Step back in time and experience the timeless charm of this beautifully preserved historic farm, originally known as Thompson Farm and later operated as Jersey Girl Farm. Dating back to 1830, this remarkable property blends 19th-century character with modern sustainability and comfort. The main house retains its original doors and slate roof, while recent upgrades include a new heating system, updated electrical wiring, windows designed to match the original style, and solar panels that make the home largely self-sufficient. Features a country kitchen with a spacious living room, and a generous dining room The first floor offers one bedroom and a half bath, while the second floor includes three additional bedrooms and a 3/4 bath. 33 stunning acres, the land includes a serene pond and river ideal for swimming or fishing, five outbuildings, and a magnificent 30x80 19thcentury barn. The property is dotted with apple trees with boundless possibilities- a horse farm, a dairy operation, an Airbnb retreat, or simply a peaceful and charming home in the countryside. Driveway and bridge are going to be moved by the state TBD freight train runs twice a day at lower end of the property wide pine flooring square head nails post and beam barn several outbuildings solid cherry cabinets/butcher block counter 2 pond 3 porches generator Glenwood Stove

Listing Tools

More Info

Tax Information

  • Tax Year2024

Parking

  • Parking Spaces2
  • GarageYes

Rooms

  • Full Bath2

Basic Information

  • MLS Number5048851
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$1,125,000
  • Listing Agent NameJoseph Castelluccio
  • Broker NameWinhall Real Estate

Location

  • Building Number157
  • StreetThompson Road
  • TownChester
  • StateVT
  • Zip05143
  • CountyWindsor
  • DistrictChester School District
  • Elementary SchoolChester-Andover Elementary
  • Junior HighGreen Mountain UHSD #35
  • High SchoolGreen Mountain UHSD #35
  • Flood Zone Y/NYes
  • Address157 Thompson Road

Building

  • Year Built1860
  • Building ConstructionWood Frame, Shingle Siding
  • ConstructionExisting
  • Property StyleFarmhouse
  • Bedrooms4
  • Bathroom3
  • Total Baths3
  • Half Bath1
  • Total Rooms12
  • Square Feet2,772
  • BasementFull, Gravel, Interior Stairs, Basement Stairs
  • FoundationConcrete, Fieldstone

Property

  • Acreage32.97
  • Lot DescriptionAgricultural, Dairy Farm, Landscaped, Mountain View, Pond, View, Near Shopping, Near Skiing, Rural, Near Railroad, Near School(s)
  • AreaVT-Windsor
  • DrivewayGravel
  • RoadsPublic, Unpaved
  • Road Frontage850

Interior

  • Stories2

Exterior

  • RoofAsphalt Shingle

Utilities

  • Heat SystemOil, Baseboard, Hot Water, Wood Stove
  • WaterDrilled Well, Private, Spring
  • Sewer1000 Gallon, Concrete, Private
  • Electric200+ Amp Service, Generator
  • UtilitiesCable Available, Telephone Available

Amenities

  • PricePerSqFt405.84

Other

  • Delayed ShowingsNo
  • SeasonalUnknown
  • Page89-94
  • Date Listed06/26/2025
  • View Count20

Map Location

Listed by Joseph Castelluccio of Winhall Real Estate
Broker Reciprocity 

Copyright 2025 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 November 18, 2025 6:07 AM EST

 

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