5,224

Winnetka, IL Homes

Section Image
    • 928 Pine St, Winnetka, IL 60093
      928 Pine St, Winnetka, IL 60093
      /2

      Est $1,752,297

      Not Listed For Sale

      928 Pine St, Winnetka, IL 60093

      • 4 Beds
      • 3.5 Baths
      • 3,153 Sq Ft
      • Built 1924
      928 Pine St, Winnetka, IL 60093

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Carrie Tarzon @properties Christie's International Real Estate

  • 912 Forest Glen Dr E, Winnetka, IL 60093
    912 Forest Glen Dr E, Winnetka, IL 60093
    912 Forest Glen Dr E, Winnetka, IL 60093
    /33

    $1,800,000

    Sold Nov 05, 2025

    912 Forest Glen Dr E, Winnetka, IL 60093

    • 5 Beds
    • 3.5 Baths
    • 3,889 Sq Ft
    • Built 1941

    Last Sold Summary

    • 6% Above List Price
    • $463/SF

    Current Estimated Value $1,954,609

    Last Listing Agent Sally O'Donnell @properties Christie's International Real Estate

    912 Forest Glen Dr E, Winnetka, IL 60093
    • 1066 Tower Rd, Winnetka, IL 60093
      1066 Tower Rd, Winnetka, IL 60093
      1066 Tower Rd, Winnetka, IL 60093
      /36

      Est $1,036,895

      Not Listed For Sale

      1066 Tower Rd, Winnetka, IL 60093

      • 3 Beds
      • 4 Baths
      • 1,700 Sq Ft
      • Built 1914
      1066 Tower Rd, Winnetka, IL 60093

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Joanne Hudson Compass

  • 140 Birch St, Winnetka, IL 60093
    140 Birch St, Winnetka, IL 60093
    140 Birch St, Winnetka, IL 60093
    /78

    $4,400,000

    Sold Jul 02, 2026

    140 Birch St, Winnetka, IL 60093

    • 6 Beds
    • 7 Baths
    • 6,212 Sq Ft
    • Built 1898

    Last Sold Summary

    • 2% Below List Price
    • $708/SF
    • 14 Days On Market

    Current Estimated Value $4,419,497

    Last Listing Agent Julie Miller Compass

    140 Birch St, Winnetka, IL 60093
    • 1412 Scott Ave, Winnetka, IL 60093
      1412 Scott Ave, Winnetka, IL 60093
      /2

      Est $2,230,682

      Not Listed For Sale

      1412 Scott Ave, Winnetka, IL 60093

      • 4 Beds
      • 3.5 Baths
      • 5,616 Sq Ft
      • Built 1998
      1412 Scott Ave, Winnetka, IL 60093

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Laura McCain Compass

  • 4 Indian Hill Rd, Winnetka, IL 60093
    4 Indian Hill Rd, Winnetka, IL 60093
    4 Indian Hill Rd, Winnetka, IL 60093
    /31

    $2,900,000

    Sold Jun 10, 2026

    4 Indian Hill Rd, Winnetka, IL 60093

    • 5 Beds
    • 6.5 Baths
    • 2,822 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $1,028/SF
    • 24 Days On Market

    Current Estimated Value $3,211,347

    Last Listing Agent Kathryn Mangel @properties Christie's International Real Estate

    4 Indian Hill Rd, Winnetka, IL 60093
    • 1260 Ash St, Winnetka, IL 60093
      1260 Ash St, Winnetka, IL 60093
      1260 Ash St, Winnetka, IL 60093
      /22

      Est $1,097,060

      Not Listed For Sale

      1260 Ash St, Winnetka, IL 60093

      • 3 Beds
      • 2.5 Baths
      • 2,756 Sq Ft
      • Built 1930
      1260 Ash St, Winnetka, IL 60093

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Roberta Brennan @properties Christie's International Real Estate

