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    Chester, VT Commercial Real Estate for Sale

    14 results
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    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
    Victorian Multi-Family Home
    $599,000
    3,850 SF

    Victorian Multi-Family Home

    534 Elm St, Chester, VT 05143

    Impressive Victorian home with carriage house in Chester, Vermont.

    • Main house features 4 bedrooms and a 3‑bedroom carriage house, offering flexibility.
    • Turnkey sale for immediate occupancy.
    • Located in Chester, Vermont, one of the top 10 most beautiful towns in Vermont.
    • Proximity to multiple Vermont ski resorts: Okemo, Killington, Stratton, Bromley, and Magic Mountains.
    • Historic Victorian home (built in 1868) with original character.
    Updated: Feb 24
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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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    Adaptable Retail or Workshop Space
    $164,000

    Adaptable Retail or Workshop Space

    Versatile 2,400 SF building near Ludlow and Chester, Vermont.

    3553 Vt Route 103 N, Chester, VT 05143
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    Renovated Mixed-Use Property in Chester
    $650,000

    Renovated Mixed-Use Property in Chester

    Completely renovated mixed-use property with residential and commercial spaces.

    3630 Vt Route 103 N, Chester, VT 05143
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    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 Tpke, 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
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    Mixed-Use Property on Main Street
    $299,000

    Mixed-Use Property on Main Street

    Mixed-use property with commercial and residential potential on busy street.

    41 Vt Route 103 South, Chester, VT 05143
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    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
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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
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    Commercial Land For Sale
    $650,000

    Commercial Land For Sale

    Commercial land available for sale.

    3630 Vt Rt 103 N, Chester, VT 05143
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    Chester VT Inn & Restaurant
    $1,850,000
    18,896 SF

    Chester VT Inn & Restaurant

    Profitable Country Inn, 20 Suites

    40 The Cmn, Chester, VT 05143
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    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 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
    View details
    Based on your search, we've compiled 128 Potential Opportunities for your consideration. Besides 14 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 110 Off-Market properties to explore as potential leads

    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
    Springfield Commercial Property with Income
    $319,000
    0.50 Acres

    Springfield Commercial Property with Income

    Well-maintained commercial space with rental home in Okemo Valley.

    112 Vermont Rte 106, Springfield, VT 05150
    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 Dr, 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

    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
    472 Main St

    472 Main St

    COMMERCIAL (GENERAL) • 5,546 SF
    Value Estimation by Request
    472 Main St, Chester, VT 05143-9361
    View details
    442 Elm St

    442 Elm St

    COMMERCIAL (GENERAL) • 1,488 SF
    Value Estimation by Request
    442 Elm St, Chester, VT 05143-9290
    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
    6802 Popple Dungeon Rd

    6802 Popple Dungeon Rd

    SHOW ROOM, WAREHOUSE • 105.26 Acres
    Value Estimation
    $560,000
    6802 Popple Dungeon Rd, Chester, VT 05143-9825
    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
    173 Horsenail Hl Rd

    173 Horsenail Hl Rd

    COMMERCIAL (GENERAL) • 36.25 Acres
    Value Estimation by Request
    173 Horsenail Hl Rd, Chester, VT 05143
    View details
    665 Vt Rte 10

    665 Vt Rte 10

    COMMERCIAL (GENERAL) • 4,674 SF
    Value Estimation
    $585,000
    665 Vt Rte 10, Chester, VT 05143-9656
    View details
    Grafton St

    Grafton St

    INDUSTRIAL (GENERAL) • 3.29 Acres
    Value Estimation by Request
    Grafton St, Chester, VT 05143
    View details
    Taylor Hl

    Taylor Hl

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

    Chester, VT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 166 commercial real estate for sale in Chester, VT, showcased through 14 active listings on our real estate platform. These investment opportunities span a total of 4,291,531 square feet of properties for sale, with an estimated market value of $4,772,000.

    Sale prices for business properties in Chester, VT start at $164,000, averaging $596,500, and reaching up to $1,850,000 — 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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    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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