Pittsfield serves as the county seat and business hub for all of The Berkshire villages. This predominantly rural, mountainous region houses a host of prototypical New England towns, and Pittsfield is the most densely populated area for miles. With a major role in the county government, the largest nearby hospital and big-box shopping, Pittsfield residents likely have the shortest work commutes among all Berkshire locals. “It’s a main area of industry and employment,” says Maureen Kirby, a broker associate with Nocher Realty who has 10 years of experience in Pittsfield. “It has a lot to offer people of all walks of life. There are wonderful cultural and recreational amenities, plus it’s a short drive to all points in Berkshire County.”
Pittsfield is a major hub for art in Western Massachusetts and the third largest city on this side of the state.
The Berkshire Mountains are the beautiful range running thru Western Massachusetts.
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Hiking the Pittsfield State Forest and carving the snow at Bousquet Mountain
The Berkshire Mountains provide ample opportunities for outdoor recreation. Hikers and mountain bikers can explore the trails at Pittsfield State Forest, also home to Berry Pond, the highest elevated natural body of water in Massachusetts. Lake Onota is a larger spot that accommodates motor boats and features a fishing pier. Other nature expanses dot the city map, like Springside Park, popular for its trails and gardens, as well as its baseball diamonds and playground. Fans can catch a Pittsfield Suns Minor League Baseball game at Wahconah Park, and golfers can play a round at the Berkshire Hills Country Club. Winters in Pittsfield can get snowy, and cross-country skiers and snowshoers can hit the trails at the many parks, while the Bousquet Mountain Ski Area offers alpine slopes.
Lake Onota is a 617 acre lake that is a popular spot for ice fishing in the winter months.
Bousquet Mountain Ski Resort is a local place for people to enjoy some shredding or skiing close to home.
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Relatively affordable housing compared to nationwide averages
Buyers can find single-family homes in suburban neighborhoods or multifamily units, condos and townhouses closer to the city center. Architecture consists primarily of ranch-style homes, Cape Cods and colonials, as well as some New Englander builds.
Prices in Pittsfield typically fall below the Berkshire, state and U.S. averages. “Prices are more affordable,” Kirby says. “As the ‘city’ of Berkshire County, properties in Pittsfield may also have more services to offer, such as public water, sewer and trash removal.” Housing in need of rehabilitation can start below $100,000, though most single-family homes sell between $200,000 and $500,000. Condos and townhouses in complexes often go for $100,000 to $300,000. Properties on Lake Onota and mountain homes on multi-acre lots go for $700,000 to $2 million.
The median listing price for a home in Pittsfield, MA is $299,000.
In Pittsfield the average home sits on the market for 64 days.
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Perusing North Street restaurants
North Street features a variety of dining options and cafes, oftentimes with tables along the sidewalks for outdoor seating. The Methuselah Bar & Lounge is a standout spot, known for its small plates and craft cocktails. North Street has seen a decline in activity in previous years, though current initiatives project a brighter future. “Some of the older buildings were either renovated or demolished, and new buildings take their place,” Kirby says. “Some of the population of Pittsfield goes back many generations, and people are nostalgic of how North Street used to be and would like to see that same vibe return.” Residents of nearby towns come to Pittsfield for big-box shopping. Walmart, Walgreens and Stop & Shop are among the many options, and the Berkshire Mall covers retail needs with dozens of stores.
Marketplace Cafe is a popular lunch spot on North Street in downtown Pittsfield.
The Methuselah Bar & Lounge has a diverse menu with some Korean specialties and an art gallery in the back for local shows and classes.
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The creative side of Pittsfield
The Berkshires' natural beauty has inspired artists of all mediums, and colorful murals reflect the dynamic local art scene throughout the city. In the mid-1800s, Herman Melville hunkered down in his Pittsfield home to write “Moby Dick.” The historical society has maintained his house, known as Arrowhead, and transformed it into a museum and literary landmark. The Berkshire Art Center and the public library host creative workshops, and the 10x10 Upstreet Arts Festival brings in 10,000 visitors each year. The First Fridays Artswalk each month allows galleries to showcase work, and children can make their own creations at craft tables.
