$405,411Average Value$250Average Price per Sq Ft12Homes 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
Brenda Ryan,
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 30 days on the market compared to the national average of 53 days. The median sale price for homes in Winchendon, MA over the last 12 months is $410,000, up 5% from the median home sale price over the previous 12 months.
OPEN HOUSE CANCELLED. OFFER ACCEPTED!! Why pay rent when you can live here!! Wonderful Winchendon. Wow! This home has been updated and is ready for its new owners. NEW ROOF, ELECTRICAL, PLUMBING, FLOORING, LIGHTING AND BATH. Freshly painted interior. Kitchen with Quartz Countertops, new cabinets, new appliances, walk in pantry, dining area and open shelving. Home is pleasing to the eye with
Kathleen WalshKeller Williams Realty North Central
Come on out and be the first to see this charming 3 bedroom home in quite family neighborhood. Large 2 car garage/barn with secondary large shed of workshop. Large private parcel of land. Nestled at 97 Pearl St, Winchendon, MA, this single-family residence in Worcester County presents a remarkable canvas for those with a vision, offering a compelling investment opportunity. This property invites
Turn-Key Income Machine ready for Tenants or perfect for owner occupant. Gutted down to the studs and Fully remodeled & renovated 2-Family: Live in One Unit, Pay Mortgage with the Other! Delivered Vacant, Separately Metered Utilities, In-Unit Laundry, New Systems including Rinnai Combi propane boilers, all new electrical and plumbing through out, New Siding, New Roof, New Life! Both units feature
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!
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
OPEN HOUSE CANCELLED. OFFER ACCEPTED!! Why pay rent when you can live here!! Wonderful Winchendon. Wow! This home has been updated and is ready for its new owners. NEW ROOF, ELECTRICAL, PLUMBING, FLOORING, LIGHTING AND BATH. Freshly painted interior. Kitchen with Quartz Countertops, new cabinets, new appliances, walk in pantry, dining area and open shelving. Home is pleasing to the eye with
Kathleen WalshKeller Williams Realty North Central
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.
Come on out and be the first to see this charming 3 bedroom home in quite family neighborhood. Large 2 car garage/barn with secondary large shed of workshop. Large private parcel of land. Nestled at 97 Pearl St, Winchendon, MA, this single-family residence in Worcester County presents a remarkable canvas for those with a vision, offering a compelling investment opportunity. This property invites
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 a well-maintained split in a quiet neighborhood offering comfort, value, and outdoor living. The property features solar panels for energy efficiency, along with a newer roof, windows, and vinyl siding for low-maintenance ownership. The yard extends well beyond the fenced-in area, offering additional space for recreation, gardening, or play. Enjoy nearby hiking and walking trails,
Welcome to this well-maintained 2-bedroom, 1.5-bath manufactured home located in the peaceful 55+ community of Glenwood Park. Designed for comfortable single-level living, this home offers a spacious living room with high ceilings and abundant natural light, creating an open and airy feel. The eat-in kitchen features an adjacent mud room with access to a generous deck overlooking a tranquil,
Turn-Key Income Machine ready for Tenants or perfect for owner occupant. Gutted down to the studs and Fully remodeled & renovated 2-Family: Live in One Unit, Pay Mortgage with the Other! Delivered Vacant, Separately Metered Utilities, In-Unit Laundry, New Systems including Rinnai Combi propane boilers, all new electrical and plumbing through out, New Siding, New Roof, New Life! Both units feature
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.
Spacious Colonial on Over 4 Acres of Tranquility. Enjoy 2,648 sq ft of comfortable living space nestled on 4.13 private acres in a serene, natural setting. Built in 2004, this 7-room, 3-bedroom, 2-bath Colonial offers a flexible layout and plenty of charm. The expansive 24' x 24' living/family room is great for gathering, while the formal dining room and den—both with hardwood floors—add elegance
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
Step into this beautifully renovated Colonial, where classic charm meets modern convenience. Nestled on a private lot set back from the road, this home offers the perfect blend of comfort and privacy. The updated eat-in-kitchen is perfect for cooking and entertaining in style with quartz countertops and sleek stainless steel appliances. Next, the living room and enclosed porch (both with new
Joseph PaolettiKeller Williams Realty North Central
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the 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.
