4,760

Winchendon, MA Homes

Section Image
  • 394 Front St, Winchendon, MA 01475
    394 Front St, Winchendon, MA 01475
    394 Front St, Winchendon, MA 01475
    /31

    $376,500

    Sold Jun 26, 2026

    394 Front St, Winchendon, MA 01475

    • 4 Beds
    • 2 Baths
    • 1,348 Sq Ft
    • Built 1900

    Last Sold Summary

    • $279/SF
    • 18 Days On Market

    Current Estimated Value $362,747

    Last Listing Agent Lisa Pete Acres Away Realty, Inc.

    394 Front St, Winchendon, MA 01475
    • 25 Cross Rd, Winchendon, MA 01475
      25 Cross Rd, Winchendon, MA 01475
      25 Cross Rd, Winchendon, MA 01475
      /34

      Est $457,582

      Not Listed For Sale

      25 Cross Rd, Winchendon, MA 01475

      • 3 Beds
      • 1 Bath
      • 1,914 Sq Ft
      • Built 2003
      25 Cross Rd, Winchendon, MA 01475

      Last Sold Summary

      • 102 Days On Market

  • 101 Royalston Rd N, Winchendon, MA 01475
    101 Royalston Rd N, Winchendon, MA 01475
    101 Royalston Rd N, Winchendon, MA 01475
    /42

    $600,000

    Open Sun 10AM - 12PM
    • 3 Beds
    • 1.5 Baths
    • 1,992 Sq Ft

    101 Royalston Rd N, Winchendon, MA 01475

    The money is in the details! 101 Royalston Rd N Winchendon This beautifully updated 3-bedroom,1.5 bath showcases quality craftsmanship throughout. Remodeled kitchen features a massive center island with seating, oversized sink, tile backsplash, tile flooring, double wall ovens, cooktop with range hood, wine refrigerator, pantry closets, & stainless-steel appliances. Front-to-back living room

    Laura Rice EXIT New Options Real Estate

    101 Royalston Rd N, Winchendon, MA 01475
  • 102 Pearl St, Winchendon, MA 01475
    102 Pearl St, Winchendon, MA 01475
    102 Pearl St, Winchendon, MA 01475
    /12

    $460,000

    Sold Nov 26, 2025

    102 Pearl St, Winchendon, MA 01475

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $299/SF
    • 47 Days On Market

    Last Listing Agent Ali Lorden LAER Realty Partners

    102 Pearl St, Winchendon, MA 01475
    • 26 Toy Town Ln, Winchendon, MA 01475
      26 Toy Town Ln, Winchendon, MA 01475
      26 Toy Town Ln, Winchendon, MA 01475
      /41

      Est $521,293

      Not Listed For Sale

      26 Toy Town Ln, Winchendon, MA 01475

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 2003
      26 Toy Town Ln, Winchendon, MA 01475

      Last Sold Summary

      • 8 Days On Market

  • 52 Peggi Ln, Winchendon, MA 01475
    52 Peggi Ln, Winchendon, MA 01475
    52 Peggi Ln, Winchendon, MA 01475
    /41

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    52 Peggi Ln, Winchendon, MA 01475

    Enjoy comfortable, low-maintenance living in desirable Glenwood Park, a welcoming and sought-after 55+ community! This spacious double wide manufactured Ranch offers 3 bedrooms and 2 full baths with an inviting open concept layout designed for easy everyday living. The heart of the home features a seamless flow between the kitchen, dining area, and living room. A separate mudroom with laundry

    Cory Gracie LAER Realty Partners

    52 Peggi Ln, Winchendon, MA 01475
  • 112 Baldwinville State Rd, Winchendon, MA 01475
    112 Baldwinville State Rd, Winchendon, MA 01475
    112 Baldwinville State Rd, Winchendon, MA 01475
    /42

    $475,000

    Sold May 21, 2026

    112 Baldwinville State Rd, Winchendon, MA 01475

    • 3 Beds
    • 1.5 Baths
    • 1,788 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $266/SF
    • 17 Days On Market

    Current Estimated Value $480,743

    Last Listing Agent Michelle Peterson Elm Grove Realty, LLC

    112 Baldwinville State Rd, Winchendon, MA 01475
    • 260 Ash St, Winchendon, MA 01475
      260 Ash St, Winchendon, MA 01475
      260 Ash St, Winchendon, MA 01475
      /42

