Recently off market for needed maintenance on the exterior siding and landscaping, this home is now a must-see! Colonial style home is bright and airy featuring windows that invite abundant natural sunlight into every room. The main level offers a easy flow between the inviting living spaces and a convenient half-bath, while the second floor hosts three generous bedrooms and a full bath.A walk-up attic provides additional rooms for any creative mind! A perfect blend of traditional charm and vibrant, sun-filled living awaits! Newer architectural shingled roof, 2021 water heater, 2014 oil fueled boiler.

Welcome to 74 Velma Ave! This charming 3-bedroom ranch offers a wonderful blend of comfort and functionality. Featuring hardwood floors throughout, a cozy fireplace, and a partially finished basement with additional flexible living space, there's plenty of room to make yourself at home. The basement also includes a convenient water closet. An attached one-car garage leads to a bonus sunroom overlooking the private backyard, complete with a patio perfect for enjoying warmer days. Tucked away on a quiet dead-end street, this sweet home is a wonderful opportunity for first-time buyers, those looking to downsize, or anyone seeking comfortable one-level living!

Opportunity awaits! This three-unit property is situated on a large lot and offers excellent potential for an owner-occupant or investor. Two of the three units are currently rented, providing immediate rental income, while the additional unit offers flexibility for occupancy or future rental. A detached two-car garage provides valuable parking and storage space, and the generous yard adds to the property's appeal. Conveniently located near shopping, dining, schools, and other Pittsfield amenities. A great opportunity to add a multi-family property with income potential to your portfolio!

Discover the space and versatility of this 5 bedroom 2 full bath home offering 2,099 sqft of living space on a .20 acre lot. The large eat-in kitchen is perfect for everyday living and entertaining, while the spacious layout offers flexibility for guests, a home office, or hobbies Two out buildings provide additional storage or workspace, adding to the property's appeal. With plenty of room to make it your own, this Pittsfield home is a wonderful opportunity for buyers seeking space, functionality, and potential. Located only minutes from Berkshire Medical Center, area lakes, local parks, downtown, restaurants, museums, the arts district and so much more making the location convenient and attractive. Call today for a private showing

Offered for the first time in 67 years! Lovingly cared for by the same family since 1959, this well-maintained two-family home is filled with history and potential. Originally built as a single-family residence and later converted into two separate living spaces, the property offers a spacious two bedroom unit on the first floor and a three bedroom unit upstairs. Pride of ownership shines throughout this exceptionally clean and well-kept home. Enjoy the beautiful rear deck with seasonal awning, along with the convenience of off-street parking and a two-car garage. The first-floor unit will be delivered vacant at closing, while the second-floor unit is currently occupied, with vacancy anticipated on or about 12/1/26. An excellent opportunity for owner-occupants and investors alike!

Welcome to this 3-bedroom, 1-bath Cape located in Southeast Pittsfield. The home features a spacious kitchen with wood cabinetry, gas heat and hot water, and a new roof installed in 2023. Conveniently located on Williams Street, just minutes from shopping, dining, recreation, and many of the cultural and outdoor attractions the Berkshires has to offer. A great opportunity to enjoy comfortable living while being close to all that Pittsfield and Berkshire County have to offer.

Introducing 422 Barker Road, a charming ranch-style home in Pittsfield! This hidden gem is centrally located to the Pittsfield's Cultural District but tucked away on a rural lot that offers privacy with convenience to all the Berkshires has to offer. The solid and stylish interior layout ideal for starting out or slowing down, there are so many possibilities with this home's thoughtful design. The home features 3 bedrooms and 2 full baths, including a primary en-suite for your convenience on the main living level. An attached one car garage with heated sunroom/ breezeway adds to that convenience as well for those cold Berkshire days. Some of the recent improvements include a new 100 amp electric service and 2 updated bathrooms amongst others.

