22

Winchendon, MA Houses for Sale

Section Image Section Image
  • /40

    $390,000

    • 4 Beds
    • 1.5 Baths
    • 1,861 Sq Ft

    13 Cedar Terrace, Winchendon, MA 01475

    Beautifully renovated 4-bedroom, 1.5-bath home in Winchendon featuring a brand-new kitchen with quartz countertops, stainless steel appliances, center island, and built-in wine rack. Enjoy the open layout with brand-new flooring throughout, complemented by modern updates including new electrical, new heating system, and new roof. The spacious bedrooms offer plenty of natural light, while the

    Agent Photo

    Luiz Fernando Coelho

    The Neighborhood Realty Group

    (351) 777-1376

    13 Cedar Terrace, Winchendon, MA 01475
  • /37

    $490,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    231 River St, Winchendon, MA 01475

    Stunning 3-Bed, 2.5-Bath Colonial on 2.28 Private Acres! Step into this beautifully maintained home featuring a spacious open kitchen with breakfast bar, sun-filled living room with deck access, and formal dining with hardwood floors. The luxurious primary suite boasts a walk-in closet, bonus office space, and spa-like bath with Jacuzzi tub. Two additional bedrooms, serene backyard, 2-car garage,

    Agent Photo

    Juan Lopera-Martinez

    eXp Realty

    (351) 300-5743

    231 River St, Winchendon, MA 01475
  • /42

    $450,000

    • 4 Beds
    • 2 Baths
    • 2,067 Sq Ft

    108 Highland St, Winchendon, MA 01475

    Welcome to this updated home on a sought-after side street in Winchendon, where numerous upgrades have enhanced a spacious, inviting layout. The kitchen features abundant cabinets, ample counter space, with stainless steal appliances. While the dining room is large and filled with natural light, the living room offers a cozy fireplace for cool evenings. Both have gorgeous newly refinished

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 247-4174

    108 Highland St, Winchendon, MA 01475
  • /41

    $572,900

    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft

    49 Doyle Ave, Winchendon, MA 01475

    ** Seller is offering $5000 towards buyers closing costs for a December closing ** CHRISTMAS DELIVERY! Brand new Colonial set on 4.5 acres in the beautiful Doyle Estates neighborhood. This quality-built home offers 1,834 sq. ft. of stylish living space. The open-concept layout features luxury vinyl plank flooring, a spacious living room and a convenient mudroom with a custom bench, storage, and

    Agent Photo

    Cory Gracie

    LAER Realty Partners

    (351) 208-1889

    49 Doyle Ave, Winchendon, MA 01475
  • /16

    $547,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    371 Hitchcock Rd, Winchendon, MA 01475

    ** SELLER IS OFFERING $5000 TOWARDS BUYERS CLOSING COST IF CLOSED BY JANUARY 15th ** This brand new 3-bedroom, 2.5-bath Colonial on 4.8 wooded acres is under construction. Quality built 3 bedroom, 2.5 bath home offers 1,652’ of living area with an oversized attached 1-car garage. The inviting farmer’s porch with composite decking leads into an open-concept first floor with 9' ceilings and

    Agent Photo

    Cory Gracie

    LAER Realty Partners

    (351) 222-8835

    371 Hitchcock Rd, Winchendon, MA 01475
  • /42

    $899,500

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    16 2nd St, Winchendon, MA 01475

    Life Long Memories Await at this Beautiful Waterfront House on Desirable Lake Monomonac! Inviting Open layout with Vaulted Ceilings, Tons of natural light , Lots of cabinet space w/ center island , quartz counters undermount cabinet lighting. Large master suite over looking the water. 6 ft whirlpool tub in the master bath, walk-in closet. NEW HEATED In-Ground Salt Water Pool "FIBERGLASS "

    Robert Matewsky Keller Williams Realty North Central

    16 2nd St, Winchendon, MA 01475
  • /32

    $534,900

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

    108 Royalston Rd N, Winchendon, MA 01475

    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 room with hardwood floors—perfect for

    Edwin Figueroa Torres Lamacchia Realty, Inc.

    108 Royalston Rd N, Winchendon, MA 01475
  • /15

    $339,900

    • 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. PLEASE SET UP APPTS THRU SHOWINGTIME. ALL OFFERS DUE TUESDAY, 12/16 BY 5PM.

    Tyler Scaglione Cameron Real Estate Group

    16 Maple Place, Winchendon, MA 01475
  • /12

    $434,900

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    21 Cottage St, Winchendon, MA 01475

    21 Cottage St, Winchendon, MA, presents a single-family home, newly built and ready to welcome its first residents. This new home offers the promise of modern living within a peaceful setting. The residence features three bedrooms, providing comfortable accommodations for rest and relaxation. Two full bathrooms and one-half bathroom offer convenience and functionality, ensuring that the needs of

    Paul Collette Keller Williams Realty North Central

    21 Cottage St, Winchendon, MA 01475
  • /38

    $525,000

    • 3 Beds
    • 3 Baths
    • 2,070 Sq Ft

    330 Benjamin St, Winchendon, MA 01475

    Welcome to this charming ranch-style home nestled on over 3 acres of picturesque land. Enter to a spacious formal living & dining area, filled w/ natural light through a large picture window. A comfortable den w/ fireplace & sliding glass doors opens to your back deck. The kitchen boasts a farmhouse sink & a dining area w/ a bay window overlooking your vast backyard. This home offers a convenient

    Leslie Tondreau Lamacchia Realty, Inc.

