34

Winchendon, MA Homes for Sale

Section Image Section Image
  • /41

    $564,900

    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft

    47-LT 244 Doyle Ave, Winchendon, MA 01475

    MOVE-IN READY! Discover this stunning brand-new Colonial set on 4 acres in the beautiful Doyle Estates neighborhood. Surrounded by wooded privacy, this quality-built home offers 1,834 sq. ft. of stylish living space. The open-concept layout features luxury vinyl plank flooring, a spacious living room and a convenient mudroom with a custom bench, storage, and half bath. The fully applianced

    Agent Photo

    Cory Gracie

    LAER Realty Partners

    (351) 444-5205

    47-LT 244 Doyle Ave, Winchendon, MA 01475
  • /40

    $395,000

    • 4 Beds
    • 1.5 Baths
    • 1,861 Sq Ft

    13 Cedar Terrace, Winchendon, MA 01475

    Beautifully renovated 4-bedroom, 1.5-bath home in Winchendon featuring a brand-new kitchen with quartz countertops, stainless steel appliances, center island, and built-in wine rack. Enjoy the open layout with brand-new flooring throughout, complemented by modern updates including new electrical, new heating system, and new roof. The spacious bedrooms offer plenty of natural light, while the

    Agent Photo

    Luiz Fernando Coelho

    The Neighborhood Realty Group

    (351) 777-1376

    13 Cedar Terrace, Winchendon, MA 01475
  • /39

    $559,900

    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft

    49 Doyle Ave, Winchendon, MA 01475

    Discover this stunning brand-new Colonial set on 4.5 acres in the beautiful Doyle Estates neighborhood. This quality-built home offers 1,834 sq. ft. of stylish living space. The open-concept layout features luxury vinyl plank flooring, a spacious living room and a convenient mudroom with a custom bench, storage, and half bath. The fully kitchen will have granite countertops, maple cabinetry and

    Agent Photo

    Cory Gracie

    LAER Realty Partners

    (351) 208-1889

    49 Doyle Ave, Winchendon, MA 01475
  • /37

    $385,000

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft

    34 West St, Winchendon, MA 01475

    Investors or owner-occupants, don’t miss this charming and well-maintained two-family home, perfectly situated for commuters. Each unit features 2 bedrooms, a welcoming living room, an eat-in kitchen, full bath, covered porch and back deck—ideal for comfortable living. The property has seen a large number of capital improvements within the last year to include; a new roof, new vinyl siding, one

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 222-3246

    34 West St, Winchendon, MA 01475
  • /4

    $100,000

    • Land
    • 1.46 Acres
    • $68,493 per Acre

    0 Vaine St, Winchendon, MA 01475

    Beautiful building lot located on a dead end road close to downtown, the new Ampitheater, and Winchendons North Central Pathway which is a 16 mile scenic bike path. This property has building restrictions and must meet the requirements for affordable housing. This location, and having town water makes this a desirable lot to build your forever home.

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 247-3920

    0 Vaine St, Winchendon, MA 01475
  • /42

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    24 Vaine St, Winchendon, MA 01475

    This charming oversized 3-bedroom ranch is on a quiet dead-end street, just minutes to town. This beautifully maintained home features a spacious living room with a cozy fireplace and a generous picture window that fills the space with natural light. The amazing family room boasts cathedral ceilings and a wood stove, creating a warm, inviting enviornment for gatherings and cozy nights. The

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 200-3599

    24 Vaine St, Winchendon, MA 01475
  • /41

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 2,120 Sq Ft

    405 Hale St, Winchendon, MA 01475

    Looking for a move in ready home, low maintenance, amble space and a private back yard Welcome Home to 405 Hale Street. Step inside to this inviting 3-bedroom, 2.5-bath, 2,100 sq. ft. colonial and feel right at home. The entry greets you with a built-in bench, leading to a kitchen featuring granite countertops and ample storage. The living room boasts a propane fireplace and vaulted ceiling,

