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Winchendon, MA Homes for Sale

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  • /34

    $225,000

    • 4 Beds
    • 1 Bath
    • 1,393 Sq Ft

    118 Spring St, Winchendon, MA 01475

    Back on market after frozen pipes this winter. This is now a short sale. This must be a cash or 203k loan purchase. This charming cape-style home is priced to sell and features four bedrooms, a large kitchen with an open concept to the dining area that has sliders to a back deck, overlooking a spacious yard. The living room is ample in size and great for entertaining. One of the bedrooms upstairs

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 206-9694

    118 Spring St, Winchendon, MA 01475
  • /16

    $339,900

    • 4 Beds
    • 1 Bath
    • 1,203 Sq Ft

    20 Harvard St, Winchendon, MA 01475

    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!

    Agent Photo

    Kathy Perdue

    RE/MAX Synergy

    (351) 777-8796

    20 Harvard St, Winchendon, MA 01475
  • /36

    $448,500

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    19 Madison Ave, Winchendon, MA 01475

    ***OFFER DEADLINE ** 12PM ON TUESDAY MARCH 31st*** Welcome home to this lovely Colonial where comfort, style and thoughtful updates come together beautifully. The main level features a spacious living room and a fabulous kitchen layout with a cozy breakfast nook, enhanced by stainless steel smart appliances, cooktop and wall oven/microwave combo; perfect for the home chef enthusiast. Stylish gray

    Elisha Lynch Lamacchia Realty, Inc.

    19 Madison Ave, Winchendon, MA 01475
  • /28

    $490,000

    • 3 Beds
    • 1.5 Baths
    • 1,856 Sq Ft

    160 Eagle Rd, Winchendon, MA 01475

    WINCHENDON'S PREMIER. NEIGHBORHOOD! LIKE NEW FEATURING GLEAMING HARDWOOD FLOORS.OPEN CONCEPT LIVING,CATHEDRAL CEILING,NEW LAWN & PAVED DRIVEWAY FOR THE BUYER SEEKING GRACIOUS LIVING!!

    Darin Thompson Stuart St James, Inc.

    160 Eagle Rd, Winchendon, MA 01475
  • /27

    $384,900

    • 3 Beds
    • 1 Bath
    • 1,078 Sq Ft

    681 Teel Rd, Winchendon, MA 01475

    Charming split-level ranch featuring 5 rooms, 3 bedrooms, and 1 full bath on a private, level 1.41-acre lot. The country kitchen is packed with black stainless steel appliances, a dining area, a slider to the wood deck, and beautiful hardwood floors. The spacious living room boasts a picture window, a whitewashed fireplace, and more hardwood flooring. The first floor includes a full bath and

    Michael Beaudoin Coldwell Banker Realty - Leominster

    681 Teel Rd, Winchendon, MA 01475
  • /41

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    10 Russell Farm Rd, Winchendon, MA 01475

    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

    Scanlon Real Estate Team eXp Realty

    10 Russell Farm Rd, Winchendon, MA 01475
  • /32

    $519,900

    • 3 Beds
    • 1.5 Baths
    • 2,480 Sq Ft

    108 Royalston Rd N, Winchendon, MA 01475

    Offer deadline of Tuesday 3/31 at 12PM. Inviting and spacious, this home offers a fantastic layout for everyday living and entertaining. Enter into the front-to-back living room featuring hardwood floors, a cozy fireplace, and a sliding glass door that opens to your back deck. The updated kitchen boasts a breakfast bar, black stainless steel appliances, and flows seamlessly into the formal dining

    Edwin Figueroa Torres Lamacchia Realty, Inc.

    108 Royalston Rd N, Winchendon, MA 01475
  • /18

    $619,500 Open Sat 2:30PM - 4:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    42 Doyle Ave, Winchendon, MA 01475

    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

    Musa Muzaaya The American Dream Real Estate

    42 Doyle Ave, Winchendon, MA 01475
  • /34

    $389,900 Open Wed 5PM - 6:30PM

    • 3 Beds
    • 1 Bath
    • 1,780 Sq Ft

    266 West St, Winchendon, MA 01475

    Are you looking for a cozy home with a private backyard? This property features a light-filled living room that flows into an open-concept dining area. A sliding door leads to a large deck overlooking the acreage, perfect for unwinding or entertaining guests. The updated galley kitchen features stainless steel appliances and a glass-tile backsplash behind the countertops. The main floor offers a

