1,751

West Side Homes

Section Image
  • /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 $1,235,860

    Last Listing Agent Yvonne Logan Coldwell Banker Realty - Lexington

    11 Ridge St, Winchester, MA 01890
    • /42

      Est $2,302,733

      Not Listed For Sale

      7 Plymouth Rd, Winchester, MA 01890

      • 4 Beds
      • 4 Baths
      • 2,770 Sq Ft
      • Built 1959
      7 Plymouth Rd, Winchester, MA 01890

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • /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 $2,098,075

    Last Listing Agent Anthony Marino The Marino Group Collection

    5 Azalea Rd, Winchester, MA 01890
    • /42

      Est $3,002,895

      Not Listed For Sale

      6 Pocahontas Dr, Winchester, MA 01890

      • 5 Beds
      • 5.5 Baths
      • 5,600 Sq Ft
      • Built 2022
      6 Pocahontas Dr, Winchester, MA 01890

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  • /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 $1,693,868

    Last Listing Agent Darryl Brian RE/MAX Bentley's

    10 Olde Lyme Rd, Winchester, MA 01890
    • /36

      Est $1,655,308

      Not Listed For Sale

      43 Mayflower Rd, Winchester, MA 01890

      • 4 Beds
      • 3 Baths
      • 4,190 Sq Ft
      • Built 1970
      43 Mayflower Rd, Winchester, MA 01890

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Annie Youssoufian Boston Brownstones Realty PLLC

  • /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 $1,061,192

    Last Listing Agent William Cordts Coldwell Banker Realty - Waltham

    41 Squire Rd, Winchester, MA 01890
    • /38

      Est $1,988,615

      Not Listed For Sale

      11 Plymouth Rd, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 3,611 Sq Ft
      • Built 1984
      11 Plymouth Rd, Winchester, MA 01890

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Darryl Brian RE/MAX Bentley's

  • /41

    $2,549,000

    Sold Jun 29, 2026

    10 Viking Rd, Winchester, MA 01890

    • 4 Beds
    • 4 Baths
    • 5,674 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $449/SF
    • 2 Days On Market

    Current Estimated Value $2,521,521

    Last Listing Agent Kim Covino Compass

    10 Viking Rd, Winchester, MA 01890
    • /35

      Est $1,993,644

      Not Listed For Sale

      34 Mayflower Rd, Winchester, MA 01890

      • 4 Beds
      • 4.5 Baths
      • 4,439 Sq Ft
      • Built 1970
      34 Mayflower Rd, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Janice Vazquez United Brokers

  • /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 $2,418,415

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

    12 Olde Lyme Rd, Winchester, MA 01890
    • /40

      Est $1,539,797

      Not Listed For Sale

      57 Hutchinson Rd, Winchester, MA 01890

      • 2 Beds
      • 3 Baths
      • 2,874 Sq Ft
      • Built 1952
      57 Hutchinson Rd, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

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

  • /37

    $1,450,000

    Sold Jun 12, 2026

    34 Robinhood Rd, Winchester, MA 01890

    • 4 Beds
    • 2.5 Baths
    • 3,380 Sq Ft
    • Built 1959

    Last Sold Summary

    • 9% Below List Price
    • $429/SF
    • 23 Days On Market

    Current Estimated Value $1,500,976

    Last Listing Agent Janet Halloran RE/MAX Real Estate Center

    34 Robinhood Rd, Winchester, MA 01890
    • /33

      Est $1,330,434

      Not Listed For Sale

      132 Cambridge St, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 1,636 Sq Ft
      • Built 1980
      132 Cambridge St, Winchester, MA 01890

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Emmanuel Garcia Elia Realty Group, Inc

  • /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 $2,095,211

    Last Listing Agent Leigh Ventura Compass

    1 Fox Hunt Ln, Winchester, MA 01890
    • /42

      Est $2,458,204

      Not Listed For Sale

      7 Russett Ln, Winchester, MA 01890

      • 5 Beds
      • 7 Baths
      • 7,292 Sq Ft
      • Built 1974
      7 Russett Ln, Winchester, MA 01890

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Reliable Results Realty Coldwell Banker Realty - Westford

  • /31

    $1,350,000

    Sold Jun 22, 2026

    7 Wainwright Rd Unit 30, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,803 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Above List Price
    • $482/SF
    • 1 Day On Market

    Current Estimated Value $1,329,660

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

    7 Wainwright Rd Unit 30, Winchester, MA 01890
    • /42

      Est $2,353,484

      Not Listed For Sale

      8 Johnson Rd, Winchester, MA 01890

      • 6 Beds
      • 5.5 Baths
      • 5,800 Sq Ft
      • Built 2016
      8 Johnson Rd, Winchester, MA 01890

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

    • /40

      Est $2,975,617

      Not Listed For Sale

      50 Emerson Rd, Winchester, MA 01890

      • 4 Beds
      • 5 Baths
      • 4,051 Sq Ft
      • Built 2005
      50 Emerson Rd, Winchester, MA 01890

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Steve Leavey Keller Williams Realty

    • /37

      Est $1,955,405

      Not Listed For Sale

      36 Robinhood Rd, Winchester, MA 01890

      • 5 Beds
      • 3.5 Baths
      • 3,689 Sq Ft
      • Built 1959
      36 Robinhood Rd, Winchester, MA 01890

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    • /42

      Est $1,699,062

      Not Listed For Sale

      9 Blossom Hill Rd, Winchester, MA 01890

      • 3 Beds
      • 3 Baths
      • 2,635 Sq Ft
      • Built 1955
      9 Blossom Hill Rd, Winchester, MA 01890

