$350,486Average Value$228Average Price per Sq Ft91Homes For Sale
The Heart of The Berkshires
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
Kolleen Schmitt,
an experienced agent in this area.
GreatSchools:
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On average, homes in Pittsfield, MA sell after 45 days on the market compared to the national average of 56 days. The median sale price for homes in Pittsfield, MA over the last 12 months is $319,000, up 6% from the median home sale price over the previous 12 months.
Darling, adorable, a simply must see. Charming craftsman style ranch, boasts 2 bedrooms plus the sunroom has heat pump heat / AC providing more opportunity for additional living space (a 3rd bedroom?, space for washer & dryer? ~ you decide).Living room features wood floors, bay window, fireplace with dentil molding, spacious dining, and kitchen with newer appliances. This single level living home
CITY ORDERED AUCTION - SINGLE FAMILY HOME. The displayed price is the deposit amount required to register. The actual purchase price will be determined by the highest bid at a LIVE, ON SITE AUCTION ON AUGUST 13, 2026 at 2:00 PM. This cute single family home sits on ± .11 acres on the corner of McAllister Street. The house offers ± 816 sq. ft. of living area features 1-2 bedrooms, 1 bathroom,
Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a
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
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
Discover the perfect setting for your dream home or Berkshire getaway on this breathtaking 2.42-acre parcel nestled in one of the region's most desirable locations. Ideally situated just minutes from Jiminy Peak Mountain Resort and near Mount Greylock, this property offers the ideal balance of peaceful natural surroundings and year-round adventure.Enjoy nearby access to skiing, hiking, lakes,
Darling, adorable, a simply must see. Charming craftsman style ranch, boasts 2 bedrooms plus the sunroom has heat pump heat / AC providing more opportunity for additional living space (a 3rd bedroom?, space for washer & dryer? ~ you decide).Living room features wood floors, bay window, fireplace with dentil molding, spacious dining, and kitchen with newer appliances. This single level living home
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
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
Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum
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,
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
Available September 2026 (possibly August). Modern 2 bedroom with garage! Rent is $1600 per month, Tenant pays own utilities, gas heat and hot water. All remodeled with hardwood floors throughout and ceramic tile look vinyl in kitchen. First floor has kitchen, dining, and living room. Second floor has 2 nice sized bedrooms with closets, laundry machines, full bath with walk-in shower. It is
This second floor, 2 bedroom apartment offers 700 square feet of living space. The unit includes a a deck for outdoor relaxation and paved parking for your convenience. The boiler is 95+ efficient, the windows are all thermal, and walls are all insulated. The rent is $1500/month, tenant pays own heat, hot water and electric. The kitchen, dining, and living rooms are open concept. There are
Expansive 3+ Bedroom Apartment with Private Driveway & BackyardWelcome to your next home! This exceptionally spacious, multi-level apartment offers the rare combination of generous square footage, suburban-style privacy, and urban convenience. Designed for comfort and effortless living, this property delivers everything you need to spread out and make yourself at home.Key Features &
Convenient first-floor unitClose to shopping, restaurants, and everyday conveniencesBackground check is required.First, Last (each equal to 1 months' rent)No Pets and No Smoking12 month lease requiredAvailable immediately
Amazing Renovated 2 Bedroom apt. Second floor. Samsung Smart appliances (Gas range with griddle & Full Size Fridge) in stainless steel. Beyond huge kitchen with tons of cabinet space and pantry closet. Huge 15 X 13 Bedrooms with newly installed carpets. Refinished hardwood floors in Living & Dining. Designer ceiling fans in Bedrooms, Living & Kitchen. Renovated bathroom. Central heating (classic
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.
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.
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