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$1,249,000

157 Thompson Rd Chester, VT 05143

4 beds
2 full, 1 partial
2,772 sqft
33.0 acres
$451 / sqft
House

Property details

About 157 Thompson Rd

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

Highlights

Home typeSingle Family Residence
HeatingOil, Baseboard, Hot Water, Other
StatusActive
Size2,772 sqft
BasementYes
Lot size32.97 Acres
Year built1860
MLS #5048851
Garage2 spaces

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 2
  • Basement: Yes
  • Total Bedroom Count: 4
  • Garage Space: 2 spaces
  • Heating: Oil, Baseboard, Hot Water, Other
  • Cooling: None
  • List Price: $1,249,000
  • Price/SqFt: $450
  • Annual Tax Amount: $13,761
  • Tax Year: 2023
  • Year Built: 1860
  • Stories: 2
  • Living Area: 2,772 SqFt
  • Lot Size: 32.97 Acres
  • MLS Number: 5048851
  • Office Name: Winhall Real Estate
  • Office Phone: (802) 297-1550
  • Office Email: carrie@winhallrealestate.com
  • Listing Agent: Joseph Castelluccio

IDX© Copyright 2025 PrimeMLS, 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 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.

Housing Market Reports are calculated by Rocket Homes Real Estate, LLC and based on information from the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/31/2025, 12:45:27 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Apr 14, 2021
Home Sold
$420,000

Tax history

YearAssessmentProperty Tax
2023$514,900$13,761
2022$577,000$13,761
2021$793,700$9,466
2020$793,700$10,002
2019$870,800$17,573
2018$870,800$17,359

History based on county public records data.

Nearby schools

4

Chester Andover Elementary School

Public District PK-6

2.8 mi

72 Main St

2

Union Street Elementary School

Public District 3-5

6.1 mi

43 Union St

6

Charlestown Primary School

Public District PK-5

10.8 mi

84 E Street Ext

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $52,778. Residents of Chester, VT typically earn between $35k-100k each year. Typical family type is single, no kids. The majority of residents in this area have post secondary degree education.

How much money do the neighbors make?

26%
<35k
54%
35k-100k
11%
100k-200k
9%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

38%
Single, No Kids
9%
Single, with Kids
37%
Married, No Kids
16%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

11%
<11 yrs old
8%
12-17 yrs old
14%
18-34 yrs old
49%
35-64 yrs old
18%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • Figure SkatingFigure Skating
  • NASCARNASCAR

Where do the neighbors shop?

  • DillardsDillards
  • Dollar GeneralDollar General
  • Dick's Sporting GoodsDick's Sporting Goods

Where do the neighbors go to eat?

  • Cracker BarrelCracker Barrel
  • ApplebeesApplebees
  • Texas RoadhouseTexas Roadhouse

What do the neighbors drive?

  • CadillacCadillac
  • SubaruSubaru
  • RamRam

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • Classic CountryClassic Country
  • New CountryNew Country
All data provided by Home Junction and Claritas

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Frequently asked questions

About 157 Thompson Rd

The listing price of 157 Thompson Rd property is $1,249,000.

The property 157 Thompson Rd is a house located in Chester, Vermont, 05143.

Active Listing: 157 Thompson Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 157 Thompson Rd are: Chester Andover Elementary School (GreatSchools Rating 4/10), Union Street Elementary School (GreatSchools Rating 2/10), Charlestown Primary School (GreatSchools Rating 6/10), Riverside Middle School (GreatSchools Rating 1/10), Charlestown Middle School (GreatSchools Rating 5/10), Weathersfield School (GreatSchools Rating 7/10), Green Mountain Union High School (GreatSchools Rating 5/10), Springfield High School (GreatSchools Rating 3/10), Stevens High School (GreatSchools Rating 2/10).

According to the records, the last property tax for 2023 is $13,761 (source: MLS/based on county public records data).

The last sale was on April 14, 2021 for $420,000 (source: MLS/tax record).

The property at 157 Thompson Rd has 4 bedrooms and 2 full and 1 half bathrooms.

The property 157 Thompson Rd is 2,772 SqFt (source: MLS/tax record).

The year of construction for 157 Thompson Rd is 1860.

This home is located at 157 Thompson Rd in Chester, VT and zip code 05143. This 2,772 square foot home, which was built in 1860, sits on a 32.97 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 27, 2025 and is currently priced at $1,249,000.

Chester, VT housing market in June 2025 saw over 1 listings sold above listed price, more than 0 sold at listed price and over 1 sold below. The number of homes for sale in Chester, VT increased by 71.4% between May and June 2025.

From Rocket Homes Real Estate and based on county public records data.

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