9,222

Winchester, MA Homes

Section Image
  • /32

    $722,500 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,596 Sq Ft

    171 Swanton St Unit 73, Winchester, MA 01890

    Welcome to The Village in Winchester! This picturesque 80-unit condominium community is set along conservation land and the Aberjona River. Unit 73 is a spacious, 2-bedroom, 2.5-bath end-unit townhouse with rare offering of a first floor bonus room; den, home office, bedroom, you decide! The first floor also offers a living room with skylight and fireplace, kitchen, dining room, half bath and

    John and Maria Reilly JMR Real Estate Group LLC

    171 Swanton St Unit 73, Winchester, MA 01890
  • /40

    $2,895,000 Sold Oct 30, 2025

    6 Abby Rd, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 5,716 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $506/SF
    • 28 Days On Market

    Last Listing Agent Philip Vita Compass

    6 Abby Rd, Winchester, MA 01890
    • /42

      Est $1,975,930 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

      • 6% Below List Price
      • $756/SF
      • 0 Days On Market

      Last Sold Price $2,095,000

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • /42

    $3,299,000 Open Sat 1:30PM - 2:30PM

    • 5 Beds
    • 4 Baths
    • 4,028 Sq Ft

    10 Dartmouth St, Winchester, MA 01890

    Winchester's premiere location! This stunning waterfront gem is perfectly situated on Winter Pond, offering over 80 feet of direct water frontage with expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this property presents a rare opportunity to enjoy water activities such as kayaking, paddleboarding, fishing, ice skating and hockey all

    Kim Covino Compass

    10 Dartmouth St, Winchester, MA 01890
  • /34

    $2,100,000 Sold Mar 19, 2026

    10 Hawthorne Rd, Winchester, MA 01890

    • 5 Beds
    • 6 Baths
    • 3,191 Sq Ft
    • Built 1961

    Last Sold Summary

    • 5% Above List Price
    • $658/SF
    • 7 Days On Market

    Current Estimated Value $1,975,704

    Last Listing Agent Susan Kadilak Fiv Realty Co.

    10 Hawthorne Rd, Winchester, MA 01890
    • /42

      Est $3,088,918 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

      • $554/SF
      • 24 Days On Market

      Last Sold Price $3,100,000

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  • /11

    $270,000 Sold Mar 02, 2026

    200 Swanton St Unit 636, Winchester, MA 01890

    • 1 Bed
    • 1 Bath
    • 394 Sq Ft
    • Built 1966

    Last Sold Summary

    • 10% Below List Price
    • $685/SF
    • 26 Days On Market

    Current Estimated Value $296,362

    Last Listing Agent Michael Masci North Atlantic Realty Group

    200 Swanton St Unit 636, Winchester, MA 01890
    • /36

      Est $1,657,640 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

      • 13% Above List Price
      • $351/SF
      • 48 Days On Market

      Last Sold Price $1,470,000

      Last Listing Agent Annie Youssoufian Boston Brownstones Realty PLLC

  • /38

    $1,558,200 Sold Jan 05, 2026

    82 Hillcrest Pkwy, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,882 Sq Ft
    • Built 1936

    Last Sold Summary

    • 6% Below List Price
    • $828/SF
    • 8 Days On Market

    Current Estimated Value $1,566,846

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

    82 Hillcrest Pkwy, Winchester, MA 01890
    • /38

      Est $1,948,163 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

      • 3% Above List Price
      • $526/SF
      • 50 Days On Market

      Last Sold Price $1,900,000

      Last Listing Agent Darryl Brian RE/MAX

  • /30

    $1,200,000 Sold Apr 30, 2025

    36 Lebanon St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 2,060 Sq Ft
    • Built 1926

    Last Sold Summary

    • $583/SF
    • 8 Days On Market

    Current Estimated Value $1,193,473

    Last Listing Agent Kim Covino Compass

    36 Lebanon St, Winchester, MA 01890
    • /35

      Est $2,011,511 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% Above List Price
      • $433/SF
      • 5 Days On Market

