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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for December 2025. *
* 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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“Our experience working with Amy was outstanding. She is incredibly knowledgeable, very responsive, and, most importantly, was very honest with us during the entire process. After our initial meeting, she knew what we were looking for, where we were looking, and she understood our goals and limits. We could not have asked for a better experience and would highly recommend Amy to anyone looking to buy down the Cape!”
“Shawnai has made our homebuying experience absolutely seamless and enjoyable. We've purchased two homes in the past and she has by far been the most reliable, honest, and compassionate realtor we've worked with. She ended up feeling more like a friend, rather than just our realtor, by the time we closed on our home. She was always willing to answer any and all questions we had, no matter how silly. Shawnai is also incredibly timely and responsive. I highly recommend her to anyone looking to purchase a new home or property! Thank you Shawnai!”
“Sheri was very helpful and understanding with our family. She understood the struggles and supported us the entire time. We are very grateful for her knowledge and patience.”
“November, 2025 We had a very positive experience working with Kathy Tully. From start to finish, she was knowledgeable, responsive, and genuinely invested in helping us achieve our goals. Her understanding of the local market was helpful, and she provided clear guidance at every step of the process. What stood out most was her professionalism and communication. She answered every question promptly, explained each part of the transaction in a way that was easy to understand, and always made us feel like a priority. Whether it was scheduling showings, handling negotiations, or coordinating details behind the scenes, Kathy went above and beyond to make the entire experience smooth and stress-free. We are pleased with the results and highly recommend Kathy to anyone looking to buy or sell a home. Ken & Suzanne Malach”
“Kurt and his team go above and beyond. This was our second time using Kurt and from start to finish his attention to detail and knowledge about the area is amazing. Would recommend 100% to anyone.”
“Expert knowledge and a lot of experience. Went above and beyond. Will definitely recommend and work wit again!”
“She is amazing... beyond words, honestly :-)”
“We had a difficult situation due to a medical problem and Shelley, Christine and the Topsail people pulled together, worked around our problems and were able to accomplish a good sale for us. We are very happy.”
“Lisa Caron was very helpful and just a wonderful agent. My husband had died just 10 months earlier and she made me feel so comfortable in dealing with this on my own. My home sold in just one day and for the asking price. She did a fantastic job in advertising it. I would recommend her very highly.”
“From the first phone call Jill communicated competence. She clearly knows the home buying process inside and out and helped my wife and I understand every step of the process. She's helped us all through the process, sending us recommendations and coming to showings with us. She pointed out things about the houses we were looking at that I would not have noticed and helped us get better at looking critically at properties.”
“Attentive and on your side , Adam is there for the prospective buyer”
“Spencer is a gem! From the start, his deep knowledge of the market and attention to detail when we were looking at properties blew us away. He’s always available, whether to answer questions or provide guidance, making us feel completely supported every step of the way. Spencer’s approachable, funny, and yet always professional—he truly made the process enjoyable and stress-free. He handled the sale of our home with perfection, the entire process was above expectations. Highly recommend him to anyone looking for an outstanding realtor!”
“1st time working with Craig Celli. He was very professional. I was not selling my home, but my aunt's. While the home was on the market, Craig always kept me abrest of any open houses, what the interested buyers were saying about the home whether possitive or negative. Was very honest on what the sales price should be set at to open the market to reach more buyers. I would absolutely use Craig again.”
“I needed help finding a reputable real estate agent in my area, there are so many to choose from. Agent Pronto found Krista Dunn for me & we just closed on our house! Thank you Agent pronto, I will be using you again!”
“Sarah was very helping in selling our rental property in June 2024. She got the property into beautiful shape and was steadfast with us in a very uncertain market. I highly recommend working with Sarah - she understood what we were hoping to achieve with our sale and got us there!”
“If not the most talented and detail-oriented realtor, Michelle Silverio, is among them. Thank you for your help acquiring our properties. We greatly appreciate all the long trips to help us achieve our goals. Thank you Michelle and we hope that your professionalism and charisma brightens many other families lives.”
“Nancy is professional, easy to communicate with, responsive to calls and text. She is a very experienced realtor who knows the market well and has many useful contacts for new home owners. I highly recommend her and for Fudge reators.”
“James Laney was extremely knowledgeable throughout the sales process. He did an outstanding job in developing a strong marketing strategy which quickly resulted in the sale of my home. He planned, organized and single handedly managed a very successful Open House Event which resulted in the successful offer to purchase the house one day later. James was expremely organized and responded very quickly to any questions that I posed to him. Would highly recommend James to any potential seller or buyer.”
“Len went above and beyond during the whole process of selling my mother's home. He was kind, considerate, compassionate and extremely helpful, during an especially stressful time. I would definitely recommend him without hesitation.”
“El seńor Juan lopera,excelente agente vendedor respetuoso al entrar a la propiedad igual que su equipo de trabajo ,muy buena comunicación,siempre pendiente durante todo el proceso de venta. Gracias.”
Information and statistics on the latest trends in the Pittsfield real estate market, updated for December 2025. *
The typical home value in Pittsfield is projected to be $340,660 for the month of November. October’s finalized data reported the typical value of a home in the city to be $325,430—up 21.77% over the previous 12 months. For comparison, county-level data pegged home values at $380,000 in Berkshire County for the most recent reporting period. That number is expected to float around $382,500 in November.
Pittsfield had 53 new listings and 51 listings that went under contract in October, increasing the area’s total available inventory to 123—up 0.82% from the previous month. Inventory is projected to have further increased in November.
Of those 123 active listings, 44.72% reduced their price in the month of October. The median listing price for homes in Pittsfield grew 27.6% from September to October, bringing the current median listing price to $369,900. Based on projected data for November, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In October 2025, the median time for a listed property to go pending was 30 days, compared to 31 days in October 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this November.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Pittsfield offers residents a vibrant blend of cultural amenities, abundant outdoor recreation, and a welcoming, affordable community with strong local services and opportunities to thrive.
Pittsfield is the cultural and economic heart of Berkshire County, pairing a revitalized downtown with easy access to hiking trails, lakes, and ski country. Weekends can swing from gallery strolls to trail runs, with the city’s calendar anchored by standout institutions like the Berkshire Museum, acclaimed productions at Barrington Stage Company, and gilded-era performances at the Colonial Theatre. Summer evenings at historic Wahconah Park and the seasonal Berkshire Flyer train add to the small-city energy.
Outdoorsy residents gravitate to the sweeping overlooks at Pittsfield State Forest and heritage-rich fields of Hancock Shaker Village. Canoe Meadows and Onota Lake offer quick escapes for birding, paddling, and picnic sunsets, all within minutes of downtown cafes and indie shops.
Families appreciate strong learning pathways through Pittsfield Public Schools and workforce-ready programs at Berkshire Community College. City services are easy to navigate via the City of Pittsfield, and Berkshire Medical Center anchors local healthcare. Housing spans classic Victorians, mid-century homes, and loft-style apartments, making it feasible to live near work, parks, and arts venues.
Day trips are a breeze to Lenox, North Adams, and Great Barrington, while Pittsfield’s own employers, commuter options, and recreation keep daily life convenient. Whether you’re buying a first home or preparing to sell, Agent Pronto can connect you with a top local agent who knows how to navigate this market with ease.
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.
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.
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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