    Deborah Buckley StartPoint Realty

    266 West St, Winchendon, MA 01475
  • /41

    $415,000

    • 4 Beds
    • 1 Bath
    • 1,824 Sq Ft

    495 Winchendon Rd, Ashburnham, MA 01430

    Prime Opportunity for Equestrians & Investors! This versatile property combines rural charm with business potential. This home offers 4-bedrooms, 1-bath featuring a walk-up attic, offering plenty of room to customize or expand. Adjacent to the home is a spacious barn equipped with tack room, storage hay loft, and three horse stalls—ready for immediate use. The property includes two separate

    Charlotte Marrocco-Mohler Berkshire Hathaway HomeServices Verani Realty

    495 Winchendon Rd, Ashburnham, MA 01430
  • /41

    $800,000

    • 3 Beds
    • 1.5 Baths
    • 1,733 Sq Ft

    750 Teel Rd, Winchendon, MA 01475

    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 Edwards Keller Williams Realty Metropolitan

    750 Teel Rd, Winchendon, MA 01475
  • /9

    $279,900

    • 4 Beds
    • 2 Baths
    • 1,708 Sq Ft

    88 Spruce St, Winchendon, MA 01475

    POTENTIAL FOR FIVE BEDROOMS and situated on an oversized lot of almost 3/4 of an acre of an impressive level yard, which could have ADU possibilities as well! Nine rooms total, 1st floor bedroom option, nearly new walk-in shower/tub unit in the first floor bathroom. Recent roof and vinyl siding and some replacement windows. Two nice storage sheds. Nice option for a Buyer looking for a large home

    Tim Damon Mercury Real Estate

    88 Spruce St, Winchendon, MA 01475
  • /28

    $296,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    169 Spruce St, Winchendon, MA 01475

    BUYERS GOT COLD FEET! Why rent when you can move right into this fully remodeled low-maintenance home!! Situated at the end of a quiet street this home has been thoughtfully updated to reduce future expenses: ROOF, ELECTRICAL, PLUMBING, FLOORING, CARPET, KITCHEN and BATH are ALL NEW!. A sunny, fully insulated three-season room welcomes you into the kitchen featuring quartz countertops, new

    Kathleen Walsh Keller Williams Realty North Central

    169 Spruce St, Winchendon, MA 01475
  • /42

    $1,500,000

    • 2 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    226 Lakeview Dr, Winchendon, MA 01475

    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

    Amy Reisert Borderline Realty

    226 Lakeview Dr, Winchendon, MA 01475
  • /15

    $309,900

    • 3 Beds
    • 1 Bath
    • 1,340 Sq Ft

    16 Maple Place, Winchendon, MA 01475

    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. One year American Home Shield Warranty included. PLEASE SET UP APPTS

    Tyler Scaglione Cameron Real Estate Group

    16 Maple Place, Winchendon, MA 01475
  • /32

    $281,900

    • 2 Beds
    • 1 Bath
    • 919 Sq Ft

    31 Webster St, Winchendon, MA 01475

    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

    Scott Bascom eXp Realty

    31 Webster St, Winchendon, MA 01475
  • /6

    $120,000

    • Land
    • 11.78 Acres
    • $10,187 per Acre

    0 Mellen Rd, Winchendon, MA 01475

    If you’ve been searching for the perfect place to build but haven’t found the right fit, this property may be exactly what you’ve been waiting for. Opportunity to own over 11+ acres in a peaceful Winchendon setting, directly across from 174 acres of protected state forest land—offering immediate access to trails, wildlife, and year-round outdoor recreation right outside your door, while still

    Kristen Dodge LAER Realty Partners

    0 Mellen Rd, Winchendon, MA 01475
  • /25

    $159,900

    • 3 Beds
    • 1 Bath
    • 1,655 Sq Ft

    574 Brown St, Winchendon, MA 01475

    Attention Investors, Builders, Contractors & Flippers! Looking for your next project? This property presents an excellent opportunity to bring your vision and design ideas to life. Situated in a quiet, convenient location on just under an acre, the property features a spacious, cleared lot with tremendous potential for redevelopment, new construction, or full renovation. Save time and reduce

    Ana Roque Property Investors & Advisors, LLC

    574 Brown St, Winchendon, MA 01475
  • /33

    $269,000

    • 3 Beds
    • 1 Bath
    • 1,728 Sq Ft

    33 East St, Winchendon, MA 01475

    ATTENTION CONTRACTORS, FLIPPERS! COME BRING YOUR TOOLS AND IMAGINATION TO BRING THIS GEM BACK TO IT`S FULL POTENTIAL! THIS HOME BOASTS OF A NICE LARGE LIVING ROOM WITH HARDWOOD FLOORS, THREE BEDROOMS ON THE MAIN LEVEL WITH HARDWOOD FLOORS. THE THIRD BEDROOM DOES NOT HAVE A CLOSET! THERE IS A PANTRY OFF THE KITCHEN. A NEW BACK DECK THAT LEADS INTO THE KITCHEN. TWO FINISHED ROOMS IN LOWER LEVEL.

