Houses for Sale near Pittsfield High School

Welcome to this spacious and inviting 2,800 sq ft Colonial, nestled in the heart of southeast Pittsfield. This beautiful home blends classic charm with modern convenience, offering generous living spaces and a thoughtful layout, perfect for today's lifestyle. The first floor features a welcoming living room with fireplace, a formal dining room ideal for entertaining, and a conveniently located

Chris LaPatin LAMACCHIA REALTY, INC

Tucked away on an oversized lot, on a dead-end street, this southeast colonial has so much to offer! The charm of yesteryear meets the conveniences of today. You'll be welcomed into the open foyer and see gleaming hardwood floors throughout. The living room features a fireplace and opens to an enchanting private screened porch surrounded by lush landscape for ultimate privacy! Formal

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

Perfectly positioned at the head of a quiet cul-de-sac in southeast Pittsfield, 70 Saratoga Drive is a 3+ bedroom, 2.5-bath ranch brimming with potential and showcasing the kind of long view that rarely comes available, and whose value can't be overstated.This home exudes mid-century character throughout, from its natural woodwork and hardwood floors to the very spacious fireplaced living room

Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

Built to impress and designed for entertaining, this one-of-a-kind home delivers the ultimate wow factor. From the moment you arrive, the grand stone entryway sets the tone. Inside, a chef’s kitchen awaits with premium Wolf and Sub-Zero appliances, all seamlessly integrated into a spacious, open floor plan. The sun-drenched three-season room features vaulted ceilings and overlooks the spacious

Lynn Raleigh Right Key Realty Inc.

Architecturally significant and beautifully renovated, this stunning 3 bed, 2.5 bath brick home sits on a prominent corner lot in a coveted residential enclave of stately homes--just a short stroll to downtown. Thoughtful updates blend seamlessly with original character, offering timeless elegance, modern comfort, and exceptional natural light throughout. Featuring a dramatic staircase, hardwood

Victoria Standring LAMACCHIA REALTY, INC

Classic elegance meets modern living in this stately Colonial set on a large corner lot in a highly desired neighborhood, with circular driveway for easy in and out access. Gracious entry, hardwood floors, an updated eat in kitchen plus a formal dining room with original leaded glass hutch and a formal living room. The stunning great room addition, with separate entrance and access to deck and

Victoria Standring LAMACCHIA REALTY, INC

Welcome to a piece of history, where timeless charm and modern comfort come together seamlessly. This enchanting 1900 Colonial invites you in with its wide, welcoming front porch, the perfect spot for morning coffee or evening conversation. Step inside and feel instantly at home in the light-filled living room, where a gas fireplace adds warmth and character. Across from the living room, the cozy

Chris LaPatin LAMACCHIA REALTY, INC

Welcome to this stunning Colonial home, perfectly situated near the vibrant heart of downtown Pittsfield. With 5 spacious bedrooms and 3 bathrooms, this 3030 square foot detached home offers ample space for both relaxation and entertaining. The hardwood flooring throughout the house adds a touch of elegance and warmth. Enjoy hosting gatherings on the large deck, or take a short stroll to the

Jarrett Hernandez 360BERKSHIRE REALTY GROUP

Country living at its best, with mountain views and plenty of land! This property features a renovated farmhouse, 2 car garage, 1 outbuilding and Barn all sitting on 9+ acres. It's only a few hundred feet from the Lenox townline, where Chapman Rd turns into East St. Pittsfield-Lenox Rd (Rt 20) is just around the corner. To be honest, I'm not going to overwhelm you with a lot of descriptions of

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

Welcome to this well-maintained Cape-style home, built in 2005. With four spacious bedrooms and two full bathrooms, there's room for everyone. Enjoy the ease of first-floor living with two bedrooms, ideal for guests, a home office, or multigenerational needs. The kitchen features newer stainless-steel appliances. Outside you will find a manageable yard, perfect for low-maintenance living. Enjoy

Jessica Rizzo Lamacchia Realty, Inc.

Welcome to 171 Harryel St in Pittsfield, MA! This well-maintained 3-bedroom, 1-bath home offers a spacious living area, hardwood floors, and a bright eat-in kitchen. Basement boasts a finished room perfect for entertainingly. Enjoy the private backyard--great for outdoor activities or relaxing. Located on a quiet street with convenient access to parks, shops, and downtown amenities. A great

John Ciepiela BISHOP WEST REAL ESTATE

Adorable cape style home on a quiet street. Gorgeous new kitchen, new roof, and first floor bath. Wood floors throughout the first floor. The second floor offers more space to include a third bedroom and another full bathroom. Solar panels offer substantial reductions in your electric bill. Please note there are Ring cameras both outside and inside the home.

