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!

Welcome to 18 Meadow Lane, a charming colonial-style home nestled in the heart of Pittsfield, MA. This delightful residence features three spacious bedrooms and a well-appointed bathroom, perfect for families or those seeking extra space. The home showcases beautiful natural woodwork throughout, adding character and warmth to each room. The detached one-car garage offers convenience and additional storage. Enjoy the benefits of a centrally located property, with easy access to local amenities, schools, and parks. Whether you're entertaining guests or enjoying quiet evenings, this home provides the ideal setting for comfortable living. Don't miss the opportunity to make this lovely house your new home!

Move-in ready cape-style home located in southeast Pittsfield. Offering 3 bedrooms and 1 full bath, this is the perfect starter home or ideal for those looking to downsize without sacrificing comfort or quality.Updates include a newer roof and electrical panel (2014) and a high-efficiency combo boiler installed in 2025. Conveniently located close to local amenities, schools, and parks, this home combines classic cape charm with modern improvements.

Welcome to 41 Jayne Ave, a charming 3-bedroom, 1-bath ranch nestled in the desirable southwest area of Pittsfield, MA. This inviting home features a spacious living room that flows into a bright kitchen, ideal for family gatherings and entertaining. Enjoy the convenience of single-level living with three comfortable bedrooms, perfect for restful nights. The private backyard offers ample space for outdoor activities and gardening, making it a serene retreat. Located in a quiet neighborhood, this property is close to parks, schools, and local amenities, providing both tranquility and accessibility. Don't miss the opportunity to make this lovely ranch your new home!

This fully rented two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while unit 50 has electric heat and hot water. There is a large backyard abutting the river!This is a convenient location, just a couple houses down from Durant Park, which has picnic tables, gazebo and playground; and a few minutes from downtown!

Located in the highly desirable Southeast Pittsfield neighborhood, this 3-bedroom, 2-bath home offers tremendous potential for buyers ready to add their personal touch. The main level features beautiful hardwood floors, a spacious living room filled with natural light, a formal dining room, three comfortable bedrooms, and a full bath. The lower level provides valuable additional space, a laundry area, and a second full bath, offering flexibility for a family room, home office, or guest area.Notable updates and features include energy-efficient natural gas heating and hot water, 200-amp electrical service, low-maintenance vinyl siding, and a roof installed approximately in 2013. A one-car garage and private backyard further enhance the home's appeal.

Welcome to 208 Jason Street in Pittsfield! This home is a 2 bedroom, 1 bath home that has been recently renovated and move in ready. The 1st floor offers a recently renovated eat in kitchen complete with SS appliances, a full bath, large dining area, spacious living room and a 1st floor bedroom. The upstairs level is a large bedroom with a huge walk-in closet and separate mini split for heat and AC. The basement level offers an office and family room that could be converted to a 3rd bedroom. All of this set on approximately 2.57 acres of private land with two large sheds. One of which is a potting shed complete with heat and electricity! Some of the many updates include roof, mini splits, natural gas boiler and hot water 2022, vinyl windows and much more!

A classic colonial style home with a brick facade situated on a corner lot. Set back from the road, includes a one car garage with workshop space and a fenced-in yard. Well-maintained with a thoughtful layout for its age, this home offers open living and dining space on the first floor with a large living room including a fireplace, formal dining area with a separate breakfast bar, and a enclosed porch. Hardwood floors are featured throughout this home with all three bedrooms and the full bathroom located on the second floor. Each bedroom offers expansive space with large closets. The primary bedroom including an additional space perfect for a reading nook or home office.

*Virtual tour with floor plans availableThis unique home sits on a large lot with a fabulous yard. There is a driveway with carport and shed included. Upon entering the home you will find a convenient porch leading to the living room with wood-burning fireplace. The first floor also features a bedroom with a loft, as well as full bathroom with laundry, dining room and kitchen. There is a large deck overlooking the backyard!

Move-in ready and freshly reimagined, this spacious home offers 4 bedrooms and 2 full baths, including a heated lower level that expands your living space. The upper level features bright living/dining areas and a functional kitchen with direct access to a two-tier deck. Two comfortable bedrooms with ample closets round out the main floor. The light-filled lower level includes two additional bedrooms, a full bath, and laundry - perfect for guests or a home office. Set on a quiet cul-de-sac with off-street parking, you're minutes from the hospital, shopping, Jiminy Peak skiing, and local lakes. With public water/sewer, a low-maintenance exterior, and a prime Pittsfield location, this is a smart opportunity for any buyer!

Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio for summer leisure living. Convenient to all Berkshire cultural and recreational attractions.

