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Winchendon, MA real estate

Compare top Winchendon real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*


*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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Winchendon real estate Market Report.

Information and statistics on the latest trends in the Winchendon real estate market. *

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$370K
+0.4% from Q2 '26
Median list price
$371K
+0.3% from Q2 '26
Active listings
28
+3.7% from Q2 '26
Homes sold
21
+163% from Q2 '26
New pendings
15
-21% from Q2 '26
New listings
21
+11% from Q2 '26

Quarterly Pricing Trends for Winchendon

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Winchendon Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $275K Median sale price in Jan 2022 - Mar 2022: $235K Median sale price in Apr 2022 - Jun 2022: $228K Median sale price in Jul 2022 - Sep 2022: $318K Median sale price in Oct 2022 - Dec 2022: $314K Median sale price in Jan 2023 - Mar 2023: $320K Median sale price in Apr 2023 - Jun 2023: $314K Median sale price in Jul 2023 - Sep 2023: $318K Median sale price in Oct 2023 - Dec 2023: $340K Median sale price in Jan 2024 - Mar 2024: $295K Median sale price in Apr 2024 - Jun 2024: $393K Median sale price in Jul 2024 - Sep 2024: $401K Median sale price in Oct 2024 - Dec 2024: $333K Median sale price in Jan 2025 - Mar 2025: $356K Median sale price in Apr 2025 - Jun 2025: $420K Median sale price in Jul 2025 - Sep 2025: $370K Median sale price in Oct 2025 - Dec 2025: $404K Median sale price in Jan 2026 - Mar 2026: $425K Median sale price in Apr 2026 - Jun 2026: $368K Median sale price in Jul 2026 - Sep 2026: $370K Median list price in Oct 2021 - Dec 2021: $279K Median list price in Jan 2022 - Mar 2022: $255K Median list price in Apr 2022 - Jun 2022: $300K Median list price in Jul 2022 - Sep 2022: $310K Median list price in Oct 2022 - Dec 2022: $225K Median list price in Jan 2023 - Mar 2023: $335K Median list price in Apr 2023 - Jun 2023: $319K Median list price in Jul 2023 - Sep 2023: $301K Median list price in Oct 2023 - Dec 2023: $350K Median list price in Jan 2024 - Mar 2024: $369K Median list price in Apr 2024 - Jun 2024: $400K Median list price in Jul 2024 - Sep 2024: $330K Median list price in Oct 2024 - Dec 2024: $350K Median list price in Jan 2025 - Mar 2025: $387K Median list price in Apr 2025 - Jun 2025: $385K Median list price in Jul 2025 - Sep 2025: $400K Median list price in Oct 2025 - Dec 2025: $400K Median list price in Jan 2026 - Mar 2026: $316K Median list price in Apr 2026 - Jun 2026: $370K Median list price in Jul 2026 - Sep 2026: $371K Oct 2021 - Dec 2021 Median sale price $275K Median list price $279K Jan 2022 - Mar 2022 Median sale price $235K Median list price $255K Apr 2022 - Jun 2022 Median sale price $228K Median list price $300K Jul 2022 - Sep 2022 Median sale price $318K Median list price $310K Oct 2022 - Dec 2022 Median sale price $314K Median list price $225K Jan 2023 - Mar 2023 Median sale price $320K Median list price $335K Apr 2023 - Jun 2023 Median sale price $314K Median list price $319K Jul 2023 - Sep 2023 Median sale price $318K Median list price $301K Oct 2023 - Dec 2023 Median sale price $340K Median list price $350K Jan 2024 - Mar 2024 Median sale price $295K Median list price $369K Apr 2024 - Jun 2024 Median sale price $393K Median list price $400K Jul 2024 - Sep 2024 Median sale price $401K Median list price $330K Oct 2024 - Dec 2024 Median sale price $333K Median list price $350K Jan 2025 - Mar 2025 Median sale price $356K Median list price $387K Apr 2025 - Jun 2025 Median sale price $420K Median list price $385K Jul 2025 - Sep 2025 Median sale price $370K Median list price $400K Oct 2025 - Dec 2025 Median sale price $404K Median list price $400K Jan 2026 - Mar 2026 Median sale price $425K Median list price $316K Apr 2026 - Jun 2026 Median sale price $368K Median list price $370K Jul 2026 - Sep 2026 Median sale price $370K Median list price $371K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
19
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).

Winchendon’s rolling three-month snapshot through September 2026 shows relatively lean inventory and steady movement. Active listings are roughly flat year over year while homes sold are up more than 25 percent, and months of supply has dropped sharply over the past year to just 1.7, reinforcing a seller’s market backdrop.

Pricing is adjusting to these tight conditions in a nuanced way. Typical home values are essentially unchanged from a year ago and the median list price is down modestly year over year, suggesting sellers are pricing more carefully even as demand holds up.