  • 90 Locust Rd, Winnetka, IL 60093
    90 Locust Rd, Winnetka, IL 60093
    /2

    $4,250,000

    Sold Oct 30, 2025

    90 Locust Rd, Winnetka, IL 60093

    • 6 Beds
    • 5.5 Baths
    • 5,479 Sq Ft
    • Built 1922

    Last Sold Summary

    • 9% Below List Price
    • $776/SF
    • 137 Days On Market

    Current Estimated Value $4,588,536

    Last Listing Agent Sarah Dwyer Compass

    90 Locust Rd, Winnetka, IL 60093
    • 1098 Fisher Ln, Winnetka, IL 60093
      1098 Fisher Ln, Winnetka, IL 60093
      1098 Fisher Ln, Winnetka, IL 60093
      /85

      Est $2,884,797

      Not Listed For Sale

      1098 Fisher Ln, Winnetka, IL 60093

      • 4 Beds
      • 4.5 Baths
      • 4,591 Sq Ft
      • Built 1976
      1098 Fisher Ln, Winnetka, IL 60093

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Joanne Hudson Compass

  • Unlisted Address
    Unlisted Address
    /2

    $4,000,000

    Sold Sep 18, 2026

    Unlisted Address

    • 6 Beds
    • 8 Baths
    • 5,894 Sq Ft
    • Built 2005

    Last Sold Summary

    • 14% Above List Price
    • $679/SF
    • 3 Days On Market

    Current Estimated Value $3,696,344

    Last Listing Agent Mary Grant @properties Christie's International Real Estate

    Unlisted Address
    • 516 Meadow Rd, Winnetka, IL 60093
      516 Meadow Rd, Winnetka, IL 60093
      516 Meadow Rd, Winnetka, IL 60093
      /36

      Est $1,600,933

      Not Listed For Sale

      516 Meadow Rd, Winnetka, IL 60093

      • 4 Beds
      • 2.5 Baths
      • 3,360 Sq Ft
      • Built 1927
      516 Meadow Rd, Winnetka, IL 60093

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kathryn Mangel @properties Christie's International Real Estate

  • 38 Brier St, Winnetka, IL 60093
    38 Brier St, Winnetka, IL 60093
    38 Brier St, Winnetka, IL 60093
    /35

    $800,000

    Sold Oct 14, 2025

    38 Brier St, Winnetka, IL 60093

    • 3 Beds
    • 1.5 Baths
    • 2,571 Sq Ft
    • Built 1926

    Last Sold Summary

    • 9% Below List Price
    • $311/SF
    • 56 Days On Market

    Current Estimated Value $872,668

    Last Listing Agent Joseph Nash @properties Christie's International Real Estate

    38 Brier St, Winnetka, IL 60093
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /16

      Est $796,988

      Not Listed For Sale

      Unlisted Address

      • 2 Beds
      • 1.5 Baths
      • 1,230 Sq Ft
      • Built 1910
      Unlisted Address

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Christina Fawcett @properties Christie's International Real Estate

  • 373 Sunset Rd, Winnetka, IL 60093
    373 Sunset Rd, Winnetka, IL 60093
    373 Sunset Rd, Winnetka, IL 60093
    /26

    $1,380,000

    Sold Jun 26, 2026

    373 Sunset Rd, Winnetka, IL 60093

    • 5 Beds
    • 3.5 Baths
    • 3,465 Sq Ft
    • Built 1924

    Last Sold Summary

    • 4% Below List Price
    • $398/SF
    • 11 Days On Market

    Current Estimated Value $1,467,625

    Last Listing Agent Joanne Hudson Compass

    373 Sunset Rd, Winnetka, IL 60093
    • 1044 Elm St, Winnetka, IL 60093
      1044 Elm St, Winnetka, IL 60093
      1044 Elm St, Winnetka, IL 60093
      /31

      Est $2,138,447

      Not Listed For Sale

      1044 Elm St, Winnetka, IL 60093

      • 4 Beds
      • 4.5 Baths
      • 4,867 Sq Ft
      • Built 2004
      1044 Elm St, Winnetka, IL 60093

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Julie Dowdle Rogers @properties Christie's International Real Estate

  • 1295 Sunview Ln, Winnetka, IL 60093
    1295 Sunview Ln, Winnetka, IL 60093
    1295 Sunview Ln, Winnetka, IL 60093
    /37

    $1,105,813

    Sold Jun 29, 2026

    1295 Sunview Ln, Winnetka, IL 60093

    • 4 Beds
    • 3 Baths
    • 2,316 Sq Ft
    • Built 1953

    Last Sold Summary

    • 15% Below List Price
    • $477/SF
    • 185 Days On Market

    Current Estimated Value $1,158,155

    Last Listing Agent Margaret Goss @properties Christie's International Real Estate

