$402,528Average Value$256Average Price per Sq Ft11Homes For Sale
A former industrial town with historic homes
First settled around the 1750s as an industrial town, Winchendon maintains a connection to its roots through a network of historical organizations, preserved homes, and supernatural entities. The proliferation of toy manufacturers led to the nickname “Toy Town,” a moniker kept alive by local entities like The Toy Town Barber Shop, Toy Town Car Wash and Toy Town Elementary. “It harkens back to an older time,” says Mark Kavanagh, a Realtor with Keller Williams Realty North Central. “It’s like being in the 50s in some ways. People are proud of their community, they go to the parades, it’s got that ‘Wonder Years’ type of feel.”
Many of the former toy manufacturing buildings sit abandoned in Winchendon.
Former toy factories next to Hunts Pond in Winchendon glow as the sun sets.
1/2
Celebrations, past and present
This small community has big stories to tell, and the Winchendon Historical Society helps to keep them alive through exhibits, ghost tours and themed escape rooms. Two iconic homes, the Murdock-Whitney House and the Isaac Morse House, were once inhabited by esteemed town figures ranging from manufacturers to physicians; today, they are meticulously preserved as relics of the town’s past lives. The Issac Morse House serves as a toy museum, showing examples of the town’s manufacturing history. It also hosts a retro ice cream shop called Seppie’s that serves old-fashioned banana splits . Today, the town of Winchendon hosts numerous community events to bring neighbors together. Taste of Winchendon is an annual festival featuring raffle contests, local vendors, and live music for residents to enjoy, “They bring around 40 different food trucks as well as entertainment, and it pulls a big crowd to town,” says Michelle Peterson, Winchendon local and Realtor with Elm Grove Realty. Another much-anticipated event is the annual Fall Festival, which includes food trucks, live music, a bike rodeo and a pie-eating contest.
From the 17th century to the 1990s
Many of Winchendon’s homes are as old the mid-1750s, with most of its more contemporary development happening in the 1980s. According to the census, the population jumped by 25 percent from 1980 to 1990, compared to an average 3-to-5 percent growth in the previous decades. Before that, the largest period of growth happened between 1860 and 1870, where the population increased by nearly 30 percent. Peterson attributes that growth in part to the manufacturers in operation during the time. “These manufacturers were behind a lot of the developments in town to house workers,” she says. “This is where many of those historic homes we see today came from.”
Today, single-family homes in Winchendon range from $200,000 to $500,000, with prices depending on the age and square footage of the house. Multifamily developments and empty lots for sale appeal to a range of buyers. A drive through Winchendon reveals its foursquare, split-level colonial and Cape Cod residences, nestled on grid-patterned streets with modest and prevalent sidewalks.
A brick foursquare style home with a screened-in porch in Winchendon has a large yard.
A saltbox style home has a medium sized yard in Winchendon.
1/2
Businesses line up on Central Avenue
There may only be around 10,000 residents within Winchendon, but they have an impressive array of choices for commerce. Unlike a lot of towns with that population, it has a lot of businesses and shops, which the locals appreciate,” Kavanagh says. Along Central Street, residents can walk to four different pizza places that dish up pies, pasta and wings. Christos Place serves steak and cheese in sandwich and pizza form, while Two Foxes Farm Pizza a block away offers “Tuscan Grill” offerings like a boneless strip steak as well as wood-fired pizza and sandwiches. Like any small town main street, Central also has a locally-owned hardware store, Belletes Building Material. In addition to providing lumber and tools, the shop also coordinates the We Build It Forward (WBIF) Community Outreach Program, where tradesmen and volunteers get together to handle projects for community members in need. For farm-fresh ingredients, Not Just Produced is a one-stop grocery shop serving prepared meals, baked goods, and locally sourced meat, seafood, and produce. They are also a regular vendor in the Taste of Winchendon festival.
A strip of local stores on Main Street in Winchendon.
A historic brownstone in Winchendon's town center now houses a dance studio and clothing store.
