“Amy laid out the sales strategy and it happened just as she predicted. We achieved a rapid sale for a great price”
Kinlin Grover Compass
- Agent Pronto
- Massachusetts
- Pittsfield
Find the perfect real estate agent in Pittsfield, MA
We analyze top real estate agents in Pittsfield and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Pittsfield
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for October 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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Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
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“I have used Brad in the past. He has repeatedly demonstrated a strong understanding of the housing market and how to best navigate through it. Brad's guidance was critical in helping us secure our dream home by being aggressive, concientious and thoughtful. Now more than ever it is important to have a strong realtor!”
Century 21 North East
“Attentive and on your side , Adam is there for the prospective buyer”
Century 21 Tassinari & Associates
“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!”
Topp Realtors
“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.”
CENTURY 21 CELLI
“Kurt service is excellent. He always give guidence one step ahead & give me enough time to prepare doucment without delay for closing. He send me enough data to decide price for my house and able to find buyer to purchase house on same price without any discount. Great communication skill and knowledge as a realtor. I work twice with him so far & I recomed him as a realtor.”
RE/MAX Liberty
“We've been working with Lisa for many years, she is always looking out for what's best for us. We've also referred her multiple times to family and friends. We're forever grateful to have such an amazing person in our lives!”
Exit Realty Exit Real Estate Executives
“We are beyond grateful for Shawnai! She helped us find the perfect home, and we absolutely love it. The process was long and had its share of ups and downs, but she made it bearable every step of the way with her professionalism, helpful tips, and encouraging chats. She was always responsive, knowledgeable, and patient, taking time to explain every step so we always felt confident and informed. She handled everything flawlessly, worked seamlessly with all the other professionals involved, and made sure no detail was overlooked. Most of all, it was clear how much she truly cared about us finding not just a house, but the right home for our family. She put her whole heart into the process, and we always felt supported and prioritized. We can’t thank her enough for making this milestone possible. I highly recommend her to anyone looking for a realtor who goes above and beyond!”
Century 21 Signature Properties
“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.”
Century 21 North East
“Sheri was incredibly knowledgeable, patient, and helpful throughout the process of buying our first home. Had great attention to detail and pointed out things we hadn’t even considered. We would highly recommend Sheri!”
Media Realty, LLC
“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.”
Fudge Properties, Inc.
“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.”
Century 21 North East
“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.”
Century 21 North East - Integra
“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.”
eXp Realty
“Beatriz, Is an amazing person, no matter what you need she has your back. Weather it be a dumpster or mover's etc Beatriz works very hard for you as her team does. She did so much advertising on our house we had it sold before we could even do an open house. We also used Beatriz to buy our next house that's how much we enjoyed working with her and her team. It's hard to sell and buy in 2 months but Beatriz and her team knew it and were there for us. Beatriz and her team are amazing I highly recommend them”
Century 21 North East
“Marcia is a very knowledgeable and experienced realtor. She is always professional, prepared, friendly, and communicative. It was a pleasure working with her and I never felt anxious regarding the listing and sale of my co-op. Since I lived in that co-op for so many years, it was a scary decision to sell my unit. Marcia made it so easy. I would recommend Marcia to anyone looking for a realtor.”
Century 21 Metrowest Realty
“My husband and I have worked with four Realtors in 3 different markets - CA, KY & RI. Our experience with Christine - first when selling a house in 2022 and the purchase of our current home (2025) - has been unrivaled. She is professional, knowledgeable, amiable, and fully answered our many questions.”
CENTURY 21 Topsail Realty
“Very happy with the process and service received, will use Derrick again”
Century 21 XSELL REALTY
“Nina Sable was enjoyable to work with and her professional expertise was was appreciated.She was always available for my many questions, and showed personal interest in my needs.”
Berkshire Hathaway Commonwealth
“I'd strongly recommend Jill! We felt like we were in good hands every step of the way”
Century 21 C21 North East
Pittsfield real estate Market Report.
Information and statistics on the latest trends in the Pittsfield real estate market, updated for October 2025. *
The typical home value in Pittsfield is projected to be $298,930 for the month of October. September’s finalized data reported the typical value of a home in the city to be $294,950—down 4.85% over the previous 12 months. For comparison, county-level data pegged home values at $375,250 in Berkshire County for the most recent reporting period. That number is expected to float around $367,150 in October.
Pittsfield had 65 new listings and 63 listings that went under contract in September, increasing the area’s total available inventory to 116—up 1.75% from the previous month. Inventory is projected to have further increased in October.
Of those 116 active listings, 26.72% reduced their price in the month of September. The median listing price for homes in Pittsfield fell 8.96% from August to September, bringing the current median listing price to $299,900. Based on projected data for October, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In September 2025, the median time for a listed property to go pending was 30 days, compared to 43 days in September 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this October.
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Pittsfield has to offer.
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.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Pittsfield to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Pittsfield. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Pittsfield real estate journey a success.
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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