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  • Listed by: 

    Joseph A Castelluccio,

    Winhall Real Estate 802-297-1550

    Price cut: $130K (12/3)
    $995,000

    157 Thompson Road, Chester, VT 05143

    4beds
    2,772sqft
    : 
    Farm
    Built in 1860
    32.97 Acres Lot
    $-- Zestimate®
    $359/sqft
    $-- HOA

    What's special

    Post and beam barnSerene pondNew heating systemWide pine flooringUpdated electrical wiringApple treesFive outbuildings
    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
    167 days
    |
    484
    |
    18
    |

    Zillow last checked: 8 hours ago

    Listing updated: December 03, 2025 at 07:28am

    Listed by:

    Joseph A Castelluccio,

    Winhall Real Estate 802-297-1550

    Source: PrimeMLS,MLS#: 5048851MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Oil, Baseboard, Hot Water, Wood Stove
    Cooling
    • None
    Features
    • Basement: Full,Gravel,Interior Stairs,Basement Stairs,Interior Entry
    Interior area
    • Total structure area: 2,772
    • Total interior livable area: 2,772 sqft
    • Finished area above ground: 2,772
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 2
    • Parking features: Gravel
    • Garage spaces: 2
    Features
    • Levels: Two
    • Stories: 2
    • Has view: Yes
    • View description: Mountain(s)
    • Waterfront features: Pond
    • Frontage length: Road frontage: 850
    Lot
    • Size: 32.97 Acres
    • Features: Agricultural, Dairy Farm, Landscaped, Views, Near Shopping, Near Skiing, Rural, Near Railroad, Near School(s)
    Details
    • Parcel number: 14404510930
    • Zoning description: Residential

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Farm
    Materials
    • Wood Frame, Shingle Siding
    • Foundation: Concrete, Fieldstone
    • Roof: Asphalt Shingle
    Condition
    • New construction: No
    • Year built: 1860

    Utilities & green energy

    • Electric: 200+ Amp Service, Generator
    • Sewer: 1000 Gallon, Concrete, Private Sewer
    • Utilities for property: Cable Available, Phone Available

    Community & HOA

    Location
    • Region: Chester

    Financial & listing details

    • Price per square foot: $359/sqft
    • Tax assessed value: $514,900
    • Annual tax amount: $9,627
    • Date on market: 6/26/2025
    • Road surface type: Unpaved
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    $4,550/mo

    Price history

    Price history
    DateEventPrice
    12/3/2025Price change$995,000-11.6%$359/sqft
    Source: PrimeMLS #5048851 Report a problem
    8/15/2025Price change$1,125,000-9.9%$406/sqft
    Source: PrimeMLS #5048851 Report a problem
    6/26/2025Listed for sale$1,249,000+25.5%$451/sqft
    Source: PrimeMLS #5048851 Report a problem
    2/27/2025Listing removed$995,000$359/sqft
    Source: PrimeMLS #5000207 Report a problem
    7/29/2024Price change$995,000-0.4%$359/sqft
    Source: PrimeMLS #5000207 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024-- $514,900
    2023-- $514,900
    2022-- --

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $5,848/mo
    Principal & interest
    $3858
    Property taxes
    $1642
    Home insurance
    $348

      Climate risks

      Neighborhood: 05143

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Chester-Andover Elementary
      • Middle: Green Mountain UHSD #35
      • High: Green Mountain UHSD #35
      • District: Chester School District

      Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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