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!
This private Colonial home is set on 2.5 wooded acres at the end of a quiet dead-end road in Chester’s “Gem of the Valley.” The property is fully equipped for equestrian and homesteading lifestyles, featuring a four-stall barn with walk-out access to a fenced paddock, along with two additional fenced pastures ideal for horses, goats, or other farm animals. Inside, the home has been freshly painted throughout, creating a crisp, move-in-ready feel. New carpet has been installed in the upstairs bedrooms, and the full bathroom has been updated with a new vanity, toilet, and flooring. The kitchen has been refreshed with appliances and lighting, offering a clean and functional space for everyday living. Exterior improvements include a newly built deck, new gutters, professional power washing, and a brand-new septic system. For those seeking workshop space, the oversized two-car garage includes separate electrical service, an office, and welding area.
This 1800's farmhouse was once home to The Ideal Shoe Company (Danvers, MA). It's a property rich with history, charm, and situated in the middle of 13+ gorgeous acres fit to explore, or simply revel in their beauty. Surrounded by hundreds of acres of conservation land, your adventures could be endless. Take in the tranquil sounds of the Westfield River while roaming the tree-lined paths or relaxing in the Gazebo. Once inside, hardwood floors and beautiful wood beams decorate nearly every room. Fire up the wood stove, grab a book from the library, and unwind in the spacious living room, the 3-season porch, or have a swim in the pool room. The impressive kitchen is ideal for entertaining, with easy access to an office/studio space and a newly renovated bath with laundry. The 2nd floor offers 3-4 bedrooms with beautiful natural light, and a full BA. Located right between Northampton and Pittsfield, yet tucked away from it all. This peaceful retreat is not to miss! 1st showings at OH 10/4
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

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.