“Jill Fitzpatrick is the best realtor you could ever find. Being new in town, I was really worried about finding a trustworthy, knowledgeable realtor. Jill exceeded all expectations. She was just perfect-very knowledgeable, friendly and listened to all my needs. She showed me exactly what I asked for at a price I could afford. In the future, I would only use Jill as my realtor. I would recommend her to anyone-you just can't go wrong. Thank you, Jill!”
- Agent Pronto
- Massachusetts
- Pittsfield
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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 January 2026. *
23 recent sales
$106K-$475K price range
$330K median price
* 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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“We would highly recommend Amy Harbeck to anyone looking to buy (or sell) in the lower Cape Cod area. Her knowledge of the little secrets of each neighborhood (e.g. hidden bike paths, best places to paddleboard, etc) was critical to helping us select the best vacation home. She was very responsive and always followed through on everything. Because we were buying a second home, we were thinking about the house as an investment in addition to a vacation home. Amy was very willing to offer opinions on the market potential of homes when asked, which we appreciated, since some realtors tend to shy away from saying anything other than "it's personal preference". We can't wait to spend more time on the Cape - thanks Amy!”
“Craig Celli was terrific from the very start and through to the very end of the transaction. When he came to view the property for the first time, he demonstrated knowledge, experience, and was friendly and communicative. I knew right after our meeting that he was the broker I would choose to market and sell the property. He also was very hands-on in preparing the home for sale - he worked on things himself and he personally knew and introduced me to a number of people who assisted in the work associated with preparing the home for sale (cleaners, electricians, etc.). All of the people he referred worked out perfectly. I was selling this property as a fiduciary so was not located in the area - Craig took on the responsibility of being my "boots on the ground" throughout the marketing and pre-sale. In short, I could not have asked for a better professional to market and sell this property. I would recommend him to anyone without reservation.”
“My husband and I are so glad that Zillow linked us to Shawnai Matos from C21! Shawnai took away all of our stresses throughout the whole process. She was always readily available and took care of any questions/ concerns we had in a very timely fashion. She was very personable and we were very comfortable working with her. Her real estate knowlegde made us feel at ease. We would recommend her to everyone and personally plan on using her for any and all of our future real estate needs.”
“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.”
“Christine Farley's extensive knowledge, professionalism and ethics were only a few of the reasons we preferred working with her. This was a complicated and frustrating at times sale for us due to circumstances out of her control. Christine managed it like an absolute pro giving us peace and confidence throughout the process. We would absolutely recommend her to friends and family and would definitely work with her again should the need arise.”
“My son and I got SO LUCKY when we met Lisa Caron!! I met her at an open house for a property that REALLY needed work - a lot of work! But knowing that, she took the time to meet me and my contractor there and walked with us through the house. Lisa listened to what we were looking for in a house, both in regard to price and specifics. She was patient with us as we looked at houses that didn't fit the bill but we're in the price range we originally gave her, and she helped us come to a price range that would give us the type of home we were looking for. She showed us a lot of homes and really worked hard to send us listings that fit. Lisa is professional, diligent and friendly. If I need a home again in the area - or if I know of someone else does - I will definitely call Lisa. I highly recommend her.”
“We chose Kurt to handle the sale of the house in Chicopee because of our positive experience when he directed the sale of our Home in Lunenburg several years ago. Kurt remains a pleasure to work with because he is thorough, professional, extremely knowedgeable, and carries through with whatever tasks need to be done. The closing went very smoothly and with all the details profesionally taken care of. He and his Team care about their clients and communicate thoughtfully and thoroughly every step of the way. We would not hesitate to recommend Kurt and his team to anyone looking to buy/sell a home.”
“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.”
“As a repeat client, I am continually impressed with James' ability to navigate negotiations through every home sale! Keeping all parties engaged and committed to completing the sale while simultaneously managing my level of risk is never easy with something so important and emotional as a new home for a family. James' level of industry knowledge and the ability to communicate it to everyone involved always results in a stress free, successful sale!”
“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.”
“Friendly helpful all the way to the end and beyond. Made everything easy to understand answered all my questions within a few minutes of asking if she didn't have the answers, she got them for me”
“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”
“Expert knowledge and a lot of experience. Went above and beyond. Will definitely recommend and work wit again!”
“She is amazing... beyond words, honestly :-)”
“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!”
“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!”
“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.”
“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.”
Pittsfield real estate Market Report.
Information and statistics on the latest trends in the Pittsfield real estate market, updated for January 2026. *
The typical home value in Pittsfield is projected to be $351,750 for the month of January. December’s finalized data reported the typical value of a home in the city to be $324,000—up 20.0% over the previous 12 months. For comparison, county-level data pegged home values at $365,000 in Berkshire County for the most recent reporting period. That number is expected to float around $367,500 in January.
Pittsfield had 20 new listings and 35 listings that went under contract in December, decreasing the area’s total available inventory to 80—down 32.2% from the previous month. Inventory is projected to have further decreased in January.
Of those 80 active listings, 20.0% reduced their price in the month of December. The median listing price for homes in Pittsfield fell 12.12% from November to December, bringing the current median listing price to $289,900. Based on projected data for January, 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 December 2025, the median time for a listed property to go pending was 49 days, compared to 75 days in December 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this January.
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.
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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