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Newest Homes for Sale in Chester, MA

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  • /15

    $119,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    31 William St, Chester, MA 01011

    Handyman's special! Approximately half an acre in the center of Chester, MA. The first floor has hardwood floors that will shine up nicely. The second floor has three bedrooms and a full bath that is in need of renovation. Foundation is solid but use caution going down the stairs in the basement.

    Jessica Sperry Maverick Realty

    31 William St, Chester, MA 01011
  • /42

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 2,068 Sq Ft

    147 Chipman Rd, Chester, MA 01011

    Welcome home to this 3 bed, 2.5 bath contemporary offering an open floor plan, main-level primary suite, & a private trail leading to the wild streambed of Glendale Brook! Enter through the welcoming foyer to the main level that features a spacious living room & dining area w/ propane stove & sliders to a sunny deck, a kitchen with pantry closet, half bath with laundry, a first-floor office, & a

    Taylor Hildack Keller Williams Realty

    147 Chipman Rd, Chester, MA 01011
  • /39

    $394,900

    • 5 Beds
    • 4 Baths
    • 2,832 Sq Ft

    56 Middlefield Rd, Chester, MA 01011

    Discover this charming and spacious two-family home nestled in the heart of Chester. Recently refreshed with new flooring throughout and thoughtful cosmetic updates, this well-maintained property is ready for its next owner. Each unit offers 3 comfortably sized bedrooms, 1.5 bathrooms, a large living room, dining area, kitchen, first-floor laundry, and a bonus room that can be used as an office,

    Agent Photo

    Cynthia Gonzalez

    Executive Real Estate, Inc.

    (413) 966-0486

    56 Middlefield Rd, Chester, MA 01011
  • /23

    $208,900

    • 2 Beds
    • 1 Bath
    • 860 Sq Ft

    187 Route 20, Chester, MA 01011

    Charming 2-bedroom, 1-bath home tucked away in the peaceful Hill Towns, offering comfort, character, and a scenic natural setting. A beautiful stream runs along the rear of the property, and the small, manageable lot makes upkeep easy while still providing room to enjoy the outdoors. Inside, the home features bright, welcoming spaces ideal for simple, low-maintenance living. Whether you’re

    Timothy Coughlen Park Square Realty

    187 Route 20, Chester, MA 01011
  • /7

    $75,000

    • Land
    • 18.05 Acres
    • $4,155 per Acre

    0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050

    Private 18 acre lot! 200 feet of frontage & 3000 feet back w/winding trails & a brook. From the road there is a little clearing with ATV trails to the right & an old over grown skidder trail to the left as land has not been logged since 2007. The skidder trail rises up to the top of a ridge & there is a brook in the back left corner. The ATV trails wind gently leading up to the flatter portions

    Victoria Minella-Sena Berkshire Hathaway HomeServices Realty Professionals

    0 E River Rd Lot 13 Map 409 Unit 72690617, Chester, MA 01050

Frequently Asked Questions

What is the average home price in Chester, MA?
Homes for sale in Chester, MA have an average home price of $349,739.
How many homes have sold over the last 12 months in Chester, MA?
26 homes have sold in Chester, MA over the last 12 months.
What are the most popular zip codes in Chester, MA?
The most popular zip codes in Chester, MA include 01050, 01011, 01243, 01008 and 01223.
How much do you need to make to afford a house in Chester?
The median home price in Chester is $312,449. If you put a 20% down payment of $62,500 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $1,560 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $67K a year to afford the median home price in Chester. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Chester, MA?
Chester, MA has highly rated public and private schools. Some of the best schools in Chester based on Niche Grades are Wahconah Regional High School, Chester Elementary School and Gateway Regional High School. Browse all the schools in Chester, MA to learn more.

Home Trends in Chester, MA

Housing Trends

Median Sale Price
$340,000
Median Single Family Sale Price
$315,000
Average Price Per Sq Ft
$198
Number of Homes for Sale
3
Last 12 months Home Sales
26
Months of Supply
1.40
Median List Price
$312,449
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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