“His knowledge, expertise and commitment to service excellence were evident throughout the entire process.”
- Agent Pronto
- Massachusetts
- Pittsfield
The best way to find top real estate agents in Pittsfield, MA
We analyze thousands of real estate agents in Pittsfield and nationwide to find you proven local professionals, for free.
Compare top Pittsfield real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for July 2026. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Pittsfield real estate Market Report.
Information and statistics on the latest trends in the Pittsfield real estate market. *
Latest Rolling 3-Month Snapshot
Apr 1, 2026 - Jun 30, 2026
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 (Apr 2026 - Jun 2026).
Inventory in Pittsfield has expanded in this rolling three-month view, with about 271 active listings and 185 new listings. Even with more homes available, contract activity has been solid, with 130 homes sold and 155 going under contract. With just 2.5 months of supply, conditions still lean toward sellers despite the recent rise in listings.
Pricing has moved higher over the past year, with the typical home value up around 12 percent compared with the same period last year. At the same time, the median list price is slightly lower than a year ago, suggesting sellers may be pricing more carefully even as closed-sale values climb.
Homes are taking longer to go under contract than a year ago, with the median days on market now at 33 days compared with the faster pace seen last summer. Still, nearly 40 percent of recent sales closed above list price and the average sale-to-list ratio is just under 100 percent, indicating buyers are often paying close to asking. This mix of stronger prices, more options, and longer marketing times creates a nuanced environment for both sides of the table. Agent Pronto can connect buyers looking for the right opportunity and sellers aiming to maximize value with a Pittsfield agent who understands these trends.
Learn more about what Pittsfield has to offer.
Pittsfield offers residents a welcoming blend of arts and culture, outdoor recreation, and close-knit communities that together support a high quality of life.
Pittsfield stands apart from nearby Berkshire communities like Lenox and Great Barrington with its mix of cultural institutions, historic neighborhoods, and a true small-city feel. Downtown anchors daily life, from performances at the Colonial Theatre to exhibits at the Berkshire Museum. Longtime residents and newcomers share the parks, shops, and local diners that give the city its everyday identity.
Outdoors, residents enjoy walking and boating at Onota Lake and exploring the trails at Pittsfield State Forest. Neighborhoods range from classic in-town homes near Pittsfield High School to quieter streets with wider lots closer to the Lanesborough line, offering options for many budgets and stages of life.
Daily conveniences are close at hand. Families use resources like the Pittsfield Public Schools district and the Berkshire Athenaeum, while commuters appreciate access to Route 7 and Route 20 for trips to North Adams or Albany. Seasonal events on North Street, local theater, and nearby Tanglewood give residents plenty to do without sacrificing a relaxed pace.
Whether you are preparing to list a long-held Pittsfield home or hoping to time a move into the market, having the right local guide is essential. Agent Pronto connects buyers and sellers with knowledgeable Pittsfield agents who can help you act confidently and at the right moment.
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“Lisa Caron did a fantastic job with marketing and showing our house. Communication was professional,consistent and always with urgency. We would highly recommend her to anyone selling a home.”
“Spencer, you made the whole process from start to finish seem so easy! You were always such a calming influence and made my needs the top priority in both the selling of my home and the purchase of the condo that I am in love with. You have been so patient and never rushed me to make decisions. You took care of every detail and went far beyond what anyone would expect from their real estate agent. There are no words to express the level of care, expertise and professionalism that you exhibited at all times. I am forever grateful!”
“We had a challenging condo sale, and we couldn’t have asked for a better real estate agent. She was incredibly patient, persistent, and professional throughout the entire process. Despite several obstacles, she stayed focused, communicated with us every step of the way, and worked diligently to get the deal across the finish line. This wasn’t the first time we’ve worked with her, and once again she proved why we continue to trust her. We truly appreciate her dedication and would highly recommend her to anyone looking to buy or sell a property.”
“Sheri makes to process very clear and straight forward. She has a way of explaining current economic conditions to assist in decisions I needed to make. Sheri is patient and understanding of the stresses I experienced that greatly helped me through this process. Thank you Sheri.”
“Lino was professional, knowledgeable, and great to work with. With a unique property he made the entire process smooth and was always available to answer questions. I highly recommend Lino to anyone looking for a dedicated real estate agent.”
“Stay with until finished purchase.”
“What a great experience! Beatriz knew exactly how to price our home and the marketing was outstanding. She is a strong advocate for her clients and the entire transaction went smoothly.”
“Shawn is the best! Both him and Dee are great to deal with. They go above and beyond! Would recommend them to anyone looking to buy or sell!”
“We enjoyed working with Amy who was very attentive and sensitive to our needs. Choosing a real estate agent in an unfamiliar area was a gamble and we count ourselves extremely fortunate to have selected Amy. Professional, responsive and knowledgeable are just some of the adjectives to describe Amy, we feel lucky to have chosen her.”
“She's making very good good job with me”
“Craig is the best Realtor we have ever worked with and we have already been recommending him to family considering a move.”
“Jill Fitzpatrick went above and beyond in every way. Saying we were lucky to have her as our real estate agent is an understatement. Working with her was 10/10 in every category! Highly, highly recommend.”
“Kurt Thompson was fantastic to work with. Throughout the entire process, we knew we had someone looking out for our best interests. His years of experience were exactly what we needed to navigate a journey that can be exciting, stressful, and exhausting all at once. Highly recommend!”
“Christine was excellent throughout our process. She was very easy to talk with and provided a lot of valuable information to us as we were learning things throughout the process. I would highly recommended her to anyone looking for a new house.”
“Brad was the best Realtor around. He cared deeply and treated my family as his. I can't thank Brad enough. I will recommend him to every single person that I know who is looking to buy or sell a home.”
“Farrah worked with us for several months. She helped us to understand what to look out for when we viewed properties and was tenacious getting information to help us make good decisions. She was very thorough, knowledgeable, and patient. She organised viewings to make good use of our time and collaborated very effectively with our closing attorney. Farrah worked hard to make the house buying process as straightforward as possible and we highly recommend her.”
“Fue más de lo que esperaba muy amable excelente profesional Y sobretodo muy rápido 10 días Wao todavía No lo creo jajaja muchas gracias Michelle Silverio eres la mejor Dios continué depositando su gracia sobre ti bendiciones y Asia delante porque se que es solo el comienzo de las cosas grandes que vendrán en el nombre de Jesús bendiciones”
“Sarah Rodewald was excellent, especially with being a first time home buyer. She was friendly and responsive when I had questions or concerns. Sarah was a strong advocate for me during negotiations to secure a fair price and credits towards closing. I would highly recommend Sarah for anyone looking for a dedicated expert agent.”
“Adam sold us our first home 23 years ago so we immediately thought of him for the sale of my mother's home. He was communicative, very knowledgeable and as an aside, very kind working with my mother who had recently been diagnosed with Alzheimers.”
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.
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