Recently Sold West Side Homes

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  /41

  $1,400,000 Sold Mar 06, 2026

  26 Berkshire Dr, Winchester, MA 01890

  • 3 Beds
  • 2.5 Baths
  • 2,316 Sq Ft
  • Built 1970

  Last Sold Summary

  • 5% Below List Price
  • $604/SF
  • 77 Days On Market

  Current Estimated Value $1,465,260

  Last Listing Agent DANIEL BEIRNE OpenDoor Brokerage LLC

  26 Berkshire Dr, Winchester, MA 01890
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  /33

  $1,650,000 Sold Jun 06, 2025

  34 Coolidge Rd, Winchester, MA 01890

  • 4 Beds
  • 3.5 Baths
  • 3,338 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Above List Price
  • $494/SF
  • 7 Days On Market

  Current Estimated Value $1,717,734

  Last Listing Agent Pauline Marino Coldwell Banker Realty - Lexington

  34 Coolidge Rd, Winchester, MA 01890
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  /39

  $1,425,000 Sold Jun 25, 2025

  9 Thornberry Rd, Winchester, MA 01890

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft
  • Built 1957

  Last Sold Summary

  • 8% Above List Price
  • $571/SF
  • 6 Days On Market

  Current Estimated Value $1,406,088

  Last Listing Agent Louise Coakley Better Homes and Gardens Real Estate - The Shanahan Group

  9 Thornberry Rd, Winchester, MA 01890
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  /26

  $1,140,000 Sold Jun 03, 2025

  7 Indian Hill Rd, Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft
  • Built 1955

  Last Sold Summary

  • 1% Below List Price
  • $693/SF
  • 8 Days On Market

  Current Estimated Value $1,266,590

  Last Listing Agent Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

  7 Indian Hill Rd, Winchester, MA 01890
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  /24

  $945,000 Sold Feb 12, 2026

  139 High St, Winchester, MA 01890

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft
  • Built 1949

  Last Sold Summary

  • 5% Below List Price
  • $726/SF
  • 61 Days On Market

  Current Estimated Value $966,800

  Last Listing Agent Katie Tully Better Homes and Gardens Real Estate - The Shanahan Group

  139 High St, Winchester, MA 01890
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  /41

  $2,380,000 Sold Feb 25, 2026

  8 Buckman Dr, Winchester, MA 01890

  • 5 Beds
  • 5.5 Baths
  • 4,773 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Above List Price
  • $499/SF
  • 4 Days On Market

  Current Estimated Value $2,314,729

  Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  8 Buckman Dr, Winchester, MA 01890
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  /42

  $1,775,000 Sold Aug 15, 2025

  19 Pilgrim Dr, Winchester, MA 01890

  • 5 Beds
  • 3.5 Baths
  • 3,150 Sq Ft
  • Built 1961

  Last Sold Summary

  • $563/SF
  • 6 Days On Market

  Current Estimated Value $1,809,077

  Last Listing Agent Gorfinkle Group eXp Realty

  19 Pilgrim Dr, Winchester, MA 01890
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  /42

  $1,750,000 Sold Oct 31, 2025

  15 Westland Ave, Winchester, MA 01890

  • 4 Beds
  • 2.5 Baths
  • 2,397 Sq Ft
  • Built 1937

  Last Sold Summary

  • $730/SF
  • 1 Day On Market

  Current Estimated Value $1,679,046

  Last Listing Agent Erica Carson Coldwell Banker Realty - Lexington

  15 Westland Ave, Winchester, MA 01890
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  /41

  $1,191,000 Sold Jan 13, 2026

  189 High St, Winchester, MA 01890

  • 4 Beds
  • 3 Baths
  • 2,126 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $560/SF
  • 8 Days On Market

  Current Estimated Value $1,205,544

  Last Listing Agent Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

  189 High St, Winchester, MA 01890
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  /40

  $1,270,000 Sold May 01, 2026

  11 Ridge St, Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft
  • Built 1956

  Last Sold Summary

  • 6% Above List Price
  • $673/SF
  • 6 Days On Market

  Current Estimated Value $1,308,844

  Last Listing Agent Yvonne Logan Coldwell Banker Realty - Lexington

  11 Ridge St, Winchester, MA 01890
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  /42

  $1,999,000 Sold Dec 12, 2025

  5 Azalea Rd, Winchester, MA 01890

  • 5 Beds
  • 3.5 Baths
  • 6,232 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $321/SF
  • 59 Days On Market

