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Winchendon, MA Homes for Sale

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  • 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

    20 Harvard St, Winchendon, MA 01475
  • 32 Ash St, Winchendon, MA 01475
    32 Ash St, Winchendon, MA 01475
    32 Ash St, Winchendon, MA 01475
    /25

    $390,000

    • 3 Beds
    • 1.5 Baths
    • 2,151 Sq Ft

    32 Ash St, Winchendon, MA 01475

    Presenting a distinguished single-family residence constructed in 1854, offering 2151 square feet of refined living space. This property stands as a testament to enduring architectural integrity, meticulously preserved to offer a unique blend of historical charm and contemporary functionality. The residence encompasses three well-proportioned bedrooms, providing comfortable private

    Agent Photo

    Hometown Team

    Real Broker MA, LLC

    32 Ash St, Winchendon, MA 01475
  • 511 Forristall Rd, Rindge, NH 03461
    511 Forristall Rd, Rindge, NH 03461
    511 Forristall Rd, Rindge, NH 03461
    /46

    $410,000

    Open Sat 11AM - 1PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,880 Sq Ft

    511 Forristall Rd, Rindge, NH 03461

    Looking for a place to call home without breaking the budget? This move in ready, 3-bedroom, 2-bath split-level offers comfortable living, a functional floor plan and a large level open yard. A great value in today's Rindge market.Showings to start at Open House this weekend 8/8 & 8/9 11-1 both days

    Agent Photo

    Dean Deschenes

    Arris Realty

    511 Forristall Rd, Rindge, NH 03461
  • 386 Sherbert Rd, Ashburnham, MA 01430
    386 Sherbert Rd, Ashburnham, MA 01430
    386 Sherbert Rd, Ashburnham, MA 01430
    /32

    $459,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,736 Sq Ft

    386 Sherbert Rd, Ashburnham, MA 01430

    Welcome to 386 Sherbert Road! This one owner home includes: 3 bedrooms, 2.5 bathrooms, large eat in kitchen with a dining area, central air, central vac, pellet stove, 2 stall garage,a large shed, 4 season porch and a finished lower level with a half bathroom. The HOA includes town water and beach right to Sunset Lake. Set up your private showing today.

    Agent Photo

    Doug Tammelin

    Coldwell Banker Realty - Leominster

    386 Sherbert Rd, Ashburnham, MA 01430
  • 6 Loon Rd, Winchendon, MA 01475
    6 Loon Rd, Winchendon, MA 01475
    6 Loon Rd, Winchendon, MA 01475
    /35

    $549,000

    Open Sat 12PM - 3PM $36K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    6 Loon Rd, Winchendon, MA 01475

    MOTIVATED SELLER relocating for work & ready for an offer! * Don't miss this opportunity to own this beautiful Colonial in one of Winchendon's most desirable neighborhoods. Set on 1.28 acres on a cul-de-sac with just three homes, this property offers privacy, mature landscaping & exceptional curb appeal. Inside you'll find an open foyer, hardwood floors throughout, a sun-filled layout, a living

    Cory Gracie LAER Realty Partners

    6 Loon Rd, Winchendon, MA 01475
  • 33 W Shore Dr, Winchendon, MA 01475
    33 W Shore Dr, Winchendon, MA 01475
    33 W Shore Dr, Winchendon, MA 01475
    /20

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft

    33 W Shore Dr, Winchendon, MA 01475

    Newer constriction with DEEDED BEACH RIGHTS to Sunset Lake. Rear boundary borders thousands of conservation acres with endless ATV and snowmobile trails. Seasonal views of the lake. Town water! 3 BD + office, 2 1⁄2 baths house with DEEDED BEACH RIGHTS to Sunset Lake. Master BD with master bath. Good size kitchen and dinning room. Washer/dryer (hook up) on the 1st floor. Ashburnham mailing address

