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Adam Dow

| The Dow Group | #1 Real Estate Team in New Hampshire

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145 South Main St , Chester, VT 05143
$385,000
Est. Payment: $2,006.29/mo
0 Bed
0 Bath
3608 Sqft
Status: active | Days on site: 33
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VCR-C15903466 - VCR-C159091383,VCR-C159052275

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House Description

Exceptional mixed-use opportunity with strong visibility on South Main Street in downtown Chester. Offered at an attractive 8% cap rate, 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.

Highlights

Listed by The Nancy Jenkins Team , Nancy Jenkins Real Estate , 802-846-4888. PrimeMLS mls logo

Property Type

Commercial Sale

Lot/Acreage
0.8

Year Built

1880

County

Windsor

Listing ID

5097411

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Interior Features

Bedrooms and Bathrooms
  • Bedrooms:0
  • Bathrooms:0
  • Full Bathrooms:
Basement:Yes,Unfinished

Exterior Features

Lot:In Town
Zoning:Commercial
Roof:Slate
Sewer:Public
Parking Features:Off Street
Principal Interest
$2,006
Taxes
$651

Home Price

$385,000

Loan Details

30 yrs
6.792%

Down Payment

20%
$77,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$2,006.29

Principal

Taxes

Principal Taxes HOA Total
Monthly $2,006.29 $650.99 $0.00 $2,657.28
Yearly $24,075.46 $7,811.90 $0.00 $31,887.36
Total $722,263.88 $234,357.00 $0.00 $956,620.88

Today's Rates

30 Year

6.79%

20 Year

6.27%

15 Year

6.15%

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Market insight data is pulled from the same city as the listing being viewed (Chester, VT).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 1, 2026 11:51pm

Data last updated: 2026-08-02T03:51:12.800Z

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