17

Winchendon, MA Homes for Sale

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  • 314 Maple St, Winchendon, MA 01475
    314 Maple St, Winchendon, MA 01475
    314 Maple St, Winchendon, MA 01475
    /32

    $385,000

    Open Thu 6PM - 7:30PM
    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft

    314 Maple St, Winchendon, MA 01475

    Nestled on a desirable corner lot close to downtown amenities, this well-maintained raised ranch offers comfort, space, and endless potential. Beautiful hardwood floors flow throughout the sun-filled living room, where a large bay window brings in an abundance of natural light. The spacious eat-in kitchen features ample cabinetry, a peninsula for additional seating, and a separate dining area

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 213-6089

    314 Maple St, Winchendon, MA 01475
  • 20 Harvard St, Winchendon, MA 01475
    20 Harvard St, Winchendon, MA 01475
    20 Harvard St, Winchendon, MA 01475
    /22

    $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
  • 118 Spring St, Winchendon, MA 01475
    118 Spring St, Winchendon, MA 01475
    118 Spring St, Winchendon, MA 01475
    /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. 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 is ample in size and

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 666-8077

    118 Spring St, Winchendon, MA 01475
  • 0 Benjamin St, Winchendon, MA 01475
    0 Benjamin St, Winchendon, MA 01475
    0 Benjamin St, Winchendon, MA 01475
    /4

    $330,000

    • Land
    • 82.84 Acres
    • $3,984 per Acre

    0 Benjamin St, Winchendon, MA 01475

    This beautiful 82+ acres of heaven is awaiting its new owner to build their dream home. With its untouched forest and stone walls this property is nestled on the back roads of a quaint country town. Wake up every morning to the sounds of wildlife abound. Great outdoor attractions like Lake Dennison recreation area and The Winchendon Community Park are minutes down the road offering beautiful

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 300-6855

    0 Benjamin St, Winchendon, MA 01475
  • 750 Teel Rd, Winchendon, MA 01475
    750 Teel Rd, Winchendon, MA 01475
    750 Teel Rd, 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
  • 6 Loon Rd, Winchendon, MA 01475
    6 Loon Rd, Winchendon, MA 01475
    6 Loon Rd, Winchendon, MA 01475
    /36

    $585,000

    • 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
  • 226 Lakeview Dr, Winchendon, MA 01475
    226 Lakeview Dr, Winchendon, MA 01475
    226 Lakeview Dr, Winchendon, MA 01475
    /42

    $1,200,000

    $300K 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
  • 257 Main St, Winchendon, MA 01475
    257 Main St, Winchendon, MA 01475
    257 Main St, Winchendon, MA 01475
    /22

    $350,000

    • 2 Beds
    • 1.5 Baths
    • 1,246 Sq Ft

    257 Main St, Winchendon, MA 01475

    Welcome home to this meticulously maintained colonial offering 2 bedrooms, 1.5 baths, and a spacious detached 2-car garage. The bright, cabinet-packed eat-in kitchen features custom built-ins and a generous dining area. Natural light fills the living room, creating a warm, inviting space. The first floor includes a large full bath with laundry hookup, new vinyl flooring, and a mudroom with two

    MC Stewart Coldwell Banker Realty - Westford

    257 Main St, Winchendon, MA 01475
  • 155 River St, Winchendon, MA 01475
    155 River St, Winchendon, MA 01475
    155 River St, Winchendon, MA 01475
    /36

    $465,000

    • 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
  • 10-12 School Square, Winchendon, MA 01475
    10-12 School Square, Winchendon, MA 01475
    10-12 School Square, Winchendon, MA 01475
    /17

    $659,000

    • 10 Beds
    • 4 Baths
    • 3,818 Sq Ft

    10-12 School Square, Winchendon, MA 01475

    this large 4unit house located at center of the town, always fully rented, total monthly income; $6590, each tenant pay their own utilities. each unit has good size room. . the house will deliver with all the tenants because seller don't want to lose the rental income. only do showing on weekend. 4 years new roof. rare to find, great property created good cash flow, it won't last long.

    Jason Saphire www.HomeZu.com

    10-12 School Square, Winchendon, MA 01475
  • 0 Lot 2 Stoddard Rd, Winchendon, MA 01475
    0 Lot 2 Stoddard Rd, Winchendon, MA 01475
    0 Lot 2 Stoddard Rd, Winchendon, MA 01475
    /8

    $130,000

    $10K PRICE DROP
    • Land
    • 6.32 Acres
    • $20,570 per Acre

    0 Lot 2 Stoddard Rd, Winchendon, MA 01475

    This 6.3 acre lot is ready for your residential single family project. Located just 50 feet from Route 202 and zoned residential - R80, this developable lot may be just what you are looking for.

    Donna Molet Keller Williams Realty North Central

    0 Lot 2 Stoddard Rd, Winchendon, MA 01475
  • 0 Mellen Rd, Winchendon, MA 01475
    0 Mellen Rd, Winchendon, MA 01475
    0 Mellen Rd, 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
  • 5 Island Rd, Winchendon, MA 01475
    5 Island Rd, Winchendon, MA 01475
    5 Island Rd, Winchendon, MA 01475
    /27

    $675,000

    • 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
  • 35 Royalston Rd N, Winchendon, MA 01475
    35 Royalston Rd N, Winchendon, MA 01475
    35 Royalston Rd N, 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
  • 42 Doyle Ave, Winchendon, MA 01475
    42 Doyle Ave, Winchendon, MA 01475
    42 Doyle Ave, 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
  • 88 Mill St, Winchendon, MA 01475
    88 Mill St, Winchendon, MA 01475
    88 Mill St, Winchendon, MA 01475
    /3

    $125,000

    • 3 Beds
    • 1 Bath
    • 1,168 Sq Ft

    88 Mill St, Winchendon, MA 01475

    Opportunity awaits at this classic New England home situated in the heart of Winchendon. Features include municipal water and sewer, covered front porch, spacious yard, mature landscaping, and convenient access to downtown amenities, shopping, schools, and commuter routes. Whether you are an owner-occupant looking to build equity, an investor seeking rental income, or a contractor searching for

    Keith Kopley eXp Realty

    88 Mill St, Winchendon, MA 01475
  • Lot 187 Gardner Ma, Winchendon, MA 01475
    Lot 187 Gardner Ma, Winchendon, MA 01475
    Lot 187 Gardner Ma, 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
Massachusetts Worcester County Winchendon

Real Estate & Homes for Sale in Winchendon, MA

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.

Learn more about living in Winchendon

Frequently Asked Questions

What is the average home price in Winchendon, MA?
Homes for sale in Winchendon, MA have an average home price of $439,615.
How many homes have sold over the last 12 months in Winchendon, MA?
107 homes have sold in Winchendon, MA over the last 12 months.
What is the average household income in Winchendon, MA?
The average household income in Winchendon, MA is $99K.
What are the most popular zip codes in Winchendon, MA?
The most popular zip codes in Winchendon, MA include 01475, 01436, 01468, 01368 and 01430.
How much do you need to make to afford a house in Winchendon?
The median home price in Winchendon is $435,000. If you put a 20% down payment of $87,000 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $2,200 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $94K a year to afford the median home price in Winchendon. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winchendon is $99K.
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 Prices in Winchendon, MA

The median home sale price in Winchendon, MA is $415,000, up 3% year-over-year. Homes in Winchendon sell in 36 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$418,400
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$283,000
Median 1 Bedroom Sale Price
$117,500
Average Price Per Sq Ft
$251
Number of Homes for Sale
12
Last 12 months Home Sales
107
Months of Supply
1.30
Median List Price
$435,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
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