    Agent Photo

    Maurissa Thibeault

    LAER Realty Partners

    (351) 200-0819

    405 Hale St, Winchendon, MA 01475
  • /10

    $549,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,652 Sq Ft

    371 Hitchcock Rd, Winchendon, MA 01475

    This brand new 3-bedroom, 2.5-bath Colonial on 4.8 wooded acres is under construction. Quality built 3 bedroom, 2.5 bath home offers 1,652’ of living area with an oversized attached 1-car garage. The inviting farmer’s porch with composite decking leads into an open-concept first floor featuring the kitchen with granite countertops, an island and dining area with access to a 12x12 deck overlooking

    Agent Photo

    Cory Gracie

    LAER Realty Partners

    (351) 222-8835

    371 Hitchcock Rd, Winchendon, MA 01475
  • /15

    $379,900

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    1135 Alger St, Winchendon, MA 01475

    Welcome to this charming 22-year-young Colonial tucked away on just over an acre of serene, wooded privacy. Featuring three spacious bedrooms and 11⁄2 bathrooms, the home offers front-to-back living & dining rooms, creating warm and inviting spaces for gathering and everyday living. On the first floor, enjoy the flexible room—perfect as an office, playroom, or guest space—offering versatility to

    Wendy Poudrette Foster-Healey Real Estate

    1135 Alger St, Winchendon, MA 01475
  • /18

    $420,000

    • 4 Beds
    • 1 Bath
    • 1,343 Sq Ft

    706 Brown St, Winchendon, MA 01475

    Nestled in the charming town of Winchendon, Massachusetts, the single family residence at 706 Brown St presents an opportunity to invest in a property with considerable potential. Built in 1983, this home offers a solid foundation for creating the living space you have always envisioned. The heart of this single family residence is undoubtedly its expansive lot, spanning 88,165 square feet, which

    Thomas Pultorak Foster-Healey Real Estate

    706 Brown St, Winchendon, MA 01475
  • /38

    $525,000

    • 3 Beds
    • 3 Baths
    • 2,070 Sq Ft

    330 Benjamin St, Winchendon, MA 01475

    Welcome to this charming ranch-style home nestled on over 3 acres of picturesque land. Enter to a spacious formal living & dining area, filled w/ natural light through a large picture window. A comfortable den w/ fireplace & sliding glass doors opens to your back deck. The kitchen boasts a farmhouse sink & a dining area w/ a bay window overlooking your vast backyard. This home offers a convenient

    Leslie Tondreau Lamacchia Realty, Inc.

    330 Benjamin St, Winchendon, MA 01475
  • /20

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    67 Hill St, Winchendon, MA 01475

    Nestled on a large 6.47 acre lot in the charming town of Winchendon, this new home offers a unique opportunity to embrace refined country living in a private setting. This attractive property is ready to welcome you. The kitchen is a culinary dream, featuring a large kitchen island that serves as a natural gathering place, complemented by sleek stone countertops and stylish cabinets that provide

    Paul Collette Keller Williams Realty North Central

    67 Hill St, Winchendon, MA 01475
  • /36

    $530,000

    • 3 Beds
    • 2 Baths
    • 2,648 Sq Ft

    21 Sibley Rd, Winchendon, MA 01475

    Spacious Colonial on Over 4 Acres of Tranquility. Enjoy 2,648 sq ft of comfortable living space nestled on 4.13 private acres in a serene, natural setting. Built in 2004, this 7-room, 3-bedroom, 2-bath Colonial offers a flexible layout and plenty of charm. The expansive 28' x 22' living/family room is great for gathering, while the formal dining room and den—both with hardwood floors—add elegance

    Brian Forgues Elm Grove Realty, LLC

    21 Sibley Rd, Winchendon, MA 01475
  • /34

    $400,000

    • 3 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    790 River St, Winchendon, MA 01475

    Showings begin immediately! This 2003-built ranch sits on a secluded 2.25-acre lot surrounded by trees, spring & summer blooms, berries & visiting wildlife—plus your own small backyard pond & fire pit for relaxing evenings outdoors. A spacious mudroom welcomes you with direct access to the backyard & attached 2-car garage. Just a few steps up, the kitchen features laminate flooring, natural-toned

