4,760

Winchendon, MA Homes

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  • /29

    $344,900

    Open Fri 5PM - 6:30PM
    • 4 Beds
    • 2 Baths
    • 2,111 Sq Ft

    15 Juniper St, Winchendon, MA 01475

    Charm and character from 1870 with all the right updates in mind! This 2,111 square foot single-family home delivers historic character with genuinely useful, flexible space. Four bedrooms offer plenty of room to spread out, work from home, host guests, or set up that hobby space you've been dreaming about. The layout adapts to however you want to live in it. The standout? A first-floor bathroom

    Diana Boutell Lamacchia Realty, Inc.

    15 Juniper St, Winchendon, MA 01475
  • /39

    $385,000

    Sold Oct 10, 2025

    241 Mill Glen Rd, Winchendon, MA 01475

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • Built 1980

    Last Sold Summary

    • 1% Above List Price
    • $270/SF
    • 3 Days On Market

    Current Estimated Value $389,142

    Last Listing Agent Ali Ludwig Keller Williams Realty-Merrimack

    241 Mill Glen Rd, Winchendon, MA 01475
    • /36

      Est $435,915

      Not Listed For Sale

      65 Monomonac Rd W, Winchendon, MA 01475

      • 3 Beds
      • 2 Baths
      • 1,012 Sq Ft
      • Built 1977
      65 Monomonac Rd W, Winchendon, MA 01475

      Last Sold Summary

      • 4 Days On Market

  • /22

    $350,000

    Pending
    • 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
  • /23

    $390,000

    Sold Oct 20, 2025

    31 Spring Place, Winchendon, MA 01475

    • 3 Beds
    • 1 Bath
    • 1,414 Sq Ft
    • Built 1880

    Last Sold Summary

    • 6% Below List Price
    • $276/SF
    • 15 Days On Market

    Current Estimated Value $381,891

    Last Listing Agent Jacquelyn Wood Happy Homes Real Estate

    31 Spring Place, Winchendon, MA 01475
    • /40

      Est $634,797

      Not Listed For Sale

      75 Monomonac Rd W, Winchendon, MA 01475

      • 3 Beds
      • 2 Baths
      • 2,410 Sq Ft
      • Built 2022
      75 Monomonac Rd W, Winchendon, MA 01475

      Last Sold Summary

      • 35 Days On Market

  • /15

    $484,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,724 Sq Ft

    17 Town Farm Rd, Winchendon, MA 01475

    This warm and welcoming updated colonial home offers plenty of room with over 1,700 square feet! It sits on over 2 acres and features 3-bedrooms with 1.5-bathrooms. With a cozy fireplace and sliders that open to a large walk-out deck overlooking a wooded backyard it is a relaxing home. The partially finished walk-out lower level provides flexible space ideal for a home office, playroom, gym, or

    Kathryn Buttrick Coldwell Banker Realty - Concord

    17 Town Farm Rd, Winchendon, MA 01475
  • /34

    $165,000

    Sold Nov 19, 2025

    31 Webster St, Winchendon, MA 01475

    • 2 Beds
    • 1 Bath
    • 919 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $180/SF
    • 21 Days On Market

    Current Estimated Value $269,351

    Last Listing Agent Brenda Albert LAER Realty Partners

    31 Webster St, Winchendon, MA 01475
    • /42

      Est $772,234

      Not Listed For Sale

      26 Lakeview Dr, Winchendon, MA 01475

      • 3 Beds
      • 3 Baths
      • 2,785 Sq Ft
      • Built 2005
      26 Lakeview Dr, Winchendon, MA 01475

      Last Sold Summary

      • 149 Days On Market

  • /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
  • /40

    $410,000

    Sold Mar 27, 2026

    226 Glenallen St, Winchendon, MA 01475

    • 3 Beds
    • 2 Baths
    • 1,394 Sq Ft
    • Built 1930

    Last Sold Summary

    • 4% Above List Price
    • $294/SF
    • 8 Days On Market

    Current Estimated Value $384,780

    Last Listing Agent Michelle Peterson Elm Grove Realty, LLC

    226 Glenallen St, Winchendon, MA 01475
    • /42

      Est $521,266

      Not Listed For Sale

      265 Monomonac Rd W, Winchendon, MA 01475

      • 3 Beds
      • 2 Baths
      • 2,064 Sq Ft
      • Built 1984
      265 Monomonac Rd W, Winchendon, MA 01475

      Last Sold Summary

      • 23 Days On Market

  • /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
  • /41

    $296,000

    Sold May 05, 2026

    169 Spruce St, Winchendon, MA 01475

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1900

    Last Sold Summary

    • $302/SF
    • 3 Days On Market

    Current Estimated Value $290,981

    Last Listing Agent Kathleen Walsh Keller Williams Realty North Central

    169 Spruce St, Winchendon, MA 01475
    • /30

      Est $420,126

      Not Listed For Sale

      5 1st St, Winchendon, MA 01475

      • 2 Beds
      • 1 Bath
      • 834 Sq Ft
      • Built 1950
      5 1st St, Winchendon, MA 01475

