXED USE) • 5,914 SF
    Value Estimation by Request
    58 Cmn St, Chester, VT 05143
    View details
    61 Williams Rd

    61 Williams Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 47.80 Acres
    Value Estimation
    $725,000
    61 Williams Rd, Chester, VT 05143-9300
    View details
    527 Nn St

    527 Nn St

    OFFICE/RESIDENTIAL (MIXED USE) • 2,477 SF
    Value Estimation by Request
    527 Nn St, Chester, VT 05143-9386
    View details
    585 Depot St

    585 Depot St

    STORE/OFFICE (MIXED USE) • 4,412 SF
    Value Estimation by Request
    585 Depot St, Chester, VT 05143-9345
    View details
    34 School St

    34 School St

    OFFICE/RESIDENTIAL (MIXED USE) • 3,940 SF
    Value Estimation by Request
    34 School St, Chester, VT 05143-9243
    View details
    295 Main St

    295 Main St

    STORE/OFFICE (MIXED USE) • 6,041 SF
    Value Estimation by Request
    295 Main St, Chester, VT 05143-4459
    View details
    926 Vt Rte 103rd S

    926 Vt Rte 103rd S

    MIXED USE (COMMERCIAL/INDUSTRIAL) • 71,894 SF
    Value Estimation
    $4,010,000
    926 Vt Rte 103rd S, Chester, VT 05143-8461
    View details
    94 Cmn St

    94 Cmn St

    OFFICE/RESIDENTIAL (MIXED USE) • 3,030 SF
    Value Estimation by Request
    94 Cmn St, Chester, VT 05143
    View details
    908 Vt Rte 103rd S

    908 Vt Rte 103rd S

    OFFICE/RESIDENTIAL (MIXED USE) • 4,650 SF
    Value Estimation by Request
    908 Vt Rte 103rd S, Chester, VT 05143-8461
    View details
    75 Senior Cir

    75 Senior Cir

    OFFICE/RESIDENTIAL (MIXED USE) • 286 SF
    Value Estimation by Request
    75 Senior Cir, Chester, VT 05143
    View details
    68 Cmn St

    68 Cmn St

    OFFICE/RESIDENTIAL (MIXED USE) • 4,129 SF
    Value Estimation by Request
    68 Cmn St, Chester, VT 05143
    View details
    287 Main St

    287 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 4,598 SF
    Value Estimation by Request
    287 Main St, Chester, VT 05143-4459
    View details

    Chester, VT Mixed-Use Properties Investment Opportunities Market Analysis

    Explore 37 mixed-use properties for sale in Chester, VT on our real estate platform. These investment opportunities span a total of 5,580,036 square feet of properties for sale, with an estimated market value of $9,564,000.

    Sale prices for multi use buildings in Chester, VT start at $105,000, averaging $308,516, and reaching up to $990,000 — 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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