Set along the scenic Skyline Trail, this fully renovated home offers refined finishes, abundant natural light, and a seamless open layout. A long, estate-style concrete approach creates a striking sense of arrival, leading into a thoughtfully updated interior featuring porcelain tile flooring, modern upgrades, and two fireplaces that add warmth and architectural character. A versatile finished bonus space off the main living area provides flexibility, ideal as a family room, studio, fitness area, or easily converted back to a two-car garage. A charming barn offers additional space for equestrian pursuits or curated hobby use without overpowering the setting. Included is a separate buildable lot, presenting exceptional opportunity for future development, guest accommodations, or long-term investment. Surrounded by mature rhododendrons and natural landscape, the home offers exceptional privacy, a peaceful setting, and a true retreat-like atmosphere.
Discover the perfect blend of historic charm and modern potential at 84 Middlefield Rd- located in the center of a quaint Western Massachusetts Hilltown. This 3-bedroom, 2-bath, single-family, antique farmhouse home offers 1,945 sq ft of living space on a cute postage stamp yard at the corner. The layout is spacious and the architecture is classic New England appeal. Ample space for your family home, or a future investment for rental. With a bit of TLC, this property is the perfect canvas for your vision, making it an ideal choice for a primary residence or a cozy getaway. Located across from the scenic Westfield River and surrounded by hiking, biking, and good fishing! Don't miss this opportunity to own a piece of Chester history.
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 01011has a population of 1,400. Chester 01011 is more family-centric than the surrounding county with 28.9% 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 01011 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 01011 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.