Chester MA Real Estate & Homes for Sale

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,896
Status:
Active
MLS#:
73466673
Type:
Single Family
Lot size:
3 Acres
Year built:
1900
Courtesy: Lock and Key Realty Inc. 413-282-8080
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ADDITIONAL INFORMATION

Charming R-Zoned Property on 3 Cleared Acres with Barn - Chester, MA Set on 3 cleared acres in the peaceful town of Chester, this Single-Family Residential property offers space, privacy, and flexibility with R zoning. The home features 1,896 square feet of living space, including 2 bedrooms and 2 full baths, making it ideal for year-round living or a country retreat. Key systems are in good condition, including oil-fired furnace with forced hot air, electrical, plumbing, and roof. The property is serviced by town water and a septic system. Outbuildings add significant value, with a barn perfect for storage, hobbies, or animals, as well as a gazebo for enjoying the scenic surroundings. The expansive lot offers ample room for outdoor activities, gardening, or future possibilities. Please note the property is located in an AE flood zone. A rare opportunity to own acreage with useful outbuildings in a serene Western Massachusetts setting.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,244
Status:
Active
MLS#:
73457674
Type:
Single Family
Lot size:
7.63 Acres
Year built:
1969
Courtesy: First NationWide Realty Inc. 413-786-6096
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ADDITIONAL INFORMATION

Set along the scenic Skyline Trail, this fully renovated home offers refined finishes, abundant natural light, and an elegant open layout. A long, estate-style concrete approach creates a grand sense of arrival, leading to a beautifully updated interior with porcelain tile floors, modern updates, and two fireplaces that add warmth and character. The finished bonus space just off the main living area offers valuable flexibility: perfect as a family room, creative retreat, fitness room, or easily converted back to a two-car garage. A charming barn provides optional space for equestrian interests or upscale hobbies without becoming the focal point of the property. The sale also includes a separate buildable lot, offering outstanding potential for future development, guest house plans, or long-term investment. Surrounded by mature rhododendrons and natural landscape, the home delivers privacy, style, and a peaceful mountain setting just minutes from everyday conveniences.

Beds:
2
Baths:
1.00
Sq.Ft.:
860
Status:
Active
MLS#:
73455872
Type:
Single Family
Lot size:
0.08 Acres
Year built:
1900
Courtesy: Park Square Realty 413-789-9830
View additional info

ADDITIONAL INFORMATION

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 looking to downsize or purchase your first home, this property is a must see!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,968
Status:
Active
MLS#:
73428417
Type:
Single Family
Lot size:
0.36 Acres
Year built:
1850
Courtesy: RE/MAX Compass 413-568-0040
View additional info

ADDITIONAL INFORMATION

Welcome to this historic Colonial home nestled in the center of Chester, offering charm and modern potential. Featuring 6 spacious rooms, including 3 generous bedrooms and 1.5 bathrooms, this home is ideal for Living, investors, or those seeking an Airbnb rental opportunity. Inside, enjoy the warmth of beautiful wood floors throughout most of the home, a large kitchen with ample counter and cabinet space, and closets galore for all your storage needs. Additional features include a spacious three-season front porch that’s surrounded by natural light accented by a beautiful wood ceiling, vinyl windows, an attached 1-car garage, and a storage shed — all situated on a 0.36-acre lot. Located along the scenic Westfield River, this property is a haven for outdoor lovers, with nearby hiking and riding trails, and is just a short drive to Jacobs Pillow, Tanglewood, Lee Outlets, and only 30 minutes to Westfield or the Berkshires.

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Andrea D. Conner, License 1?0?0?0?1?8?8, Xome Inc., License 9622, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright © 2026 MLS Property Information Network, Inc. All rights reserved.



Chester Real Estate

Chester is located in Massachusetts. Chester, Massachusetts has a population of 1,400. Chester is more family-centric than the surrounding county with 32.23% of the households containing married families with children. The county average for households married with children is 23.64%.

The median household income in Chester, Massachusetts is $76,283. The median household income for the surrounding county is $61,310 compared to the national median of $69,021. The median age of people living in Chester is 45.8 years.

Chester Weather

The average high temperature in July is 79.4 degrees, with an average low temperature in January of 11.5 degrees. The average rainfall is approximately 51.9 inches per year, with 68.5 inches of snow per year.

Chester Map

Chester Real Estate Market Conditions

  • Median sales price

    $340,000
    11.2%
    change since last quarter
  • # Active listings

    8
    30-day change

Chester Schools and Demographics

Education near Chester, MA

City County
High School Graduates 90.27 86.13
College Degree - 2 year 8.72 9.63
College Degree - 4 year 19.98 28.22
Graduate Degree 8.62 8.61
Expenditures per Student 21,412 21,412
Students per Teacher 11.5 11.5

Elementary Schools near Chester, MA

Grades Students P/T Ratio ZIP
Becket Washington School PK - 05 115 14.4 01223
Chester Elementary School PK - 04 128 12.8 01011
Kittredge PK - 05 127 10.2 01235
Littleville Elementary School PK - 04 252 11.9 01050
New Hingham Regional Elementary School PK - 06 153 9.8 01012

Middle Schools near Chester, MA

Grades Students P/T Ratio ZIP
Gateway Regional Junior High School 07 - 08 166 11.5 01050
Gateway Regional Middle School 05 - 06 155 11.4 01050

High Schools near Chester, MA

Grades Students P/T Ratio ZIP
Gateway Regional High School 09 - 12 255 9.6 01050

Demographics near Chester, MA

City County
Neighborhood Type Small town
Population 1,400 466,265
Population Density 38 756
Median Age 45.8 39.4
People per Household 2.7 2.5
Median Household Income 76,283 61,310
Average Income per Capita 31,462 33,375

Real estate near Chester