      Last Sold Summary

      • 22 Days On Market

  • /39

    $359,000

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

    323 Spring St, Winchendon, MA 01475

    Welcome to this beautifully remodeled single-family home that offers the perfect blend of turn-key convenience and classic warmth. Boasting 1,507 sq. ft. of bright, sun-drenched living space, the home features gorgeous hardwood and tile flooring throughout. The main level is designed for effortless living, offering an inviting living room, formal dining room, a brand-new kitchen, a full bath, and

    Candor Investment Group eXp Realty LLC

    323 Spring St, Winchendon, MA 01475
  • /38

    $340,000

    Sold Aug 29, 2025

    46 Woodlawn Ave, Winchendon, MA 01475

    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft
    • Built 2005

    Last Sold Summary

    • 13% Above List Price
    • $221/SF
    • 5 Days On Market

    Current Estimated Value $356,006

    Last Listing Agent Lana Kopsala Coldwell Banker Realty - Leominster

    46 Woodlawn Ave, Winchendon, MA 01475
    • /24

      Est $465,054

      Not Listed For Sale

      100 Mill Cir, Winchendon, MA 01475

      • 3 Beds
      • 1.5 Baths
      • 1,900 Sq Ft
      • Built 1964
      100 Mill Cir, Winchendon, MA 01475

      Last Sold Summary

      • 121 Days On Market

  • /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
  • /23

    $200,000

    Sold Apr 30, 2026

    15 Colonial Ln, Winchendon, MA 01475

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 2007

    Last Sold Summary

    • 23% Below List Price
    • $160/SF
    • 135 Days On Market

    Last Listing Agent Darlene Rossi Morin Real Estate

    15 Colonial Ln, Winchendon, MA 01475
    • /39

      Est $385,504

      Not Listed For Sale

      246 Beachview Dr, Winchendon, MA 01475

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1965
      246 Beachview Dr, Winchendon, MA 01475

      Last Sold Summary

      • 41 Days On Market

  • /30

    $399,900

    Pending
    • 4 Beds
    • 2 Baths
    • 2,390 Sq Ft

    34 Emerald St, Winchendon, MA 01475

    OPEN HOUSE SUNDAY 5/24 12-1:30..Priced to sell.. This property has the space you been looking for. Features Custom Kitchen Cabinets with granite and a beautiful center island. Large dinning room, family room and Massive living room with hardwoods and a nice open floor plan. 2 Full Baths and one with a beautiful tile shower. 4 large bedrooms a walk up attic, massive wrap around farmers porch and a

    Robert Matewsky Keller Williams Realty North Central

    34 Emerald St, Winchendon, MA 01475
  • /42

    $435,000

    Sold Jan 15, 2026

    53 Grove St, Winchendon, MA 01475

    • 6 Beds
    • 2 Baths
    • 3,450 Sq Ft
    • Built 1896

    Last Sold Summary

    • 4% Above List Price
    • $126/SF
    • 4 Days On Market

    Current Estimated Value $429,630

    Last Listing Agent Tiffany McDonald Lamacchia Realty, Inc.

    53 Grove St, Winchendon, MA 01475
    • /40

      Est $598,451

      Not Listed For Sale

      16 Hilltop Terrace, Winchendon, MA 01475

      • 2 Beds
      • 1.5 Baths
      • 1,728 Sq Ft
      • Built 1984
      16 Hilltop Terrace, Winchendon, MA 01475

      Last Sold Summary

      • 7 Days On Market

  • /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
  • /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

    Current Estimated Value $370,457

    Last Listing Agent Luiz Fernando Coelho Redfin Corp.

    13 Cedar Terrace, Winchendon, MA 01475
    • /32

      Est $476,939

      Not Listed For Sale

      46 Beachview Dr, Winchendon, MA 01475

      • 3 Beds
      • 1 Bath
      • 1,328 Sq Ft
      • Built 1959
      46 Beachview Dr, Winchendon, MA 01475

      Last Sold Summary

      • 64 Days On Market

  • /41

    $449,000

    Open Sun 11AM - 12:30PM
    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    45 Town Farm Rd, Winchendon, MA 01475

    Set on a sprawling 2.69-acre lot, this inviting Cape offers the perfect blend of comfort, space, and country charm. The bright, airy kitchen features stainless steel appliances, abundant cabinet and countertop space, and sliders leading to the deck—ideal for seamless indoor-outdoor living. A spacious family room showcases a stunning wood-paneled, beamed ceiling and a classic brick fireplace,

    Corrie Ann Carbone-Patricelli Lamacchia Realty, Inc.

