145 South Main StreetChester, VT 05143MLS Number 5097411

  • Price: $385,000
  • 2 Days on Market
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Federal 30-year interest rate: 6.49% last updated on Jun 25, 2026
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145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143145 South Main Street Chester VT 05143
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  • 0.8Acreage
  • 1880Year Built
  • 3,608Square Feet
  • 2025Tax Year
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.
Listed by The Nancy Jenkins Team of Nancy Jenkins Real Estate

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Bellville Realty

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Bellville Realty
Office: 802-257-7979
16 Harmony Place
Brattleboro, VT 05301

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Tax Information

  • Tax Year2025

Building

  • Year Built1880
  • ConstructionWood Frame
  • NumberOfUnitsInCommunity5
  • Square Feet3,608
  • BasementUnfinished

Exterior

  • RoofSlate

Utilities

  • Heating CoolingBaseboard, Hot Air, Propane, Oil

Legal

  • Taxes$7,811
  • NOI30610
  • OtherStructuresBuilding Only
  • ZoningCommercial

Basic Information

  • StatusACT
  • Modification Date06/30/2026
  • TypeBusiness, Multi-Family, Office, Retail
  • List Price$385,000
  • Broker NameNancy Jenkins Real Estate
  • Listing Agent NameThe Nancy Jenkins Team
  • Lister Office NameNancy Jenkins Real Estate
  • MLS Number5097411
  • MLS StatusActive

Amenities

  • PricePerSqFt106.71

Location

  • Building Number145
  • StreetSouth Main Street
  • TownChester
  • StateVT
  • Zip05143
  • CountyWindsor
  • Address145 South Main Street

Property

  • Acreage0.8
  • Parking Spaces
  • Property TypeCommercial Sale
  • AreaVT-Windsor
  • Lot Sqft34,848

Other

  • Date Listed06/30/2026

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