Find the perfect real estate agent for veterans and active U.S. military members

We analyze top real estate agents in Newton’s Chestnut Hill neighborhood and across the country to find you the best veteran and military-friendly local agents, for free.

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Compare the top real estate agents in Chestnut Hill

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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.

The easiest way to find the best VA-specialist real estate agent.

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.

Tell us what you need.
Answer a few quick questions about your real estate needs so we can begin our search.
Match with the perfect agent.
Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
Meet your agent.
Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
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While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
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Chestnut Hill real estate Market Report.

Information and statistics on the latest trends in the Chestnut Hill real estate market, updated for August 2025. *

The typical home value in Chestnut Hill is projected to be $2,973,000 for the month of July. June’s finalized data reported the typical value of a home in the neighborhood to be $2,615,000—up 106.31% over the previous 12 months. For comparison, city-level data pegged home values at $1,750,000 in Newton for the most recent reporting period. That number is expected to float around $1,800,000 in July.

Chestnut Hill had 41 new listings and 28 listings that went under contract in June, decreasing the area’s total available inventory to 26—down 23.53% from the previous month. Inventory is projected to have further decreased in July.

The median listing price for homes in Chestnut Hill grew 2.61% from May to June, bringing the current median listing price to $2,200,000. Based on projected data for July, listing prices may continue to grow.

The number of days that homes have been on the market prior to going under contract rose year-over-year. In June 2025, the median time for a listed property to go pending was 15 days, compared to 8 days in June 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this July.

Real estate in Newton’s Chestnut Hill neighborhood.
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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.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Chestnut Hill has to offer.

Chestnut Hill offers residents a charming blend of quaint shopping, lush green spaces, and sophisticated cultural attractions nestled within a vibrant community.

Chestnut Hill brings together refined elegance and suburban comfort within the city of Newton. Home seekers and long-time residents appreciate its tree-lined avenues, where stately homes and historic estates stand side by side with modern residences. Noted for its academic excellence, Chestnut Hill is served by top schools including the highly-regarded Newton South High School and Mount Alvernia Academy, fostering a dynamic environment for families prioritizing education.

The neighborhood pulses with daily activity thanks to its world-class retail options, most notably The Street Chestnut Hill, a popular open-air shopping and dining destination. Just down the road, the acclaimed Chestnut Hill Reservoir offers a serene, scenic loop for joggers and strollers alike, while green spaces such as Hammond Pond Reservation provide a glorious setting for outdoor enthusiasts. Food lovers rejoice in having access to a variety of culinary experiences, from neighborhood favorites like The Capital Grille to cozy cafés and classic New England fare.

Commuting is convenient with multiple MBTA Green Line stations connecting Chestnut Hill to nearby Boston and adjacent areas like Brookline, giving professionals and students easy access to urban opportunities while maintaining a quiet, neighborhood atmosphere at home. Cultural outings are minutes away at Boston College, whose campus adds both academic energy and beautiful architecture to the local landscape.

Whether you’re hoping to purchase your dream home or preparing to sell and move forward, Agent Pronto stands ready to connect you with experienced local real estate professionals, ensuring your Chestnut Hill experience begins on the right foot.

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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 Chestnut Hill 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 Newton. 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.