Arrowhead is a historic site where the American classic Moby Dick was written by Herman Melville in the 1850's.
Founded in 1903 the Berkshire Museum is a foundational collection for the area with its collection having many important pieces from the early Hudson River School.
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Public schools and A-plus private options in Pittsfield
Pittsfield Public Schools earns a B-minus on Niche, with an A for diversity. Children may attend one of eight elementary schools, two middle schools and two high schools, depending on their home address. Students can apply to 15 different Career Technical Education programs at Taconic High. Families can also opt for private options in the city, such as Miss Halls School, which scores an A-plus for ninth through 12th grade. Berkshire Community College is located in Pittsfield and offers 50 associate’s degree programs.
Berkshire Community College has a student base under 1500 and is known for liberal arts, nursing and other majors.
Miss Hall's School is a private all girls school educating young women from grades 9-12.
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One of the closest Berkshire towns to the Massachusetts Turnpike
Berkshire Regional Transit Authority buses stop throughout the city, though most residents get around by car. U.S. routes 7 and 20 lead to larger thoroughfares, like Interstate 90. Also known as the Massachusetts Turnpike, I-90 is about 12 miles south. Travelers can make the under-50-mile commute to the Albany International Airport within about an hour. The Pittsfield Municipal Airport services private and business flights.
A decrease in Pittsfield crime rates
The FBI reports that violent crime rates have decreased by about 33% between 2020 and 2023, while property crime rates have dropped by nearly 19%. As of December 2023, property and violent crime rates were lower than U.S. and Massachusetts averages.
Written By
Grace Pitney
Photography Contributed By
Brandon Schulman
Video By
Taylor Noll
Interested in learning more about homes in this area?
Reach out to
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an experienced agent in this area.
GreatSchools:
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On average, homes in Pittsfield, MA sell after 43 days on the market compared to the national average of 55 days. The median sale price for homes in Pittsfield, MA over the last 12 months is $320,000, up 7% from the median home sale price over the previous 12 months.
Welcome to this charming 3-bedroom, 1.5-bath ranch home in Pittsfield's highly desirable Orchards neighborhood. Comfortable single-level living features warm wood floors through the main living areas and all bedrooms, a classic kitchen with vintage wood cabinets, and a bright sunroom with sliding doors from the kitchen. The primary bedroom includes a convenient private half bath. A practical
Welcome to life on beautiful Pontoosuc Lake, where breathtaking sunrise views and year-round waterfront living await. This charming, move-in-ready home offers the perfect combination of comfort, thoughtful updates, and low-maintenance living in a truly special lakefront setting.The open and airy living room features soaring vaulted ceilings, expansive windows that capture stunning lake views,
Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore.
Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of
Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this
Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors
Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this
To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,
To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,
Welcome to Churchill Crest, where timeless elegance, comfort and the beauty of the Berkshires comes together. Inside you'll find 1 bedroom 1 bathroom with spacious living room with wood burning fireplace, dining and kitchen. From the living room is a private deck. Under the main level is a private garage and lower level offers laundry. Community offers a heated inground pool with pavilion space
To Be Built, energy-efficient, low-maintenance 1,340 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home features an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. A split-entry design leads to a one-car garage underneath, offering convenience and additional storage. The primary suite includes a private full bath,
This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and
UNIQUE OPPORTUNITY TO HAVE A SPACIOUS FAMILY HOME WITH HIGH VISIBILITY FOR A HOME OFFICE OR BUSINESS. THOUSANDS OF VEHICLES WILL SEE YOUR BUSINESS SIGN AND YOUR OFFICE WILL HAVE A PRIVATE ENTRANCE. PERFECT FOR SOMEONE IN THE TRADES, IE;CONTRACTOR, PLUMBER, ELECTRICIAN AND ALSO PROVIDING A LARGE FAMILY LIVING SPACE WITH A PRIVATE BACK YARD. COME SEE FOR YOURSELF.