    45 Town Farm Rd, Winchendon, MA 01475
  • /31

    $155,000

    Sold Nov 25, 2025

    145 Spruce St, Winchendon, MA 01475

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft
    • Built 1890

    Last Sold Summary

    • 3% Below List Price
    • $150/SF
    • 8 Days On Market

    Current Estimated Value $287,263

    Last Listing Agent Nancy Macomber Sparks Real Estate

    145 Spruce St, Winchendon, MA 01475
    • /30

      Est $978,496

      Not Listed For Sale

      126 Lakeview Dr, Winchendon, MA 01475

      • 3 Beds
      • 3 Baths
      • 4,320 Sq Ft
      • Built 2015
      126 Lakeview Dr, Winchendon, MA 01475

      Last Sold Summary

      • 29 Days On Market

  • /42

    $450,000

    • 4 Beds
    • 3 Baths
    • 3,180 Sq Ft

    60 Robbins Rd, Winchendon, MA 01475

    Opportunity awaits with this unique 3-family property set on over 6 acres of flat, usable land on a scenic country road just minutes from the New Hampshire border. Whether you're seeking an owner-occupied investment, income property, or a small homestead, this property offers exceptional potential. Originally built as a single-family home, it could be converted into a spacious 4-bedroom

    Brenda Albert LAER Realty Partners

    60 Robbins Rd, Winchendon, MA 01475
  • /31

    $395,000

    Sold Jul 18, 2025

    159 Benjamin St, Winchendon, MA 01475

    • 3 Beds
    • 2 Baths
    • 1,446 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Above List Price
    • $273/SF
    • 4 Days On Market

    Current Estimated Value $399,439

    Last Listing Agent Kevin Cormier EXIT New Options Real Estate

    159 Benjamin St, Winchendon, MA 01475
    • /41

      Est $453,098

      Not Listed For Sale

      68 Gardner Rd, Winchendon, MA 01475

      • 3 Beds
      • 2 Baths
      • 2,098 Sq Ft
      • Built 1986
      68 Gardner Rd, Winchendon, MA 01475

      Last Sold Summary

      • 85 Days On Market

  • /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
  • /36

    $400,000

    Sold Aug 22, 2025

    556 N Central St, Winchendon, MA 01475

    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Built 1964

    Last Sold Summary

    • $357/SF
    • 26 Days On Market

    Current Estimated Value $398,122

    Last Listing Agent Kelly Yakuben Liberty Real Estate

    556 N Central St, Winchendon, MA 01475
    • /38

      Est $393,049

      Not Listed For Sale

      628 Teel Rd, Winchendon, MA 01475

      • 3 Beds
      • 1 Bath
      • 1,176 Sq Ft
      • Built 1992
      628 Teel Rd, Winchendon, MA 01475

      Last Sold Summary

      • 41 Days On Market

  • /41

    $484,900

    • 3 Beds
    • 3 Baths
    • 1,840 Sq Ft

    309 Ash St, Winchendon, MA 01475

    Tucked into a peaceful wooded setting, this inviting Colonial offers the privacy, flexibility, and outdoor space that make everyday life feel like a retreat. Imagine morning coffee on the deck surrounded by trees, summer gatherings overlooking the expansive yard, or quiet evenings by the fireplace after a long day. The bright, comfortable interior has been thoughtfully refreshed with attractive

    John Miller Keller Williams Pinnacle Central

    309 Ash St, Winchendon, MA 01475
  • /26

    $215,900

    Sold Mar 13, 2026

    97 Pearl St, Winchendon, MA 01475

    • 3 Beds
    • 1 Bath
    • 1,267 Sq Ft
    • Built 1870

    Last Sold Summary

    • $170/SF
    • 6 Days On Market

    Current Estimated Value $218,084

    Last Listing Agent Kenneth Maston Parkhill Realty Group

    97 Pearl St, Winchendon, MA 01475
    • /4

      Est $472,193

      Not Listed For Sale

      291 Ash St, Winchendon, MA 01475

      • 2 Beds
      • Built 2024
      291 Ash St, Winchendon, MA 01475

      Last Sold Summary

      • 12 Days On Market

  • /30

    $380,000

    $20K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    22 Prospect St, Winchendon, MA 01475

    This unique property is right for investers or for owner occupancy with rental income from the other unit. Property has several living options: 1) as a two family (as currently being used) or 2) potentially converted to a single family, whichever best suits your needs. Several updates include metal roofing house & a just replaced metal roof on garage, replacement windows, Peerless boilers with

    Karl Seppa Media Realty Group Elite

    22 Prospect St, Winchendon, MA 01475

Showing Results 41 - 80, Page 2 of 18

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