    330 Benjamin St, Winchendon, MA 01475
  • /23

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 1,396 Sq Ft

    156 Bayberry Cir, Winchendon, MA 01475

    Welcome to this 3-bedroom, 2.5-bath Colonial situated on Bayberry Circle! Enjoy a fenced-in backyard perfect for outdoor entertaining, complete with an above-ground pool and back deck or relax out on the inviting front porch. The first floor offers a welcoming open floor plan featuring a spacious living room and a modern kitchen with a center island, granite countertops, and an adjoining dining

    Lana Kopsala Coldwell Banker Realty - Leominster

    156 Bayberry Cir, Winchendon, MA 01475
  • /18

    $379,900

    • 3 Beds
    • 1.5 Baths
    • 2,128 Sq Ft

    29 Winter St, Winchendon, MA 01475

    WELL LOVED AND CARED FOR FAMILY HOME NEW TO THE MARKET! This gorgeous colonial holds 100+ years beautiful memories and history. Original woodwork, flooring that features bullet molding throughout. The first floor offers spacious eat in kitchen ,newer stainless appliances with cozy pantry, laundry room and 1/2 bath. Open ,Sun filled Living and Dinning room with hardwood flooring, built ins and

    Tammy Morrison Tammy Morrison Real Estate

    29 Winter St, Winchendon, MA 01475
  • /39

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,715 Sq Ft

    35 Hillside Dr, Winchendon, MA 01475

    Discover easy, move-in-ready living at 35 Hillside Drive, a fully updated 3-bedroom, 1.5-bath split-level home just steps from Lake Monomonac. This home features a new roof, brand new kitchen with quartz countertops, stainless-steel appliances, and a center island. The main level offers brand new engineered hardwood flooring, recessed lighting, and a new slider leading to a private back deck and

    Timea Godor LAER Realty Partners

    35 Hillside Dr, Winchendon, MA 01475
  • /20

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    67 Hill St, Winchendon, MA 01475

    Nestled on a large 6.47 acre lot in the charming town of Winchendon, this new home offers a unique opportunity to embrace refined country living in a private setting. This attractive property is ready to welcome you. The kitchen is a culinary dream, featuring a large kitchen island that serves as a natural gathering place, complemented by sleek stone countertops and stylish cabinets that provide

    Paul Collette Keller Williams Realty North Central

    67 Hill St, Winchendon, MA 01475
  • /42

    $489,900

    • 3 Beds
    • 1.5 Baths
    • 2,008 Sq Ft

    302 Ash St, Winchendon, MA 01475

    Welcome home to this 3-bedroom, 1.5-bath Colonial showcasing pride of ownership inside and out. Set on a nicely landscaped lot, this home offers an inviting first floor with an open dining room-to-kitchen layout featuring abundant cabinet and counter space. The kitchen flows seamlessly into the front-to-back family room, complete with direct access to the mahogany deck, patio, and hot tub—perfect

    Lana Kopsala Coldwell Banker Realty - Leominster

    302 Ash St, Winchendon, MA 01475
  • /28

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,289 Sq Ft

    728 River St, Winchendon, MA 01475

    Follow the long, picturesque driveway and discover a world of privacy, luxury, and calm complete with a pool, outdoor jacuzzi, encompassed in 24 acres of land. Spanning approximately 2,289 square feet, this home features 3 bedrooms, 2 full baths, an office, a family room and a generous 2 car garage. Step inside to a beautiful open concept living area featuring vaulted ceilings and a seamless flow

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    728 River St, Winchendon, MA 01475
  • /38

    $510,000

    • 3 Beds
    • 2 Baths
    • 2,648 Sq Ft

    21 Sibley Rd, Winchendon, MA 01475

    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

    Brian Forgues Elm Grove Realty, LLC

    21 Sibley Rd, Winchendon, MA 01475
  • /37

    $299,900

    • 4 Beds
    • 2 Baths
    • 3,360 Sq Ft

    35 School St, Winchendon, MA 01475

    Unlock the full potential of this expansive farmhouse, offering generously sized rooms, a substantial lot, a huge garage, and plenty of storage — including a workshop above. The property has been cleaned out and de-leaded, but it now requires a comprehensive renovation. Bring your vision to life with this charming home, ideally located in a peaceful and desirable area. Featuring 4–5 bedrooms and

    Eugene Clements Clements Realty Group

    35 School St, Winchendon, MA 01475
  • /27

    $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
  • /42

    $849,900

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    1 Roberts Way, Winchendon, MA 01475

    $25K PRICE DROP—Westminster new construction, move-in ready!. 2,800 square feet, 8 spacious rooms, hardwood and tile throughout the main level. Open kitchen-dining-living-den layout gives you serious flexibility. The kitchen is loaded: 8' island, pantry closet, quartz counters, oversized subway tile, vent hood, drawer microwave, Bosch fridge, dishwasher, and induction stove. Recessed lighting and

    Jennifer Shenk Keller Williams Realty North Central

    1 Roberts Way, Winchendon, MA 01475
  • /15

    $430,000

    • 4 Beds
    • 1 Bath
    • 1,200 Sq Ft

    358 Otter River Rd, Gardner, MA 01440

    Welcome to this beautifully maintained split-entry on 1.05 acres, offering key updates, comfort, and outdoor appeal. Inside, farmhouse-style updates blend seamlessly with practical improvements.The main level features LifeProof luxury vinyl plank flooring, an electric shiplap fireplace, a built-in living room bookshelf, and a moody home office/bedroom. Major system upgrades include a brand-new

    Emma Cook Lamacchia Realty, Inc.

    358 Otter River Rd, Gardner, MA 01440
  • /41

    $429,999

    • 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

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.

Home Trends in Winchendon, MA

Housing Trends

Median Sale Price
$406,000
Median Single Family Sale Price
$416,000
Median Townhouse Sale Price
$380,000
Median 2 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$243
Number of Homes for Sale
20
Last 12 months Home Sales
109
Months of Supply
2.20
Median List Price
$420,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home