Pittsfield, MA Homes for Sale under $300,000

Welcome to 9 Lincoln Street, featuring white interior, hardwood floors throughout, large sun-filled rooms, and an open, flowing layout. The main level features a spacious living room, a bonus room that could serve as a first-floor bedroom, a dining room, and kitchen with direct access to a fully fenced backyard. Double doors open to an outdoor space ideal for relaxing or entertaining. Upstairs

Jessica Rizzo LAMACCHIA REALTY, INC

2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling

Keyla Girard LAMACCHIA REALTY, INC

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

Shannon Santelli KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

Absolutely beautiful double wide manufactured home situated on the south end corner of Allendale Pines North. 3 bedroom/2 bath home overlooking the woods with direct access to the Ashuwillticook Rail Trail! Sliding glass door of kitchen leads to private deck with no neighbors behind you!!

Val Whaling

This beautiful home has been recently renovated and it is ready for immediate occupancy. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include flooring,

Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

Industrial zoning, many commercial uses. 2 car garage + 1 car garage attached. Tenants pay electric. apts in fair condition.

James McRory BERKSHIRE COUNTY REALTY

Investor Opportunity with Strong Upside! This 1.5-story New England–style bungalow offers an excellent value-add opportunity for investors and renovators seeking equity growth. Featuring a large enclosed front porch, the home currently includes 3 bedrooms and 2 bathrooms, with a flexible floor plan that may allow for the addition of a 4th bedroom and/or home office, enhancing future rental or

Dennis LeClair RE/MAX Compass

This 3-bedroom, 2-bath home is a great starter opportunity. The flexible layout includes a convenient first-floor bedroom with two additional bedrooms upstairs. The living room and dining room have been freshly painted and feature new vinyl flooring. A spacious kitchen offers plenty of room for cooking and gathering. Outside, enjoy a fenced-in backyard and a detached one-car garage for added

Jim Thurston LAMACCHIA REALTY, INC

Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room,

Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

Location is a must!Many improvements by current owners. Roof replaced in past 10 years. Orangeburg pipe replaced from house to street. Furnace replaced. Kitchen redone. Chimney pipe replaced.Just a few updates.

Deborah Dwyer DWYER AGENCY

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

Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room, living room and kitchen;

Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

Classic two family brick colonial with many possibilities! Including a front/rear porch, two separate yards on each side, and off street parking. Enter each side into a wide, open hallway with the original hardwood floors throughout. The left side has four bedrooms and one bathroom with potential for a second bathroom off the kitchen. The right side has been split into two smaller units with

Cory Evangelisto NOCHER REALTY

Conveniently located home offering more space than expected, with 4 bedrooms and 1.5 bathrooms. The main level features a bright living room, dining area, and kitchen, along with a full bath and bedroom or office option. Upstairs includes 3 additional bedrooms with great natural light. Mini split systems provide efficient heating and cooling, and solar helps offset electric costs. The lower level

THE KAHN TEAM BISHOP WEST REAL ESTATE

Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

Robin Moore 413 REAL ESTATE

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

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

Welcome to 15 High Street in Pittsfield -- a well-located two-family flat offering versatility, investment potential, & everyday convenience. Situated within walking distance to local schools, banking, restaurants, & shops, this property makes it easy to enjoy all that city living has to offer.Each unit provides comfortable living space with functional layouts, making it ideal for owner-occupants

Mary Jane Dunlop BISHOP WEST REAL ESTATE

3 bd/1 ba home in desirable Pittsfield neighborhood offering solid space, good flow, & strong potential. Main level features a large eat-in dining area w/ sliders to a deck overlooking the fully fenced backyard & pool--ideal for summer enjoyment. The functional layout connects living, dining, & outdoor spaces with ease. The yard includes a large shed currently used for storage, w/ potential to

THE KAHN TEAM BISHOP WEST REAL ESTATE

Truely a move in ready home at an affordable price! You will fall in love with the 3 season front porch, the gorgeous updated kitchen, and a layout that is perfect for family time and entertaining. So much extra storage with the large pantry! The mudroom will be perfect for the backpacks, coats and boots. Upstairs you will find 3 large bedrooms and a full bath with tile shower surround. A clean

Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

Two-family home set on just under 1.5 acres offering the perfect blend of country living and city convenience. Each unit features decks overlooking a spacious backyard, ideal for relaxing or entertaining. Enjoy the privacy and open space while still being just minutes from city amenities, shopping, and dining. A great opportunity for owner-occupants or investors--live in one unit and rent the

Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

Samantha Homeyer BIRCH PROPERTIES

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

Robin Moore 413 REAL ESTATE

Absolutely beautiful double wide manufactured home situated on the south end corner of Allendale Pines North. 3 bedroom/2 bath home overlooking the woods with direct access to the Ashuwillticook Rail Trail! Sliding glass door of kitchen leads to private deck with no neighbors behind you!!

Val Whaling

2 family with brand new gas on demand heat baseboard on first floor.Roof approx 10 years oldPlenty of parking. 1 bedroom currently vacant

Scott Higuera 413 REAL ESTATE

This beautiful home has been recently renovated and it is ready for immediate occupancy. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include flooring,

Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

Welcome to this warm and inviting home just minutes from Pontoosuc Lake offering a comfortable layout, charming details, and a generous outdoor space. The main level features a spacious living room filled with natural light, vaulted ceilings, and an open concept into the dining area, and a beautifully updated kitchen. Conveniently, there is also a first-floor bathroom and laundry. Upstairs boasts

Jessica Rizzo LAMACCHIA REALTY, INC

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

Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.