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    • /37

      Est $1,567,992

      Not Listed For Sale

      4 Albamont Rd, Winchester, MA 01890

      • 5 Beds
      • 2.5 Baths
      • 2,793 Sq Ft
      • Built 1958
      4 Albamont Rd, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent The Ridick Revis Group Compass

    • /33

      Est $1,546,358

      Not Listed For Sale

      10 Albamont Rd, Winchester, MA 01890

      • 4 Beds
      • 3 Baths
      • 2,920 Sq Ft
      • Built 1958
      10 Albamont Rd, Winchester, MA 01890

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Dorothea Feffer Coldwell Banker Realty - Lexington

    • /37

      Est $1,401,664

      Not Listed For Sale

      22 Albamont Rd, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 2,597 Sq Ft
      • Built 1959
      22 Albamont Rd, Winchester, MA 01890

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    • /31

      Est $1,254,957

      Not Listed For Sale

      23 New Meadows Rd, Winchester, MA 01890

      • 3 Beds
      • 1.5 Baths
      • 2,321 Sq Ft
      • Built 1941
      23 New Meadows Rd, Winchester, MA 01890

      Last Sold Summary

      • 33 Days On Market

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

    • /36

      Est $1,822,389

      Not Listed For Sale

      21 Westland Ave, Winchester, MA 01890

      • 4 Beds
      • 2.5 Baths
      • 2,432 Sq Ft
      • Built 1925
      21 Westland Ave, Winchester, MA 01890

      Last Sold Summary

      • 9 Days On Market

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

    • /40

      Est $1,834,240

      Not Listed For Sale

      20 Seneca Rd, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 2,813 Sq Ft
      • Built 1930
      20 Seneca Rd, Winchester, MA 01890

      Last Sold Summary

      • 26 Days On Market

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

    • /40

      Est $1,834,886

      Not Listed For Sale

      49 Westland Ave, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 3,158 Sq Ft
      • Built 1941
      49 Westland Ave, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Michaela Mahtani Leading Edge Real Estate

    • /42

      Est $2,187,734

      Not Listed For Sale

      43 Emerson Rd, Winchester, MA 01890

      • 5 Beds
      • 4 Baths
      • 4,730 Sq Ft
      • Built 1953
      43 Emerson Rd, Winchester, MA 01890

      Last Sold Summary

      • 12 Days On Market

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

    • /42

      Est $2,655,887

      Not Listed For Sale

      6 Agawam Rd, Winchester, MA 01890

      • 4 Beds
      • 4.5 Baths
      • 5,315 Sq Ft
      • Built 1930
      6 Agawam Rd, Winchester, MA 01890

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Leigh Ventura Compass

    • /39

      Est $1,555,231

      Not Listed For Sale

      21 Samoset Rd, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 2,428 Sq Ft
      • Built 1949
      21 Samoset Rd, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    • /36

      Est $2,278,090

      Not Listed For Sale

      111 Arlington St, Winchester, MA 01890

      • 3 Beds
      • 4 Baths
      • 2,871 Sq Ft
      • Built 1950
      111 Arlington St, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

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

    • /41

      Est $2,758,706

      Not Listed For Sale

      108 Arlington St, Winchester, MA 01890

      • 5 Beds
      • 7 Baths
      • 5,830 Sq Ft
      • Built 2023
      108 Arlington St, Winchester, MA 01890

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Friel Estate FrielEstate

    • /26

      Est $1,501,244

      Not Listed For Sale

      7 Indian Hill Rd, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 1,646 Sq Ft
      • Built 1955
      7 Indian Hill Rd, Winchester, MA 01890

      Last Sold Summary

      • 8 Days On Market

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

    • /38

      Est $1,578,135

      Not Listed For Sale

      36 Oneida Rd, Winchester, MA 01890

      • 3 Beds
      • 4 Baths
      • 2,376 Sq Ft
      • Built 1927
      36 Oneida Rd, Winchester, MA 01890

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Philip Vita Compass

    • /38

      Est $1,680,649

      Not Listed For Sale

      32 Oneida Rd, Winchester, MA 01890

      • 5 Beds
      • 4 Baths
      • 2,853 Sq Ft
      • Built 1930
      32 Oneida Rd, Winchester, MA 01890

      Last Sold Summary

      • 7 Days On Market

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

    • /36

      Est $1,878,143

      Not Listed For Sale

      152 Hutchinson Rd, Arlington, MA 02474

      • 4 Beds
      • 3 Baths
      • 3,189 Sq Ft
      • Built 1940
      152 Hutchinson Rd, Arlington, MA 02474

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Joselin Malkhasian Lamacchia Realty, Inc.

    • /41

      Est $1,695,944

      Not Listed For Sale

      7 Wainwright Rd Unit 117, Winchester, MA 01890

      • 4 Beds
      • 3.5 Baths
      • 4,214 Sq Ft
      • Built 1995
      7 Wainwright Rd Unit 117, Winchester, MA 01890

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

    • /37

      Est $1,569,058

      Not Listed For Sale

      7 Wainwright Rd Unit 8, Winchester, MA 01890

      • 3 Beds
      • 3.5 Baths
      • 3,763 Sq Ft
      • Built 1988
      7 Wainwright Rd Unit 8, Winchester, MA 01890

      Last Sold Summary

      • 34 Days On Market

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

    • /30

      Est $1,295,180

      Not Listed For Sale

      7 Wainwright Rd Unit 94, Winchester, MA 01890

      • 3 Beds
      • 3 Baths
      • 2,145 Sq Ft
      • Built 1994
      7 Wainwright Rd Unit 94, Winchester, MA 01890

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Joseph Farragher JPF Real Estate Services

Showing Results 121 - 160, Page 4 of 18

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