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    Chester, VT

    Chester, VT Commercial Real Estate for Sale

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    Found 9 commercial real estate listings for sale in Chester, VT, averaging $94/sq ft. Use valuation data to compare deals faster.
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    Open-Plan Storefront Building
    Updated: Jul 17
    Open-Plan Storefront Building

    39 S Main Street, Chester, VT 05143

    $285,000
    0.25 AC lot
    37' x 35' main interior room with open layout
    0.25‑acre parcel with Village zoning
    Located at the intersection of Route 11 and Route 35
    Walk‑in refrigerator bank, rear office or galley area, and one half bath
    On‑site parking with pull‑in, pull‑out access
    View details
    Open-Layout Flex Building
    Updated: Jul 28, 2025
    Open-Layout Flex Building

    3553 VT Route 103 N, Chester, VT 05143

    $149,000
    0.75 AC lot
    2,400‑square‑foot open flex building on 0.75 acres
    Commercial zoning supports a range of business configurations
    1950 wood‑frame construction with a metal roof
    Kitchen, bathroom, and basement included
    Accessible approach with ramp
    View details
    Horse Property Land with Outdoor Arena
    Horse Property Land with Outdoor Arena

    Green Mountain Turnpike, Chester, VT 05143

    $220,000
    84.00 AC lot

    Expansive horse-friendly land with outdoor arena, mountain views, and power and internet access along much of the frontage.

    View details
    Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads
    Open-Plan Storefront Property
    Open-Plan Storefront Property

    39 S Main St, Chester, VT 05143

    $285,000
    1,802 sqft 0.25 AC lot

    Village-zoned commercial space with refrigeration, support areas, parking, and flexible interior layout options.

    View details
    Open Flex Space with Kitchen
    Open Flex Space with Kitchen

    3553 Vt Route 103 N, Chester, VT 05143

    $149,000
    2,400 sqft

    Accessible commercial building with an open interior, kitchen, and bathroom.

    View details
    Mixed-Use Building
    Mixed-Use Building

    23 School Street, Chester, VT 05143

    $649,000
    13,788 sqft

    Four rented residences accompany professional office space in this village property.

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    Duplex with Heated Workshop
    Duplex with Heated Workshop

    3668 Vt Route 103 North, Chester, VT 05143

    $209,500
    1,922 sqft

    Two apartments share a property with commercial zoning, a barn, and several additional outbuildings.

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    Chester VT Specialty Property
    Chester VT Specialty Property

    3630 Vt Route 103 N, Chester, VT 05143

    $650,000
    2.00 AC lot

    Specialty property for sale in Chester, Vermont.

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    Commercial Land For Sale
    Commercial Land For Sale

    3630 VT RT 103 N, Chester, VT 05143

    $650,000
    2.00 AC lot

    Commercial land available for sale.

    View details
    9 active listings match your search: For sale in Chester, VT. Based on your search, we've also compiled 67 Potential Opportunities for your consideration: 4 properties in nearby cities and 63 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.

    Industrial Building with Drive-In Door
    Industrial Building with Drive-In Door

    10 Precision Drive, Springfield, VT 05150

    $2,950,000
    63,073 sqft 5.00 AC lot

    Industrial space with 13-23' ceilings, multiple loading options, 3,600 sq ft office, and 400A 480V 3-phase power.

    View details
    Manufacturing Building with Loading Docks
    Manufacturing Building with Loading Docks

    10 Precision Drive, Springfield, VT 05150

    $2,950,000
    9.50 AC lot

    A 24,000-square-foot area is available, with office space, drive-in access, and adjustable loading docks.

    View details
    Multifamily Property with Barns
    Multifamily Property with Barns

    2055 & 2071 Main and 28 Pleasant Street, Cavendish, VT 05142

    $399,000
    2,496 sqft 0.71 AC lot

    Three connected properties include residential units, large barn spaces, and ongoing renovation work.

    View details
    Three-Property Mixed-Use Portfolio
    Three-Property Mixed-Use Portfolio

    2055 & 2071 Main and 28 Pleasant Street, Cavendish, VT 05142

    $399,000
    0.71 AC lot

    Combined Main Street and Pleasant Street holdings include residential, office, barn, and workshop components with separate access.

