4,751

Winchendon, MA Homes

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  • /37

    $490,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    231 River St, Winchendon, MA 01475

    Stunning 3-Bed, 2.5-Bath Colonial on 2.28 Private Acres! Step into this beautifully maintained home featuring a spacious open kitchen with breakfast bar, sun-filled living room with deck access, and formal dining with hardwood floors. The luxurious primary suite boasts a walk-in closet, bonus office space, and spa-like bath with Jacuzzi tub. Two additional bedrooms, serene backyard, 2-car garage,

    Agent Photo

    Juan Lopera-Martinez

    eXp Realty

    (351) 300-5743

    231 River St, Winchendon, MA 01475
  • /7

    $1,375 total monthly price

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft
    • Condo for Rent

    250 Spring Cir Unit 2, Winchendon, MA 01475

    The apartment is a few blocks away from the downtown area, which offers retail stores, CVS, Walgreens and much more, including the Town Hall, post office and police station.Tenant pays electric for heat/hot water/cooking and lights.One cat allowed and no dogs please.Parking off street for 2 carsCoin-op laundry in the buildingNO BROKER FEE OR APPLICATION FEEMANDATORY

    250 Spring Cir Unit 2, Winchendon, MA 01475
  • /40

    $380,000 Sold Feb 18, 2026

    13 Cedar Terrace, Winchendon, MA 01475

    • 4 Beds
    • 1.5 Baths
    • 1,861 Sq Ft
    • Built 1920

    Last Sold Summary

    • 11% Below List Price
    • $204/SF
    • 121 Days On Market

    Last Listing Agent Luiz Fernando Coelho The Neighborhood Realty Group

    13 Cedar Terrace, Winchendon, MA 01475
    • /20

      Est $394,506 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,830 Sq Ft

      6 Hyde St, Winchendon, MA 01475

      6 Hyde St, Winchendon, MA 01475
  • /16

    $339,900

    • 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
  • /11

    $1,550 total monthly price

    • 2 Beds
    • 1 Bath
    • Apartment for Rent

    202 Glenallen St Unit 2, Winchendon, MA 01475

    Great location w/easy access to RT-2 and all area amenities. Owners are almost done prepping the unit for occupancy; it will be ready for 3/1. New paint and flooring throughout the unit. 2nd floor unit w/a spacious eat-in kitchen, equipped with a stove, fridge and dishwasher, so all you'll need is your own microwave. Plenty of cabinetry and pantry space. One full bath off the kitchen w/new vanity

    Brian Donoghue Universal Property Management

    202 Glenallen St Unit 2, Winchendon, MA 01475
  • /37

    $580,000 Sold Dec 22, 2025

    71 Woodlawn St, Winchendon, MA 01475

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $356/SF
    • 20 Days On Market

    Last Listing Agent Paul Michaud Freedom Real Estate

    71 Woodlawn St, Winchendon, MA 01475
    • /42

      Est $517,487 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,086 Sq Ft

      183 Mill Glen Rd, Winchendon, MA 01475

      183 Mill Glen Rd, Winchendon, MA 01475
  • /40

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,394 Sq Ft

    226 Glenallen St, Winchendon, MA 01475

    This is a beautifully updated three-bedroom home; move-in-ready property features a renovated kitchen with new cabinetry, granite countertops, and brand-new appliances. The kitchen opens to a bright dining area with vaulted ceilings, creating an airy, open feel perfect for gatherings. A first-floor laundry area adds everyday convenience. The sun-filled porch offers an ideal space for a home

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    (351) 333-5765

    226 Glenallen St, Winchendon, MA 01475
  • /42

    $870,000 Sold Jan 15, 2026

    16 2nd St, Winchendon, MA 01475

    • 3 Beds
    • 2.5 Baths
    • 2,540 Sq Ft
    • Built 1959

    Last Sold Summary

    • 7% Below List Price
    • $343/SF
    • 28 Days On Market

    Last Listing Agent Robert Matewsky Keller Williams Realty North Central

    16 2nd St, Winchendon, MA 01475
    • /42

      Est $808,297 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,454 Sq Ft

      94 Mill Glen Rd, Winchendon, MA 01475

      94 Mill Glen Rd, Winchendon, MA 01475
  • /40

    $489,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,093 Sq Ft

    431 Teel Rd, Winchendon, MA 01475

    Open house cancelled 1/25 !!Embrace the opportunity to own this charming 3-bedroom, 2.5-bath Colonial single-family home showcasing quality craftsmanship and character throughout. Enjoy exceptional space and privacy, nestled on an extensive 2 acre lot. The kitchen features stainless steel appliances, granite countertops, and warm maple cabinetry. A convenient half bath is located on the first