      Last Sold Price $1,920,000

      Last Listing Agent Janice Vazquez United Brokers

  • /42

    $1,199,000 Sold Nov 21, 2025

    162 Swanton St Unit 162, Winchester, MA 01890

    • 3 Beds
    • 3.5 Baths
    • 2,459 Sq Ft
    • Built 2025

    Last Sold Summary

    • 6% Below List Price
    • $488/SF
    • 73 Days On Market

    Last Listing Agent Kim Covino Compass

    162 Swanton St Unit 162, Winchester, MA 01890
    • /40

      Est $1,551,580 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

      • 3% Above List Price
      • $522/SF
      • 6 Days On Market

      Last Sold Price $1,500,000

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

  • /42

    $1,350,000 Sold May 30, 2025

    34 Fells Rd, Winchester, MA 01890

    • 3 Beds
    • 4 Baths
    • 3,351 Sq Ft
    • Built 1946

    Last Sold Summary

    • 16% Below List Price
    • $403/SF
    • 38 Days On Market

    Current Estimated Value $1,455,477

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    34 Fells Rd, Winchester, MA 01890
    • /33

      Est $1,343,814 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

      • 5% Above List Price
      • $779/SF
      • 30 Days On Market

      Last Sold Price $1,275,000

      Last Listing Agent Emmanuel Garcia Elia Realty Group, Inc

  • /42

    $1,090,000 Sold Feb 06, 2026

    16 Ridge St, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft
    • Built 1965

    Last Sold Summary

    • 9% Below List Price
    • $591/SF
    • 82 Days On Market

    Current Estimated Value $1,152,991

    Last Listing Agent Kim Covino Compass

    16 Ridge St, Winchester, MA 01890
    • /42

      Est $2,324,869 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

      • 12% Above List Price
      • $284/SF
      • 39 Days On Market

      Last Sold Price $2,070,000

      Last Listing Agent Reliable Results Realty Coldwell Banker Realty - Westford

  • /42

    $1,350,000 Sold Mar 06, 2026

    95 Irving St, Winchester, MA 01890

    • 4 Beds
    • 3.5 Baths
    • 2,490 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $542/SF
    • 61 Days On Market

    Current Estimated Value $1,376,577

    Last Listing Agent Kim Covino Compass

    95 Irving St, Winchester, MA 01890
    • /42

      Est $2,202,802 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

      • 12% Above List Price
      • $338/SF
      • 24 Days On Market

      Last Sold Price $1,960,000

      Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  • /27

    $1,225,000 Sold Nov 14, 2025

    10 Winchester Place Unit 301, Winchester, MA 01890

    • 2 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Built 2002

    Last Sold Summary

    • 14% Above List Price
    • $800/SF
    • 1 Day On Market

    Current Estimated Value $1,181,552

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    10 Winchester Place Unit 301, Winchester, MA 01890
    • /40

      Est $2,864,818 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

      • 15% Above List Price
      • $617/SF
      • 39 Days On Market

      Last Sold Price $2,500,000

      Last Listing Agent Steve Leavey Keller Williams Realty

  • /42

    $2,750,000 Sold May 19, 2025

    35 Lawson Rd, Winchester, MA 01890

    • 6 Beds
    • 6 Baths
    • 5,263 Sq Ft
    • Built 1920

    Last Sold Summary

    • $523/SF
    • 12 Days On Market

    Current Estimated Value $2,715,216

    Last Listing Agent Kim Covino Compass

    35 Lawson Rd, Winchester, MA 01890
    • /37

      Est $1,903,747 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

      • 8% Above List Price
      • $477/SF
      • 3 Days On Market

      Last Sold Price $1,759,000

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • /41

    $815,000 Sold Mar 09, 2026

    49 Spruce St, Winchester, MA 01890

    • 3 Beds
    • 1.5 Baths
    • 1,710 Sq Ft
    • Built 1860

    Last Sold Summary

    • 2% Below List Price
    • $477/SF
    • 16 Days On Market

    Current Estimated Value $884,354

    Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

    49 Spruce St, Winchester, MA 01890
    • /42

      Est $1,715,138 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

      • 1% Below List Price
      • $660/SF
      • 8 Days On Market

      Last Sold Price $1,740,000

      Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  • /29

    $1,300,000 Sold Jul 30, 2025

    49 Lincoln St, Winchester, MA 01890

    • 3 Beds
    • 2 Baths
    • 2,238 Sq Ft
    • Built 1905

    Last Sold Summary

    • 3% Below List Price
    • $581/SF
    • 9 Days On Market

    Current Estimated Value $1,304,658

    Last Listing Agent Vantage Point Team William Raveis R.E. & Home Services

    49 Lincoln St, Winchester, MA 01890
    • /37

      Est $1,517,234 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

      • 7% Above List Price
      • $509/SF
      • 6 Days On Market

      Last Sold Price $1,421,000

      Last Listing Agent The Ridick Revis Group Compass

  • /30

    $640,000 Sold Aug 15, 2025

    60 Lake St Unit I, Winchester, MA 01890

    • 2 Beds
    • 1.5 Baths
    • 1,464 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $437/SF
    • 8 Days On Market