      Est $442,991

      Not Listed For Sale

      260 Ash St, Winchendon, MA 01475

      • 3 Beds
      • 2 Baths
      • 1,304 Sq Ft
      • Built 1998
      260 Ash St, Winchendon, MA 01475

      Last Sold Summary

      • 5 Days On Market

  • Map 2 Lot 94 School St, Winchendon, MA 01475
    Map 2 Lot 94 School St, Winchendon, MA 01475
    Map 2 Lot 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
  • 675 River St, Winchendon, MA 01475
    675 River St, Winchendon, MA 01475
    675 River St, Winchendon, MA 01475
    /39

    $505,000

    Sold Oct 31, 2025

    675 River St, Winchendon, MA 01475

    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft
    • Built 2022

    Last Sold Summary

    • 12% Below List Price
    • $309/SF
    • 74 Days On Market

    Current Estimated Value $508,892

    Last Listing Agent Carleton Hall Godin Real Estate

    675 River St, Winchendon, MA 01475
    • 320 Ash St, Winchendon, MA 01475
      320 Ash St, Winchendon, MA 01475
      320 Ash St, Winchendon, MA 01475
      /33

      Est $374,033

      Not Listed For Sale

      320 Ash St, Winchendon, MA 01475

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1997
      320 Ash St, Winchendon, MA 01475

      Last Sold Summary

      • 2 Days On Market

  • 360 Teel Rd, Winchendon, MA 01475
    360 Teel Rd, Winchendon, MA 01475
    360 Teel Rd, Winchendon, MA 01475
    /42

    $925,000

    Pending
    • 3 Beds
    • 3 Baths
    • 3,109 Sq Ft

    360 Teel Rd, Winchendon, MA 01475

    Set on 19.33 acres, this extraordinary contemporary farmhouse blends luxury, craftsmanship, and country living. A circular driveway leads to a mahogany porch with removable screens. Inside, vaulted ceiling and slate floor entry, first floor radiant-heated floors, southern yellow pine flooring, stained-glass transoms, mahogany trim, solid wood Shaker style doors, offering warmth and character

    Brenda Albert LAER Realty Partners

    360 Teel Rd, Winchendon, MA 01475
  • 71 Winter St, Winchendon, MA 01475
    71 Winter St, Winchendon, MA 01475
    71 Winter St, Winchendon, MA 01475
    /41

    $360,000

    Sold Jun 01, 2026

    71 Winter St, Winchendon, MA 01475

    • 4 Beds
    • 1 Bath
    • 1,470 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $245/SF
    • 2 Days On Market

    Current Estimated Value $348,037

    Last Listing Agent Austin Gordon EXIT Assurance Realty

    71 Winter St, Winchendon, MA 01475
    • 316 Ash St, Winchendon, MA 01475
      316 Ash St, Winchendon, MA 01475
      316 Ash St, Winchendon, MA 01475
      /37

      Est $454,359

      Not Listed For Sale

      316 Ash St, Winchendon, MA 01475

      • 3 Beds
      • 2 Baths
      • 1,605 Sq Ft
      • Built 1994
      316 Ash St, Winchendon, MA 01475

      Last Sold Summary

      • 16 Days On Market

  • 170 Glenallen St, Winchendon, MA 01475
    170 Glenallen St, Winchendon, MA 01475
    170 Glenallen St, Winchendon, MA 01475
    /37

    $389,900

    $20K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    170 Glenallen St, Winchendon, MA 01475

    Price Improvement – Now Offered at $389,900! ??Don't miss this opportunity to own a home that offers both character and flexibility!Beautiful ranch with remodeled kitchen, all new flooring, and generous living space throughout. Walk-up attic provides valuable bonus space with endless possibilities, while the expansive lower-level room offers ideal flexibility for extended living, recreation, or

    Lisa Saulnier Keller Williams Realty North Central

    170 Glenallen St, Winchendon, MA 01475
  • 47 Beech St, Winchendon, MA 01475
    47 Beech St, Winchendon, MA 01475
    47 Beech St, Winchendon, MA 01475
    /17