    Agent Photo

    Matheus Goncalves

    Mega Realty Services

    (351) 529-6864

    431 Teel Rd, Winchendon, MA 01475
  • /12

    $80,000 Sold Aug 21, 2025

    80 North St, Winchendon, MA 01475

    • 3 Beds
    • 1 Bath
    • 956 Sq Ft
    • Built 1920

    Last Sold Summary

    • 33% Below List Price
    • $84/SF
    • 1 Day On Market

    Current Estimated Value $145,078

    Last Listing Agent Wendy Poudrette Foster-Healey Real Estate

    80 North St, Winchendon, MA 01475
    • /41

      Est $423,378 Not Listed For Sale

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

      145 Bayberry Cir, Winchendon, MA 01475

      145 Bayberry Cir, Winchendon, MA 01475
  • /29

    $399,999 Pending

    • 2 Beds
    • 2 Baths
    • 1,693 Sq Ft

    45 Phyllis Rd, Winchendon, MA 01475

    Welcome home to a well-maintained split in a quiet neighborhood offering comfort, value, and outdoor living. The property features solar panels for energy efficiency, along with a newer roof, windows, and vinyl siding for low-maintenance ownership. The yard extends well beyond the fenced-in area, offering additional space for recreation, gardening, or play. Enjoy nearby hiking and walking trails,

    Bessie Coutu Real Estate Exchange

    45 Phyllis Rd, Winchendon, MA 01475
  • /25

    $394,000 Sold Dec 17, 2025

    103 Maple St, Winchendon, MA 01475

    • 5 Beds
    • 2.5 Baths
    • 2,776 Sq Ft
    • Built 1885

    Last Sold Summary

    • 5% Below List Price
    • $142/SF
    • 43 Days On Market

    Last Listing Agent Wendy Poudrette Foster-Healey Real Estate

    103 Maple St, Winchendon, MA 01475
    • /4

      Est $716,958 Not Listed For Sale

      • 2 Beds

      678 Spring St, Winchendon, MA 01475

      678 Spring St, Winchendon, MA 01475
  • /38

    $525,000 Pending

    • 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
  • /42

    $644,000 Sold Jan 20, 2026

    17 W Shore Dr, Ashburnham, MA 01430

    • 3 Beds
    • 3 Baths
    • 1,794 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Below List Price
    • $359/SF
    • 61 Days On Market

    Last Listing Agent Nancy Day Berkshire Hathaway HomeServices Stephan Real Estate

    17 W Shore Dr, Ashburnham, MA 01430
    • /23

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,103 Sq Ft

      9 Crescent Rd, Winchendon, MA 01475

      9 Crescent Rd, Winchendon, MA 01475
  • /23

    $399,900 Pending

    • 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

    $440,000 Sold Jul 28, 2025

    45 Town Farm Rd, Winchendon, MA 01475

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Above List Price
    • $241/SF
    • 22 Days On Market

    Current Estimated Value $451,671

    Last Listing Agent Asim Ghani East Key Realty

    45 Town Farm Rd, Winchendon, MA 01475
    • /17

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,173 Sq Ft

      2 Colonial Ln, Winchendon, MA 01475

      2 Colonial Ln, Winchendon, MA 01475
  • /39

    $449,900 Pending

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

    35 Hillside Dr, Winchendon, MA 01475

    Discover easy, move-in-ready living at 35 Hillside Dr, a fully updated 3-bedroom, 1.5-bath split-level home just steps from Lake Monomonac. This home features a new roof, brand new kitchen with quartz countertops, stainless-steel appliances, and a center island. The main level offers brand new engineered hardwood flooring, recessed lighting, and a new slider leading to a private back deck and

    Timea Godor LAER Realty Partners

    35 Hillside Dr, Winchendon, MA 01475
  • /34

    $400,000 Sold Nov 25, 2025

    52 Belmont Ave, Winchendon, MA 01475

    • 4 Beds
    • 2.5 Baths
    • 2,306 Sq Ft
    • Built 1900

    Last Sold Summary

    • $173/SF
    • 5 Days On Market

    Last Listing Agent Laura Rice EXIT New Options Real Estate

    52 Belmont Ave, Winchendon, MA 01475
    • /20

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      1 Colonial Ln, Winchendon, MA 01475

      1 Colonial Ln, Winchendon, MA 01475
  • /41

    $550,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,232 Sq Ft

    10 Russell Farm Rd, Winchendon, MA 01475

    Welcome to Rose Hawk Farm! Built in 2022, this picture perfect, one-level 2 bed 2 bath home offers modern comfort on 11 beautiful acres in Winchendon...and offers a bright, thoughtfully designed living space. This beauty features an open concept living area perfect for entertaining, with a well appointed eat in kitchen that flows into the living room. The spacious primary suite, with walk-in

