Montgomery, MA Homes for Sale

Montgomery, Massachusetts, offers rustic hilltown living with beautiful views and a close connection to nature. Located about 20 miles north of the Massachusetts-Connecticut border, Montgomery is surrounded by the Berkshires' mountains and waterways, providing ample opportunities for biking, hiking, hunting, fishing, and kayaking. Tekoa Mountain and the Tekoa Mountain Wildlife Management Area are popular spots for outdoor enthusiasts. The community features a variety of single-family homes on spacious lots, including vintage 1940s cottages, 1960s ranch-style homes, Cape Cods, contemporary cottages, and log hunting lodges. Montgomery experiences an average of 40 inches of snow annually, making winter preparations essential. Local schools are within a 5-mile drive, served by the Gateway Regional School District. Dining options are limited to Backwoods Breakfast and Barbecue, with more choices available in nearby Westfield, which also offers grocery stores and essential services. Montgomery Road is the main thoroughfare, leading to Westfield, less than 10 miles away, and Springfield, about 20 miles away. Bradley International Airport is just under 30 miles away in Windsor Locks, Connecticut. For those seeking things to do, Montgomery provides a serene, nature-focused lifestyle with convenient access to modern amenities.