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Jonathan Griffus
REALTOR®
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145 South Main Street, Chester, VT 05143

$340,000
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Active
BEDS3 BATHS2 full SQUARE FEET3,608 MLS#5107814
STATUSActive PROPERTY TYPEMulti Unit - Multiple

Listing Courtesy of: Nancy Jenkins Real Estate
Agency Phone: 802-846-4888
Associate Name: The Nancy Jenkins Team
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Property Description

Exceptional mixed-use opportunity with strong visibility on South Main Street in downtown Chester. This versatile property features two residentialapartments?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 addstremendous upside with the potential for additional units or expanded uses, subject to local approvals. Positioned in the heart of one of Southern Vermont's mostcharming 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, orcapitalize on future development potential, this well-located property offers the ideal blend of cash flow, visibility, and long-term opportunity. 3D Virtual Tour availableupon request.

145 South Main Street | MLS# 5107814

This multi-family property located at 145 South Main Street, Chester, VT 05143 is currently listed for sale with an asking price of $340,000. Search Chester real estate on jonathangriffus.masiellogrouprealestate.com today.

Property Features

Property Type: Multi Unit - Multiple
Basement: Yes
Basement: Unfinished
Cooling: None
Heating: Propane, Oil, Baseboard, Hot Air
Home Style: Farmhouse, Multi-Family
Lot Size: 0.80 Acres
Roof Type: Shingle
Stories: 2.5
Taxes: $7,811
Year Built: 1880

Units

Unit 1:
Bathroom(s): 1
Bedrooms: 2
Rent: $1400.00
Unit 2:
Rent: $880.00
Unit 3:
Bathroom(s): 1
Bedrooms: 1
Rent: $1200.00
Unit 4:
Rent: $875.00
Unit 5:
Rent: $180.00

Feature Descriptions

Construction: Wood Frame
Days on Site: 11
Driveway: Paved
Driveway: Paved
Electric: Circuit Breaker(s)
Exterior: Wood Frame
Flood Zone: No
Foundation: Other
Foundation: Other
Lot: In Town
Roads: Public Maintained Road
Sewer: Public
Sq. Ft. Total Finished: 3608
Total Stories: 2.5
Units: 5
Water: Public
Zoning: Residential/Commercial

Listed By / Shown By

Listed By

Agency Name: Nancy Jenkins Real Estate
Agent Name: The Nancy Jenkins Team
Agency Phone: 802-846-4888

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Estimated Payment

$ 1,506.78 per month $756.69 Principal & Interest $650.92 Property Tax $99.17 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 09/13/2026. The listing information on this page last changed on 09/13/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 09/13/2026 12:11:17 AM EST) or MLSPIN MLS (last updated Sat 09/12/2026 11:38:36 PM EST) or Prime MLS (last updated Sat 09/12/2026 11:33:34 PM EST) or MREIS (last updated Sun 09/13/2026 12:05:16 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-09-12 23:33:34

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