    $245,000

    Sold Aug 25, 2025

    47 Beech St, Winchendon, MA 01475

    • 3 Beds
    • 1.5 Baths
    • 1,078 Sq Ft
    • Built 1900

    Last Sold Summary

    • 12% Below List Price
    • $227/SF
    • 69 Days On Market

    Current Estimated Value $266,026

    Last Listing Agent Paula Valente Real Estate Exchange

    47 Beech St, Winchendon, MA 01475
    • 288 Ash St, Winchendon, MA 01475
      288 Ash St, Winchendon, MA 01475
      288 Ash St, Winchendon, MA 01475
      /24

      Est $464,064

      Not Listed For Sale

      288 Ash St, Winchendon, MA 01475

      • 4 Beds
      • 1.5 Baths
      • 2,424 Sq Ft
      • Built 1987
      288 Ash St, Winchendon, MA 01475

      Last Sold Summary

      • 7 Days On Market

  • 35 Royalston Rd N, Winchendon, MA 01475
    35 Royalston Rd N, Winchendon, MA 01475
    35 Royalston Rd N, Winchendon, MA 01475
    /42

    $482,000

    Open Sun 8AM - 10AM
    • 3 Beds
    • 1.5 Baths
    • 3,492 Sq Ft

    35 Royalston Rd N, Winchendon, MA 01475

    Room for everyone in this commodious colonial in picturesque Winchendon, MA! With almost 3500 sf of living area, 3BR/1.5BA, bonus rooms on the first floor (in-law?) and heated basement there's plenty of areas for living AND the fun extras! Oversized windows let in plenty of sunshine and the stainless steel applianced kitchen was recently remodeled! Main roof is 3 years old, hot and cold outdoor

    Darlene Rossi Morin Real Estate

    35 Royalston Rd N, Winchendon, MA 01475
  • 34 West St, Winchendon, MA 01475
    34 West St, Winchendon, MA 01475
    34 West St, Winchendon, MA 01475
    /37

    $340,000

    Sold Jan 16, 2026

    34 West St, Winchendon, MA 01475

    • 4 Beds
    • 2 Baths
    • 1,704 Sq Ft
    • Built 1900

    Last Sold Summary

    • 12% Below List Price
    • $200/SF
    • 55 Days On Market

    Current Estimated Value $337,915

    Last Listing Agent Michelle Peterson Elm Grove Realty, LLC

    34 West St, Winchendon, MA 01475
    • 771 Teel Rd, Winchendon, MA 01475
      771 Teel Rd, Winchendon, MA 01475
      771 Teel Rd, Winchendon, MA 01475
      /36

      Est $432,706

      Not Listed For Sale

      771 Teel Rd, Winchendon, MA 01475

      • 3 Beds
      • 2 Baths
      • 1,660 Sq Ft
      • Built 1986
      771 Teel Rd, Winchendon, MA 01475

      Last Sold Summary

      • 5 Days On Market

  • 50 East St, Winchendon, MA 01475
    50 East St, Winchendon, MA 01475
    50 East St, Winchendon, MA 01475
    /34

    $370,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,445 Sq Ft

    50 East St, Winchendon, MA 01475

    This charming 3 bedroom, 1.5 bath home blends classic New England character with tasteful updates throughout. The kitchen features granite countertops, ample cabinet space, and flows nicely into the main living areas, making everyday living and entertaining easy. Hardwood flooring adds warmth and character throughout much of the home. Step outside and enjoy the peaceful backyard setting with a

    Megan Winslow Winslow Homes LLC

    50 East St, Winchendon, MA 01475
  • 0 Vaine St, Winchendon, MA 01475
    0 Vaine St, Winchendon, MA 01475
    0 Vaine St, Winchendon, MA 01475
    /4

    $80,000

    Sold Jan 12, 2026

    0 Vaine St, Winchendon, MA 01475

    • Land
    • 1.46 Acres
    • $54,795 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 45 Days On Market

    Last Listing Agent Michelle Peterson Elm Grove Realty, LLC

    0 Vaine St, Winchendon, MA 01475
    • 761 Teel Rd, Winchendon, MA 01475
      761 Teel Rd, Winchendon, MA 01475
      761 Teel Rd, Winchendon, MA 01475
      /41

      Est $399,636

      Not Listed For Sale

      761 Teel Rd, Winchendon, MA 01475

      • 3 Beds
      • 1 Bath
      • 1,512 Sq Ft
      • Built 1985
      761 Teel Rd, Winchendon, MA 01475

      Last Sold Summary

      • 5 Days On Market

  • M-2 L-94 School St, Winchendon, MA 01475
    M-2 L-94 School St, Winchendon, MA 01475
    M-2 L-94 School 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
  • 19 Madison Ave, Winchendon, MA 01475
    19 Madison Ave, Winchendon, MA 01475
    19 Madison Ave, Winchendon, MA 01475
    /36

    $482,000

    Sold May 08, 2026

    19 Madison Ave, Winchendon, MA 01475

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft
    • Built 2012

    Last Sold Summary

    • 7% Above List Price
    • $359/SF
    • 5 Days On Market

    Current Estimated Value $473,583

    Last Listing Agent Elisha Lynch Lamacchia Realty, Inc.

