Homes for Sale in Pittsfield, MA with 5-Bedrooms

Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

Darcy Reid MOCKINGBIRD REAL ESTATE

Rare opportunity to purchase three duplexes (six total units) in a package deal. All units have separate utilities paid by tenants,. Low-maintenance property with ample off-street parking, conveniently located near downtown shops, restaurants, and schools. A solid turnkey investment--call today to schedule a showing!

Nolan Fernandez 413 REAL ESTATE

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

Cortney Dupont COHEN & WHITE ASSOCIATES

*Brand new roof January 2026* Beautifully renovated multi-use building has multiple possibilities. From office space, Dental or Medical offices to Residential. Centrally located and just minutes to downtown Pittsfield and all Berkshire cultural venues. This fabulous building has been updated with modern amenities and chic decor! This property offers an enormous kitchen area with washer & dryer, 6

Trish Petricca BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history.

Tim Gallagher STONE HOUSE PROPERTIES, LLC

This large residential property offers exceptional income potential in a strong Pittsfield rental market. With 12 bedrooms and 3.5 bathrooms, it supports high-capacity occupancy and steady cash flow. The full basement provides extensive storage and includes areas where two former bathrooms once existed, offering a foundation for future updates. A full standing attic adds valuable expansion

Brandon Murray RE/MAX TRANSITIONS, NORTH ADAMS

Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

Conor Meehan STONE HOUSE PROPERTIES, LLC

Spacious duplex with 3bed 1 bath on each side. Each side has a walk up attic and laundry hook ups.Plenty of off street parking.

Scott Higuera 413 REAL ESTATE

Two family flat with enormous investment potential. Separative utilities for each unit. Property is being sold as is.Note: Current property boundaries as appearing in the assessor's records may not reflect the true boundaries. Seller shall confirm property boundaries prior to closing.

Joseph Jennings SIGNATURE ASSOCIATES

Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities

Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

Two Family Flat fully rented in the Morningside Neighborhood! Each unit has three bedrooms and one bathroom. Updated kitchens and hardwood floors. Heat and hot water included. Washer and dryer hookups in the basement. Fully fenced in yard on a corner lot. Well maintained and ready for its new owner!

Derek Strzepa NOCHER REALTY

Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

Xavier Cruz Fathom Realty

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

Xavier Cruz Fathom Realty

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, Upstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

Investment Property Priced to Sell! This 2 family flat offers 4 bedrooms in each unit, vinyl siding, replacement windows, in unit laundry and separate utilities paid by tenants. Plenty of parking, private yard and right next to the park make this a lucrative addition to any investment portfolio. Both units were completely updated in 2022. Unit #44 has a certificate of lead compliance.

Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

This beautiful home offers over 3000 feet of living space. Built in 1907 it's a perfect blend of traditional character and modern comfort. Beautiful hardwood floors and elegant crown molding Inside, you'll find five spacious bedrooms and two and a half baths. Two bedrooms on the first floor and three on the second. The large kitchen features an oversized refrigerator, gas stove, and ample space

Lori Mickle LAMACCHIA REALTY, INC

This inviting Colonial offers six bedrooms and three full bathrooms in a prime location near downtown Pittsfield, schools, restaurants, and all the cultural and recreational attractions the Berkshires have to offer.The first floor features a spacious kitchen, formal dining room, comfortable living room, laundry area, bonus room, and a full bath. The second floor includes four bedrooms and another

Jose Larios LAMACCHIA REALTY, INC

Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects

Cory Evangelisto NOCHER REALTY

Recently renovated two-family home offering true turnkey convenience! Both units feature brand-new kitchens and bathrooms, updated heating systems, and stylish laminated flooring throughout. With all utilities fully separated, this low-maintenance property is ideal for investors seeking a hassle-free addition to their portfolio. Whether you're expanding your investments or starting fresh, this

Michele Purcell LAMACCHIA REALTY, INC

Call for Offers is Friday, January 23 at Noon. Value-add 4-family offering stable in-place income with upside in Pittsfield. The property includes two 2-bedroom units and two 1-bedroom units with dens. Tenants pay their own gas heat and electric, helping keep operating expenses low.The building is functional and currently occupied with several long-term tenants. Select units received updates in

Michael Parks Jack Gately Real Estate, LLC