1/2
A central escape at Winchendon Community Park
One of the biggest appeals of the Winchendon area is the amount of green space that insulates the community. Parks and protected spaces create a buffer of natural boundaries around the town, creating a tranquility that’s appreciated by the locals. Smaller green spaces like Monument Park and Cannon Memorial Park offer mid-day retreats for downtown workers seeking a picnic setting for lunch, while Winchendon Community Park offers a disc golf course that’s still under development and a venue for events like a summer concert series, movie nights, and themed family events. At Whitney Pond, residents can fish for anything from largemouth bass to chain pickerel and trout. The North Central Pathway off of Hall Road is a 3.5-mile stretch of paved trail for walkers and cyclists to explore.
The Winchendon Farmers' Market is every Thursday from 3pm-7pm.
Winchendon Community Park has a beautiful scenic path that residents can walk along.
1/2
The Devils wear blue at Winchendon Public Schools
The township of Winchendon is served by the Winchendon Public Schools district. Students may attend Memorial Elementary School, rated a B-minus on Niche, or Toy Town Elementary School, which has a C rating. From there, they’ll move on to Murdock Middle, where students can participate in the Summit Learning program where they receive one-on-one counseling from mentors. The school has a C rating. Murdock High is home of the locally beloved Blue Devils football team and has a C-plus rating.
Sign for both Murdock Middle and High school in Winchendon.
Murdock High School is a public school located in WINCHENDON.
1/2
Written By
Caitlin Coakley
Photography Contributed By
Matt Barrett
Video By
Benjamin Rose
Interested in learning more about homes in this area?
Reach out to
Mollie Reynolds,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Winchendon, MA sell after 34 days on the market compared to the national average of 55 days. The median sale price for homes in Winchendon, MA over the last 12 months is $415,000, up 5% from the median home sale price over the previous 12 months.
$25K reduction brings this stunning 2025 Westminster new construction to $800,000. Why wait for spring and compete with the rush when you can make a move NOW? SET YOUR GPS to 341 South Ashburnham Road. Showstopper kitchen with 8' island, pantry closet, quartz counters, subway tile backsplash, Bosch appliances & induction range. Cathedral-ceiling family room with a fireplace flows into open-plan
Jennifer ShenkKeller Williams Realty North Central
Opportunity for homeowner and investor, two lots /one house with a small garage and plenty of storage, potential to subdivide and sell additional land or build a second home or Adu or just enjoy playing and hosting on plenty of level grass with charming line of trees for some privacy! This Home boasts 4 bedrooms and plenty of space! The front porch is inviting and the neighborhood sought after!
Located in a commuter-friendly area, this charming 3-bedroom, 1.5-bath Colonial offers comfort, style, and thoughtful updates throughout. Step inside to a welcoming foyer that leads to a bright white kitchen featuring granite countertops, tile backsplash, stainless-steel appliances, and plenty of cabinet space. The kitchen flows into an open-concept dining room, creating a great space for
This exceptional two-family home offers the perfect blend of character, living space, and major updates. The beautifully restored first floor features 2 bedrooms and 2 full baths, a sun-filled living room, formal dining room, and kitchen with walk-in pantry, highlighted by stunning wide pine floors and antique details. The primary bedroom ensuite opens to a private courtyard retreat; a great
ATTENTION DISCERNING BUYERS! EXTRAORDINARY WOODED ACREAGE FOR A CUSTOM-BUILT FUTURE! Bring your contractor and imagination to this rare offering featuring a 37+ acre wooded parcel complemented by an additional 3+ acres with an existing structure of limited utility offering redevelopment potential for a private estate, or thoughtfully designed compound, or an ideal setting for a horse farm. Enjoy
Kathleen EdwardsKeller Williams Realty Metropolitan
Luxury living on the lake! This stunning home built in 2023 set upon 75' of private sandy beach waterfrontage. A true rare find upon Lake Monomonac which spans Mass/NH. The owners left no thought out of this custom waterfront home. Enjoy living on one floor with views of the water everywhere you turn. Well designed kitchen with waterfall quartz counter tops, high end appliances and over sized
Investors or Owner Occupant buyers now has access to home ownership! The multi-family residence offers a unique investment opportunity Built in 1980, this property presents a chance to own a substantial residence with considerable potential. Duplex living with side by side units and separate driveways offers practical accommodations for residents, lending itself to a variety of configurations.
