145 South Main Street
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$385,000

145 South Main Street
Chester, VT 05143
Listed by The Nancy Jenkins Team · Nancy Jenkins Real Estate
Bedrooms
N/A
Bathrooms
N/A
Living area
N/A
Year built
1880

About this home

Exceptional mixed-use opportunity with strong visibility on South Main Street in downtown Chester. This versatile property features two residential apartments—a 2-bedroom, 1-bath unit and a 1-bedroom, 1-bath unit—alongside two commercial spaces, creating a diverse and stable income stream. A large barn adds tremendous upside with the potential for additional units or expanded uses, subject to local approvals. Positioned in the heart of one of Southern Vermont’s most charming villages, the property benefits from excellent exposure and convenient access to Chester’s vibrant downtown, local shops, restaurants, and year-round events. Ample parking provides added convenience for residents, customers, and tenants alike. Whether you're looking to expand your portfolio, establish a business presence, or capitalize on future development potential, this well-located property offers the ideal blend of cash flow, visibility, and long-term opportunity. 3D Virtual Tour available upon request.

Property details

MLS #
5097411
Property type
Commercial Sale
Subdivision
N/A
Status
Active
Days on market
43
On market date
N/A
Stories
N/A
Garage spaces
N/A
Lot size
0.8 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Charlestown Primary School
9 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
217
Student:teacher ratio
9.9:1
District
Fall Mountain Regional School District
Middle
Charlestown Middle School
8.81 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
146
Student:teacher ratio
11.2:1
District
Fall Mountain Regional School District
High
None found nearby

Mortgage calculator

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Est. monthly payment
$2,469/mo
$77,000 down
$308,000 loan
Principal & interest$1,998
Property tax (est.)$321
Home insurance (est.)$150

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