Newest Homes for Sale in Chester, MA

Spacious two-family property located in desirable Hampden County. This 3,864 sq ft multi-family offers a total of 6 bedrooms and 2 full bathrooms across two units. Features include ample off-street parking and generous living space, making it ideal for owner-occupants or investors alike. Conveniently located near local amenities, schools, and major routes.

Adam Devine Dorrance Realty LLC

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

Alex King Lock and Key Realty, Inc

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

Oleg Abramchuk First NationWide Realty Inc.

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

Timothy Coughlen Park Square Realty

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

Jessica Sperry Maverick Realty

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

Alexis Noyes Brick & Mortar Northhampton

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

Victoria Minella-Sena Berkshire Hathaway HomeServices Realty Professionals