145 South Main Street, Chester, VT 05143

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
145 South Main Street,Chester, VT 05143
$340,000
  • 3 Beds
  • - Baths
  • 3,608 sq. ft.
  • Multi-family
  • Active
Listed by: the nancy jenkins team
Office: nancy jenkins real estate802-846-4888
MLS#:5107814
Source:PrimeMLS

Price summary

  • Price:$340,000
  • Price per sq. ft.:$72.28

About this home

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.

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Home facts

  • Year built:1880
  • Listing ID #:5107814
  • Added:2 day(s) ago
  • Updated:September 05, 2026 at 10:30 AM

Rooms and interior

  • Bedrooms:3
  • Basement Description:Interior, Unfinished
  • Living area:3,608 sq. ft.

Heating and cooling

  • Heating:Baseboard, Hot Air, Oil

Structure and exterior

  • Roof:Shingle
  • Year built:1880
  • Building area:3,608 sq. ft.
  • Lot area:0.8 Acres
  • Levels:2.5 Story

Utilities

  • Sewer:Public Available

Finances and disclosures

  • Price:$340,000
  • Price per sq. ft.:$72.28
  • Tax amount:$7,811 (2025)

Features and amenities

  • Amenities:Circuit Breaker(s)

Parking

  • Parking description:Paved Driveway
MLS LogoCopyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated September 5, 2026