Two-family flat offering strong potential for investors or owner-occupants seeking rental income. Located close to town, this property features a 3-bedroom, 1 bath first-floor unit with a de-lead certificate that will soon be vacant and a 2-bedroom 1-bath second-floor unit that has been de-leaded but has no certificate and is currently on a month-to-month lease. An enclosed front porch adds charm and additional usable space, while the small yard keeps exterior maintenance manageable. Updates include a new roof in 2022, some vinyl replacement windows, updated plumbing and a new auto-fill system added to the boiler along with additional radiators in 2025. With solid income potential this property offers a practical opportunity for buyers looking for a multi-family investment.

Unlock the potential in this spacious two-family property ideally located near Berkshire Medical Center, local schools, and downtown Pittsfield amenities. Perfect for experienced renovators and investors, this property offers tremendous opportunity to restore and build equity. The lower unit features two bedrooms and a well-designed kitchen with a functional layout, though the bathroom ceiling has sustained damage and will require repair. The upper unit is generously sized with four bedrooms and two full bathrooms, offering strong rental or resale potential once the cosmetic updates and plumbing repairs are completed. Priced below assessed value, this is a rare chance to add value, expand your investment portfolio, or complete a rehab project in a convenient in-town location.

Three-family fixer-upper with strong income potential in a convenient central location. Features include replacement windows, hardwood floors, a two-car garage, off-street parking, a full unfinished basement, laundry hookups in two units, three electric meters, two above-ground oil tanks, and a roof replaced in 2018. Property needs significant renovation and is being offered as an opportunity for investors or owner-occupants looking to build equity.

Opportunity awaits with this in-town multi-family flat, ideal for investors or owner-occupants. The first-floor unit offers 3 bedrooms, 1 full bath, and a new large covered side/back porch. The second-floor unit includes 1 bedroom, a 3/4 bath, and a small bonus room for added flexibility. An enclosed front porch, off-street parking, and a large/deep backyard with direct access to the Southwest Branch of the Housatonic River add to the property's appeal. Recent updates include a new roof in 2024, some vinyl replacement windows, and 2025 boiler improvements, including a new controller water filter and additional radiators. A practical option for those looking for rental income, owner-occupancy, or a property with future upside potential.

Two bedroom condo in James Meadows featuring fireplace, loft bedroom, storage room, and deck all conveniently located close to Allendale area.

You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience of your own paved driveway and a handy storage shed for all your outdoor gear. Plus, being so close to local shops, dining, and the Rail Trail makes living here a joy. We can't wait for you to move in and enjoy this fresh start! Lot rent includes property taxes, water, trash, road maintenance

You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience of your own paved driveway and a handy storage shed for all your outdoor gear. Plus, being so close to local shops, dining, and the Rail Trail makes living here a joy. We can't wait for you to move in and enjoy this fresh start! Lot rent includes property taxes, water, trash, road maintenance

Offering an affordable path to homeownership, this property is ideal for buyers ready to trade renting for a place of their own or investors looking to expand their rental portfolio. The first floor includes an eat-in kitchen, first-floor laundry, and a flexible room for additional living space. Bring your ideas and make it your own over time. A covered back patio extends your living space outdoors, while the fenced backyard offers room for pets. Conveniently located in the heart of Pittsfield with easy access to downtown, shopping, restaurants, schools, public transportation, and major commuter routes.

Exceptional Investment Opportunity: Versatility & Prime Location Discover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a professional office space on the main level and a spacious 2-bedroom apartment on the second floor. Easily convertible back into a large Single-Family home for those seeking significant acreage and convenience in the heart of town.

Lovely and affordable Condominium in Southeast Pittsfield. 2nd floor End unit with two very spacious bedrooms, wood floors throughout, with the exception of ceramic tile in kitchen and bath. Enjoy your morning coffee, with the warm sun on your face from the fresh air balcony. Coin op laundry, 2 storage units and a parking space on the property. Beautifully maintained exterior.

Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and garage in 2022, and a new forced hot air heating system installed in 2020. Additional features include some vinyl replacement windows. A convenient location with easy access to town amenities. This is a solid option for investors or buyers looking to live in one unit and rent the other.

Additional adjacent lot available at $100k

You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience of your own paved driveway and a handy storage shed for all your outdoor gear. Plus, being so close to local shops, dining, and the Rail Trail makes living here a joy. We can't wait for you to move in and enjoy this fresh start! Lot rent includes property taxes, water, trash, road maintenance

You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience of your own paved driveway and a handy storage shed for all your outdoor gear. Plus, being so close to local shops, dining, and the Rail Trail makes living here a joy. We can't wait for you to move in and enjoy this fresh start! Lot rent includes property taxes, water, trash, road maintenance

Duplex Investment Property!

Welcome to easy, in-town living at sought-after One Colt Road in a charming neighborhood. This first-floor condominium offers the perfect blend of convenience and comfort, just a short stroll to Berkshire Museum, Colonial Theatre, local restaurants, and boutique shops. Featuring 2 bedrooms and 1 bath, the layout is both functional and inviting. A rare screened porch extends your living space, ideal for relaxing or entertaining, while additional outdoor space adds to the appeal. Enjoy low-maintenance living in one of Pittsfield's most desirable and walkable locations.

If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood flooring, stack laundry in the unit, central a/c and natural gas heat. Off street parking, plenty of green space to enjoy nature in this in-town oasis. Conveniently located close to shopping, medical, public transportation and all cultural attractions. Priced well below assessment for immediate sale!

You can truly relax and enjoy life here, as this brand-new, thoughtfully crafted home in Pittsfield's premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience of your own paved driveway and a handy storage shed for all your outdoor gear. Plus, being so close to local shops, dining, and the Rail Trail makes living here a joy. We can't wait for you to move in and enjoy this fresh start! Lot rent includes property taxes, water, trash, road maintenance

This home is being dropped end of August with an expected turn-key date end of October 2026. A new Pittsfield premier community lets you skip the maintenance worries of an older house. The open-concept layout is bright and inviting, perfectly connecting your spacious living area to a lovely, modern kitchen. With three bedrooms and two full baths, there is plenty of room. You'll also love the convenience of your own paved driveway. Plus, being so close to local shops, dining, and the Rail Trail makes living here a joy. Lot rent includes property taxes, water, trash, road maintenance. Purchaser to pay MA sales tax in addition to purchase