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    Chester, VT Commercial Real Estate for Sale

    7 results
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    Map
    Versatile Commercial Building Near Skiing
    $164,000
    0.75 Acres

    Versatile Commercial Building Near Skiing

    3553 Vt Route 103 N, Chester, VT 05143

    Adaptable commercial space in Chester, VT, near Ludlow ski area.

    • Prime location on a well‑traveled road, minutes from Ludlow and seconds from Chester, offering high visibility and easy access.
    • 2,400 square feet of open, adaptable space suitable for retail, workshop, or other business uses.
    • Wheelchair accessible, making it ideal for businesses requiring accessibility.
    • Includes a kitchen and bathroom.
    • Located near ski slopes, attracting both locals and tourists.
    Updated: Nov 14, 2025
    View details
    Chester VT Inn & Restaurant
    $1,850,000
    18,896 SF

    Chester VT Inn & Restaurant

    40 The Cmn, Chester, VT 05143

    Profitable Country Inn, 20 Suites

    View details
    Chester VT Commercial Property - Prime Location
    $425,000
    6,656 SF

    Chester VT Commercial Property - Prime Location

    Versatile 6,656 sq ft commercial space w/ rail siding.

    134 Gold Riv Ext, Chester, VT 05143
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    Chester VT Mixed-Use Investment
    $675,000
    6,894 SF

    Chester VT Mixed-Use Investment

    Prime Chester location, high income potential.

    23 School St, Chester, VT 05143
    View details
    Prime Chester Village Commercial Property
    $485,000
    4,060 SF

    Prime Chester Village Commercial Property

    High-traffic location, 3 units, solar power.

    12 Cmn St, Chester, VT 05143
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    Chester VT Specialty Property
    $625,000

    Chester VT Specialty Property

    Specialty property for sale in Chester, Vermont.

    3630 Vt Route 103 N, Chester, VT 05143
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    Commercial Property with Rail Siding
    $425,000

    Commercial Property with Rail Siding

    Permitted commercial property with office, garage, and rail access.

    134 Gold Riv Ext, Chester, VT 05143
    View details
    Based on your search, we've compiled 165 Potential Opportunities for your consideration. Besides 7 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 152 Off-Market properties to explore as potential leads, plus 2 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.

    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
    View details
    Five-Unit Multifamily Property
    $314,000

    Five-Unit Multifamily Property

    Multifamily property featuring five units and three garage spaces.

    96 Chester Rd, Springfield, VT 05156
    View details
    Land Near Knapp Ponds
    $85,000

    Land Near Knapp Ponds

    Land with timber, stone wall, and sloping mountain terrain.

    00 Chaos Tpke, Cavendish, VT 05142
    View details
    Historic Cavendish Inn - 8 Guest Rooms
    $1,595,000
    4.78 Acres

    Historic Cavendish Inn - 8 Guest Rooms

    Charming VT B&B, 4.78 Acres, Owner's Quarters

    399 Depot St, Cavendish, VT 05153
    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.

    Industrial Lot in Chester, Vermont
    $125,000

    Industrial Lot in Chester, Vermont

    1.66-acre industrial lot ideal for commercial development.

    134 Gold Riv Ext, Chester, VT 05143
    View details
    Commercial Land For Sale
    $625,000

    Commercial Land For Sale

    Commercial land available for sale.

    3630 Vt Rt 103 N, 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.

    12 Cmn St

    12 Cmn St

    Commercial real estate • 4,060 SF
    Value Estimation by Request
    12 Cmn St, Chester, VT 05143
    View details
    326 Goodrich Rd

    326 Goodrich Rd

    Commercial real estate • 1,760 SF
    Value Estimation by Request
    326 Goodrich Rd, Chester, VT 05143
    View details
    134 Gold Riv Ext

    134 Gold Riv Ext

    Commercial real estate • 6,656 SF
    Value Estimation by Request
    134 Gold Riv Ext, Chester, VT 05143
    View details
    643 Rte 103

    643 Rte 103

    Commercial real estate • 2,504 SF
    Value Estimation by Request
    643 Rte 103, Chester, VT 05143
    View details
    134 Gold Riv Ext

    134 Gold Riv Ext

    Distribution properties • 6,656 SF
    Value Estimation by Request
    134 Gold Riv Ext, Chester, VT 05143
    View details
    40 The Cmn

    40 The Cmn

    Commercial real estate • 18,896 SF
    Value Estimation by Request
    40 The Cmn, Chester, VT 05143
    View details
    Chester, VT 05143

    Chester, VT 05143

    INDUSTRIAL (GENERAL)
    Value Estimation by Request
    Chester, VT 05143
    View details
    3643 Vt Rte 103rd N

    3643 Vt Rte 103rd N

    INDUSTRIAL (GENERAL) • 960 SF
    Value Estimation by Request
    3643 Vt Rte 103rd N, Chester, VT 05143-9780
    View details
    34 Trebo Rd

    34 Trebo Rd

    INDUSTRIAL (GENERAL) • 96.69 Acres
    Value Estimation by Request
    34 Trebo Rd, Chester, VT 05143
    View details
    Smokeshire Rd

    Smokeshire Rd

    INDUSTRIAL (GENERAL) • 40.00 Acres
    Value Estimation by Request
    Smokeshire Rd, Chester, VT 05143
    View details
    2490 Flamstead Rd

    2490 Flamstead Rd

    INDUSTRIAL (GENERAL) • 4.00 Acres
    Value Estimation by Request
    2490 Flamstead Rd, Chester, VT 05143-8889
    View details
    Taylor Hl

    Taylor Hl

    INDUSTRIAL (GENERAL) • 64.00 Acres
    Value Estimation by Request
    Taylor Hl, Chester, VT 05143
    View details
    418 Coach Rd

    418 Coach Rd

    WAREHOUSE, STORAGE • 0.47 Acres
    Value Estimation by Request
    418 Coach Rd, Chester, VT 05143
    View details
    Grafton St

    Grafton St

    INDUSTRIAL (GENERAL) • 3.29 Acres
    Value Estimation by Request
    Grafton St, Chester, VT 05143
    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
    23 School St

    23 School St

    COMMERCIAL (GENERAL) • 6,894 SF
    Value Estimation
    $590,000
    23 School St, Chester, VT 05143-8202
    View details
    42 Maple St

    42 Maple St

    COMMERCIAL (GENERAL) • 5,895 SF
    Value Estimation by Request
    42 Maple St, Chester, VT 05143-9738
    View details

    Chester, VT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 155 commercial real estate investment opportunities in Chester, VT with 7 listings featured on our commercial real estate marketplace. The current inventory includes 142,462,066,108 square feet of properties with an estimated value of $42,301,500.

    Estimated prices for commercial real estate in Chester, VT begin at $55,000, with an average of $343,914 and extend to $3,535,000.

    In Chester, VT, current investment values show:

    • Other commercial real estate positioned at $411,551
    • Mixed-use properties measuring $308,516
    • Investment properties assessed at $285,344
    • Other investment properties calculated at $285,344
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    Browse Commercial real estate for Sale Near Chester, VT

    Popular Searches in Chester, VT

    Most Searched ZIP Codes in Chester, VT

    • 05143

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