    John Keefe Keller Williams Realty-Merrimack

    33 East St, Winchendon, MA 01475
  • /3

    $525,000

    • Land
    • 9 Acres
    • $58,333 per Acre

    Lot 187 Gardner Ma, Winchendon, MA 01475

    Located on the 140Corridor used by 10,965 cars daily, according to MassDOT, with 3-phase power and approximately 315’ to the Route 12 & 140 junction and municipal water access. Are you looking for a site for a retail or convenience store? Maybe a service shop like a barber, tailoring, print shop or dry cleaner? It seems the zoning allows for these as well as a restaurant, movie theater, bowling

    Karissa Moore K&G Realty Services, LLC

    Lot 187 Gardner Ma, Winchendon, MA 01475
  • /42

    $800,000

    • 3 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    1 Roberts Way, Winchendon, MA 01475

    Thinking about a NEW CONSTRUCTION home in Westminster? Make a move NOW before spring buyers flood the market, and you'll be in your new home before school is out! 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

    Jennifer Shenk Keller Williams Realty North Central

    1 Roberts Way, Winchendon, MA 01475
  • /30

    $298,000

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    145 Spruce St, Winchendon, MA 01475

    This charming single-family home in Winchendon offering comfort, updates, and a convenient location close to downtown amenities. This well-maintained property features 3 bedrooms and 1 full bathroom. The updated kitchen offers new cabinets, dishwasher, microwave, an electric stove, and a desirable walk-in pantry for added storage and functionality. The first-floor bathroom includes a walk-in

    Mg Group Century 21 North East

    145 Spruce St, Winchendon, MA 01475

Why Live in Winchendon

Winchendon, Massachusetts, a small community with a rich industrial history, is known for its historic homes and the enduring legacy of its toy manufacturing past, earning it the nickname "Toy Town." The town's historical charm is preserved through attractions like the Winchendon Historical Society, which offers ghost tours and themed escape rooms, and the Murdock-Whitney House and Isaac Morse House, the latter of which doubles as a toy museum and retro ice cream shop. Community events such as the Taste of Winchendon and the Fall Festival draw residents together with food trucks, live music, and family-friendly activities. Housing in Winchendon ranges from historic homes dating back to the 1750s to more contemporary developments from the 1980s, with a mix of single-family homes and multifamily developments. Central Street is the hub of local commerce, featuring a variety of dining options, including Christos Place and Two Foxes Farm Pizza, as well as a locally-owned hardware store that supports community outreach. Winchendon Community Park and other green spaces provide residents with ample opportunities for outdoor recreation, including fishing at Whitney Pond and exploring the North Central Pathway. While the local schools have average ratings, the community spirit and historical allure make Winchendon a unique place to call home. Located along U.S. Route 202, Winchendon offers commuting options to nearby towns like Gardner and Leominster, with Worcester 45 miles to the south.

Frequently Asked Questions

What is the average home price in Winchendon, MA?
Homes for sale in Winchendon, MA have an average home price of $432,638.
How many homes have sold over the last 12 months in Winchendon, MA?
111 homes have sold in Winchendon, MA over the last 12 months.
What are the most popular zip codes in Winchendon, MA?
The most popular zip codes in Winchendon, MA include 01475, 01436, 01430, 01468 and 01440.
How much do you need to make to afford a house in Winchendon?
The median home price in Winchendon is $420,000. If you put a 20% down payment of $84,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $2,100 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $90K a year to afford the median home price in Winchendon. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winchendon, MA?
Winchendon, MA has highly rated public and private schools. Some of the best schools in Winchendon based on Niche Grades are The Winchendon School, Memorial and Conant High School. Browse all the schools in Winchendon, MA to learn more.

Home Trends in Winchendon, MA

Housing Trends

Median Sale Price
$412,000
Median Single Family Sale Price
$412,000
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$251
Number of Homes for Sale
18
Last 12 months Home Sales
111
Months of Supply
1.90
Median List Price
$420,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
4%
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