Welcome to 85 Clarendon, where there is much more space than meets the eye! Tucked away on a quiet street, this deceptively spacious home offers plenty of room to spread out. The first floor features a large eat-in kitchen, a den that could easily serve as a fourth bedroom, & 2 full bathrooms. The living room is complemented by an additional space with a large picture window, offering a wonderful opportunity for a dining space. Upstairs, you'll find three generously sized bedrooms along with a central space that could be utilized as additional living space. Outside, enjoy a sprawling yard with plenty of room for recreatio or gardening,The property also includes two large sheds for excellent storage. If you're looking for a home with flexible space, this home is worth a look!

Welcome to this charming, updated ranch tucked into a quiet neighborhood and conveniently located near shopping and restaurants. Enjoy the ease of single-level living with thoughtful updates throughout. Recent improvements include an updated bathroom, new driveway (2026), siding and Trex deck (2025), and furnace (2018), with the roof replaced in 2011. Move right in and enjoy a comfortable home with a great combination of updates, convenience, and low-maintenance living.

Charming 3 BR Cape in Pittsfield, this home perfectly blends classic warmth with versatile living spaces. Glowing hardwood floors throughout and an expansive primary bedroom that spans the second floor to serve as a private retreat. First floor features 2 bedrooms, full bath, cozy living room & eat-in kitchen. The lower level features a spacious basement room perfect for a family room. Outdoor living is a highlight, starting with a brand-new front porch that offers fantastic curb appeal. The large back deck overlooks a beautifully maintained yard ideal for entertaining, gardening, or outdoor relaxation. Complete with a one-car garage & a handy 8x10 storage shed, this inviting Berkshires home delivers exceptional comfort, convenient storage, and great space both inside and out - A must see!

OPEN HOUSE SUNDAY 11/15 11am- NOON Discover urban living at its finest in the heart of Pittsfield with this striking, one-of-a-kind Mansard-style brownstone. Spanning three levels, this 5-bedroom, 2.5-bathroom townhouse seamlessly blends historic architectural character with modern convenience. Soaring 11-foot ceilings, striking exposed brick accent walls, vintage hardwood floors running throughout, and a classic fireplace (decorative) anchor the main living spaces with warmth and distinction. A stunning, curved original staircase serves as a dramatic architectural centerpiece, winding gracefully upward from the main level to both the second and third floors.The main level features a convenient half bathroom, while the upper levels house 5 generously proportioned bedrooms,

Full of charm and potential, this 3-bedroom, 1-bath home is ready for its next chapter! Clean and well maintained with many updates, the home offers an easy-flowing living space, while the sun-filled porch is a welcoming spot to relax and enjoy your morning coffee. Step outside to the small deck, perfect for grilling or unwinding at the end of the day. The finished lower level provides flexible bonus space, and the two-car garage offers plenty of room for storage and a workshop. A brand-new sewer line adds even more peace of mind. Comfortable and inviting as it is, with just a few personal touches this charming home could truly shine!

OPEN HOUSE CANCELLED 9/19 Well maintained and cared for over the years, this home offers plenty of character and space. Step through the beautifully refreshed front entry into a spacious living room or parlor and a kitchen with doors leading to the wrap around rear deck. The downstairs features beautiful hardwood floors and a full first floor bathroom with washer and dryer. Upstairs are three carpeted bedrooms, including a spacious primary, along with a second full bathroom. Outside, enjoy the deck with a well maintained yard and fenced in in-ground pool. A brand new roof in place, a one car garage and a full basement for storage. Located on a dead end street, you'll feel tucked away while still being close to downtown!

OPEN HOUSE 11/14/26 11am - 12:30pm Enjoy the perfect blend of convenience, privacy, and versatility in this spacious Pittsfield home! Ideally located close to town yet tucked away in a peaceful, private setting, this property features a generous yard with mature, manicured landscaping and a spacious deck perfect for outdoor entertaining or simply relaxing. Originally built as a two-family residence and thoughtfully converted into a single-family home, the property remains zoned as a two-family in city records, offering exciting possibilities for future use. With 3+ bedrooms, 4 bathrooms, two staircases, and beautiful original yellow pine floors, this home provides an abundance of space and flexibility for extended or multigenerational living.

