13

Winchendon, MA Houses for Sale

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  • /27

    $200,000

    • 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. All offers due by 4/15. This MUST be a cash or 203k loan purchase. The pictures do not depict the current condition. 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

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 666-8077

    118 Spring St, Winchendon, MA 01475
  • /16

    $339,900

    $10K PRICE DROP
    • 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
  • /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
  • /36

    $585,000

    Open Sun 11:30AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    6 Loon Rd, Winchendon, MA 01475

    Packed with curb appeal and set in one of Winchendon’s most desirable neighborhoods, this beautiful Colonial sits on 1.28 acres surrounded by mature landscaping & is tucked away on a cul-de-sac with only three homes. Step into an open foyer and an open concept layout with hardwood floors, abundant natural light, a gas fireplace, and a front-to-back family room with built-in wall A/C. The kitchen

    Cory Gracie LAER Realty Partners

    6 Loon Rd, Winchendon, MA 01475
  • /35

    $569,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft

    40 Doyle Ave, Winchendon, MA 01475

    Welcome home to this beautifully maintained 3-year-old home that offers the perfect blend of modern comfort and peaceful country living! Situated on nearly 2.5 acres, this spacious 3 bed, 2.5 bath property delivers style and functionality. Come inside to discover a bright open concept kitchen, with maple cabinetry, granite countertops, SS appliances, LVP flooring flowing seamlessly into the

    The Knox Real Estate Team William Raveis R.E. & Home Services

    40 Doyle Ave, Winchendon, MA 01475
  • /42

    $1,300,000

    $200K PRICE DROP
    • 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
  • /36

    $465,000

    Open Sun 12PM - 2PM
    • 5 Beds
    • 3 Baths
    • 2,075 Sq Ft

    155 River St, Winchendon, MA 01475

    Step into a piece of Winchendon's rich history at 155 River St, a distinguished single-family residence built in 1890. With over 2000 square feet of thoughtfully designed living space, this home offers a unique blend of classic charm and contemporary comfort, perfect for those seeking a vibrant lifestyle. This expansive home features five well-proportioned bedrooms, providing ample private space

    Tina Keith Leading Edge Real Estate

    155 River St, Winchendon, MA 01475
  • /17

    $249,999

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 1 Bath
    • 1,001 Sq Ft

    207 River St, Winchendon, MA 01475

    Welcome to this charming 2-bedroom, 1-bath home nestled on 1.5 acres. This property offers the ideal blend of comfort, character, and nature.Recent updates bring peace of mind, including a roof, windows, and deck all just 2 years old. An inviting enclosed porch makes the perfect spot to enjoy morning coffee or unwind at the end of the day.Step outside to a gorgeous backyard—a true retreat with

    Lauren Porter Lamacchia Realty, Inc.

    207 River St, Winchendon, MA 01475
  • /38

    $479,900

    Open Sat 11AM - 2PM
    • 4 Beds
    • 1.5 Baths
    • 2,275 Sq Ft

    188 Baldwinville Rd, Winchendon, MA 01475

    Open House Saturday 6/6, 11am to 2pm! Looking for privacy and character? This is the home for you! Set back from the road on 4.98 serene acres, a welcoming front porch invites you inside. The main level features beautiful beamed ceilings, a cozy den, a half bath, and a versatile bonus room. The spacious open kitchen boasts ample cabinets, granite countertops, and stainless appliances, flowing

    Edwin Ahearn Lamacchia Realty, Inc.

    188 Baldwinville Rd, Winchendon, MA 01475
  • /7

    $675,000

    Open Tue 5PM - 8PM
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    5 Island Rd, Winchendon, MA 01475

    Fantastic 3 Bedroom, 2 Bath Lakefront Home. Beautiful, level lot with mature landscaping and beach in a quiet cove on Lake Monomonac. Lakefront living at it's best! Located on a dead end road, but with quick access to 202 for shopping, dining and all the amenities the area has to offer. Enjoy year round lake living and activities. Don't miss your chance to own this property. Open house 6/9/26 and

    Karin Anderson Karin Anderson Real Estate LLC

    5 Island Rd, Winchendon, MA 01475
  • /42

    $482,000

    • 3 Beds
    • 1.5 Baths
    • 3,492 Sq Ft

    35 Royalston Rd N, Winchendon, MA 01475

    Room for everyone in this commodious colonial in picturesque Winchendon, MA! With almost 3500 sf of living area, 3BR/1.5BA, bonus rooms on the first floor (in-law?) and heated basement there's plenty of areas for living AND the fun extras! Oversized windows let in plenty of sunshine and the stainless steel applianced kitchen was recently remodeled! Main roof is 3 years old, hot and cold outdoor

    Darlene Rossi Morin Real Estate

    35 Royalston Rd N, Winchendon, MA 01475
  • /34

    $370,000

    • 3 Beds
    • 1.5 Baths
    • 1,445 Sq Ft

    50 East St, Winchendon, MA 01475

    This charming 3 bedroom, 1.5 bath home blends classic New England character with tasteful updates throughout. The kitchen features granite countertops, ample cabinet space, and flows nicely into the main living areas, making everyday living and entertaining easy. Hardwood flooring adds warmth and character throughout much of the home. Step outside and enjoy the peaceful backyard setting with a

    Megan Winslow Winslow Homes LLC

    50 East St, Winchendon, MA 01475
  • /18

    $595,500

    $24K PRICE DROP
    • 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

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.

Single Family Home Prices in Winchendon, MA

Single Family Home Price Trends

Median Home Price
$416,800
Median 3-Bedroom Home Price
$430,000
Median 4-Bedroom Home Price
$402,536
Median 5-Bedroom Home Price
$540,000
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