Downtown Pittsfield
For sale
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Downtown Pittsfield, 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
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.
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Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire Carousel, galleries, theaters, shopping and public transit, this property is perfectly positioned for both appreciation and consistent cash flow. Whether you're expanding your portfolio or entering a high-demand market, this is a rare opportunity to secure a multi-family asset in one of the city's most dyn
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
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
Charming Duplex in Southeast Pittsfield - Great Investment Opportunity! Welcome to this well-maintained duplex nestled in a desirable Southeast Pittsfield neighborhood! The layout on both sides includes a living room, dining room, large kitchen, and three comfortably sized bedrooms. Unit #38 has one bath and laundry hook-ups in the basement, while Unit #36 has 1.5 baths and laundry hook-ups on the first floor. Each unit also features its own basement and attic access, and separate utilities. Outside, a private backyard is perfect for gardening, relaxing, or entertaining, along with off-street parking. This duplex is located on a quiet, tree-lined street just minutes from schools, shoppin
Great project for investor or handy home owner. Build instant equity in this large 2 family home. 2 car garage. Large open rooms throughout. Great location and lot.
This charming Colonial-style home offers timeless character and generous living space. Once you enter, you will discover beautiful wood floors, high ceilings, French doors, and spacious rooms that create an inviting home throughout. The modern kitchen is a true standout, featuring stainless steel appliances, a double oven, granite countertops, and classic subway tile. The expansive living room centers around a wood-burning fireplace and offers direct access to the cozy side porch. A formal dining room, large pantry, and convenient half bath complete the first floor. Upstairs, you'll find four bedrooms and a full bath. A walk-up attic provides ample storage space. Outside features include a
This 3-bedroom, 1-bath property offers strong potential for the right investor. Several major improvements have already been completed, including updated electric (2022), roof (2020), hot water heater (2020), and insulation (2018). Additional features include a 3-season porch, and walkout basement. On-street parking only.
Prestigious grand colonial located in the lovely Southeast area. This home has been meticulously maintained. Four large bedrooms, formal living room with fireplace, Glass doors leading out to a pergola, A family room, dining room, renovated kitchen , den or office could be a fifth bedroom. One upstairs bathroom renovated and one on the first level, The landscaping is a gardener's dream come true. Words cannot describe all this property has to offer. a
Investor Special! This gutted duplex offers a blank canvas with 6 bedrooms, 2 bathrooms, and 2,000 sqft of space, plus the possibility of additional living space in the attic. this property features a large backyard with a serene water stream, A standing garage remains on site for additional storage or future use. Situated on a 13,108 sqft lot, can also be bundled with 40 Pecks Rd & 48 Brown st for even greater investment potential. Endless possibilities await, renovate, rebuild, or reimagine this space to maximize returns! Schedule a showing today!