    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
    COMMERCIAL (GENERAL)

    136 Main St, Chester, VT 05143

    Estimated value:
    $270,000
    0.66 AC lot
    View details
    26 Main St
    OFFICE (GENERAL)

    26 Main St, Chester, VT 05143-9357

    Estimated value:
    $245,000
    2,562 sqft 0.75 AC lot
    View details
    2739 Vt Rte 11th E
    COMMERCIAL (GENERAL)

    2739 Vt Rte 11th E, Chester, VT 05143

    Estimated value:
    $285,000
    800 sqft 3.50 AC lot
    View details
    15 Depot St
    COMMERCIAL (GENERAL)

    15 Depot St, Chester, VT 05143

    Estimated value:
    $280,000
    4,493 sqft 0.12 AC lot
    View details
    2350 Vt Rte 10
    OFFICE/RESIDENTIAL (MIXED USE)

    2350 Vt Rte 10, Chester, VT 05143-9636

    Estimated value:
    $255,000
    1,876 sqft 10.90 AC lot
    View details
    472 Main St
    COMMERCIAL (GENERAL)

    472 Main St, Chester, VT 05143-9361

    Estimated value:
    $465,000
    5,546 sqft 1.00 AC lot
    View details
    442 Elm St
    COMMERCIAL (GENERAL)

    442 Elm St, Chester, VT 05143-9290

    Estimated value:
    $135,000
    1,488 sqft 0.25 AC lot
    View details
    117 Main St
    OFFICE/RESIDENTIAL (MIXED USE)

    117 Main St, Chester, VT 05143-9620

    Estimated value:
    $260,000
    2,008 sqft 0.75 AC lot
    View details
    6802 Popple Dungeon Rd
    SHOW ROOM, WAREHOUSE

    6802 Popple Dungeon Rd, Chester, VT 05143-9825

    Estimated value:
    $495,000
    105.26 AC lot
    View details
    12 Cmn St
    STORE/OFFICE (MIXED USE)

    12 Cmn St, Chester, VT 05143

    Estimated value:
    $315,000
    4,060 sqft 0.25 AC lot
    View details
    173 Horsenail Hl Rd
    COMMERCIAL (GENERAL)

    173 Horsenail Hl Rd, Chester, VT 05143

    Estimated value:
    $125,000
    36.25 AC lot
    View details
    665 Vt Rte 10
    COMMERCIAL (GENERAL)

    665 Vt Rte 10, Chester, VT 05143-9656

    Estimated value:
    $495,000
    4,674 sqft 10.25 AC lot
    View details
    Grafton St
    INDUSTRIAL (GENERAL)

    Grafton St, Chester, VT 05143

    Estimated value:
    $65,000
    3.29 AC lot
    View details
    Taylor Hl
    INDUSTRIAL (GENERAL)

    Taylor Hl, Chester, VT 05143

    Estimated value:
    $55,000
    64.00 AC lot
    View details
    2490 Flamstead Rd
    INDUSTRIAL (GENERAL)

    2490 Flamstead Rd, Chester, VT 05143-8889

    Estimated value:
    $240,000
    4.00 AC lot
    View details

    Chester, VT Commercial Real Estate Market Trends and Statistics

    Explore 72 commercial real estate for sale in Chester, VT, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 19,912 square feet of properties for sale, with an estimated market value of $3,246,500.

    Sale prices for business properties in Chester, VT start at $149,000, averaging $360,722, and reaching up to $650,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    Chester, VT CRE market trends — vacancy, lease rates and price per SF, updated monthly
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    Demographics Overview

    Population 4,916
    Population Growth (5Y) +12.0%
    Median Household Income $73,438
    College Educated 24.4%

    High-Yield Neighborhoods for Investment

    Identify Chester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    05143 $383.3K

    Taxes & Financing

    Tax Rate (average for all types) 2.38%
    Property Tax per SF $59.56 per SF
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Windsor County

    New Delisted

    Total CRE Inventory on Market (SF)

    Average Property Price per SF

    For-sale Residential Income pricing trends in Windsor County

    Residential Income

    How Realmo verifies these figures

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