“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.”

We analyze top real estate agents in Brookline’s Woodland Heath neighborhood and across the country to find you the best veteran and military-friendly local agents, for free.
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.
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.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“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'd strongly recommend Jill! We felt like we were in good hands every step of the way”
“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 Woodland Heath real estate market, updated for August 2025. *
The typical home value in Woodland Heath is projected to be $2,313,000 for the month of July. June’s finalized data reported the typical value of a home in the neighborhood to be $2,750,000—up 41.03% over the previous 12 months. For comparison, city-level data pegged home values at $1,387,500 in Brookline for the most recent reporting period. That number is expected to float around $1,284,030 in July.
Woodland Heath had 13 new listings and 7 listings that went under contract in June, decreasing the area’s total available inventory to 8—down 27.27% from the previous month. Inventory is projected to have further decreased in July.
The median listing price for homes in Woodland Heath grew 2.93% from May to June, bringing the current median listing price to $2,650,000. 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 has been fairly steady year-over-year. In June 2025, the median time for a listed property to go pending was 8 days, compared to 8 days in June 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this July.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Woodland Heath offers residents a charming blend of lush green spaces, community-oriented living, and convenient access to local amenities, making it an ideal neighborhood to enjoy a vibrant and comfortable lifestyle.
Woodland Heath presents a rare blend of tranquility and urban accessibility, offering a thoughtful balance for those considering a move to Brookline. Distinguished by its tree-lined streets and stately homes, this welcoming neighborhood is minutes from both the lively bustle of Boston and the academic energy of Newton, offering its residents both escape and convenience in equal measure.
Families are drawn to Woodland Heath for its proximity to outstanding schools; the Heath School delivers a nurturing and academically rigorous environment, while Brookline High School continues to be celebrated for its rich diversity and breadth of opportunities. The nearby Larz Anderson Park invites children and adults alike to stroll, picnic, or enjoy city views amid meticulous gardens and open green spaces. For cultural and intellectual pursuits, the Brookline Public Library offers activities and programming that knit the community together.
Local life here is punctuated by the ease of access to fine dining and unique shops, as well as the myriad amenities of the vibrant Coolidge Corner and Chestnut Hill neighborhoods. Woodland Heath’s distinct character emerges in its harmonious blend of historic architecture and modern comforts, along with a strong sense of civic pride fostered by neighborhood associations and community events.
For those seeking to buy or sell a home in Woodland Heath, Agent Pronto can be your trusted partner, ensuring you connect with the right real estate professional to guide you through your unique journey in this exceptional corner of Brookline.
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!
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 Woodland Heath 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.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Brookline. 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!
Tips and market insights to make your Brookline real estate journey a success.
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.
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.
No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.