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.
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.
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!
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.

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.
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.