Competition once a home hits the market is strong in this period. The share of properties selling above list has climbed to about two-thirds and the average sale-to-list price ratio now tops 104 percent, while homes are taking a bit longer to sell than a year ago with a median of 25 days on market, so both buyers and sellers can benefit from an Agent Pronto-recommended real estate professional to guide them through this fast-moving environment.



Learn more about what Winchendon has to offer.

Winchendon offers residents a warm, close-knit community with abundant outdoor spaces, strong schools, and a welcoming hometown atmosphere.

Winchendon offers small town living with practical access to larger job and shopping hubs. Located in northern Worcester County, it sits within commuting distance of Fitchburg, Gardner, and Leominster, while feeling distinctly rural and relaxed. Residents appreciate that daily needs are close at hand without sacrificing space or quiet.

Downtown centers around Central Street, where you will find local services, shops, and places to eat. Families rely on the Winchendon Public Schools district and enjoy community programming through the Winchendon Community Park, which hosts events and performances. Outdoor enthusiasts make regular use of the North Central Pathway for walking and biking, and nearby Lake Dennison Recreation Area offers swimming, camping, and year round recreation.

Everyday errands are simplified by local supermarkets, pharmacies, and services, while larger retailers in Athol and Keene expand your options. The Beals Memorial Library and town programs listed on the Town of Winchendon site help new residents plug into community life quickly.

Whether you are weighing a move to Winchendon or planning a sale and next chapter, a local real estate expert who knows specific streets, school zones, and market trends can remove much of the uncertainty. Agent Pronto connects buyers and sellers with agents who understand Winchendon’s practical advantages and can guide each step with less stress.

Find your Winchendon real estate agent today →


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See why so many people rely on Agent Pronto to make their real estate journey a success.

“Kurt made the entire process very simple from first outreach to closing. His expertise and professionalism was greatly appreciated and made my job as the seller as simple as getting the house ready for showings. Kurt explained every step in detail and made sure to end every conversation by asking for my questions. Ultimately what matters when selling your home is the outcome and it was remarkably accurate to the expectations set prior to listing. The care and quality is unmatched and he has a phenomenal team!”

Dominic Gyles · Gardner, MA

Photo of The HomesJustForYou Team
RE/MAX Liberty
“Phil was a huge help during my selling and purchasing of property last year. I knew nothing of the process and he was patient, informative and answered all my questions quickly. He was quick to get me into properties at a moments notice and was encouraging even when my open houses were not. I would highly recommend Philip Elias and if I ever have to move again I will call him.”

chefchristine99 ·

Photo of Philip Elias
Elias Group Realty
“Lori is an amazing person. who helped me and my husband find our amazing home for our family. She worked with us and answered any questions we ever had. She always went above and beyond for us and I could never be more thankful for such amazing person to help us find the home we will watch our kids grow In. I would recommend her to anyone buying because she amazing at her job and will truly help you find the home you wish for and try hard to find the things you are looking for in you’re dream home.”

JessicaEkberg ·

Photo of Lori Assis
Lamacchia Realty
“Justin did an outstanding job assisting with the sale of our house in Dudley, MA. He was extremely knowledgeable and helpful with the entire process, and VERY responsive. I would not hesitate to recommend him to anyone in need of realtor services.”

julie siddle ·

Photo of Justin Panarelli
Keller Williams Pinnacle Central
“Rosie embodies everything about what a top-notch realtor should be, and everything I could hope for and more in a partner in this process. She's the best at what she does-- extremely knowledgeable and relentlessly hard working and advocating in both roles as buyer's and seller's agent. She's also kind, supportive, and encouraging throughout the processes of buying, selling, and moving. I've enthusiastically recommended her to everyone in my life when I've heard that they're buying or selling, and I'd recommend her to anyone who wants to work with the best agent out there.”

Katie K · Winchester, NH

Photo of Rosemarie Ledogar
RD Ledogar Real Estate
“It was such a great experience to work with Mela and I was enjoying it. Mela was very informative, organized, proactive, always stayed on top of her tasks and mine to make sure I was on track with the timeline for my to-do list. I learned a lot during this home purchase process with Mela compared with the previous experience that I had. So thank you so much!!! Mela is definitely my high recommendation to anyone I know that is interested in buying a home and also my go-to agent for any future purchases of mine.”

ntran2310 ·

Photo of Mela Dieujuste
IVerty Realty, LLC
“Jill Fitzpatrick went above and beyond in every way. Saying we were lucky to have her as our real estate agent is an understatement. Working with her was 10/10 in every category! Highly, highly recommend.”

