Find the perfect real estate agent in Chesterfield, MA

We analyze top real estate agents in Chesterfield and across the country to find you the most proven local agents, for free.

Chesterfield, MA real estate

Compare the top real estate agents in Chesterfield

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for September 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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Home buyers and sellers love Agent Pronto.

We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.

“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.”

Leonardo · Springfield, MA

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Century 21 North East
“Lisa Caron knows her market, is direct and to the point with suggestions about ways to improve the look of the property for showings and was always available whenever I needed her for some question or concern I had. I highly recommend her to anyone either buying or selling real estate.”

Cynthia Johnson · Pittsfield, MA

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Exit Realty Exit Real Estate Executives
“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.”

R. Kahlau · Princeton, MA

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Century 21 North East
“Jenn was a pleasure to work with. She knew that purchasing this particular piece of property was very important to me and she made sure that it happened for me.”

Sheila Noonan · Worcester, MA

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Castinetti Realty Group
“Ms. Diane Franklin along with our representing attorney have both proved themselves to be highly reliable and proficient in performing the services necessary to assist in bringing our single-family home to market, and successfully consummating a mutually acceptable sale of the latter property. We would highly recommend Ms. Franklin for her proven level of effort, dedication, professionalism and reliability.”

Frank E. · Springfield, MA

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Executive Real Estate
“Elena is one of a kind just like how she found my perfect home for me in West Boylston, Massachusetts. I am from San Diego, California and never would have imagined to own a home in central Massachusetts but she opened my eyes to a beautiful town of West Boylston and provided great statistical feedback to help me make my decision. I am happy with my decision and a lot of it comes from a skilled and professional agent such as Elena. Highly recommend her.”

Christina S. Arnold · West Boylston, MA

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Keller Williams Boston Metrowest
“I am very please with Isadora professionalism and her friendly demeanor. Isadora made the process easy. Though, the property was occupied with tenants. She explained the process and she delivered,. The house was sold quickly.. I am still smiling. I will be smiling for years to come. If you are looking for a professionalism and trustworthy realtor choose Isadora Sarto..”

Ruby · Springfield, MA

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eRealty Advisors, Inc.
“Tanya Harvey went above and beyond in not only her service but her compassion as she sold my house. She communicated constantly throughout the process while she helped and took the initiative to do things I could not do because I was out of state. I highly recommend Tanya and her team.”

Dana S. · Alexandria, VA

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Keller Williams Realty
“We were matched up with Greg Maund who was an incredible broker and help us get the apartment of our dreams. ”

Sharon R. · Boston, MA

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William Raveis Residential
“Jocelyn Magner was amazing through out the whole purchase. She explained the process to me in detail and answered all my questions. She really cared about everything from start to finish and went above and beyond. I couldn't have asked for a better rep.”

Gail Trudel · Middlefield, MA

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LPT Realty
“Susan was very friendly and helpful in helping us purchase our home. She listened to our needs and worked with us to find the home that best fit our needs. She allowed us time to look and made us aware of any concerns. When we had questions she answered them or pointed us to someone that could.”

Mike Perry · Fitchburg, MA

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LAER Realty Partners
“Great Real Estate person you can't do without if you are buying or selling .”

M. Salim · Agawam, MA

Photo of Melissa Lemanski
Park Square Realty
“Angela Mancinone was very knowledgeable about the area and quick to find what would interest us She was always available to answer questions and offer suggestions. Angela was personable as well as professional and did a great job finding us a new home and walking us through the process.”

David and Gail · Ludlow, MA

Photo of Angela Mancinone
Executive Real Estate

Learn more about what Chesterfield has to offer.

Chesterfield offers residents a close-knit community with abundant natural beauty, ample outdoor recreation, and a calm, welcoming hometown atmosphere.

Chesterfield, MA real estate

Chesterfield rewards those who prize quiet roads, clear night skies, and the kind of community where neighbors still know each other’s names. Outdoor lovers make frequent pilgrimages to the dramatic rock walls and rushing rapids of Chesterfield Gorge, cared for by The Trustees of Reservations, and trace the bends of the federally designated Wild & Scenic Westfield River, a favorite for fishing, paddling, and birding. Historic texture runs deep at the hands-on Bisbee Mill Museum, while literary history is close by at the William Cullen Bryant Homestead. Weekend adventures also extend to the lakes and trails of DAR State Forest in the next town over.

Families appreciate the strong school network: youngsters attend New Hingham Regional Elementary School in town, and older students are part of the Hampshire Regional School District based in nearby Westhampton. Daily conveniences are close, with independent shops and services sprinkled through Williamsburg and quick trips to the dining, arts, and live music scenes of Northampton and Easthampton. Commuters can reach larger employers in Springfield, while life retains the easygoing rhythm that defines Hampshire County.

Whether you’re searching for a sunlit farmhouse near the river or planning to list a hilltop hideaway, Agent Pronto can connect you with a top local real estate pro to navigate the Chesterfield market—tailored to your timing, budget, and goals.

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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!

Sarah W.

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 Chesterfield 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 Chesterfield. 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!


Frequently Asked Questions

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. 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.