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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2025. *
27 recent sales
$632K - $3.5M price range
$2M 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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“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.”
“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.”
“I can't thank John Dean enough for handing the sale of my home. John's knowledge of the industry and the area was exceptional. He kept me informed of all the issues and guided me with decisions that had to be made. He offered to make several trips to the house to meet and coordinate the inspections and other people that assisted me with the move. Not being available to make it to the property for various reasons being the distance and caring for a disabled husband, John saved me from having to be there. John was there to manage everything for me. If you need a professional agent, look no further than John Dean.”
“I interviewed several Realtors, and none of them asked the thoughtful questions that Katherine did to better understand my needs. She also demonstrated a deep knowledge of the Boston program I was using for financing, and her years of experience working in and around Boston was key. But more than anything else, we got along really well in our initial meeting and she had my full trust almost as soon as the process began.”
“He was honest enough to direct us away from one of the homes that we looked at because of the horrible basement there. He also showed us at least 5+ homes before we settled on the one we're living in now.”
“We can't say enough good things about our experience with Sarah. Throughout the buying process, we always felt that she understood our needs and put our best interest first. She was professional yet completely approachable, and she has given us many tips about our new neighborhood and the surrounding area. We would highly recommend Sarah to anyone looking to purchase a home in the Boston area.”
“We were referred to Michelle by a friend. She knows Newton and the surrounding areas; she knows real estate; she knows everyone associated with real estate, including mortgage brokers, inspectors, and insurance agents. Michelle is very professional but also personable. She has a knack for explaining markets trends and is skilled at reading the psychological aspects of an offer/counter-offer. She was extremely responsive and helped us buy an incredible house in a great location - in the hottest market in history! In short, I recommend Michelle with great enthusiasm. She is the absolute best.”
“I had been referred to Marc by a family friend. I could not have been happier. He was incredibly accommodating, understanding, patient and most importantly transparent throughout the process of the sale. I felt very reassured having him represent me through this whole process.”
“Chris saw me through the sale of my home, and stayed with me to help me find the perfect place in my chosen location. She was professional throughout, but at the same time I feel I’ve found a friend. I’m so grateful to Chris, Ralph and Laurie. Can’t thank them enough for having my best interests at heart.”
“We were matched up with Greg Maund who was an incredible broker and help us get the apartment of our dreams. ”
“Scott was excellent and I highly recommend him. As a first time buyer, I had many questions and concerns, and he answered and alleviated all of them. We were on the same page from the start regarding strategy, and he deftly navigated through a couple unexpected and complicated situations after the initial offer had been accepted. I definitely plan on using Scott for any future real estate needs.”
“Kyle moore and kim arsenalt saved my llife. I Just had a son. Lost my mom. My paperwork wasnt great. these 2 put things together that i couldnt have emagined.hear i am now in a multi. Tenants ask how i want the rent paid. I look at them like they're crazy for 2 seconds and say "check or M.O.".IF YOU Feel like me. Those are the ones you want on your team. Then grab KATHY as the lawyer. Shes the best too”
Information and statistics on the latest trends in the Chestnut Hill real estate market, updated for November 2025. *
The typical home value in Chestnut Hill is projected to be $1,573,500 for the month of October. September’s finalized data reported the typical value of a home in the neighborhood to be $1,814,000—down 9.93% over the previous 12 months. For comparison, city-level data pegged home values at $1,465,000 in Newton for the most recent reporting period. That number is expected to float around $1,422,630 in October.
Chestnut Hill had 17 new listings and 12 listings that went under contract in September, increasing the area’s total available inventory to 22—up 10.0% from the previous month. Inventory is projected to have further increased in October.
The median listing price for homes in Chestnut Hill fell 37.91% from August to September, bringing the current median listing price to $1,425,000. 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 40 days, compared to 55 days in September 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 October.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Chestnut Hill offers residents a balanced blend of suburban charm and urban convenience, with green spaces, boutique shopping and dining, strong schools, and a welcoming, active community.
Chestnut Hill draws in residents with a rare blend of scenic tranquility and metropolitan convenience. This Newton neighborhood is celebrated for its picturesque, tree-lined avenues and elegant homes, seamlessly combining suburban calm with effortless access to Boston and neighboring Brookline. At its heart lies the iconic Chestnut Hill Reservoir, where joggers and nature lovers enjoy stunning water views against a backdrop of the city skyline. Shopping and dining thrive at The Street Chestnut Hill and the unique boutiques and eateries surrounding Chestnut Hill Square, making daily errands both easy and enjoyable.
Education stands out as a cornerstone of Chestnut Hill life. The neighborhood is home to acclaimed schools such as Newton South High School and top-rated private institutions, including The Chestnut Hill School. For families seeking world-class higher education or vibrant campus culture, Boston College anchors the community and invites residents to performances, lectures, and athletics.
Recreation is never far away. The lush greens of Brookline Golf Course beckon golfers, while nearby Hammond Pond Reservation offers hiking and peaceful nature escapes right in your backyard. Chestnut Hill’s historic homes, diverse amenities, and welcoming spirit make it a prime destination for home buyers seeking both comfort and prestige.
Whether you are planning a move to or within Chestnut Hill, or considering selling your property, Agent Pronto connects you with trusted local real estate agents dedicated to your needs—ensuring each step of your journey is seamless and successful.
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 Chestnut Hill. 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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