4,760

Winchendon, MA Homes

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  • /32

    $385,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft

    314 Maple St, Winchendon, MA 01475

    Nestled on a desirable corner lot close to downtown amenities, this well-maintained raised ranch offers comfort, space, and endless potential. Beautiful hardwood floors flow throughout the sun-filled living room, where a large bay window brings in an abundance of natural light. The spacious eat-in kitchen features ample cabinetry, a peninsula for additional seating, and a separate dining area

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    314 Maple St, Winchendon, MA 01475
  • /17

    $2,200

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    176 Mill St Unit 2nd floor, Winchendon, MA 01475

    176 Mill St Unit 2nd floor, 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

    Current Estimated Value $455,679

    Last Listing Agent Paul Michaud Freedom Real Estate

    71 Woodlawn St, Winchendon, MA 01475
    • /16

      Est $171,258

      Not Listed For Sale

      322 Maple St, Winchendon, MA 01475

      • 2 Beds
      • 1 Bath
      • 916 Sq Ft
      • Built 1900
      322 Maple St, Winchendon, MA 01475

      Last Sold Summary

      • 218 Days On Market

  • /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
  • /9

    $2,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    124 Lincoln Ave Unit 2, Winchendon, MA 01475

    Presenting an appealing opportunity for lease, this residential property, located at 124 Lincoln Ave U:2 in Winchendon, MA, United States, offers a thoughtfully arranged living environment. Situated on the second floor, this residence encompasses a comfortable 1100 square feet of living area, providing an inviting canvas for personal expression and daily pursuits. The thoughtfully designed layout

    James Dickey Community Real Estate Property Management

    124 Lincoln Ave Unit 2, Winchendon, MA 01475
  • /42

    $555,000

    Sold May 08, 2026

    34 Prospect St, Winchendon, MA 01475

    • 5 Beds
    • 3 Baths
    • 2,498 Sq Ft
    • Built 1801

    Last Sold Summary

    • 1% Above List Price
    • $222/SF
    • 16 Days On Market

    Current Estimated Value $546,095

    Last Listing Agent Michelle Peterson Elm Grove Realty, LLC

    34 Prospect St, Winchendon, MA 01475
    • /41

      Est $411,234

      Not Listed For Sale

      145 Bayberry Cir, Winchendon, MA 01475

      • 3 Beds
      • 2.5 Baths
      • 1,396 Sq Ft
      • Built 2014
      145 Bayberry Cir, Winchendon, MA 01475

      Last Sold Summary

      • 7 Days On Market

  • /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

    $1,900 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    322 Central St Unit 2, Winchendon, MA 01475

    Presenting 322 Central Street U:2 in Winchendon, MA, United States, this residential property offers a distinguished leasing opportunity within a locale of notable character. This residence, originally constructed in 1900, provides a unique canvas for refined living. The interior encompasses three thoughtfully designed bedrooms, each presenting an opportunity for personal comfort and repose

    Scott Bascom eXp Realty LLC

    322 Central St Unit 2, 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

    Current Estimated Value $833,579

    Last Listing Agent Robert Matewsky Keller Williams Realty North Central

    16 2nd St, Winchendon, MA 01475
    • /4

      Not Listed For Sale

      678 Spring St, Winchendon, MA 01475

      • 2 Beds
      • Built 1988
      678 Spring St, Winchendon, MA 01475

      Last Sold Summary

      • 168 Days On Market

  • /28

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    26 Royalston Rd N, Winchendon, MA 01475

    Opportunity awaits with this 3-bedroom, 1.5-bath Cape situated on a sunny and spacious 0.69-acre lot. The first floor offers an eat-in kitchen, a front-to-back living room, a full bath, and a convenient first-floor primary bedroom. Upstairs, you'll find two additional bedrooms and a half bath, providing a functional layout. With some vision and updates, this property has the potential to become a