Evan Memory · Holliston, MA

Photo of Jill Fitzpatrick
Century 21 C21 North East
“Our experience with Dave Myer as our realtor was outstanding. We found Dave to be personable and extremely knowledgeable in navigating through a very competitive and tight housing market. After an open house, we had a good feeling about a beautiful, single, one-floor home in a lovely condominium community in NH. We immediately contacted Dave that same afternoon and he met us at the house the next day. We wanted to see the home through Dave's eyes. He spent quite a lot of time walking through the house with us and giving his feedback. That afternoon, we went forward with a competitive offer that was formulated by Dave. Houses in this particular community do not become available often, and we wanted to move quickly. Dave's attention and expertise made our offer stand out and the final outcome was that we got the home of our dreams. We are grateful to Dave for helping us navigate through the negotiation and inspection process and the closing. He was a wonderful resource of excellent recommendations as well for repairs such as Radon Mitigation, plumbing, and so forth, all services that we required. His response time to various texts and questions was timely and thorough. Because of our confidence in Dave and his expertise as a realtor, we have recommended him to our son who is looking to purchase a home within the next 6 months. We would recommend Dave without reservation to any of our friends in the future. He is one of the best realtors we have ever had the pleasure of working with.”

user089883 ·

Photo of David Myer
Keller Williams Metropolitan
“Ryan and Megan provided an outstanding, full-service experience in selling my mother’s home after my father passed. We interviewed several top agents in the New Smyrna Beach area, and Winslow Homes distinguished themselves immediately with their strategic insight and professionalism. Living out of state, we relied heavily on Ryan and Megan to manage the process, and they exceeded expectations at every stage. They oversaw all property preparation, including flooring, repairs, painting, and cleaning, and executed a highly effective marketing strategy. During the inspection phase, Ryan efficiently coordinated all necessary repairs within a very tight timeframe, utilizing a trusted network of professionals. He also maintained close oversight of the property, ensuring it was well cared for throughout the process. His attention to detail, responsiveness, and commitment to delivering results made a difficult situation significantly easier for our family. We highly recommend Winslow Homes for anyone seeking a high-level, seamless real estate experience.”

jdefinnis ·

Photo of Ryan & Megan Winslow
Winslow Homes LLC
“Scott did an outstanding job. Very professional coming to every house we were looking at. We live far from Massachusetts so it was so helpful having someone with such knowledge of the area and could recommend other professional we needed to work with.”

craig kaviar ·

Photo of Scott McCluskey
Keller Williams
“Mary was beyond amazing! She made the whole home-buying process so easy and stress-free. She listened to what we wanted, answered all of our questions, and was always there when we needed help. Thanks to Mary, we found our perfect home and couldn’t be happier! We're so grateful for all the hard work and care she put into helping us. Truly was an amazing experience. She's the best realtor ever! I would highly recommend her to anyone who's a first time homebuyer or a repeat homebuyer.”

DenayjaRussell ·

Photo of Mary Diehl
Real Broker Ma, LLC
“Sharon truly went above and beyond in helping us with the sale of our home. We were handling the sale long distance and she did everything that she could to make things as easy as possible for us ( including many trips to the home to meet with contractors). She is a true professional and was a pleasure to work with.”

rodyvich ·

Photo of Sharon Corr
The Corr Group LLC
“Smart, personable and diligent, Matt Colaneri is the go-to-guy for real estate dealings in Boston. Not being into real estate myself, Matt took the time to educate me on the Boston metro market and thus helped my understand my possibilities and manage my expectations. Matt helped me sell my home of 10 years and buy my new home with professionalism and speed. I gave him a tall order of wanting to sell fast without compromising on price and to buy my next home as fast as possible to reinvest in the market before rates go up this year. Thanks to his wide network of friends and colleagues in the business, Matt was able to sell my home days before the first showing with for a price that broke a $/sqft record in my building. And even though we saw many homes in the process, he was able to use his connections once again to find me a beautiful home off-market. A little over two months after the process started, Matt was able to organize both closings for the same day so I was able to move out of my old home and into the new one in less than 24 hours. I am still dumbfounded by how easy and seamless he made this happen. The speed and professionalism alone would drive me back to working with Matt time and again, but his biggest asset is his heart. I appreciate not only the time and care he took in talking with me about every idea that came up along the way, but I loved how he treats all people we interacted with from the mortgage broker, seller's representing agent and the buying agent, with compassion. He truly steps into the role of a financial and almost avuncular fiduciary with his clients and for that, I am forever grateful.”

Stefan Dinescu ·

Photo of Matt Colaneri
STRUCTR.realestate
“Sabrina and I had started discussing my home in early 2017. She kept in contact with me as the market changed and alerted me when she felt my home reached the value I was seeking. Her networking really made the difference. My home sold fast and the process was smooth and relatively easy. Sabrina’s knowledge and assistance was a huge help. Sabrina provided excellent advice and saved me time and money; there were some projects I intended to tackle before going on the market but she counseled me to wait. The times were not brought up by the buyers. Sabrina was a great asset in helping me with the sale of my home. I lived there for nearly 18 years; she kept me grounded and focused. I appreciate it!”

Tracy Parker · Auburn, MA

Photo of Sabrina Kelsey
Wachusett Real Estate

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.


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