  Current Estimated Value $2,024,064

  Last Listing Agent Anthony Marino The Marino Group Collection

  5 Azalea Rd, Winchester, MA 01890
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  /33

  $1,600,000 Sold Oct 10, 2025

  10 Olde Lyme Rd, Winchester, MA 01890

  • 5 Beds
  • 3.5 Baths
  • 3,478 Sq Ft
  • Built 1960

  Last Sold Summary

  • 18% Below List Price
  • $460/SF
  • 57 Days On Market

  Current Estimated Value $1,640,759

  Last Listing Agent Darryl Brian RE/MAX Bentley's

  10 Olde Lyme Rd, Winchester, MA 01890
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  /25

  $955,225 Sold Jan 27, 2026

  41 Squire Rd, Winchester, MA 01890

  • 4 Beds
  • 1.5 Baths
  • 2,162 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $442/SF
  • 33 Days On Market

  Current Estimated Value $1,010,741

  Last Listing Agent William Cordts Coldwell Banker Realty - Waltham

  41 Squire Rd, Winchester, MA 01890
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  /41

  $1,500,000 Sold Jun 30, 2025

  7 Wainwright Rd Unit 117, Winchester, MA 01890

  • 4 Beds
  • 3.5 Baths
  • 4,214 Sq Ft
  • Built 1995

  Last Sold Summary

  • $356/SF
  • 4 Days On Market

  Current Estimated Value $1,677,482

  Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  7 Wainwright Rd Unit 117, Winchester, MA 01890
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  /37

  $1,450,000 Sold May 30, 2025

  7 Wainwright Rd Unit 8, Winchester, MA 01890

  • 3 Beds
  • 3.5 Baths
  • 3,763 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Below List Price
  • $385/SF
  • 34 Days On Market

  Current Estimated Value $1,521,039

  Last Listing Agent Nannette Shanahan Better Homes and Gardens Real Estate - The Shanahan Group

  7 Wainwright Rd Unit 8, Winchester, MA 01890
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  /42

  $2,500,000 Sold Aug 27, 2025

  12 Olde Lyme Rd, Winchester, MA 01890

  • 5 Beds
  • 4.5 Baths
  • 4,215 Sq Ft
  • Built 1955

  Last Sold Summary

  • 4% Above List Price
  • $593/SF
  • 4 Days On Market

  Current Estimated Value $2,423,020

  Last Listing Agent Mary Beth McGillicuddy Engel & Völkers , South Shore

  12 Olde Lyme Rd, Winchester, MA 01890
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  /40

  $1,510,000 Sold Jun 09, 2025

  7 Hutchinson Rd, Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 3,406 Sq Ft
  • Built 1959

  Last Sold Summary

  • 10% Above List Price
  • $443/SF
  • 5 Days On Market

  Current Estimated Value $1,560,916

  Last Listing Agent Kim Covino Compass

  7 Hutchinson Rd, Winchester, MA 01890
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  /42

  $4,065,000 Sold May 16, 2025

  6 Vinson Cir, Winchester, MA 01890

  • 6 Beds
  • 7.5 Baths
  • 7,500 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $542/SF
  • 71 Days On Market

  Current Estimated Value $4,023,127

  Last Listing Agent Peter Kasseris Serhant

  6 Vinson Cir, Winchester, MA 01890
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  /38

  $2,000,000 Sold Oct 29, 2025

  1 Fox Hunt Ln, Winchester, MA 01890

  • 5 Beds
  • 5 Baths
  • 5,000 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Below List Price
  • $400/SF
  • 3 Days On Market

  Current Estimated Value $2,027,309

  Last Listing Agent Leigh Ventura Compass

  1 Fox Hunt Ln, Winchester, MA 01890
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  /38

  $1,627,000 Sold Jul 31, 2025

  32 Oneida Rd, Winchester, MA 01890

  • 5 Beds
  • 4 Baths
  • 2,853 Sq Ft
  • Built 1930

  Last Sold Summary

  • 4% Below List Price
  • $570/SF
  • 7 Days On Market

  Current Estimated Value $1,657,654

  Last Listing Agent Stephanie McGowan Better Homes and Gardens Real Estate - The Shanahan Group

  32 Oneida Rd, Winchester, MA 01890
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  /40

  $1,877,000 Sold Jun 30, 2025

  20 Seneca Rd, Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 2,813 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $667/SF
  • 26 Days On Market

  Current Estimated Value $1,860,985

  Last Listing Agent Stephanie McGowan Better Homes and Gardens Real Estate - The Shanahan Group

  20 Seneca Rd, Winchester, MA 01890

Showing Results 41 - 61, Page 2 of 2