    Agent Photo

    Michelle Peterson

    Elm Grove Realty, LLC

    26 Royalston Rd N, Winchendon, MA 01475
  • /6

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft
    • House for Rent

    72 Ash St, Winchendon, MA 01475

    **Open House Friday 7/17 from 4-5pm** Back on the market! Spacious and updated 3-4 bedroom single family home available for rent in Winchendon. This well-maintained property offers a flexible floor plan with generous living and dining areas, hardwood flooring, and plenty of natural light throughout. The first floor includes a 3⁄4 bath and bonus room that could be used as a 4th bedroom or home

    Ayden Hardy Better Homes and Gardens Real Estate - The Masiello Group

    72 Ash St, 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 $179,002

    Last Listing Agent Wendy Poudrette Foster-Healey Real Estate

    80 North St, Winchendon, MA 01475
    • /23

      Not Listed For Sale

      9 Crescent Rd, Winchendon, MA 01475

      • 2 Beds
      • 1 Bath
      • 1,103 Sq Ft
      • Built 1985
      9 Crescent Rd, Winchendon, MA 01475

      Last Sold Summary

      • 9 Days On Market

  • /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
  • /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

    Current Estimated Value $393,820

    Last Listing Agent Wendy Poudrette Foster-Healey Real Estate

    103 Maple St, Winchendon, MA 01475
    • /30

      Not Listed For Sale

      5 Congress Rd, Winchendon, MA 01475

      • 2 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1985
      5 Congress Rd, Winchendon, MA 01475

      Last Sold Summary

      • 8 Days On Market

  • /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
  • /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

    Current Estimated Value $34,042

    Last Listing Agent Nancy Day Berkshire Hathaway HomeServices Stephan Real Estate

    17 W Shore Dr, Ashburnham, MA 01430
    • /20

      Not Listed For Sale

      1 Colonial Ln, Winchendon, MA 01475

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 2002
      1 Colonial Ln, Winchendon, MA 01475

      Last Sold Summary

      • 4 Days On Market

  • /42

    $389,500

    Pending
    • 4 Beds
    • 2 Baths
    • 1,948 Sq Ft

    38 West St, Winchendon, MA 01475

    Fully Renovated 2-Family – Turnkey Investment Opportunity Beautifully updated and move-in ready, this side-by-side 2-family property has been thoughtfully renovated, offering a rare opportunity for both investors and owner-occupants. Each unit spans two floors and features modern finishes throughout. A separate heating system (installed in 2024) and brand-new oil tanks. Unit 1 offers an updated

    Piyarat Intachim-Kaufman Excelsior Realty

    38 West St, 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

    Current Estimated Value $404,044

    Last Listing Agent Laura Rice EXIT New Options Real Estate

    52 Belmont Ave, Winchendon, MA 01475
    • /42

      Not Listed For Sale

      14 School Square, Winchendon, MA 01475

      • 8 Beds
      • 3.5 Baths
      • 3,437 Sq Ft
      • Built 1900
      14 School Square, Winchendon, MA 01475

      Last Sold Summary

      • 4 Days On Market

  • /35

    $568,900

    Open Sat 1PM - 3PM $16K 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 and is tucked away on a cul de sac with only three homes. Step into an open foyer & an open concept layout with hardwood floors throughout, lots of natural light, a gas fireplace in the living room plus a front to back

    Cory Gracie LAER Realty Partners

    6 Loon 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

      Last Sold Summary

      • 4 Days On Market

  • /21

    $399,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    164 Lincoln Ave, Winchendon, MA 01475

    Welcome to this well-maintained 2-bedroom, 2-bath split-level ranch situated on just over a half-acre of fully fenced land. Built in 1994, this home offers the benefits of newer construction and a thoughtfully designed layout with approximately 1,460 square feet of comfortable living space. The bright and functional floor plan makes the most of every square foot, providing easy everyday living

    Elizabeth Purdy DeVries Dolber Realty, LLC

    164 Lincoln Ave, 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 $467,908

    Last Listing Agent Michelle Peterson Elm Grove Realty, LLC

    23 Lincoln Ave, Winchendon, MA 01475
    • /6

      Not Listed For Sale

      0 Beachview Dr, Winchendon, MA 01475

      0 Beachview Dr, Winchendon, MA 01475

      Last Sold Summary

      • 2 Days On Market

  • /35

    $569,900

    $10K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft

    40 Doyle Ave, Winchendon, MA 01475

    Welcome home to this beautifully maintained 3-year-old home that offers the perfect blend of modern comfort and peaceful country living! Situated on nearly 2.5 acres, this spacious 3 bed, 2.5 bath property delivers style and functionality. Come inside to discover a bright open concept kitchen, with maple cabinetry, granite countertops, SS appliances, LVP flooring flowing seamlessly into the