OPEN HOUSE 11/14/26 11am - 12:30pm Enjoy the perfect blend of convenience, privacy, and versatility in this spacious Pittsfield home! Ideally located close to town yet tucked away in a peaceful, private setting, this property features a generous yard with mature, manicured landscaping and a spacious deck perfect for outdoor entertaining or simply relaxing. Originally built as a two-family residence and thoughtfully converted into a single-family home, the property remains listed as a two-family in city records, offering exciting possibilities for future use. With 3+ bedrooms, 4 bathrooms, two staircases, and beautiful original yellow pine floors, this home provides an abundance of space and flexibility for extended or multigenerational living.

Welcome to this bright and inviting 3-bedroom, 1-bath ranch, ideally located just moments from beautiful Pontoosuc Lake on a spacious double lot. This home features a generous living room with oak hardwood floors, a formal dining room, and an updated kitchen with newer countertops. Additional highlights include a spacious basement with abundant storage, an oversized one-car garage, and an enclosed seasonal porch-the perfect place to relax. The fully fenced backyard offers plenty of space for gardening, entertaining, pets, or simply unwinding. Conveniently located near the lake, shopping, dining, and local amenities, this home offers the perfect blend of comfort, convenience, and outdoor living. Enjoy the convenience of living just moments from Pontoosuc Lake Park, where boating,

Fall in love with this beautifully renovated Ranch offering easy, one-level living in a lovely neighborhood. The gleaming hardwood floors throughout, a spacious and sleek new kitchen with quartz counters, a stylishly renovated bath, three comfortable bedrooms, and a bright welcoming layout. The unfinished walkout basement offers excellent potential for additional living space, home office, gym, or recreation room. Enjoy the ultra private location at the end of the street, and the beautiful private retreat that is your dreamy backyard. Updated electric heat and new on demand hot water provides efficient and comfortable warmth throughout the home. Conveniently located near Berkshire Hills Country Club, Allendale and Berkshire Crossings shopping centers. Move right in and enjoy!

This newly remodeled 2 family home boast 3+ bedrooms and 1.5 bathrooms on one. The work has been completed and it's ready for either a rental property or an owner occupied home. The renovations include, new kitchens, bathrooms, floors and also a new boiler in 2026. The laundry rooms are conveniently located in units. There is off street parking, a large private back yard with a shed. Conveniently located just a short walk to the Elm St area and Downtown

Welcome to 72 Dewey Avenue! This newly constructed, never-occupied modular home offers an exciting opportunity for affordable homeownership in Pittsfield. Featuring three bedrooms and two full bathrooms, this thoughtfully designed home provides comfortable, modern living with the benefits of brand-new construction. Offered in partnership with Westside Legends as part of an attainable housing initiative, this property is designed to help make homeownership more accessible within the community. Buyer eligibility requirements, income qualifications, and deed restrictions apply. An excellent opportunity to own a brand-new home and put down roots in Pittsfield!

Welcome home to this well-maintained ranch offering the ease & convenience of one-level living! Inside, you'll find beautiful hardwood floors & a large dining room that's perfect for entertaining. The kitchen & two of the 3 bedrooms are enhanced by skylights, which fill the spaces with abundant natural light. The first floor also features a stackable washer & dryer & cedar-lined closets. The finished basement provides valuable additional living space, ideal for a family room, home office, or gym. Outside, enjoy the fully fenced backyard, dedicated workshop, two storage sheds, a deck & two awnings for shade. Additional highlights include efficient natural gas heat & a solar hot water system to help reduce energy costs. Enjoy the perfect blend of neighborhood living just minutes from Lenox.