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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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“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.”
“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.”
“Eugene Clark was amiable and very patient. he walked me through the process step by step with clarity and good humor. even after the closing he has been available and very helpful”
“Great real estate experience with Charlotte. I recently had the pleasure of working with Charlotte as my realtor, and I cannot express how grateful I am for her outstanding service throughout the entire home buying process. From our initial meeting to the closing day, Charlotte demonstrated a level of professionalism, expertise, and dedication that greatly met my expectations. One of Charlotte's standout qualities is her extensive knowledge of the local real estate market. She took the time to understand my preferences and priorities, providing valuable insights into neighborhoods, property values, and future market trends. Her expertise not only streamlined the decision-making process but also ensured that I made informed choices.”
“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.”
“Can't recommend Smita enough - she is extremely knowledgeable, is well aware of the ins and outs of the local market, and will always guide you towards the best decision based on your requirements. Smita played a huge role in helping me and my wife find our dream home. Being first-time homeowners, we didn't know where to start, but Smita did great due diligence researching individual properties and analyzing local market trends. Before we went to see a property, we had all the links and documents we needed to learn about the property which was immensely helpful in making an informed decision. Smita was always available for us which made the whole process very smooth for us. My wife and I highly recommend Smita and would to work with her again.”
“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.”
“The whole team involved was wonderful. Thank you all.”
“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. ”
“It was great working with Sam Renuka , do you help my brother and sister find their dream home,and as time passes me and my wife decided to look for a place of our own so we decided to call Sam up and after five years he still remembers me and my family,there's a lot of stress and buy your house and he made the experience more enjoyable definitely recommend him,The seller agent was very please with him to.”
“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”
“Vicky Kustov was extremely knowledgeable of all the towns/cities we were considering and when we found the perfect house she was there to assist in the entire purchasing process and was even able to negotiate the purchase price down considerably. She was very friendly and a real pleasure to work with. She made buying a house a fun process and helped take the stress out of such an important and often times very stressful time. Overall we were extremely happy with our experience and will definitely be contacting Vicky again when we are ready for our next house!”
Information and statistics on the latest trends in the Winnbrook real estate market, updated for December 2025. *
The typical home value in Winnbrook is projected to be $1,817,750 for the month of November. October’s finalized data reported the typical value of a home in the neighborhood to be $1,703,500—up 28.57% over the previous 12 months. For comparison, city-level data pegged home values at $1,429,000 in Belmont for the most recent reporting period. That number is expected to float around $1,434,000 in November.
Winnbrook had 7 new listings and 9 listings that went under contract in October, decreasing the area’s total available inventory to 2—down 60.0% from the previous month. Inventory is projected to have further decreased in November.
The median listing price for homes in Winnbrook fell 0.16% from September to October, bringing the current median listing price to $1,520,000. Based on projected data for November, 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 October 2025, the median time for a listed property to go pending was 22 days, compared to 37 days in October 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 November.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Winnbrook offers residents a charming, welcoming community with convenient access to parks, local amenities, and picturesque surroundings that enhance the neighborhood's vibrant lifestyle.
Winnbrook places you on the peaceful, leaf-canopied east side of Belmont, with everyday conveniences and big-city connections at your fingertips. Tree-lined streets host classic capes and colonials, sidewalks hum with strollers and dog walkers, and weekend games spill across the fields by Winn Brook Elementary School. Commuters appreciate quick access to the Red Line at Alewife just over the line in Cambridge, while the Fitchburg Line from Belmont Center shortens trips into Boston; errands and dining options in nearby Watertown and Arlington round out a convenient daily rhythm.
Families move here for the schools and stay for the community. Winn Brook serves K–4 with a welcoming, walk-to-campus feel, and students continue to the district’s modern Belmont Middle and High School, known for strong academics, arts, and athletics. After the last bell, kids swarm Joey’s Park and the adjoining playfields, while summer days often end at the Town of Belmont’s Underwood Pool. Book clubs, story hours, and concerts at the Belmont Public Library keep calendars full year-round. Fresh Pond trails, the Alewife Brook corridor, and nearby studio spaces make it easy to balance outdoor time with culture without straying far from home.
If you’re considering a move within Winnbrook or planning your first purchase here, Agent Pronto can connect you with a seasoned local real estate pro to guide the process from start to finish.
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 Winnbrook. 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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