    Blood Team Realty Group Keller Williams Realty - Merrimack

    790 River St, Winchendon, MA 01475
  • /32

    $449,900 Open Sat 11AM - 12PM

    • 3 Beds
    • 1.5 Baths
    • 1,715 Sq Ft

    35 Hillside Dr, Winchendon, MA 01475

    Welcome to 35 Hillside Drive, a beautifully updated 3-bedroom, 1.5-bath split-level home offering comfort, style, and privacy just steps from Lake Monomonac. This move-in-ready property features a new roof, new kitchen with stainless steel appliances, quartz countertops, and a spacious island ideal for everyday living and entertaining. The main level showcases engineered hardwood flooring,

    Timea Godor LAER Realty Partners

    35 Hillside Dr, Winchendon, MA 01475
  • /42

    $395,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,507 Sq Ft

    41 Peggi Ln, Winchendon, MA 01475

    Your new home awaits! This immaculate ranch-style property in the 55+ Glenwood Park community offers a unique blend of independence and low maintenance. The heart of this home is undoubtedly the open concept living and dining area, filled with warm natural light and flow into a kitchen with abundant cabinets and thoughtful upgrades. Pristine bedrooms and baths also feature closets with custom

    Ivana Bellorado Coldwell Banker Realty - Leominster

    41 Peggi Ln, Winchendon, MA 01475
  • /38

    $385,000

    • 3 Beds
    • 1.5 Baths
    • 2,128 Sq Ft

    29 Winter St, Winchendon, MA 01475

    The perfect Home, a gorgeous colonial with over 100 years of history and original bullseye molding, was built by the original owner, offering a spacious and updated living environment. Upstairs, three enormous bedrooms have fresh paint, new comfy carpet, and walk-in closets including two in the primary bedroom plus full bath with classic tile. Downstairs, oversized rooms include large,

    Jonathan Minerick homecoin.com

    29 Winter St, Winchendon, MA 01475
  • /23

    $239,900 Open Sat 9AM - 11AM

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    15 Colonial Ln, Winchendon, MA 01475

    Here’s your opportunity to get into this coveted 55+ park! Built in 2007, this youngster has all the modern conveniences & layout, plus an extra-wide carport and extra-thick skirting to help keep things nice and cozy in winter. Being on an elevated lot means you have a lush, verdure view right from your kitchen window! And storage shed for all the garden gadgets. The Glenwood neighborhood is

    Darlene Rossi Morin Real Estate

    15 Colonial Ln, Winchendon, MA 01475
  • /42

    $649,999

    • 3 Beds
    • 3 Baths
    • 1,794 Sq Ft

    17 W Shore Dr, Ashburnham, MA 01430

    Stunning A-frame home overlooking Sunset Lake offers a rare blend of natural beauty, modern updates, and exceptional privacy. The moment you arrive, the floor-to-ceiling window wall captures your attention, perfectly framing views of the New England landscape. Expansive deck extends the living space outdoors, providing the ideal setting for entertaining, sun bathing, or enjoy the sun rising over

    Nancy Day Berkshire Hathaway HomeServices Stephan Real Estate

    17 W Shore Dr, Ashburnham, MA 01430
  • /12

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    21 Cottage St, Winchendon, MA 01475

    21 Cottage St, Winchendon, MA, presents a single-family home, newly built and ready to welcome its first residents. This new home offers the promise of modern living within a peaceful setting. The residence features three bedrooms, providing comfortable accommodations for rest and relaxation. Two full bathrooms and one-half bathroom offer convenience and functionality, ensuring that the needs of

    Paul Collette Keller Williams Realty North Central

    21 Cottage St, Winchendon, MA 01475
  • /19

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    27 Cottage St, Winchendon, MA 01475

    27 Cottage St, Winchendon, MA, presents a single-family residence, newly built and ready to welcome its first residents. This new home offers the promise of modern living within a peaceful setting. The residence features three bedrooms, providing comfortable accommodations for rest and relaxation. Two full bathrooms and one-half bathroom offer convenience and functionality, ensuring that the

    Paul Collette Keller Williams Realty North Central

    27 Cottage St, Winchendon, MA 01475
  • /28

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,289 Sq Ft

    728 River St, Winchendon, MA 01475

    Follow the long, picturesque driveway and discover a world of privacy, luxury, and calm complete with a pool, outdoor jacuzzi, encompassed in 24 acres of land. Spanning approximately 2,289 square feet, this home features 3 bedrooms, 2 full baths, an office, a family room and a generous 2 car garage. Step inside to a beautiful open concept living area featuring vaulted ceilings and a seamless flow

