Chester Homes for Sale

Welcome to Chester, Massachusetts – a hidden gem nestled in the heart of Hampden County! This charming town, surrounded by the breathtaking beauty of the Pioneer Valley, offers a unique blend of rural tranquility and vibrant community life. With its rich history, scenic landscapes, and welcoming atmosphere, Chester is the perfect place for those seeking a peaceful retreat while still enjoying the conveniences of modern living.

As you explore Chester, you'll discover a variety of outdoor activities that cater to nature enthusiasts. The nearby Chester-Blandford State Forest is ideal for hiking, biking, and picnicking, while the picturesque Chester River offers opportunities for fishing and kayaking. The town's quaint downtown area boasts local shops, delightful eateries, and a strong sense of community spirit, making it an inviting place to call home.

For those looking to settle down in this idyllic location, Chester has an array of homes for sale that cater to diverse preferences and budgets. Whether you’re searching for a charming historic home, a cozy cottage, or a spacious family residence, Chester’s real estate market has something for everyone. With its affordable housing options and stunning natural surroundings, this town is perfect for first-time buyers, families, and retirees alike.

Embrace the opportunity to become part of this enchanting community. Chester, MA, is not just a place to live; it’s a lifestyle that celebrates nature, history, and the warmth of small-town living. Don’t miss your chance to find your dream home in this picturesque town – your new adventure awaits!

Newest Chester Homes for Sale

$210,000

4 Beds ⋅ 2 Baths ⋅ 73520586 MLS

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

1 Crane Rd, Chester

Listing courtesy of Listing Agent: Melissa L. Blondek from Listing Office: Gallagher Real Estate.

$264,900

3 Beds ⋅ 2 Baths ⋅ 73428417 MLS

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.

254 Route 20, Chester

Listing courtesy of Listing Agent: Dennis LeClair from Listing Office: RE/MAX Compass.

$225,000

2 Beds ⋅ 1 Baths ⋅ 73416131 MLS

This cedar sided bungalow in a peaceful setting offers an open floor plan, 5.61 acres of land, a private deck overlooking the beautiful yard w/ blueberry bushes, apple & pear trees. Kitchen w/appliances to stay. Cozy DR. Large open LR w/cathedral ceilings. First floor laundry. Full bath w/tub & shower. Potential for a half bath off the empty bedroom (it was a half bath at one time) Abbott Brook runs along the back edge of the property. This would make a great vacation retreat or year-round home. Enjoy the recreational areas & activities all close by or take a short drive to the Berkshires or Northampton. This is an ideal location to be away from it all but not too far from major cities. New hot water tank, newer pressure tank for the well. Septic was new in 2009 & the roof was last redone in 2014. Electric baseboard heat & forced air wood furnace in the basement. Also wood stove hook up in the living room. Some cosmetic TLC needed, bring your imagination to make this home your own

11 Taft Road, Chester

Listing courtesy of Listing Agent: Victoria Minella-Sena from Listing Office: Berkshire Hathaway HomeServices Realty Professionals.

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