    19 Madison Ave, Winchendon, MA 01475
    • 708 Spring St, Winchendon, MA 01475
      708 Spring St, Winchendon, MA 01475
      708 Spring St, Winchendon, MA 01475
      /36

      Est $444,070

      Not Listed For Sale

      708 Spring St, Winchendon, MA 01475

      • 4 Beds
      • 2.5 Baths
      • 2,088 Sq Ft
      • Built 1978
      708 Spring St, Winchendon, MA 01475

      Last Sold Summary

      • 4 Days On Market

  • 5 Island Rd, Winchendon, MA 01475
    5 Island Rd, Winchendon, MA 01475
    5 Island Rd, Winchendon, MA 01475
    /20

    $675,000

    • 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
  • 46 Baldwinville State Rd, Winchendon, MA 01475
    46 Baldwinville State Rd, Winchendon, MA 01475
    46 Baldwinville State Rd, Winchendon, MA 01475
    /37

    $484,900

    Sold Jan 30, 2026

    46 Baldwinville State Rd, Winchendon, MA 01475

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 2024

    Last Sold Summary

    • $255/SF
    • 2 Days On Market

    Current Estimated Value $484,583

    Last Listing Agent Doug Tammelin Coldwell Banker Realty - Leominster

    46 Baldwinville State Rd, Winchendon, MA 01475
    • 11 Baldwinville Rd, Winchendon, MA 01475
      11 Baldwinville Rd, Winchendon, MA 01475
      11 Baldwinville Rd, Winchendon, MA 01475
      /33

      Est $411,177

      Not Listed For Sale

      11 Baldwinville Rd, Winchendon, MA 01475

      • 3 Beds
      • 1 Bath
      • 1,731 Sq Ft
      • Built 1831
      11 Baldwinville Rd, Winchendon, MA 01475

      Last Sold Summary

      • 6 Days On Market

  • 90 Royalston Rd N, Winchendon, MA 01475
    90 Royalston Rd N, Winchendon, MA 01475
    90 Royalston Rd N, Winchendon, MA 01475
    /42

    $624,900

    • 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
  • 181 Goodrich St, Winchendon, MA 01475
    181 Goodrich St, Winchendon, MA 01475
    181 Goodrich St, Winchendon, MA 01475
    /32

    $366,000

    Sold Jun 30, 2026

    181 Goodrich St, Winchendon, MA 01475

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1950

    Last Sold Summary

    • 6% Above List Price
    • $381/SF
    • 2 Days On Market

    Current Estimated Value $339,956

    Last Listing Agent Maureen Baril Coldwell Banker Realty - Leominster

    181 Goodrich St, Winchendon, MA 01475
    • 20 Eagle Rd, Winchendon, MA 01475
      20 Eagle Rd, Winchendon, MA 01475
      20 Eagle Rd, Winchendon, MA 01475
      /40

      Est $667,866

      Not Listed For Sale

      20 Eagle Rd, Winchendon, MA 01475

      • 4 Beds
      • 2.5 Baths
      • 3,208 Sq Ft
      • Built 1988
      20 Eagle Rd, Winchendon, MA 01475

      Last Sold Summary

      • 63 Days On Market

  • 42 Doyle Ave, Winchendon, MA 01475
    42 Doyle Ave, Winchendon, MA 01475
    42 Doyle Ave, Winchendon, MA 01475
    /18

    $595,500

    $24K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft

    42 Doyle Ave, Winchendon, MA 01475

    Welcome to this nearly new Colonial in desirable Doyle Estates! Set on 3.14 private acres, this 3-bedroom, 2.5-bath home offers over 2,000 sq ft of living space, including a finished basement. The open-concept kitchen and dining area feature stainless steel appliances, granite countertops, a center island, and maple cabinetry. The spacious living room includes a cozy gas fireplace, plus