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    728 River St, Winchendon, MA 01475
  • /23

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,396 Sq Ft

    156 Bayberry Cir, Winchendon, MA 01475

    Welcome to this 3-bedroom, 2.5-bath Colonial situated on Bayberry Circle! Enjoy a fenced-in backyard perfect for outdoor entertaining, complete with an above-ground pool and back deck or relax out on the inviting front porch. The first floor offers a welcoming open floor plan featuring a spacious living room and a modern kitchen with a center island, granite countertops, and an adjoining dining

    Lana Kopsala Coldwell Banker Realty - Leominster

    156 Bayberry Cir, Winchendon, MA 01475
  • /42

    $874,900

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    1 Roberts Way, Winchendon, MA 01475

    Westminster New Construction just listed and ready to go—be in before Thanksgiving! This home has 2,800 square feet, with 8 large rooms. Hardwood and tile flooring throughout the first floor and common areas. The expansive open kitchen, dining, living and den/play areas give you layout flexibility. The kitchen features an 8’ kitchen island and pantry closet, as well as attractive cabinets, quartz

    Jennifer Shenk Keller Williams Realty North Central

    1 Roberts Way, Winchendon, MA 01475
  • /33

    $365,000

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    759 Brown St, Winchendon, MA 01475

    Welcome home to this sweet and cozy ranch, perfectly situated on a spacious, level lot with a fenced-in yard—ideal for outdoor enjoyment, gardening, or simply relaxing. Inside, you’ll find 3 comfortable bedrooms, 1.5 baths, an updated kitchen, and both a welcoming living room/family room, providing plenty of space for everyone to spread out.Featuring nice flooring in much of the home, all that’s

    Emily Therrien Winslow Homes LLC

    759 Brown St, Winchendon, MA 01475
  • /38

    $455,000

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    80 Elmwood Rd, Winchendon, MA 01475

    Welcome to 80 Elmwood Rd! A beautifully maintained 3-bedroom, 2.5-bath young colonial built in 2017. Step inside to find gleaming hardwood floors, a spacious open layout, and a stylish kitchen featuring granite countertops and plenty of closet storage on the 1st floor. The inviting dining area is accented with modern wood paneling, creating a perfect space for gatherings. Upstairs, you'll find

    Adrian Olivera Keller Williams Realty North Central

    80 Elmwood Rd, Winchendon, MA 01475
  • /11

    $410,000

    • 5 Beds
    • 2 Baths
    • 2,544 Sq Ft

    150-152 Mill Cir, Winchendon, MA 01475

    REDUCED price to give more buyers access to home ownership! The multi-family residence offers a unique investment opportunity Built in 1980, this property presents a chance to own a substantial residence with considerable potential. Duplex living with side by side units and separate driveways offers practical accommodations for residents, lending itself to a variety of configurations. The

    Peter Costa Spencer Home Realty

    150-152 Mill Cir, Winchendon, MA 01475
  • /24

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 1,666 Sq Ft

    160 Lakeshore Dr, Winchendon, MA 01475

    Located on one of the nicest streets in Winchendon, this classic colonial offers comfortable living and room for expansion. Situated on a little over an acre of land, abutting Whitney Pond - waterfront property without the waterfront price! Upon entering the front to back living room, you will be greeted by refinished hardwood floors, fresh paint, brick fireplace and energy saving pellet stove.