    Current Estimated Value $645,608

    Last Listing Agent Pirani & Wile Group Gibson Sotheby's International Realty

    60 Lake St Unit I, Winchester, MA 01890
    • /33

      Est $1,537,614 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

      • 14% Above List Price
      • $462/SF
      • 10 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Dorothea Feffer Coldwell Banker Realty - Lexington

  • /40

    $3,242,250 Sold Oct 17, 2025

    4 Norwood St, Winchester, MA 01890

    • 5 Beds
    • 4.5 Baths
    • 5,250 Sq Ft
    • Built 1870

    Last Sold Summary

    • 5% Below List Price
    • $618/SF
    • 25 Days On Market

    Current Estimated Value $3,104,062

    Last Listing Agent Mark Donnellan Gibson Sotheby's International Realty

    4 Norwood St, Winchester, MA 01890
    • /37

      Est $1,435,264 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

      • 9% Above List Price
      • $508/SF
      • 5 Days On Market

      Last Sold Price $1,320,000

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • /14

    $287,000 Sold Sep 19, 2025

    200 Swanton St Unit 402, Winchester, MA 01890

    • 1 Bed
    • 1 Bath
    • 388 Sq Ft
    • Built 1966

    Last Sold Summary

    • 4% Below List Price
    • $740/SF
    • 7 Days On Market

    Current Estimated Value $290,466

    Last Listing Agent Michael Masci North Atlantic Realty Group

    200 Swanton St Unit 402, Winchester, MA 01890
    • /31

      Est $1,199,137 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

      • 28% Above List Price
      • $405/SF
      • 33 Days On Market

      Last Sold Price $940,000

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

  • /42

    $2,150,000 Sold Feb 02, 2026

    7 Appalachian Rd, Winchester, MA 01890

    • 4 Beds
    • 4.5 Baths
    • 3,263 Sq Ft
    • Built 1927

    Last Sold Summary

    • 8% Above List Price
    • $659/SF
    • 3 Days On Market

    Current Estimated Value $1,956,642

    Last Listing Agent Anne Spry Barrett Sotheby's International Realty

    7 Appalachian Rd, Winchester, MA 01890
    • /37

      Est $1,430,497 Not Listed For Sale

      15 New Meadows Rd, Winchester, MA 01890

      • 3 Beds
      • 2.5 Baths
      • 2,386 Sq Ft
      • Built 1949
      15 New Meadows Rd, Winchester, MA 01890

      Last Sold Summary

      • 20% Above List Price
      • $501/SF
      • 3 Days On Market

      Last Sold Price $1,195,000

      Last Listing Agent Alina Wang Coldwell Banker Realty - Lexington

  • /10

    $425,000 Sold Mar 18, 2026

    13 Nelson St, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 1,783 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $238/SF
    • 66 Days On Market

    Current Estimated Value $466,387

    Last Listing Agent Karen Morand MCO Realty Service, LLC

    13 Nelson St, Winchester, MA 01890
    • /25

      Est $1,584,118 Not Listed For Sale

      11 New Meadows Rd, Winchester, MA 01890

      • 3 Beds
      • 2 Baths
      • 3,139 Sq Ft
      • Built 1955
      11 New Meadows Rd, Winchester, MA 01890

      Last Sold Summary

      • 17% Above List Price
      • $430/SF
      • 3 Days On Market

      Last Sold Price $1,351,000

      Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  • /28

    $1,713,000 Sold Sep 26, 2025

    44 Amberwood Dr, Winchester, MA 01890

    • 3 Beds
    • 2.5 Baths
    • 3,002 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $571/SF
    • 53 Days On Market

    Current Estimated Value $1,771,510

    Last Listing Agent Hudson Santana Keller Williams Realty Boston Northwest

    44 Amberwood Dr, Winchester, MA 01890
    • /36

      Est $1,816,304 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

      • 5% Above List Price
      • $709/SF
      • 9 Days On Market

      Last Sold Price $1,725,000

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

Showing Results 201 - 240, Page 6 of 18

How to Buy a Home How to Finance a Home How to Sell a Home