    Roman Deych Roman Deych

    33 W Shore Dr, Winchendon, MA 01475
  • 263 Front St Unit 267, Winchendon, MA 01475
    263 Front St Unit 267, Winchendon, MA 01475
    263 Front St Unit 267, Winchendon, MA 01475
    /40

    $418,000

    Open Sat 10AM - 12PM
    • 6 Beds
    • 2 Baths
    • 2,289 Sq Ft

    263 Front St Unit 267, Winchendon, MA 01475

    Welcome to this well-maintained two-family home offering the perfect blend of charm, space, and investment potential. Each expansive unit features 3 bedrooms, bright and inviting living areas, spacious kitchens, and an abundance of natural light, creating comfortable spaces for both owners and tenants alike. Thoughtfully updated over the years, including two brand-new boilers installed in 2026,

    Leanne Roy Keller Williams Realty North Central

    263 Front St Unit 267, Winchendon, MA 01475
  • 16 Maple Place, Winchendon, MA 01475
    16 Maple Place, Winchendon, MA 01475
    16 Maple Place, Winchendon, MA 01475
    /15

    $309,900

    $90K PRICE DROP
    • 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
  • 155 River St, Winchendon, MA 01475
    155 River St, Winchendon, MA 01475
    155 River St, Winchendon, MA 01475
    /36

    $454,000

    Open Sat 11AM - 1PM $11K PRICE DROP
    • 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
  • 60 Robbins Rd, Winchendon, MA 01475
    60 Robbins Rd, Winchendon, MA 01475
    60 Robbins Rd, Winchendon, MA 01475
    /42

    $450,000

    • 4 Beds
    • 3 Baths
    • 3,180 Sq Ft

    60 Robbins Rd, Winchendon, MA 01475

    Opportunity awaits with this unique 3-family property set on over 6 acres of flat, usable land on a scenic country road just minutes from the New Hampshire border. Whether you're seeking an owner-occupied investment, income property, or a small homestead, this property offers exceptional potential. Originally built as a single-family home, it could be converted into a spacious 4-bedroom

    Brenda Albert LAER Realty Partners

    60 Robbins Rd, Winchendon, MA 01475
  • 0 Mellen Rd, Winchendon, MA 01475
    0 Mellen Rd, Winchendon, MA 01475
    0 Mellen Rd, Winchendon, MA 01475
    /6

    $110,000

    $10K PRICE DROP
    • Land
    • 11.78 Acres
    • $9,338 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
  • 179 Front St, Winchendon, MA 01475
    179 Front St, Winchendon, MA 01475
    179 Front St, Winchendon, MA 01475
    /25

    $299,000

    Pre-Foreclosure
    • 7 Beds
    • 5 Baths
    • 4,234 Sq Ft

    179 Front St, Winchendon, MA 01475

    Investor opportunity awaits in a great location! This sold-as-is, 2 family property on a corner lot offers potential for those looking to bring new life to a home w/ character, spacious layouts & plenty of upside. Please note: there is currently no power at the property, & this is not a bank-owned sale. Featuring 2 separate units, this property provides flexible living space for future tenants.

    Blood Team Realty Group Keller Williams Realty - Merrimack

    179 Front St, Winchendon, MA 01475
  • Map 2 Lot 94 School St, Winchendon, MA 01475
    Map 2 Lot 94 School St, Winchendon, MA 01475
    Map 2 Lot 94 School St, Winchendon, MA 01475
    /20

    $180,000

    • Land
    • 10.27 Acres
    • $17,527 per Acre

    Map 2 Lot 94 School St, Winchendon, MA 01475

    Discover the potential of this versatile mixed-use parcel in a convenient Winchendon location. Offering excellent visibility and easy access, this property presents a unique opportunity for investors, developers, or business owners looking to bring their vision to life. Whether you're considering commercial, residential, or a mixed-use development (subject to local approvals), the possibilities