Well maintained 3 bedroom home in a great location. Bright and sunny 1st floor with a large living room. Spacious kitchen. Extra room for office space or den. 3 full sized bedrooms. Beautiful full bath. New septic. Move right in and start the new year in your new home. Seller willing to buydown the mortgage rate of this home. PLEASE SET UP APPTS THRU SHOWINGTIME.
Welcome home to this beautifully remodeled single-family gem in the heart of Winchendon, MA. This charming two-bedroom, one-bath home blends modern finishes with comfortable living, making it truly move-in ready. Step inside to discover an updated interior featuring stylish upgrades, fresh finishes, and a thoughtfully designed layout that maximizes both space and natural light. Outside, you’ll
Great investment opportunity fully rented 4-family property offering 16 total rooms and 8 bedrooms. The building includes two first-floor apartments, four full bathrooms, and two spacious 3-bedroom units. One unit features an enclosed porch for added space. All units are heated by individual propane systems and have separate utilities. Coin-operated washer/dryer hookups only are in the basement.
Welcome to Rose Hawk Farm! Built in 2022, this picture perfect, one-level 2 bed 2 bath home offers modern comfort on 11 beautiful acres in Winchendon...and offers a bright, thoughtfully designed living space. This beauty features an open concept living area perfect for entertaining, with a well appointed eat in kitchen that flows into the living room. The spacious primary suite, with walk-in
Welcome to this nearly new Colonial in desirable Doyle Estates! Set on 3.14 private acres, this 3-bedroom, 2.5-bath home offers over 2,000 sq ft of living space, including a finished basement. The open-concept kitchen and dining area feature stainless steel appliances, granite countertops, a center island, and maple cabinetry. The spacious living room includes a cozy gas fireplace, plus
Property Id: 2412268Welcome to your new home at 186 Central St! This charming 2 bedroom, 1 bathroom apartment in Winchendon, MA is available for rent starting March 6, 2026. With hardwood floors, a spacious kitchen equipped with refrigerator, oven, and microwave, and utilities included (water, garbage, sewage), this unit is per
Spacious 4-bedroom, 1-bath apartment located in Winchendon. This unit offers generous bedroom sizes, a comfortable living area, and a functional kitchen. Includes parking for 2 vehicles and access to a common yard. Small pets considered. No smoking. Full application required to be considered. Conveniently located near local shops, schools, and everyday amenities.
The apartment is a few blocks away from the downtown area, which offers retail stores, CVS, Walgreens and much more, including the Town Hall, post office and police station.Tenant pays electric for heat/hot water/cooking and lights.One cat allowed and no dogs please.Parking off street for 2 carsCoin-op laundry in the buildingNO BROKER FEE OR APPLICATION FEEMANDATORY
Sunny, bright and clean, clean, clean! Exceptional - not your usual rental! Cozy one bedroom 2nd floor unit recently renovated! Lots of storage and closet space. Heat, hot water/water, trash removal, yard maintenance, snow removal included in monthly rent. Convenient to downtown. Good references and credit are a must!
Presenting an appealing opportunity for lease, this residential property, located at 124 Lincoln Ave U:2 in Winchendon, MA, United States, offers a thoughtfully arranged living environment. Situated on the second floor, this residence encompasses a comfortable 1100 square feet of living area, providing an inviting canvas for personal expression and daily pursuits. The thoughtfully designed layout
James DickeyCommunity Real Estate Property Management
Presenting 322 Central Street U:2 in Winchendon, MA, United States, this residential property offers a distinguished leasing opportunity within a locale of notable character. This residence, originally constructed in 1900, provides a unique canvas for refined living. The interior encompasses three thoughtfully designed bedrooms, each presenting an opportunity for personal comfort and repose
Great location w/easy access to RT-2 and all area amenities. Owners are almost done prepping the unit for occupancy; it will be ready for 3/1. New paint and flooring throughout the unit. 2nd floor unit w/a spacious eat-in kitchen, equipped with a stove, fridge and dishwasher, so all you'll need is your own microwave. Plenty of cabinetry and pantry space. One full bath off the kitchen w/new vanity
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