Southeast brick cape ready for summer fun! This 3 bed 2 bath cape is filled with warmth, character, and inviting spaces ready for memories all season long. Bright open kitchen, which flows to the dining area and family room with vaulted ceilings and doors to the deck. Around the corner a 2nd family room, game room or whatever you decide with wood burning fireplace. 1st floor also offers spacious
Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full
An exceptional opportunity to secure a highly visible, ground-floor commercial space in the heart of the city. Formerly occupied by a medical practice, this well-maintained suite offers layout suited to a broad spectrum of professional, wellness, and service-oriented uses. The space features a welcoming reception area, multiple private offices or treatment rooms, Tenants will benefit from an
Beautiful Two Bedroom FURNISHED Apartment in Mid-Berkshires. Remodeled two-family home in a family neighborhood on Woodbine Avenue in Pittsfield, MA Quiet house in a quiet safe neighborhood. Paved drive, room for two vehicles.Full kitchen that comes with all cooking needs and utensils. Refrigerator, stove, dishwasher, microwave, table with four chairs.Bedroom #1: Queen bed,
Rental TermsRent: $2,100/monthUtilities included: Water and sewerTenant pays for: Gas/heat, electricity, internet/cable, and other personal servicesMove-in costs: First month’s rent ($2,100) + last month’s rent ($2,100)Total due at signing: $4,700Security deposit: $500Lease: 12-month lease preferred. Month-to-month arrangements may also be
Colonial Gardens is a lovely apartment complex currently offering 1 and 2-bedroom apartments. Rent includes the cost of heat, hot water and electricity, making this apartment an unbeatable deal! We require first and last month's rent prior to move in, and all applicants must pass credit, criminal and reference screening checks. Apartments are shown by appointment only. Rents subject
Office suites available for lease in ideal downtown Pittsfield location! There currently two suites on the second level and two on the first floor available. Heat, Electric and AC included. Building is very well kept and features renovated bathrooms and key card access. High traffic area with on-street parking.
Property Id: 1335178 Recently renovated. Looking for First Month's Rent and Security Deposit. Prospect tenants must pass background check: No evictions No criminal record Income must be three times monthly rent. Pets (Cats are ok, Dogs depends on size and breed). Please call
The industrial aesthetic of this classic New England mill offers a unique space for your organization or business to call home. The office space has terrific light and height, new windows, exposed brick, hardwood floors and updated systems including smart LED lighting. This suite is one of three tenant spaces in the building, all of which share a common area with a kitchen and two bathrooms.
Property Id: 2846972 Welcome to your new home at 62 Dalton Ave in Pittsfield, MA! This charming single_unit property boasts hardwood floors, off-street parking. Available starting 2026-09-07 for $1250/month, this smoke-free and pet-free rental won't last long. Don't miss out on this fantastic opportunity!
Position your business for success in this well-maintained commercial building at 1450 East St. Now available: Suite 6J-L (618 sf) with two existing plumbing fixtures, as well as 6G (356 sf) 6C (302sf). in a high-traffic location, perfect for attracting clients and boosting brand exposure. The freshly paved parking lot offers ample parking in both the front and rear of the building, making it
Welcome home to this clean and freshly updated 1-bedroom, 1-bath apartment located on the first floor in a quiet, peaceful Pittsfield neighborhood. This well-maintained unit offers comfortable living with a bright and inviting atmosphere.Enjoy a large eat-in kitchen featuring brand new appliances, including a dishwasher, stove, and refrigerator—perfect for everyday living and
703 West Housatonic Street is one of Pittsfield's most unique, multi-use buildings, perfect for a wide variety of businesses and organizations. Located on Route 20, it's ideally situated for easy access to Berkshires and nearby New York state. The property has been upgraded in every department. It's powered by its own solar field, has large parking lots, a tenant garden, fresh landscaping, and an
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