    The Knox Real Estate Team William Raveis R.E. & Home Services

    40 Doyle Ave, Winchendon, MA 01475
  • /33

    $400,000

    Sold Apr 30, 2026

    250 Teel Rd, Winchendon, MA 01475

    • 3 Beds
    • 1 Bath
    • 1,375 Sq Ft
    • Built 1999

    Last Sold Summary

    • 8% Above List Price
    • $291/SF
    • 6 Days On Market

    Current Estimated Value $398,501

    Last Listing Agent Laura Rice EXIT New Options Real Estate

    250 Teel Rd, Winchendon, MA 01475
    • /15

      Est $428,403

      Not Listed For Sale

      7 Linden St, Winchendon, MA 01475

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2017
      7 Linden St, Winchendon, MA 01475

      Last Sold Summary

      • 15 Days On Market

  • /42

    $1,200,000

    $300K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    226 Lakeview Dr, Winchendon, MA 01475

    Luxury living on the lake! This stunning home built in 2023 set upon 75' of private sandy beach waterfrontage. A true rare find upon Lake Monomonac which spans Mass/NH. The owners left no thought out of this custom waterfront home. Enjoy living on one floor with views of the water everywhere you turn. Well designed kitchen with waterfall quartz counter tops, high end appliances and over sized

    Amy Reisert Borderline Realty

    226 Lakeview Dr, Winchendon, MA 01475
  • /29

    $395,000

    Sold Jun 24, 2026

    53 Town Farm Rd, Winchendon, MA 01475

    • 3 Beds
    • 1 Bath
    • 1,586 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Above List Price
    • $249/SF
    • 4 Days On Market

    Current Estimated Value $389,968

    Last Listing Agent Lisa Sheridan Coldwell Banker Realty

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

      Est $756,684

      Not Listed For Sale

      125 Teel Rd, Winchendon, MA 01475

      • 4 Beds
      • 2.5 Baths
      • 3,060 Sq Ft
      • Built 2020
      125 Teel Rd, Winchendon, MA 01475

      Last Sold Summary

      • 13 Days On Market

  • /35

    $385,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    98 Morse Ave, Winchendon, MA 01475

    This is what you've been waiting for! What a charming home with bright and sunny spaces, high ceilings, and tasteful updates throughout! A lovely front porch with sitting area welcomes you to the sun-filled and warm living space with wide front windows. Enter into the graceful dining room with high ceiling, wainscoting, and natural light from the side porch sliding door. The beautiful and bright

    Matthew Bodanza Bodanza Realty LLC

    98 Morse Ave, Winchendon, MA 01475
  • /15

    $315,000

    Sold Apr 09, 2026

    93 High St, Winchendon, MA 01475

    • 4 Beds
    • 1.5 Baths
    • 1,868 Sq Ft
    • Built 1850

    Last Sold Summary

    • 6% Below List Price
    • $169/SF
    • 6 Days On Market

    Current Estimated Value $318,119

    Last Listing Agent Bonnie Stone Stone Farm Real Estate, LLC

    93 High St, Winchendon, MA 01475
    • /42

      Est $406,621

      Not Listed For Sale

      10 Hale St, Winchendon, MA 01475

      • 3 Beds
      • 1.5 Baths
      • 1,376 Sq Ft
      • Built 2008
      10 Hale St, Winchendon, MA 01475

      Last Sold Summary

      • 6 Days On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$410,000
Median Single Family Sale Price
$416,800
Median Townhouse Sale Price
$380,000
Median 2 Bedroom Sale Price
$289,000
Median 1 Bedroom Sale Price
$117,500
Average Price Per Sq Ft
$251
Number of Homes for Sale
16
Last 12 months Home Sales
107
Months of Supply
1.80
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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