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
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.
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: 9
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
Shown By
Agency Title: Better Homes and Gardens Real Estate The Masiello Group
Agency Phone: 800-741-1540
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Estimated Payment
$ 1,506.78 per month $756.69 Principal & Interest $650.92 Property Tax $99.17 Homeowner's Insurance
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 2026-09-11 23:33:19 
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 www.masiellogrouprealestate.com today.