Chester, VT 1-Story Homes for Sale

/42
$315,000
- 3 Beds
- 2 Baths
- 1,566 Sq Ft
4150 Trebo Rd, Chester, VT 05143

This lovingly maintained manufactured home is just waiting for its new owner to enjoy! Located less than 10 mins from North Springfield and just 20 mins to Ludlow on a quiet dirt road. Enter through the large multi-purpose room with views of the pond and perennial gardens. Laundry is conveniently located in the hallway off the kitchen. A wood stove in the living room adds charm and warmth.

Alexandra Eatmon Kelley Real Estate, Inc.

4150 Trebo Rd, Chester, VT 05143
/47
$1,500,000
- 4 Beds
- 4.5 Baths
- 5,700 Sq Ft
465 Pennell Rd, Chester, VT 05143

Discover a truly exceptional, custom-built contemporary home nestled on approximately 79 breathtaking acres with panoramic views, offering the ultimate Vermont lifestyle. This versatile 4-bedroom residence features a flexible floor plan that includes a private in-law suite, perfect for extended family, guests, or additional living options.The setting is nothing short of spectacular. Enjoy

Gary Coger Four Seasons Sotheby's Int'l Realty

465 Pennell Rd, Chester, VT 05143
/60
$499,000
- 5 Beds
- 7 Baths
- 5,546 Sq Ft
472 Main St, Chester, VT 05143

The Laurin Whiting House, circa 1850, is a Greek Revival style home with 5 bedrooms and 7 baths on 1 +/- acre. The curved, multi-bay veranda wraps around the front of the house with neo-classical columns and an oculus that punctuates the front gable end. A light-filled living room has French doors that open to the lovely porch and adjoin a large bedroom and full bath. The formal dining room

Geralyn Donohue Engel & Völkers Okemo

472 Main St, Chester, VT 05143
/52
$627,500
- 3 Beds
- 2.5 Baths
- 2,264 Sq Ft
2510 E Hill Rd, Chester, VT 05143

This home on East Hill Road commands one of the area's best views all the way to Stratton! It is one of those spots where the view is different every day & spectacular! The home sits on 14 acres & it overlooks land protected by the Vermont Land Trust and mountains beyond. From the moment you enter, you won't want to leave. It is immaculate and ready to go. A large mudroom with a slate floor &

Betty McEnaney Diamond Realty

2510 E Hill Rd, Chester, VT 05143
/14
$189,000
- 3,024 Sq Ft
515 Main St, Chester, VT 05143

Looking to live near the Chester Green? This may be the home for you! Currently used as a four-unit apartment building with one 2 bedroom apartment, one 1 bedroom apartment and two studio apartments. The house is in need of renovation however, the style and location would lend well to that investment.

John Tolosky Barrett and Valley Associates Inc.

515 Main St, Chester, VT 05143

Vermont Chester

Home Trends in Chester, VT

On average, homes in Chester, VT sell after 86 days on the market compared to the national average of 50 days. The median sale price for homes in Chester, VT over the last 12 months is $390,000, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$390,000

Median Single Family Sale Price

$400,000

Median Townhouse Sale Price

$1,337,500

Average Price Per Sq Ft

$248

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

4.00

Median List Price

$446,500

Median Change From 1st List Price

Median Home Sale Price YoY Change

-4%

How to Buy a Home How to Finance a Home How to Sell a Home

In Chester, there are currently 5 one-story homes for sale, catering to individuals and families who value the simplicity and accessibility of single-level living. Whether you're entering the real estate market for the first time, transitioning to a downsized lifestyle, or simply prioritizing the convenience of a single-story layout, these homes offer a variety of options to explore. From cozy bungalows to spacious ranch-style houses, the one-story homes for sale in Chester, VT come in various architectural styles and sizes, ensuring there's something to accommodate every preference and lifestyle.

Chester Types of Homes for Sale

Chester Land for Sale

More About Living in Chester

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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.