Chester MA Real Estate & Homes for Sale

9 Properties Found

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Beds:
3
Baths:
1.00
Sq.Ft.:
1,481
Status:
Active
MLS#:
73597302
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1900
Courtesy: RE/MAX Compass 413-568-0040
View additional info

ADDITIONAL INFORMATION

Beautiful Mountain views adorn this charming three-bedroom home, an eat-in kitchen with tile flooring, a separate dining room, and a versatile den or home office, this home provides plenty of space and possibilities. Additional features include a renovated downstairs bathroom, Window World replacement windows, a newer roof, an enclosed porch, and detached one-car garage. The beautiful yard features established perennials, adding to the home's curb appeal. An excellent opportunity to build equity through improvements or create a rewarding investment. No flood insurance required! Buyer to assume responsibility for the septic system. Property is being sold in as-is condition. Bring your ideas and explore the possibilities!

Open House:

Monday, 11/9 11:00-12:30PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,968
Status:
Active
MLS#:
73594709
Type:
Single Family
Lot size:
0.36 Acres
Year built:
1850
Courtesy: Coldwell Banker Realty - Western MA 413-567-8931
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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,851
Status:
Active
MLS#:
73594566
Type:
Single Family
Subdivision:
Chester Hill
Lot size:
9.7 Acres
Year built:
1975
Courtesy: Donovan Real Estate 413-685-5074
View additional info

ADDITIONAL INFORMATION

Custom-built Contemporary is ready for its second owner. Perfect blend of comfort, privacy and natural beauty on 9.7 acres. Meander on the 9.7 acres with a babbling brook that can be heard from the front porch. There are distant mountain views, not visible from the house. The main floor features a kitchen with cabinets galore and a wine frig, cathedral ceiling in the dining room with a fireplace, generous size living room with views to the outside, two bedrooms and a bathroom. The second floor features a generous size bedroom with a private bathroom and an open sitting area that could function as a study. Partially finished basement with a room that functioned as a prior wine cellar. The kitchen and bathroom were updated 14 years ago, approximately. There is enough frontage for the potential for another lot or lots, buyer to verify, the property is being sold as one lot. The seller is installing a new septic system.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,384
Status:
Active
MLS#:
73589335
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1904
Courtesy: RE/MAX Compass, Lee MA 413-394-4543
View additional info

ADDITIONAL INFORMATION

PRICE REDUCED - Very well-maintained home on dead end street within walking distance to store, 2 restaurants and library. Walk out onto the back deck, to a nice size yard, with the West Branch of the Westfield River in your back yard. Come home and stick your toes in the water and relax to the serene sound of the babbling river, after a long day. 2 story conventional style home with 6 rooms, 3 bedrooms, 1.25 baths, 1 car attached garage and a cute front porch. Title V failed, perc test done, design completed and out for bid. and new septic system to be installed. Same owner for 50 years and it is time for new owners to enjoy home. Be in for the holidays. Don't miss this sweet home.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
73586614
Type:
Single Family
Lot size:
0.84 Acres
Year built:
1900
Courtesy: Gallagher Real Estate 877-533-3539
View additional info

ADDITIONAL INFORMATION

Unique Property with Multiple Outbuildings and Versatile Use Potential Discover a rare opportunity in Chester — a property offering multiple outbuildings, upgraded utilities, and flexible space for storage, recreation, or future development.The land includes two well-built sheds:Utility Shed — insulated, equipped with electric heat, and houses the well pump, providing reliable year-round functionality. Cabin-Style Shed — transformed into a comfortable retreat with 200-amp electrical service, electric heat, and full insulation, making it ideal as a workshop or hobby space.A metal shipping container on the property adds substantial secure storage for equipment, tools, or recreational gear. Whether you’re looking for a getaway spot, a base for outdoor activities, or a property with ready-made utility structures, this location offers exceptional versatility.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
560
Status:
Active
MLS#:
73579781
Type:
Single Family
Lot size:
5.2 Acres
Year built:
2011
Courtesy: Coldwell Banker Community REALTORS® 413-665-3771
View additional info

ADDITIONAL INFORMATION

Escape to the scenic hills of Chester with this unique 5.2-acre property offering the opportunity to create your year-round country home. Two major infrastructure investments are already in place with the well and three bedroom septic system. Giving you the head start on your new home. The existing 560-square-foot cottage provides a comfortable retreat while you plan and develop your vision for the property. Surrounded by wooded acreage, the setting offers privacy, natural beauty, and plenty of room to enjoy the outdoors. In the meantime, the existing cottage makes an excellent weekend getaway, hunting lodge, or recreational retreat. Built in 2011 with a metal roof, wood exterior, the cottage provides a solid starting point. A special opportunity to build a year-round home in a peaceful Western Massachusetts setting while enjoying the property today. Buyer to perform all due diligence regarding zoning, permitting, building requirements, and future use.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,652
Status:
Active
MLS#:
73563768
Type:
Single Family
Lot size:
0.44 Acres
Year built:
1870
Courtesy: Keller Williams Realty 413-565-5478
View additional info

ADDITIONAL INFORMATION

Welcome home to your little slice of a rural countryside community. This property is situated on the west branch of the Westfield River in a quiet but convenient location. Enjoy your coffee on the porch and get lost in the sounds of nature. Inside you will find an open floor plan, a newer primary first floor bedroom, and three rooms upstairs with closets. This home is a hidden gem with tons of potential. Book your showing and bring your vision. Water heater purchased in 2021. Roof on addition was put on this year APO. Roof on main part of house is about 12 years old. 500 gal propane tank is owned. Buyer to do due diligence. Property appraised for 239k.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,328
Status:
Active
MLS#:
73561688
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1890
Courtesy: Nexthome Elite Realty 413-391-1969
View additional info

ADDITIONAL INFORMATION

Investors take note of the potential offered by this charming colonial home. Property is being sold as-is. The seller prefers a 60-day closing to allow sufficient time for removal of personal items from the house, yard, and barn. Title V has failed and will be the buyer’s responsibility. The home features partially updated plumbing and electrical systems, including an electrical panel and hot water tank installed approximately three years ago.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,151
Status:
Active
MLS#:
73520586
Type:
Single Family
Lot size:
6.83 Acres
Year built:
1800
Courtesy: Gallagher Real Estate 877-533-3539
View additional info

ADDITIONAL INFORMATION

Colonial style home featuring 8 rooms, 4 bedrooms and 2 bathrooms located on 6+ acre lot.

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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

    $242,000
    11.2%
    change since last quarter
  • # Active listings

    19
    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