Charming Brick Cape with Classic Character & Comforts! Welcome to this 3-bedroom, 1.5-bath Cape offering 1,575 sp. ft. of comfortable living space. The living room features a cozy fireplace and wood floors. The eat-in kitchen offers ceramic tile flooring, all appliances and lovely cabinets for plenty of storage. Full bath and 2 bedrooms on the 1st floor, while second floor offers an additional 1/2 bath, 3rd bedroom & a spacious bonus room adding flexibility for an office or hobbies. The partially finished basement offers a family room, bar area, a convenient bonus shower, utility area and laundry/storage room. Outside, enjoy a partially fenced yard & outbuilding for extras. Gas heat & hot water provide efficiency and comfort. A warm, well-kept home with great space!

You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to offer. Set on two beautiful, private acres in the historic Richmond Furnace district, this three-bedroom house blends New England charm with modern amenities, including energy-efficient solar panels, newer appliances, and Buderus boiler. The main level offers a smooth flow, featuring a spacious kitchen, bright sitting room with sliding doors to the deck, an inviting living room with fireplace, and an enclosed porch/mudroom accessible from the driveway. A full bath and first-floor laundry add practical convenience. Upstairs, three cozy bedrooms and a flexible bonus space offer options for a guest room, home office, or future reconfiguration.

Great opportunity to own a four-family investment property! This versatile property is ideal for both investors and owner-occupants looking to generate rental income. Each unit offers three bedrooms and one full bathroom. Two units have recently renovated kitchens and bathrooms. The property also features a newer roof, separate utilities, and is fully lead-compliant. Call today to add an addition to your investment portfolio.

Location! Location! Location! Walk to downstreet or Mass MoCA. and shopping.Lovingly cared for 4 bedroom home. Upgrades throughout including New roof, owned solar, USB ports in each room, New heating system with Mini splits, Oil tanks removed (but pipes remain should the buyer want to convert back to oil). Smart house with smart switches throughout. New HW heater and dehumidifier. One & Done washer/dryer. EV charger., and more. This is a must see. Dead end street with privacy. =and off street parking, Music room, great kitchen and lovely dining room. Can include most of the furnishings. Attic would be a perfect for offices or Artist spaces ( there are two nice sized rooms to be finished with skylights. . Some AirBNB use-figures available to qualified buyers.

MAJOR PRICE REDUCTION! This ever-popular ranch style home is located on a quiet side street and comes with all sorts of benefits and unique advantages. First, there are four bedrooms plus an office that complement the living room and fully applianced kitchen which itself has a perfect view of the deck and large level yard so keeping an eye on guests or family members is a breeze. There are two full baths, one in the original portion of the house and the other in the new wing just a year old. The matching bedrooms in the addition both have vaulted ceilings. The original part of the house contains the primary bedroom and second bedroom. The basement provides

Designer style one level living garden bungalow with beautiful Berkshire bucolic pastoral and mountain views! Easy living and low maintenance with 2 bedrooms and 2 full bathrooms, conveniently located on the Lenox/Pittsfield line. Beautifully renovated with open floor plan, spacious living room, beautiful kitchen and dining room w/amazing views. Primary bedroom leads to back deck with large primary bathroom. Pastoral views from front deck and October Mountain views from large back deck. Beautifully landscaped. Cottage potting shed, cedar fence and much more. Convenient to Tanglewood and all cultural and recreational venues the Berkshires has to offer! Natural gas heating system and central air. Turnkey home!

Proudly offered for the first time, this well-cared-for one-owner Colonial is set in a highly desirable neighborhood on corner lot. Offering 4 spacious bedrooms and 2.5 baths, the home features gleaming hardwood floors and a classic, timeless layout ideal for both everyday living and entertaining. Step outside to a large, lush backyard perfect for relaxing, play, or gatherings. Thoughtfully maintained over the years, this home combines warmth, space, and location, presenting a wonderful opportunity to enjoy a true neighborhood setting in a home that has been genuinely loved. Natural gas, multi zoned heating, and underground utilities.

This charming bungalow offers the Lenox lifestyle you've been dreaming of. Tucked on a quiet dead-end street just steps from downtown, you can grab morning coffee, enjoy dinner at local favorites, or spend an evening at Tanglewood before strolling home under the stars.Inside, about 1,700 square feet of warm, inviting space blends character and comfort, creating a perfect retreat for every season. Ideal as a second home, weekend escape, or year-round residence. The property also offers the option to be purchased fully furnished, making it an easy, turnkey opportunity.With shops, dining, and cultural attractions moments away--and Lee and Stockbridge just a short drive--you'll enjoy the very best of Berkshire living.

The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect you to the landscape. Your backyard is a protected nature preserve, guaranteeing permanent privacy. The property features a handsome 24x30 horse barn with 2+ acres of paddocks, plus a separate lower-level guest apartment--perfect for weekend visitors or a private home office. A complete package blending modern convenience with pastoral beauty and cultural access.