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$239,900 - 68 Orchard Street, Pittsfield MA: ecently renovated home with convenient first floor bedroom and full bathroo...
06/01/2026

$239,900 - 68 Orchard Street, Pittsfield MA: ecently renovated home with convenient first floor bedroom and full bathroom, and two additional bedrooms on the second floor. The front yard is fenced in. The backyard is a great space to gather. The basement has concrete floor and there is natural gas heat and hot water, and metered water. The home has a certificate of insulation and it shows how helpful it is as the utility bills are very low. This is a great opportunity to own a home that is cozy and affordable, located close to the hospital and downtown.

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68 Orchard Street is a home for sale for $239,900 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 718 sqft. and is located on a 0.06 acre lot and features 3 bedrooms and 1.0 bathrooms with a 0 car garage.

$235,900 - 48 Crystal Street, Pittsfield MA: Charming and full of potential, this inviting two-bedroom Cape is tucked aw...
05/19/2026

$235,900 - 48 Crystal Street, Pittsfield MA: Charming and full of potential, this inviting two-bedroom Cape is tucked away on a quiet dead-end street and ready for its next owner! a fieldstone walkway welcomes you and adds timeless curb appeal from the moment you arrive. Inside, you’ll find an enclosed front porch perfect for enjoying your morning coffee, an updated kitchen including refrigerator and stove, a convenient first-floor bedroom, and a practical mudroom offering comfort and flexibility. The second floor features a primary bedroom with a half bath, while built-in drawers and additional closet space complete the hallway. Classic warmth and character can be found throughout the home. Outside, the spacious partially fenced backyard provides a private retreat perfect for relaxing or entertaining. Gather around the outdoor stone fireplace and enjoy cozy evenings with family and friends. a detached garage adds extra storage and convenience. Great opportunity to build equity!

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48 Crystal Street is a home for sale for $235,900 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,008 sqft. and is located on a 0.2 acre lot and features 2 bedrooms and 1.5 bathrooms with a 1 car garage.

$299,900 - 83 Fort Hill Avenue, Pittsfield MA: This home is full of warmth & potential. Nestled in the lovely west Pitts...
05/14/2026

$299,900 - 83 Fort Hill Avenue, Pittsfield MA: This home is full of warmth & potential. Nestled in the lovely west Pittsfield neighborhood, this spacious 3–4 bedroom, 2.5 bath home offers comfort, character, & an opportunity to build equity. Featuring a beautifully renovated kitchen, gleaming hardwood floors throughout the main level, and two masonry fireplaces - one in living room & 2nd fireplace in the cozy lower-level family room. Lovingly maintained, the property showcases charming vintage 1972 details blended with important updates, including a newer roof and new oil tank. The walk-out lower-level family room opens directly to a patio (covered by the deck above) overlooking the expansive .41-acre yard. There is outdoor space for entertaining, gardening, or relaxing. Reach out today ... to see this charmer.

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83 Fort Hill Avenue is a home for sale for $299,900 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,736 sqft. and is located on a 0.41 acre lot and features 3 bedrooms and 2.5 bathrooms with a 2 car garage.

$349,900 - 15 Williamsburg Street, Pittsfield MA: Beautifully maintained ranch in a terrific neighborhood offers one lev...
05/14/2026

$349,900 - 15 Williamsburg Street, Pittsfield MA: Beautifully maintained ranch in a terrific neighborhood offers one level living and boasts a new roof, upgraded 200 amp electrical service and vinyl flooring, all completed within the last 2 years. The bright and airy designer-style kitchen with shaker cabinets, quartz countertops, tiled backsplash & stainless steel appliances is a home cook's delight! The partially finished basement is ideal for a myriad of uses. Enjoy outdoor living in the huge back yard with deck and hot tub! Seller needs to obtain suitable housing prior to closing. The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that buyer independently verify all information.

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15 Williamsburg Street is a home for sale for $349,900 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,092 sqft. and is located on a 0.25 acre lot and features 3 bedrooms and 1.0 bathrooms with a 1 car garage.

$299,000 - 162 West Housatonic, Pittsfield MA: Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and fu...
05/14/2026

$299,000 - 162 West Housatonic, Pittsfield MA: Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a first-floor bedroom and full bathroom, along with a partially finished basement offering additional living space, separate laundry area, and excellent storage potential. Outside, the spacious yard and detached two-car garage provide plenty of room for outdoor enjoyment, entertaining, and everyday convenience.

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162 West Housatonic is a home for sale for $299,000 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,627 sqft. and is located on a 0.3 acre lot and features 4 bedrooms and 2.0 bathrooms with a 2 car garage.

