Find the perfect real estate agent in Winchendon, MA

We analyze top real estate agents in Winchendon and across the country to find you the most proven local agents, for free.

Winchendon, MA real estate

Compare the top real estate agents in Winchendon

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for October 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 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.
Buy and sell with confidence.
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.
Agent profile screenshot
Agent profile screenshot

Home buyers and sellers love Agent Pronto.

We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.


Winchendon real estate Market Report.

Information and statistics on the latest trends in the Winchendon real estate market, updated for October 2025. *

Winchendon had 9 new listings and 7 listings that went under contract in August, increasing the area’s total available inventory to 10—up 11.11% from the previous month. Inventory is projected to have further increased in September.

Of those 10 active listings, 50.0% reduced their price in the month of August. The median listing price for homes in Winchendon grew 26.16% from July to August, bringing the current median listing price to $409,900. Based on projected data for September, listing prices may continue to grow.

Winchendon, MA real estate
14
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

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 Winchendon has to offer.

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.

Woman smiling

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 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.

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 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!


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 covering the housing market in and around Winchendon. 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.