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Newest Homes for Sale in Winchendon, MA

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  • /32

    $79,900

    • 3 Beds
    • 4 Baths
    • 2,516 Sq Ft

    4 Front St, Winchendon, MA 01475

    Investors & Contractors take notice! Listed below the assessed value, this unique early-1900s property in Winchendon offers an opportunity to bring your vision and creativity to a property in need of a complete rehabilitation. Restore and reimagine this distinctive property overlooking Tannery Pond and abutting Tannery Pond Dam, a historic masonry dam completed in 1936. Zoned PD (Planned

    Kellie McElhinney Central Mass Real Estate

    4 Front St, Winchendon, MA 01475
  • /2

    $415,000

    • 6 Beds
    • 1 Bath
    • 2,440 Sq Ft

    19- 21 East St, Winchendon, MA 01475

    Excellent opportunity to own a spacious two-family home with the added benefit of rental income. The 1st unit offers three-bedrooms, full bath, a comfortable living room, dining area, and generously sized kitchen with access to the back porch. The second unit features two bedrooms, a full bath, living and dining areas, and a functional kitchen. Both units have separate heat and electricity, also

    Barbara Gutierrez Forsley Real Estate

    19- 21 East St, Winchendon, MA 01475
  • /24

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft

    160 Mill St, Winchendon, MA 01475

    CLASSIC NEW ENGLAND VILLAGE COLONIAL - NEW TO THE MARKET & PRICED TO SELL!! LOVELY COVERED PORCH LEADING TO THE SPACIOUS LIVING ROOM WITH GAS STOVE, DINING ROOM, KITCHEN WITH REFRIGERATOR AND STOVE AND FULL BATH ON THE FIRST FLOOR. 3 BEDROOMS ON THE 2ND LEVEL. MUNICIPAL WATER AND SEWER. CONVENIENT ACCESS TO SCHOOLS, PARK, AND DOWNTOWN. QUICK CLOSING POSSIBLE. THIS PROPERTY IS BEING SOLD AS-IS.

    Gail Bergeron Keller Williams Realty North Central

    160 Mill St, Winchendon, MA 01475
  • /3

    $499,000

    • Land
    • 9.08 Acres
    • $54,956 per Acre

    Lot 187 Gardner Rd, Winchendon, MA 01475

    Bring your business vision to this highly visible location along the Route 140 corridor! With approximately 400 feet of road frontage and an estimated 11,000 vehicles passing by each day, according to MassDOT, this property offers excellent exposure and plenty of potential for roadside signage and business identification, subject to Town approval. The property is conveniently located

    Liza Melo Four Columns Realty, LLC

    Lot 187 Gardner Rd, Winchendon, MA 01475
  • /33

    $750,000

    • 2 Beds
    • 1 Bath
    • 1,067 Sq Ft

    87 Dolly Ln, Rindge, NH 03461

    Welcome to your own piece of waterfront paradise! Located directly on the beautiful Lake Monomonac, 87 Dolly Lane offers an exceptional opportunity to own a waterfront home with 98' of sandy beach frontage, in a fantastic location right on the Massachusetts/New Hampshire border. This distinctive timber-frame home is filled with natural light and offers the warmth, character, and timeless appeal

    Amy Reisert Borderline Realty, LLC

    87 Dolly Ln, Rindge, NH 03461
  • /31

    $390,000

    • 4 Beds
    • 1 Bath
    • 1,802 Sq Ft

    114 Glenallen St, Winchendon, MA 01475

    OPEN HOUSE Saturday 8/15 NOON to 2pm!! Welcome home to this sun-filled, open-concept home! The bright first-floor living space features hardwood floors and a picturesque window that flows seamlessly into the eat-in kitchen with ample cabinet storage. Head right into the family room featuring a vaulted ceiling and a stunning picture window overlooking your serene backyard. Down the hallway, you’ll

    Edwin Ahearn Lamacchia Realty, Inc.

    114 Glenallen St, Winchendon, MA 01475
  • /42

    $445,000

    • 5 Beds
    • 2.5 Baths
    • 2,763 Sq Ft

    142 Pleasant St, Winchendon, MA 01475

    Welcome to 142 Pleasant St! This spacious two-family home offers 5 bedrooms, 2.5 baths, and a versatile layout. Recent updates include refinished hardwood floors, new interior paint throughout, restored carpentry, updated light fixtures, and major electrical improvements. The kitchen features new quartz countertops and new appliances, while bathroom updates include new vanities and toilets. The

    Noelle Medugno Lamacchia Realty, Inc.

    142 Pleasant St, Winchendon, MA 01475
  • /32

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,464 Sq Ft

    10 Jackson Ave, Winchendon, MA 01475

    Tucked into the heart of Winchendon, this inviting 2-bathroom, possible 4-bedroom home offers 1,465 square feet of warm, character-filled living space. Your first impression starts before you even step inside—the classic farmer's porch is the kind of spot made for enjoying morning and evening porch-sitting. Cross the threshold, and you're greeted by beautiful hardwood floors that make the home

    Kenton Jacobs Real Estate Exchange

    10 Jackson Ave, Winchendon, MA 01475
  • /40

    $418,000

    Open Sun 11AM - 12:30PM
    • 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
  • /26

    $719,000

    $26K 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
  • /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
  • /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
  • /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
  • /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
  • /42

    $599,900

    $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
  • /27

    $625,000

    $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
  • /32

    $454,900

    Open Sun 12PM - 1:30PM $20K 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 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
  • /36

    $444,000

    Open Sat 11:30AM - 1:30PM $21K 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
  • /35

    $539,000

    $46K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    6 Loon Rd, Winchendon, MA 01475

    **NEW PRICE $539,000! MOTIVATED SELLER RELOCATING FOR WORK & WANTS THIS HOME SOLD!** Take another look at this beautiful Colonial, privately set on 1.28 acres in one of Winchendon's most desirable neighborhoods. Located on a cul-de-sac with just 3 homes, this property offers privacy, mature landscaping, perennial gardens & exceptional curb appeal. A welcoming wraparound farmer's porch leads into

    Cory Gracie LAER Realty Partners

    6 Loon 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
  • /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
  • /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
  • /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
  • /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

Frequently Asked Questions

What is the average home price in Winchendon, MA?
Homes for sale in Winchendon, MA have an average home price of $434,191.
How many homes have sold over the last 12 months in Winchendon, MA?
113 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 $412,500. If you put a 20% down payment of $82,500 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $2,120 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 Price Trends

Median Sale Price
$410,000
Median Single Family Sale Price
$410,000
Median Townhouse Sale Price
$380,000
Median 2 Bedroom Sale Price
$350,000
Median 1 Bedroom Sale Price
$117,500
Average Price Per Sq Ft
$254
Number of Homes for Sale
9
Last 12 months Home Sales
113
Months of Supply
1.00
Median List Price
$412,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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