    Musa Muzaaya The American Dream Real Estate

    42 Doyle Ave, Winchendon, MA 01475
  • 137 Spruce St, Winchendon, MA 01475
    137 Spruce St, Winchendon, MA 01475
    137 Spruce St, Winchendon, MA 01475
    /29

    $275,000

    Sold Jul 13, 2026

    137 Spruce St, Winchendon, MA 01475

    • 2 Beds
    • 1.5 Baths
    • 922 Sq Ft
    • Built 1900

    Last Sold Summary

    • $298/SF
    • 3 Days On Market

    Current Estimated Value $264,732

    Last Listing Agent Gerard Breau Prospective Realty INC

    137 Spruce St, Winchendon, MA 01475
    • 10 Eagle Rd, Winchendon, MA 01475
      10 Eagle Rd, Winchendon, MA 01475
      10 Eagle Rd, Winchendon, MA 01475
      /42

      Est $512,969

      Not Listed For Sale

      10 Eagle Rd, Winchendon, MA 01475

      • 4 Beds
      • 2.5 Baths
      • 2,648 Sq Ft
      • Built 1988
      10 Eagle Rd, Winchendon, MA 01475

      Last Sold Summary

      • 9 Days On Market

  • 575 River St, Winchendon, MA 01475
    575 River St, Winchendon, MA 01475
    575 River St, Winchendon, MA 01475
    /10

    $229,900

    $10K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,133 Sq Ft

    575 River St, Winchendon, MA 01475

    Great potential rehab project. House is solid with new heating system, roof and updated electric. Seller has recently emptied the house, removed the old kitchen, the flooring and much of the old wallpaper.

    Paul Collette Keller Williams Realty North Central

    575 River St, Winchendon, MA 01475
  • 45 Phyllis Rd, Winchendon, MA 01475
    45 Phyllis Rd, Winchendon, MA 01475
    45 Phyllis Rd, Winchendon, MA 01475
    /29

    $392,500

    Sold Mar 13, 2026

    45 Phyllis Rd, Winchendon, MA 01475

    • 2 Beds
    • 2 Baths
    • 1,693 Sq Ft
    • Built 1993

    Last Sold Summary

    • 2% Below List Price
    • $232/SF
    • 13 Days On Market

    Current Estimated Value $390,290

    Last Listing Agent Bessie Coutu Real Estate Exchange

    45 Phyllis Rd, Winchendon, MA 01475
    • 5 Eagle Rd, Winchendon, MA 01475
      5 Eagle Rd, Winchendon, MA 01475
      5 Eagle Rd, Winchendon, MA 01475
      /42

      Est $561,329

      Not Listed For Sale

      5 Eagle Rd, Winchendon, MA 01475

      • 4 Beds
      • 2.5 Baths
      • 2,784 Sq Ft
      • Built 1988
      5 Eagle Rd, Winchendon, MA 01475

      Last Sold Summary

      • 61 Days On Market

  • 365 Benjamin St, Winchendon, MA 01475
    365 Benjamin St, Winchendon, MA 01475
    365 Benjamin St, Winchendon, MA 01475
    /38

    $590,000

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

    365 Benjamin St, Winchendon, MA 01475

    This beautifully maintained 5 bedroom, 2 1/2 bath colonial boasts over 3400 sq ft. of living space. Built in 2016, this single-family residence offers spacious comfort and expansive outdoor living. The large open concept fist floor includes a modern kitchen with stainless steel appliances, granite countertops, a dual oven and center island with cooktop. A slider off the kitchen leads to a private

    Sheena Butler Keller Williams Realty North Central

    365 Benjamin St, Winchendon, MA 01475
  • 15-17 Oak St, Winchendon, MA 01475
    15-17 Oak St, Winchendon, MA 01475
    15-17 Oak St, Winchendon, MA 01475
    /32

    $549,900

    Sold Oct 01, 2025

    15-17 Oak St, Winchendon, MA 01475

    • 5 Beds
    • 4 Baths
    • 3,744 Sq Ft
    • Built 1859

    Last Sold Summary

    • 8% Below List Price
    • $147/SF
    • 171 Days On Market

    Last Listing Agent Tammy Morrison Tammy Morrison Real Estate

    15-17 Oak St, Winchendon, MA 01475

Showing Results 81 - 120, Page 3 of 18

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