$199,000 - 57 Adam Street, Pittsfield MA: Conveniently located near downtown Pittsfield, this home offers an affordable ...
05/14/2026

$199,000 - 57 Adam Street, Pittsfield MA: Conveniently located near downtown Pittsfield, this home offers an affordable opportunity for buyers looking to transition from renting to homeownership or for investors seeking their next project. The home features a spacious eat-in kitchen with first-floor laundry, functional living space, and a manageable yard with a covered back porch that could easily be screened in for seasonal enjoyment. While the property could benefit from cosmetic updates, it offers solid potential and is located close to local shops, restaurants, parks, and major routes for everyday convenience.

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57 Adam Street is a home for sale for $199,000 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,480 sqft. and is located on a 0.08 acre lot and features 4 bedrooms and 1.0 bathrooms with a 0 car garage.

$275,000 - 53 Edison Avenue, Pittsfield MA: Enjoy this charming three-bedroom Cape-style home located in desirable South...
05/10/2026

$275,000 - 53 Edison Avenue, Pittsfield MA: Enjoy this charming three-bedroom Cape-style home located in desirable Southeast Pittsfield. Gleaming hardwood floors run throughout most of the home. The first floor features a comfortable living room filled with natural light and a fireplace, a dining room, and a kitchen, along with a first-floor bedroom and full bathroom. Upstairs, you'll find two additional bedrooms, along with extra space for storage.Additional highlights include a spacious basement offering ample storage, a workshop area, and a laundry room with an additional sink. The home also features a one-car attached garage, public water and sewer, and low-maintenance brick siding. The kitchen includes a newer refrigerator, stove, and dishwasher.

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53 Edison Avenue is a home for sale for $275,000 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,339 sqft. and is located on a 0.52 acre lot and features 3 bedrooms and 1.0 bathrooms with a 1 car garage.

$419,900 - 68 Ridge Avenue, Pittsfield MA: open house sun 5/10 11am- 2pm. Pontoosuc Lake Community! a rare opportunity a...
05/09/2026

$419,900 - 68 Ridge Avenue, Pittsfield MA: open house sun 5/10 11am- 2pm. Pontoosuc Lake Community! a rare opportunity awaits in this sought after neighborhood. This home has hosted three generations of the same family, over 46 years. Many wonderful changes have occurred in as many years. With a ton more potential this 2 to 3 bedroom, 1-1/2 bath home is in need of some tlc. While not lakefront, it offers beautiful lake views from the amazing sunroom, balcony and pool decks, with a right of way just one lot over. New sewer line April '26, New pool pump '24, pool heater inoperable, porch roof '24, Main roof '18, Water main replaced '25, hot water tank is approx 3 years old. This home is being sold as-is, where-is. Bring your tools, ideas, and imagination!

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68 Ridge Avenue is a home for sale for $419,900 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,720 sqft. and is located on a 0.31 acre lot and features 3 bedrooms and 1.5 bathrooms with a 1 car garage.

$275,000 - 19 Upland Road, Pittsfield MA: Set at the end of a quiet dead-end street in the desirable north side, this ho...
05/08/2026

$275,000 - 19 Upland Road, Pittsfield MA: Set at the end of a quiet dead-end street in the desirable north side, this home offers classic bungalow charm with the kind of layout that makes everyday living easy. Featuring a fireplace in the living room, a convenient first-floor bedroom and bath. Tucked away with added privacy, the driveway is accessed from Overfield--last home on the right--giving the property a unique and secluded feel. With close proximity to Pontoosuc Lake and downtown Pittsfield's shops, dining, and amenities, the location balances tranquility with convenience. This home is full of potential and ready for its next chapter. As an added bonus, the seller is offering a $10,000 credit toward repairs with a full-price offer--an excellent opportunity to build equity and make it your own.

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19 Upland Road is a home for sale for $275,000 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,480 sqft. and is located on a 0.31 acre lot and features 3 bedrooms and 1.5 bathrooms with a 1 car garage.

$349,900 - 100 Essex Street, Pittsfield MA: *open house Saturday May 2nd, 12:30 pm to 2 pm*Video tour and floor plans av...
05/02/2026

$349,900 - 100 Essex Street, Pittsfield MA: *open house Saturday May 2nd, 12:30 pm to 2 pm*Video tour and floor plans availableThis lovely colonial home features two separate units, as it has been designed to offer an in-law apartment. The property has been tastefully renovated with new kitchens with quartz countertops, gorgeous updated bathrooms, fresh interior and interior paint, refinished gleaming hardwood floors, and other improvements, that include new roof, updated electrical panels, among other updates!The first floor features an adorable enclosed porch, spacious bedroom, living room, eat-in kitchen and full bathroom, while the upstairs offers two bedrooms, full bathroom, kitchen and living room. This top floor could also be used as a 3-bedroom. Each unit has its separate electric panel, heat and hot water.Outside, a lovely yard and detached garage complete this great home. There is so much more to see, come fall in love with it!

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100 Essex Street is a home for sale for $349,900 in Pittsfield, MA, 01201 and is located in the Berkshire County area. This home is around 1,720 sqft. and is located on a 0.24 acre lot and features 3 bedrooms and 2.0 bathrooms with a 1 car garage.

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