    Terry Lupien Morin Real Estate

    160 Lakeshore Dr, Winchendon, MA 01475
  • /13

    $390,000

    • 4 Beds
    • 2 Baths
    • 2,242 Sq Ft

    19 Chestnut St, Winchendon, MA 01475

    Currently configured as a multi-unit residence but could be converted to a single-unit dwelling for larger household. Nice condition. Clean. Much updating over the years. Both apartment empty. Upstairs 4-bedroom unit currently available for new owner's Immediate use. Downstairs, 1 bedroom apartment empty and ready for immediate use.. House has bricked facade street faced room that possibly could

    Jonathan Minerick homecoin.com

    19 Chestnut St, Winchendon, MA 01475
  • /9

    $125,000

    • Land
    • 13.1 Acres
    • $9,542 per Acre

    0 Glenallen St, Winchendon, MA 01475

    Prime Land Opportunity for Builders! This beautiful 13+/- acre parcel is situated on two streets, with the scenic North Branch Millers River running through it, offering both charm and potential. With access points on Route 202 near the New Hampshire border and Lake View Drive, this property provides a unique opportunity for potential development. Surrounded by nature, it’s an ideal canvas for

    Timothy McGibbon Gibson Sotheby's International Realty

    0 Glenallen St, Winchendon, MA 01475
  • /42

    $920,000

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft

    16 2nd St, Winchendon, MA 01475

    AGENT IS OWNER. Life Long Memories Await at this Beautiful Waterfront House on Desirable Lake Monomonac! You will love the incredible Open layout !! Lots of cabinet space w/ center island , quartz counters, brilliant natural lighting and fixtures. Huge master suite over looking the water. 6 ft whirlpool tub in the master bath, walk-in closet. New Heated in Ground Salt Water Pool "Fiberglass" and

    Robert Matewsky Keller Williams Realty North Central

    16 2nd St, Winchendon, MA 01475
  • /6

    $45,000

    • Land
    • 0.34 Acre
    • $132,353 per Acre

    Lot 14 Baldwinville State Rd, Winchendon, MA 01475

    Nestled in a prime location, this small lot offers a rare opportunity for those seeking convenience and accessibility. Situated in a lovely area near lake Dennison, it boasts easy access to major routes and area amenities, making it ideal for prospective buyers looking to build a home or invest in property development. The level terrain simplifies the construction process, allowing for a

    Ruth Truesdell Acres Away Realty, Inc.

    Lot 14 Baldwinville State Rd, Winchendon, MA 01475
  • /41

    $460,000

    • 4 Beds
    • 1 Bath
    • 1,824 Sq Ft

    495 Winchendon Rd, Ashburnham, MA 01430

    Prime Opportunity for Equestrians & Investors! This versatile property combines rural charm with business potential. This home offers 4-bedrooms, 1-bath featuring a walk-up attic, offering plenty of room to customize or expand. Adjacent to the home is a spacious barn equipped with tack room, storage hay loft, and three horse stalls—ready for immediate use. The property includes two separate

    Charlotte Marrocco-Mohler Berkshire Hathaway HomeServices Verani Realty

    495 Winchendon Rd, Ashburnham, MA 01430
  • /23

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,701 Sq Ft

    940 Clark St, Gardner, MA 01440

    Private Log home with 3 beds and 2 baths - On over 2 acres. Pine throughout with a fireplace. Harwoods on the first floor and Pine on the second floor, bathrooms and kitchen have tile. A new water treatment system and boiler was serviced for this coming season. The basement had been partially finished. Private large yard with 2 large sheds. The back deck is large and private.

    John Vangos Alpha Realty

    940 Clark St, Gardner, MA 01440

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.

Frequently Asked Questions

What is the average home price in Winchendon, MA?
Homes for sale in Winchendon, MA have an average home price of $439,153.
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 are the most popular zip codes in Winchendon, MA?
The most popular zip codes in Winchendon, MA include 01475, 01473, 01430, 01436 and 01468.
How much do you need to make to afford a house in Winchendon?
The median home price in Winchendon is $427,000. If you put a 20% down payment of $85,400 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $2,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $90K a year to afford the median home price in Winchendon.
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 Oakmont Regional High School. Browse all the schools in Winchendon, MA to learn more.

Home Trends in Winchendon, MA

Housing Trends

Median Sale Price
$408,000
Median Single Family Sale Price
$416,800
Median Townhouse Sale Price
$430,000
Median 2 Bedroom Sale Price
$227,500
Average Price Per Sq Ft
$248
Number of Homes for Sale
22
Last 12 months Home Sales
108
Months of Supply
2.40
Median List Price
$427,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
How to Buy a Home How to Finance a Home How to Sell a Home