Chester, VT Commercial real estate for sale

Updated: Nov 18, 2025

Open Meadow Agricultural Land Parcel

Contro Road, Chester, VT 05143

$159,000

5.00 AC lot

5‑acre parcel with an open meadow for a homestead, cottage, or lodge concept
WWW permit is issued
Water source is well needed
Sewer is septic needed
Town‑maintained road provides easy access

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Updated: Oct 26, 2024

Horse Property Land with Outdoor Arena

Green Mountain Turnpike, Chester, VT 05143

$249,000

84.00 AC lot

84+/- acres with outdoor arena and open meadows
Over 3,000 feet of road frontage on the Green Mountain Turnpike
Power and internet access along more than half the frontage
Alpine views of Fox Chair Mountain
Enrolled in Vermont’s Current Use Program

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Second-Floor Office Unit

136 Main Street, Chester, VT 05143

Contact for pricing

Office space with shared restroom, off-street parking, and included building services.

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Iconic Fullerton Inn For Sale

40 The Common, Chester, VT 05143

$1,495,000

18,896 sqft 2.28 AC lot

Southern Vermont hospitality landmark in historic downtown Chester.

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Renovated Mixed-Use Property

3630 Vt Route 103 N, Chester, VT 05143

$650,000

5,324 sqft

Completely renovated two-unit residence plus a two-story commercial space, offering flexible options for occupancy or leasing.

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Mixed-Use Downtown Property

145 South Main Street, Chester, VT 05143

$385,000

3,608 sqft

Property includes two residential apartments and two commercial spaces, with a large barn for potential future use.

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Flexible Retail or Workshop Building

3553 Vt Route 103 N, Chester, VT 05143

$164,000

2,400 sqft

A former Grange building with open interior, kitchen and bathroom, and wheelchair accessibility along a well-traveled road.

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Commercial Land For Sale

3630 VT RT 103 N, Chester, VT 05143

$650,000

2.00 AC lot

Commercial land available for sale.

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Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 8 Active listings in Chester, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 64 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.

Versatile Commercial Space For Sale

109 Park St, Springfield, VT 05156

$195,000

0.25 AC lot

Well-maintained commercial property with great visibility and off-street parking.

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Flex Space with Drive-In Door

10 Precision Drive, Springfield, VT 05150

Contact for pricing

9.50 AC lot

Industrial-zoned flex space with high ceilings, drive-in access, multiple loading doors, and an on-site office.

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Historic Firehouse Live-Work Space

406 Main Street, Cavendish, VT 05142

$125,000

Historic firehouse offers flexible space for business, living quarters, or both near the Proctorsville Green.

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Historic Schoolhouse Distribution Building

66 Duttonsville School Drive, Cavendish, VT 05142

$699,000

3.70 AC lot

Built in 1862 and used for distribution since 1973, the property includes preserved interior details and a truck-accessible open lot.

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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.