    Scanlon Real Estate Team eXp Realty

    10 Russell Farm Rd, Winchendon, MA 01475
  • /41

    $350,000 Sold Nov 14, 2025

    34-36 Glenallen St, Winchendon, MA 01475

    • 6 Beds
    • 2 Baths
    • 2,204 Sq Ft
    • Built 1900

    Last Sold Summary

    • 22% Below List Price
    • $159/SF
    • 103 Days On Market

    Last Listing Agent Eric Machuca Results Realty

    34-36 Glenallen St, Winchendon, MA 01475
    • /9

      Not Listed For Sale

      0 Mill Glen Rd, Winchendon, MA 01475

      0 Mill Glen Rd, Winchendon, MA 01475
  • /38

    $510,000 Pending

    • 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 24' x 24' 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
  • /33

    $388,000 Sold Jan 27, 2026

    17 Town Farm Rd, Winchendon, MA 01475

    • 3 Beds
    • 1.5 Baths
    • 1,724 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $225/SF
    • 4 Days On Market

    Last Listing Agent Michael Allen Lamacchia Realty, Inc.

    17 Town Farm Rd, Winchendon, MA 01475
    • /6

      Not Listed For Sale

      0 Beachview Dr, Winchendon, MA 01475

      0 Beachview Dr, 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
  • /42

    $465,000 Sold Aug 29, 2025

    23 Lincoln Ave, Winchendon, MA 01475

    • 3 Beds
    • 1.5 Baths
    • 2,494 Sq Ft
    • Built 1926

    Last Sold Summary

    • 7% Below List Price
    • $186/SF
    • 73 Days On Market

    Current Estimated Value $470,214

    Last Listing Agent Michelle Peterson Elm Grove Realty, LLC

    23 Lincoln Ave, Winchendon, MA 01475
    • /20

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 980 Sq Ft

      17 Colonial Ln, Winchendon, MA 01475

      17 Colonial Ln, Winchendon, MA 01475
  • /4

    $35,000 Pending

    • Land
    • 0.82 Acre
    • $42,683 per Acre

    69 Kemp St, Winchendon, MA 01475

    Wow only 35k!Beautiful wooded lot with a Nice Country Setting yet convenient to the Center of Town. Perc test complete ,3 lots to pic from or Make an Offer on All, each lot has 110 ft of Road Frontage . Great lot to build your dream home or Great investment to build a few spec homes close together. Priced under assessed value!!

    Robert Matewsky Keller Williams Realty North Central

    69 Kemp St, Winchendon, MA 01475
  • /26

    $199,000 Sold Mar 28, 2025

    201 Brown St, Winchendon, MA 01475

    • 1 Bed
    • 1 Bath
    • 782 Sq Ft
    • Built 1938

    Last Sold Summary

    • $254/SF
    • 57 Days On Market

    Current Estimated Value $208,543

    Last Listing Agent Darlene Rossi Morin Real Estate

    201 Brown St, Winchendon, MA 01475
    • /15

      Est $411,209 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      7 Linden St, Winchendon, MA 01475

      7 Linden St, Winchendon, MA 01475
  • /15

    $334,500

    • 4 Beds
    • 1.5 Baths
    • 1,868 Sq Ft

    93 High St, Winchendon, MA 01475

    Spacious nine-room Antique Colonial home located in the Old Centre Historic District, complete with an attached classic New England Barn. The first floor offers a large Eat-in kitchen, Dining room, Living room, Den, One - bedroom, Half bath with laundry area, and a Versatile room with its own separate side entrance—ideal for a Home Office. Upstairs, you’ll find three Bedrooms and a Full bathroom

    Bonnie Stone Stone Farm Real Estate, LLC

    93 High St, Winchendon, MA 01475
  • /14

    $170,000 Sold Jun 02, 2025

    40 Hill St, Winchendon, MA 01475

    • 3 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Built 1800

    Last Sold Summary

    • 9% Below List Price
    • $94/SF
    • 75 Days On Market

    Current Estimated Value $277,690

    Last Listing Agent Thomas Pultorak Foster-Healey Real Estate

    40 Hill St, Winchendon, MA 01475

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winchendon, MA

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$411,000
Median Townhouse Sale Price
$380,000
Median 2 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$254
Number of Homes for Sale
11
Last 12 months Home Sales
113
Months of Supply
1.20
Median List Price
$414,950
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
6%
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