West Side, MA homes for sale & real estate

West Side, MA Homes for Sale

Welcome to historic Maplewood Condominiums—timeless architecture, modern comfort, and a prime location come together in one of Pittsfield's most desirable residential buildings. The top-floor, corner unit offers hard wood floors with natural light and a spacious layout, and is a turnkey opportunity for buyers seeking convenience, character, and a maintenance-free lifestyle in the heart of the Berkshires. The kitchen is both functional and stylish—featuring granite countertops, stainless steel appliances, and a thoughtfully efficient footprint. Whether you're preparing quick meals or cooking something special, this kitchen delivers with clean lines and practical elegance. Whethe

West Side, MA Homes for Sale

MAKE YOUR HIGHEST & BEST! Ready to rehab! This legal 5 family home spans over 3,000 sqft. First floor offers 2 one-bedroom units on left and right side of the building as well as a small efficiency unit with plumbing ready for kitchen and existing full bath. Second floor offers two 3-bedroom units including the 3rd bedroom on third floor plus storage space. hardwood floors ready to be restored. Roof is in good condition with existing siding and windows while few windows and some siding needing to be replaced. Newer boilers and water heaters. Present electrical meters for all units in good condition. Fully Paved rear parking.

West Side, MA Homes for Sale

Bring your vision and make this spacious home your own! This property needs some work and has smoke damage from a previous fire but offers great potential for the right buyer or investor. The first floor features a large living room, formal dining room, kitchen and half bath all featuring impressive high ceilings. Upstairs you'll find three bedrooms and a full bathroom, and a walk-up attic that offers additional space. Outside, enjoy a partially fenced yard, an oversized one-car garage, and a deck. Ready for you to unlock its full potential.

West Side, MA Homes for Sale

Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has been newly renovated and is in excellent condition, offering peace of mind for years to come. Each unit has been thoughtfully updated with modern finishes, efficient systems, and attention to detail, making it a turn-key investment with

West Side, MA Homes for Sale

Prime Downtown Creative District Opportunity: Iconic Commercial Property + Updated Two-Family! An exceptional offering in the heart of Pittsfield's vibrant Downtown Creative District, this property, sold as a package, pairs an iconic commercial building with a spacious two-family residence. The commercial property is a landmark with natural gas heating, central air conditioning, and a walk-up attic for future expansion, offering endless possibilities for a wide range of uses. Think office, retail, creative studio, or more! The two-family home features natural gas heating and two lovely, spacious units—one beautifully updated and the other well maintained, both with washer and dr

West Side, MA Homes for Sale

Looking to add a well-performing asset that provides you with income from day one? This six-family investment property offers investors immediate cash flow and upside potential. .. sitting at a 11 cap rate, this property offers a strong return on investment with room to grow based on some under market rents! This property offers a range of studio to 3-bedroom units and Off street parking.