This listing courtesy of Betsy Adamovich , Real Broker LLC
$450,000

81 Main Street, Chester, VT 05143

  • 5 beds |
  • 4 baths |
  • 4,265 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1880
  • Property Lot Size Icon0.44acre lot
  • Property Parking Icon 1 car garage
  • Property Price Per Square Feet Icon $106/sqft
  • Property List Date Icon Listed 1 month ago

Property Description

Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by a wood-burning fireplace and a large entertainment room complete with a wet bar, creating an ideal setting for gatherings, celebrations, or relaxing at home. The thoughtfully designed primary suite features a beautiful en-suite bathroom, while first-floor laundry adds everyday convenience. The flexible floor plan provides abundant space for family, guests, remote work, hobbies, or multi-generational living. Outside, a paved driveway leads to a detached one-car garage, and the level backyard offers plenty of room for recreation, gardening, pets, or outdoor entertaining. Mature trees and established landscaping create a natural buffer from the road, providing a sense of privacy while remaining just moments from Chester's village amenities, shops, restaurants, and community events. Combining historic character, generous living space, and a highly desirable location, this is a rare opportunity to own one of Chester's classic homes. Conveniently located just minutes from I-91 and within easy reach of Okemo Mountain Resort, Magic Mountain, Bromley Mountain, Stratton Mountain, and other Southern Vermont outdoor destinations, this property offers year-round access to skiing, hiking, recreation, and travel throughout the region.

Listing Status:
Active
Date Added:
June 18, 2026
Data Last Updated:
July 30, 2026 at 7:59PM
Listing Office:
Real Broker LLC : 855-450-0442
Listing Agent:
Betsy Adamovich : 802-384-0155 : betsyvtre@gmail.com
MLS ID:
5095551
  • General: BarCathedral CeilingCeiling FanDining AreaFireplace Screens/EquipWood Fireplace1 FireplacePrimary BR w/ BASoaking TubWet Bar1st Floor LaundryWalkup Attic
  • Appliances: DishwasherDryerMini FridgeRefrigeratorWasherElectric Stove
  • Basement: Unfinished
  • Flooring: CarpetLaminateTileWood
  • A/C: Wall AC Units
  • Heating: PropaneOilForced Air
  • General: BuildingGarden SpaceNatural ShadeOutbuildingPorchCovered Porch
  • Style: Historic VintageOtherVictorian
  • Parking: Off StreetPaved
  • Roofing: ShingleSlate
  • General: Wood FrameConcreteStone
  • Road/Access: PavedPublic Maintained RoadPublic
  • School District: Two Rivers Supervisory Union
  • County: Windsor
  • Driveway: Paved
  • Zoning: Village Center
  • Utilities: Propane
  • Water: PublicPublic Water On-Site
  • Sewer: PublicPublic Sewer On-Site

This listing courtesy of Betsy Adamovich , Real Broker LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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