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Newest Homes for Sale in Winchendon, MA

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  • 238 Fourth St, Rindge, NH 03461
    238 Fourth St, Rindge, NH 03461
    238 Fourth St, Rindge, NH 03461
    /3

    $759,900

    Open Sat 11AM - 2PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,030 Sq Ft

    238 Fourth St, Rindge, NH 03461

    **Make this the summer you own the lake!** Set on one of the largest stretches of open water, this beautifully updated waterfront retreat is ready for you to enjoy from day one. Spend your days boating from one of two private docks, swimming from your sandy beach, entertaining on the expansive lakeside deck, or unwinding on the over-the-water day deck as the sun sets. Inside, you'll find three

    Jeana Jordan Arris Realty

    238 Fourth St, Rindge, NH 03461
  • Map 2 Lot 94 School St, Winchendon, MA 01475
    Map 2 Lot 94 School St, Winchendon, MA 01475
    /2

    $180,000

    Coming Soon
    • 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
  • 90 Royalston Rd N, Winchendon, MA 01475
    90 Royalston Rd N, Winchendon, MA 01475
    90 Royalston Rd N, Winchendon, MA 01475
    /42

    $624,900

    • 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
  • 101 Royalston Rd N, Winchendon, MA 01475
    101 Royalston Rd N, Winchendon, MA 01475
    101 Royalston Rd N, Winchendon, MA 01475
    /42

    $600,000

    • 3 Beds
    • 1.5 Baths
    • 1,992 Sq Ft

    101 Royalston Rd N, Winchendon, MA 01475

    The money is in the details! 101 Royalston Rd N Winchendon This beautifully updated 3-bedroom,1.5 bath showcases quality craftsmanship throughout. Remodeled kitchen features a massive center island with seating, oversized sink, tile backsplash, tile flooring, double wall ovens, cooktop with range hood, wine refrigerator, pantry closets, & stainless-steel appliances. Front-to-back living room

    Laura Rice EXIT New Options Real Estate

    101 Royalston Rd N, Winchendon, MA 01475
  • 5 Island Rd, Winchendon, MA 01475
    5 Island Rd, Winchendon, MA 01475
    5 Island Rd, Winchendon, MA 01475
    /20

    $675,000

    • 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
  • 386 Sherbert Rd, Ashburnham, MA 01430
    386 Sherbert Rd, Ashburnham, MA 01430
    386 Sherbert Rd, Ashburnham, MA 01430
    /32

    $474,900

    • 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, 2 stall garage, 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
  • 52 Peggi Ln, Winchendon, MA 01475
    52 Peggi Ln, Winchendon, MA 01475
    52 Peggi Ln, Winchendon, MA 01475
    /41

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    52 Peggi Ln, Winchendon, MA 01475

    Enjoy comfortable, low-maintenance living in desirable Glenwood Park, a welcoming and sought-after 55+ community! This spacious double wide manufactured Ranch offers 3 bedrooms and 2 full baths with an inviting open concept layout designed for easy everyday living. The heart of the home features a seamless flow between the kitchen, dining area, and living room. A separate mudroom with laundry

    Cory Gracie LAER Realty Partners

    52 Peggi Ln, 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
  • 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

    0 Benjamin St, 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
  • 6 Loon Rd, Winchendon, MA 01475
    6 Loon Rd, Winchendon, MA 01475
    6 Loon Rd, Winchendon, MA 01475
    /35

    $578,900

    $6K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    6 Loon Rd, Winchendon, MA 01475

    * MOTIVATED SELLER * 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 two other 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

    Cory Gracie LAER Realty Partners

    6 Loon Rd, 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
  • 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

    118 Spring 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 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
  • 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
  • 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
  • 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
  • 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
Massachusetts Worcester County Winchendon

Newest Listings for Sale in Winchendon, MA

Frequently Asked Questions

What is the average home price in Winchendon, MA?
Homes for sale in Winchendon, MA have an average home price of $431,925.
How many homes have sold over the last 12 months in Winchendon, MA?
110 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, 01436, 01468 and 01368.
How much do you need to make to afford a house in Winchendon?
The median home price in Winchendon is $424,950. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $2,130 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $91K 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 36 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$412,500
Median Single Family Sale Price
$415,900
Median Townhouse Sale Price
$380,000
Median 2 Bedroom Sale Price
$283,000
Median 1 Bedroom Sale Price
$117,500
Average Price Per Sq Ft
$255
Number of Homes for Sale
12
Last 12 months Home Sales
110
Months of Supply
1.30
Median List Price
$424,950
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
2%
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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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