    Vicki Christiansen RE/MAX Town Square

    Map 2 Lot 94 School St, 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

    Open Sat 1PM - 3PM
    • 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
  • M-2 L-94 School St, Winchendon, MA 01475
    M-2 L-94 School St, Winchendon, MA 01475
    M-2 L-94 School St, Winchendon, MA 01475
    /21

    $180,000

    • Land
    • 10.27 Acres
    • $17,527 per Acre

    M-2 L-94 School St, Winchendon, MA 01475

    Discover the potential of this versatile mixed-use parcel in a convenient Winchendon location. Offering excellent visibility and easy access, this property presents a unique opportunity for investors, developers, or business owners looking to bring their vision to life. Whether you're considering commercial, residential, or a mixed-use development (subject to local approvals), the possibilities

    Vicki Christiansen RE/MAX Town Square

    M-2 L-94 School St, Winchendon, MA 01475
  • 5 Island Rd, Winchendon, MA 01475
    5 Island Rd, Winchendon, MA 01475
    5 Island Rd, Winchendon, MA 01475
    /20

    $625,000

    Open Sun 1PM - 3PM $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    5 Island Rd, Winchendon, MA 01475

    Experience tranquil waterfront living at its finest in this 3-bedroom, 2-bathroom lakefront retreat on picturesque Lake Monomonac. Nestled on a level lot with mature landscaping, this property offers a private sandy beach and stunning water views in a peaceful cove setting. Tucked away on a quiet dead-end road, you'll enjoy the perfect balance of privacy and convenience, with easy access to Route

    Karin Anderson Karin Anderson Real Estate LLC

    5 Island Rd, Winchendon, MA 01475
  • 90 Royalston Rd N, Winchendon, MA 01475
    90 Royalston Rd N, Winchendon, MA 01475
    90 Royalston Rd N, Winchendon, MA 01475
    /42

    $599,900

    Open Sun 1PM - 3PM $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,828 Sq Ft

    90 Royalston Rd N, Winchendon, MA 01475

    Immaculate, like new 1,828 sq. ft. colonial set on a private 4.13 acres. Welcome to 90 Royalston Road. Step inside to an inviting open-concept floor plan featuring a spacious kitchen with granite countertops, stainless steel appliances, an island, and cabinets with crown molding, a formal dining room, a front-to-back living room and a half bath with laundry. A slider off the kitchen leads to a

    Tessa Parziale Rigattieri Tessa Parziale Real Estate

    90 Royalston Rd N, 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
  • 48 Dolly Ln, Rindge, NH 03461
    48 Dolly Ln, Rindge, NH 03461
    48 Dolly Ln, Rindge, NH 03461
    /26

    $750,000

    $57K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,730 Sq Ft

    48 Dolly Ln, Rindge, NH 03461

    Terrific waterfront retreat on 554-acre Lake Monomonac, nestled on the New Hampshire/Massachusetts border, ready for its next owner! Set on 3.6 private acres, this well-maintained year-round home offers the perfect blend of comfort, recreation, and lakeside living. Enjoy your own dock and pontoon boat, ready for your very first lake party. Inside, the home features 3 bedrooms, 2 baths, 2 family

    Curtiss Thornbrugh HKS Associates, Inc.

    48 Dolly Ln, Rindge, NH 03461
Massachusetts Worcester County

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 $440,036.
How many homes have sold over the last 12 months in Winchendon, MA?
108 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, 01430, 03461, 01368 and 01436.
How much do you need to make to afford a house in Winchendon?
The median home price in Winchendon is $424,900. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.69%, your estimated principal and interest payment would be $2,190 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 $412,500, up 2% year-over-year. Homes in Winchendon sell in 37 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$412,500
Median Single Family Sale Price
$416,800
Median Townhouse Sale Price
$380,000
Median 2 Bedroom Sale Price
$296,000
Median 1 Bedroom Sale Price
$117,500
Average Price Per Sq Ft
$253
Number of Homes for Sale
11
Last 12 months Home Sales
108
Months of Supply
1.20
Median List Price
$424,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
2%
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Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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