“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.”
- Agent Pronto
- Massachusetts
- Brookline
- Chestnut Hill Historic District
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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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“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!”
“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 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.”
“I was recommended by a friend to call Kerry Lapiana with Prestige Homes. I am so glad I did. Kerry went up and beyond from the beginning until the end. She was always available with any questions I had and she made the offer process so easy. It didn't end there. She even took time after I closed to ask me how it was going if I needed anything additional. She went up and beyond every step of the way. I would highly recommend Kerry Lapiana and Prestige Homes to friends, family and colleagues.”
“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”
Chestnut Hill Historic District real estate Market Report.
Information and statistics on the latest trends in the Chestnut Hill Historic District real estate market, updated for December 2025. *
Learn more about what Chestnut Hill Historic District has to offer.
Chestnut Hill Historic District offers residents a charming, pedestrian-friendly community with beautifully preserved architecture, leafy streets, plentiful green spaces, and convenient access to excellent schools, shops, and cultural amenities.
Chestnut Hill Historic District is a sophisticated neighborhood that seamlessly blends architectural grandeur with serene, tree-lined streets and a welcoming community feel. Home to some of Brookline’s most distinguished historic residences, the area exudes timeless appeal, from stately Colonial Revivals to classic Tudor mansions. Residents savor strolls along shaded byways, admiring the legacy of well-preserved homes and lush landscaping.
Education draws many to this corner of Brookline. Families benefit from proximity to the acclaimed Heath School, renowned for its nurturing environment and innovative curriculum, and older students excel at Brookline High School, celebrated for its academic excellence and diverse extracurricular opportunities. Just next door, the renowned Boston College campus enriches the area, offering lectures, sporting events, and art exhibitions that engage both students and neighbors.
Life here is elevated by destinations like the Chestnut Hill Reservoir, a favorite for joggers and nature lovers eager for tranquil water views and peaceful walking trails. High-end shopping and fine dining await at The Street Chestnut Hill, while Hammond Pond Reservation invites outdoor enthusiasts to explore scenic woodland paths and rocky outcrops. Exceptional medical care is close at hand at Brigham and Women's Health Care Center - Chestnut Hill.
Minutes from both Newton and Boston’s vibrant cultural offerings, with easy access via the Green Line, Chestnut Hill Historic District is ideal for those seeking refined living amidst historic charm. For buyers and sellers looking to make their move in this coveted neighborhood, Agent Pronto’s personalized agent-matching service ensures a seamless real estate experience tailored to your needs.
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 Chestnut Hill Historic District. 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 Chestnut Hill Historic District Realtor® or real estate agent today.
Looking for an agent in a different Chestnut Hill Historic District neighborhood?
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Nearby neighborhoods
- Aspinwall Hill
- Boylston Street
- Buttonwood Village
- Central Village
- Coolidge Corner
- Coolidge Corner South Side
- Corey Hill
- Emerson Garden
- Fisher Hill
- Griggs Park
- High Street Hill
- Longwood
- North Brookline
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