We analyze top real estate agents in Winchendon and across the country to find you the most proven 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.
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“Lisa Caron knows her market, is direct and to the point with suggestions about ways to improve the look of the property for showings and was always available whenever I needed her for some question or concern I had. I highly recommend her to anyone either buying or selling real estate.”
“Sheri was incredibly knowledgeable, patient, and helpful throughout the process of buying our first home. Had great attention to detail and pointed out things we hadn’t even considered. We would highly recommend Sheri!”
“We've know and interacted with dozens of local Brokers over the past 30 years by providing catering services and being involved with Broker open Houses. We've seen & experienced both excellence and mediocrity in some of our interactions. Brad proved to be in a league of his own in our experience. He was diligent, attentive and communicative beyond expectations and proved to be a most excellent choice for our Sale. In every interaction he treated us as partners in the sale, he listened attentively but most of all, he was a trusted advisor and a terrific communicator. We'd recommend him to anyone who wishes to work with him as diligently as he works and attain the best financial return on your investment, guided by Brad.”
“Nancy is professional, easy to communicate with, responsive to calls and text. She is a very experienced realtor who knows the market well and has many useful contacts for new home owners. I highly recommend her and for Fudge reators.”
“I met Spencer through one of his other endeavors- as building manager for my apartment. I found him to be a responsive and helpful manager. I was very happy with his work, but I didn't really know anything about him other than that. One day, a "for sale" sign appeared outside of the building next-door with Spencer's name on it. Can't forget a name like that. I asked Spencer lots of questions and even though I wasn't ready to buy, he took the time to talk about what purchasing a home would look like. Over time, I decided I wanted to invest as an owner-occupier of a multi family home in the area. When I was ready to shop, Spencer outdid himself. He worked with my schedule and I saw multiple properties. As we looked at different buildings, Spencer was able to help me focus in on what I truly wanted in a home as well as what I could afford. I learned so much! With Spencer's continued support and encouragement, I found a great 3-decker. He is a wonderful realtor - and also a new friend!”
“James Laney was extremely knowledgeable throughout the sales process. He did an outstanding job in developing a strong marketing strategy which quickly resulted in the sale of my home. He planned, organized and single handedly managed a very successful Open House Event which resulted in the successful offer to purchase the house one day later. James was expremely organized and responded very quickly to any questions that I posed to him. Would highly recommend James to any potential seller or buyer.”
“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.”
“El seńor Juan lopera,excelente agente vendedor respetuoso al entrar a la propiedad igual que su equipo de trabajo ,muy buena comunicación,siempre pendiente durante todo el proceso de venta. Gracias.”
“Beatriz, Is an amazing person, no matter what you need she has your back. Weather it be a dumpster or mover's etc Beatriz works very hard for you as her team does. She did so much advertising on our house we had it sold before we could even do an open house. We also used Beatriz to buy our next house that's how much we enjoyed working with her and her team. It's hard to sell and buy in 2 months but Beatriz and her team knew it and were there for us. Beatriz and her team are amazing I highly recommend them”
“Marcia is a very knowledgeable and experienced realtor. She is always professional, prepared, friendly, and communicative. It was a pleasure working with her and I never felt anxious regarding the listing and sale of my co-op. Since I lived in that co-op for so many years, it was a scary decision to sell my unit. Marcia made it so easy. I would recommend Marcia to anyone looking for a realtor.”
“Very happy with the process and service received, will use Derrick again”
“I'd strongly recommend Jill! We felt like we were in good hands every step of the way”
“I cannot say enough positive about my experience working with Kurt. Kurt is honest, smart, personable, patient, knowledgeable, hard working, a great communicator, and professional. He has a way of explaining everything extremely well, and was always able to keep me calm when things appeared to be chaotic. I would recommend Kurt and his team in a heartbeat.”
“Working with Farrah was a great experience. She really took care of our needs from start to finish!”
“As first time homebuyers we had no idea what we were getting ourselves into. Carl made us feel so much better! He was an outstanding realtor and resource for us during the entire home buying process from start to end. He made himself available to see houses anytime and answer our crazy amount of beginner questions. He is very knowledgeable at home projects, things to be aware of, the differences in having well water or town water, what moisture in a home looks like, and all the other things we may have been blind to as we were looking. It was incredibly helpful to have him show us homes and give us honest answers when questions popped up with our best interests in mind. He also has great knowledge and relationships with local lenders, inspection, lawyers. etc which made that side of the process easy as well. He made buying a house honestly easy and fun. He's a great guy and very easy to work with - would highly recommend to anyone in the market for a home!”
“Sarah is a warm, attentive, and caring individual. She is a seasoned professional and was extremely helpful in guiding and advising on best approaches and strategy to sell my property. It was sold within one week and it is fantastic. One of the best experiences in my dealings with the real estate. Thumbs up for Sarah. I'll definitely hire her again.”
“Jenn was a pleasure to work with. She knew that purchasing this particular piece of property was very important to me and she made sure that it happened for me.”
“Michelle Soucy did a fantastic job of locating a home based on my criteria, and satisfied or exceeded my request. She was prompt and knowledgeable at each step of the process in keeping me informed and educated on an out-of-state purchase. She also lined up skilled trades help as needed and took care of the associated details. I highly recommend Michelle to handle your next real estate transaction.”
“Rosa stepped in when we were not getting anywhere in finding a suits property. Within 72 hours Rosa had several viewings booked and we had 2 offers in place. Ultimately she brokered a great deal on the perfect place to purchase. She continued to work with us throughout the process and closing. She even helped communicate with the previous agents when we needed something fixing. She is an excellent agent and great ambassador for Real Satisfied.”
“Thank you and great job!!”
Information and statistics on the latest trends in the Winchendon real estate market, updated for August 2025. *
Winchendon had 4 new listings and 5 listings that went under contract in July, decreasing the area’s total available inventory to 8—down 0.0% from the previous month. Inventory is projected to have further decreased in August.
Of those 8 active listings, 50.0% reduced their price in the month of July. The median listing price for homes in Winchendon fell 18.57% from June to July, bringing the current median listing price to $324,900. Based on projected data for August, listing prices may continue to fall.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Winchendon offers residents a warm, active community with accessible parks, local shops, cultural events, and abundant outdoor recreation.
Winchendon pairs small-town ease with a surprising amount of culture, recreation, and local pride rooted in its Toy Town heritage. Downtown storefronts and mill-era architecture set the scene for year-round community events, while the new performance lawn at the Winchendon Community Park amphitheater brings concerts and gatherings to a scenic, riverside setting. Residents access services and permitting through the Town of Winchendon, which also supports a full slate of seasonal activities and civic programs.
Outdoor enthusiasts find miles of trails and water access at Lake Dennison Recreation Area and the adjacent Otter River State Forest, ideal for kayaking, swimming, camping, snowshoeing, and easy family hikes. The community’s intellectual hub, the Beals Memorial Library, hosts author talks, makerspace-style workshops, and children’s story hours that keep learners of all ages engaged. Families are served by Winchendon Public Schools, with project-based learning, arts, and athletics anchored by Murdock Middle High School. Housing ranges from classic farmhouses and Victorians to newer cul-de-sacs, often with larger lots and access to trail networks and ponds.
Whether you’re drawn by outdoor weekends, a lively local calendar, or schools that feel personal and student-centered, Winchendon offers an easygoing pace without sacrificing amenities. When you’re ready to explore neighborhoods or list your home, Agent Pronto can connect you with a top local agent who knows Winchendon inside and out—helping buyers and sellers move confidently.
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 Winchendon 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 Winchendon. 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 Winchendon 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.
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