Chester, MA Houses for Sale

Chester, a hillside community in Massachusetts, offers a secluded and tranquil living environment about 30 miles west of Springfield. This sparsely populated area is ideal for those seeking privacy, with homes surrounded by thick forests that showcase vivid fall colors. The neighborhood features a mix of architectural styles, including Colonials, Cape Cods, and contemporary homes, many with decks or porches to enjoy the peaceful surroundings. Chester is known for its thriving theater scene, with the Chester Theatre Company producing highly regarded summer shows. The community also hosts cultural events like the Littleville Fair, featuring truck pulls, raffles, and square dancing. Outdoor recreation is abundant, with Chester-Blandford State Forest offering hiking, snowmobiling, mountain biking, and more. The John J. Kelly Wildlife Management Area is perfect for birdwatching, while Chester Town Park and Hampden Street Park provide spaces for sports and walking. Although Chester has a modest selection of local shops and dining options, residents often drive 20 miles to Westfield for major grocery hauls and additional amenities. Route 20 is the main road through Chester, connecting to Interstate 90 and leading to Springfield. Bradley International Airport is 40 miles away, and Baystate Noble Hospital is a 30-minute drive.