“Kayla was absolutely amazing. She was very knowledgeable and what she didnt know off hand she had the information for me right away. She was very good at keeping me calm through any bumps in the road as being a first time home buyer I was very lost at times about certain things but she was always positive and kept me going right to the end. You will not find a better agent than kayla and if you try weeelll she will always except you when you decide to switch to her instead. Easier to just hire her. She really is the best!”
- Agent Pronto
- New York
- Pittsfield
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Pittsfield real estate Market Report.
Information and statistics on the latest trends in the Pittsfield real estate market. *
Quarterly Pricing Trends for Pittsfield
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Pittsfield
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Pittsfield
Rolling three-month data ending on quarter boundaries when available.
Quarterly Inventory and Sales Activity for Pittsfield
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Pittsfield
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Pittsfield
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Inventory in Pittsfield has expanded in this rolling three-month view. Active listings are up more than 130 percent year over year, rising to seven homes on the market. New listings have also climbed sharply, increasing more than fourfold from a year earlier.
Contract activity is moving at a steadier pace. Pending sales are holding roughly flat year over year, with two homes currently under contract, and off-market-in-two-weeks activity is high, with about half of listings going off the market that quickly. This mix of more choices but stable contract volume supports Pittsfield’s designation as a seller’s market on the market gauge.
Pricing is adjusting as supply builds. The median list price over the latest rolling three months is about $289,600, which is slightly lower than just a quarter ago but still dramatically higher than the level recorded a year earlier. Looking back further, median sale prices in the quarterly data have swung significantly, highlighting how a small number of sales can move the averages in a compact market like this. With more listings coming on and homes often going off the market quickly, both buyers and sellers can benefit from Agent Pronto’s help in finding an experienced local agent to guide their decisions.
Learn more about what Pittsfield has to offer.
Pittsfield offers residents a warm, small-town community with easy access to outdoor recreation, locally owned shops, and a close-knit network of neighbors in a scenic, peaceful setting.
Pittsfield stands apart from nearby Berkshire communities with its mix of small‑city energy and tight neighborhood connections. While towns like Lenox and Stockbridge focus on resort tourism, Pittsfield feels lived‑in year round, with long‑time residents, local professionals, and newcomers all shaping its identity.
Downtown anchors the city with cultural institutions such as Barrington Stage Company and the Berkshire Museum, along with independent shops and cafes. Families appreciate access to the Pittsfield Public Schools and programs at the Berkshire Athenaeum, the city’s historic public library. Outdoor time is close at hand at Pontoosuc Lake and Bousquet Mountain, popular for four‑season recreation.
Housing options range from classic early‑20th‑century homes in walkable streets near downtown to quieter residential areas with larger yards on the outskirts. Regional connections to Albany and Springfield support commuters, while nearby Great Barrington and North Adams expand choices for dining, arts, and weekend exploring. Within the county, Berkshire resources and services add another layer of support for residents.
For buyers, understanding neighborhood nuances and timing in a competitive Berkshire market can make a real difference. For sellers, preparing a home thoughtfully and pricing with local insight helps capture serious interest quickly. Agent Pronto connects both buyers and sellers with a Pittsfield real estate agent who can guide each step with local knowledge and the right preparation.
Trusted by over 500,000 buyers and sellers.
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“In my lifetime I have moved 9 times, and 5 of those involved selling a house. Working with Andrew was the best experience I’ve had with a real estate agent. He was conscientious, professional, sincere, and he actually listened to my and my wife’s ideas without dismissing them. Andrew truly made possible our getting the best offer for our house, and he kept in contact with us up to and after the closing. We moved 7 states away from our last house, and having Andrew take care of things for us helped ease our minds. My wife and I absolutely recommend Andrew and his team for your real estate needs.”
“This was my second time working with Nathan and each time has been a delight! He is on time for appointments, responds promptly to requests for showings, and proactively marketed our home to achieve a high level of interest on home buying platforms. We had over a dozen showings scheduled in the first day of listing and received multiple competitive offers and an accepted offer within 48 hours of listing. In addition, Nathan is kind and professional and is exactly the pro you want working for you in this process! I highly recommend Nathan as a trusted real estate advisor for your upcoming purchase or sale.”
“Mary is amazing! She stepped right in when I contacted her that I wanted to sell and find my forever home! She did everything! We sold in less than 24 hours! She is now working with me to find the perfect forever! She's just fantastic and I highly recommend her for all your buying and selling needs!”
“My husband and I can't say enough about Mary Canova's knowledge, expertise and communication. We felt secure in Mary's attention to detail to get our home sold and she did not disappoint! Mary is impressive with how much she knows not only the selling and staging but the buying side as well! We definitely recommend Mary to get the deal done!”
“Rachel has been very helpful, even when we had an issue after closing. It was such a challenge to buy a house, not living in the area, but we put our trust in her to help us. She has a lot of knowledge of the school districts, pros and cons of locations, and a good understanding of the math involved with offers.”
“Ashley handled everything like a professional! Kept me in the loop through the entire party and legitimately made the process as smooth as possible! . If I ever sell or buy a home again she will 100% be who I contact.”
“We have been working with Monika since last fall. She’s helped us with a rental and now our dream home! She is patient, responsive, knowledgeable, attentive and caring. She has become a very good friend through the process, and we are so grateful to have worked with her. ??”
“When I first began my home selling journey, I was SURE I was going to do it all myself. I thought no one would be able to deliver the level of care and consideration that I was searching for. When we decided to meet with Marianne, my whole plan was rerouted. Marianne put me at ease from the moment we met. From her professionalism to the immense knowledge she shared absolutely blew me away. She is passionate about her trade but even more passionate about helping people. From start to finish she consistently went above and beyond and exceeded our expectations. Her marketing strategies and social media presence is pertinent in this day and age and is an important contributing factor in her success with clients. She will be able to navigate you through challenges that only a skilled real estate professional can. We truly couldn’t be more happy with the level of service she provided. We will forever recommend Marianne to anyone looking to buy/sell/invest.”
“It was an absolute pleasure working with Kevin he was very professional and at the same time very personal and Hands-On he acted as if he had known you forever he was very real! Wonderful personality and a wonderful job I would highly recommend him to anyone!”
“Scott and Carey were excellent realtors. Kept us informed. Great personalities!”
Frequently Asked Questions
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There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Pittsfield. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Pittsfield Realtor® or real estate agent today.