Tanya Shepardson LAMACCHIA REALTY, INC

Pittsfield - Location, Location, Location!Enjoy the ease of true one-level living in this charming, well-maintained home featuring a one-car attached garage and inviting living room with hardwood floors and a cozy fireplace. With two generously sized bedrooms and a full bath, this home offers comfortable space and functionality. The galley kitchen flows seamlessly into the dining area and

Colleen Zajac MONARCH REALTY, INC.

Welcome to a unique property on the edge of Pittsfield's Downtown Creative District. This old-world colonial has been used as office space for the last 20+ years. 6 office spaces with a waiting area, a first floor 1/2 bath and a bonus room that could be converted to a break room or another office space. A nice L shaped wood porch with a handicap ramp. Detached 4 bay garage. The property has

Anthony Riello LAMACCHIA REALTY, INC

Single level living in one of Pittsfield's desirable neighborhoods! This 3 bedroom , 1 bath Ranch style home has been meticulously maintained throughout the years. As you enter the home you are warmly greeted with a spacious living/dining area that flows nicely into a well appointed kitchen. In addition to a welcoming living space there a 3 generously sized bedrooms and a full bath. The

Doug Collins LAMACCHIA REALTY, INC

Immaculately restored antique Colonial dripping with charm offering modern conveniences. Chef's kitchen with Quartz counters, glass back splash, beautiful cabinets, and double sized Wolf Range. Entertaining is made easy with a large dining area, grand fire-placed living room with floor to ceiling windows overlooking the private and lush green lawn. Glorious master suite with new spa like bath.

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

For sale an approximately 2,376 SF two-family home with a 2-car garage on approximately 0.227 acres of land. The Property is located in close proximity to the center of Pittsfield with easy access to Rts. 7, 8, 8A, 9 & 20.

John Dill Colebrook Realty Services, Inc.

Adorable Southeast Ranch Located in a Desirable Neighborhood! This Charming 3-Bedroom, 1-Bath Home sits on a Sunny Corner Lot w/Southern Exposure. Features Include a 1-Car Garage & Close Proximity to Williams Elem. School. Enjoy Outdoor Living with Newer Front & Side Decks, Stone Patio & Firepit, 3 year old Storage Shed 10x12, Addt'l Updates Include Newer Gutters, Roof Approx. 16 yrs old, Vinyl

Kim Gordnier RE/MAX COMPASS

This well appointed Cape Style home is beautifully set on approximately 1.3 acres in the heart of one of Southeast Pittsfield's more desirable neighborhoods. The 1st floor of the home offers a spacious living room complete with hardwood floors and a fireplace, formal dining room, kitchen, half bath and 1st floor bedroom with a full bath attached. The second floor boasts 3 large bedrooms, a full

Doug Collins LAMACCHIA REALTY, INC

Two-family flat with each unit featuring 2 bedrooms/ 1 bath and separate natural gas heat, hot water & electric. There is a nice fenced in yard divided for each apartment, plus good off street parking! This home is close to downtown Pittsfield and would make a great home or addition to your portfolio!*Can be sold as a package with the two-family at 36 Division St in Pittsfield.

Maria Liccardi Lamacchia Realty, Inc.

Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural

Joseph Jennings SIGNATURE ASSOCIATES

Immaculate, sparkling, light and bright 2500 square foot contemporary home in one of south east Pittsfield's finest neighborhoods with a level, sunny fenced yard, updated kitchen with granite counters, gleaming wood floors, fireplace, updated baths, newer systems. 4 bedrooms, 2.5 baths. There is even a two car garage. You will not be disappointed. This is a beautiful home in a wonderful

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The

Patrick Cathro NON-MEMBER / RECIPROCAL

Adorable 3-bedroom, 1-bathroom Cape-style home with a detached one-car garage, perfectly situated on Dalton Ave. This charming property features a convenient first-floor bedroom, full bathroom, and laundry. Enjoy spacious bedrooms, a formal dining room, a cozy fireplace, and a mudroom with pantry and laundry. Beautiful hardwood floors throughout most of the home, with updated vinyl flooring in

Jessie Downer LAMACCHIA REALTY, INC

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. Option to purchase furnished with Paul Rich & Sons

Lisa Kelley MACCARO REAL ESTATE

Motivated Seller!!! Come see this Charming, well-maintained home located in the heart of Pittsfield, MA. This inviting property offers a comfortable living space with plenty of potential. This home features 3 bedrooms, 2 baths, with a bright and spacious layout that maximizes natural light throughout.Enjoy the convenience of a functional kitchen, a cozy living room, and generously sized bedrooms.

Marci Levesque BISHOP WEST REAL ESTATE

This Mid Century brick home on almost an acre has been completely renovated and updated top to bottom less than two years ago.The renovation includes replacement of roof,plumbing,electrical wiring and panel,windows,insulation,drywall,paint,flooring,kitchen,bathrooms,appliances,boiler & hot water heater, making this a truly turn key home.Step into this fresh,bright home w/4 bedrooms,two baths,open

Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX