Add Listing
    Chester, VT
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Property Types
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price
    $
    $

    Chester, VT Commercial Real Estate for Sale

    Notify Me
    List
    Map
    Grafton, VT Springfield, VT Cavendish, VT
    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: Jul 28, 2025
    View details
    Iconic Fullerton Inn For Sale
    $1,495,000
    18,896 SF

    Iconic Fullerton Inn For Sale

    40 The Common, Chester, VT 5143

    Southern Vermont hospitality landmark in historic downtown Chester.

    • Iconic, fully established turnkey inn business in historic downtown Chester.
    • Prime location on 2.28 acres with Williams River access.
    • 20 guest rooms/suites plus two owner/manager apartments.
    • Multiple dining areas (main dining room, secondary dining area, tavern/bar) and large rear deck.
    • Professional commercial kitchen for full restaurant operation and catered events.
    Updated: Apr 26
    View details
    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
    View details
    Vermont Land with Mountain Views
    $249,000
    84.00 Acres

    Vermont Land with Mountain Views

    84 acres near Chester, VT, with development potential.

    000 Green Mountain Turnpike, Chester, VT 05143
    View details
    Based on your search, we've compiled 160 Potential Opportunities for your consideration. Besides 4 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

    Opportunities in Nearby Cities

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

    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
    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

    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.

    136 Main St

    136 Main St

    COMMERCIAL (GENERAL) • 0.66 Acres
    Value Estimation by Request
    136 Main St, Chester, VT 05143
    View details
    26 Main St

    26 Main St

    OFFICE (GENERAL) • 2,562 SF
    Value Estimation by Request
    26 Main St, Chester, VT 05143-9357
    View details
    2739 Vt Rte 11th E

    2739 Vt Rte 11th E

    COMMERCIAL (GENERAL) • 800 SF
    Value Estimation by Request
    2739 Vt Rte 11th E, Chester, VT 05143
    View details
    15 Depot St

    15 Depot St

    COMMERCIAL (GENERAL) • 4,493 SF
    Value Estimation
    $535,000
    15 Depot St, Chester, VT 05143
    View details
    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
    2490 Flamstead Rd

    2490 Flamstead Rd

    INDUSTRIAL (GENERAL) • 4.00 Acres
    Value Estimation by Request
    2490 Flamstead Rd, Chester, VT 05143-8889
    View details
    81 Gold Riv Ext

    81 Gold Riv Ext

    COMMERCIAL (GENERAL) • 1.95 Acres
    Value Estimation by Request
    81 Gold Riv Ext, Chester, VT 05143-0017
    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
    698 Vt Rte 11th W

    698 Vt Rte 11th W

    HOTEL-RESORT • 6,848 SF
    Value Estimation by Request
    698 Vt Rte 11th W, Chester, VT 05143-8975
    View details
    35 Depot St

    35 Depot St

    FUNERAL HOME • 5,270 SF
    Value Estimation by Request
    35 Depot St, Chester, VT 05143
    View details
    21 Main St

    21 Main St

    DEPARTMENT STORE • 5,180 SF
    Value Estimation by Request
    21 Main St, Chester, VT 05143
    View details

    Chester, VT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 156 commercial real estate for sale in Chester, VT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 21,598 square feet of properties for sale, with an estimated market value of $1,794,000.

    Sale prices for business properties in Chester, VT start at $299,000, averaging $897,000, and reaching up to $1,495,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Browse Commercial real estate for Sale Near Chester, VT

    Popular Searches in Chester, VT

    Most Searched ZIP Codes in Chester, VT

    • 05143

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!