    1295 Sunview Ln, Winnetka, IL 60093
    • 66 Fox Ln, Winnetka, IL 60093
      66 Fox Ln, Winnetka, IL 60093
      66 Fox Ln, Winnetka, IL 60093
      /44

      Est $4,721,121

      Not Listed For Sale

      66 Fox Ln, Winnetka, IL 60093

      • 6 Beds
      • 8 Baths
      • 8,025 Sq Ft
      • Built 1926
      66 Fox Ln, Winnetka, IL 60093

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Jena Radnay @properties Christie's International Real Estate

  • 735 Foxdale Ave, Winnetka, IL 60093
    735 Foxdale Ave, Winnetka, IL 60093
    /2

    $1,175,000

    Sold Apr 22, 2026

    735 Foxdale Ave, Winnetka, IL 60093

    • 4 Beds
    • 4 Baths
    • 2,100 Sq Ft
    • Built 1923

    Last Sold Summary

    • 2% Below List Price
    • $560/SF

    Current Estimated Value $1,226,490

    Last Listing Agent Phil Ciccarelli Berkshire Hathaway HomeServices Chicago

    735 Foxdale Ave, Winnetka, IL 60093
    • 1413 Tower Rd, Winnetka, IL 60093
      1413 Tower Rd, Winnetka, IL 60093
      1413 Tower Rd, Winnetka, IL 60093
      /33

      Est $1,474,506

      Not Listed For Sale

      1413 Tower Rd, Winnetka, IL 60093

      • 4 Beds
      • 4 Baths
      • 3,029 Sq Ft
      • Built 1930
      1413 Tower Rd, Winnetka, IL 60093

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Cricket King @properties Christie's International Real Estate

  • 154 Glenwood Ave, Winnetka, IL 60093
    154 Glenwood Ave, Winnetka, IL 60093
    154 Glenwood Ave, Winnetka, IL 60093
    /29

    $1,230,154

    Sold Aug 11, 2026

    154 Glenwood Ave, Winnetka, IL 60093

    • 3 Beds
    • 2 Baths
    • 2,333 Sq Ft
    • Built 1919

    Last Sold Summary

    • 29% Above List Price
    • $527/SF
    • 4 Days On Market

    Current Estimated Value $1,025,541

    Last Listing Agent Bonnie Tripton @properties Christie's International Real Estate

    154 Glenwood Ave, Winnetka, IL 60093
    • 1148 Scott Ave, Winnetka, IL 60093
      1148 Scott Ave, Winnetka, IL 60093
      1148 Scott Ave, Winnetka, IL 60093
      /48

      Est $2,577,254

      Not Listed For Sale

      1148 Scott Ave, Winnetka, IL 60093

      • 5 Beds
      • 5.5 Baths
      • 4,954 Sq Ft
      • Built 2014
      1148 Scott Ave, Winnetka, IL 60093

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Mary Grant @properties Christie's International Real Estate

  • 556 Winnetka Ave, Winnetka, IL 60093
    556 Winnetka Ave, Winnetka, IL 60093
    /2

    $1,800,000

    Sold Sep 03, 2026

    556 Winnetka Ave, Winnetka, IL 60093

    • 5 Beds
    • 5 Baths
    • 3,445 Sq Ft
    • Built 1938

    Last Sold Summary

    • $522/SF
    • 0 Days On Market

    Current Estimated Value $1,662,608

    Last Listing Agent Megan Mawicke Jameson Sotheby's International Realty

    556 Winnetka Ave, Winnetka, IL 60093
    • 329 Rosewood Ave, Winnetka, IL 60093
      329 Rosewood Ave, Winnetka, IL 60093
      329 Rosewood Ave, Winnetka, IL 60093
      /35

      Est $1,426,332

      Not Listed For Sale

      329 Rosewood Ave, Winnetka, IL 60093

      • 4 Beds
      • 2.5 Baths
      • 2,400 Sq Ft
      • Built 1949
      329 Rosewood Ave, Winnetka, IL 60093

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Brandie Malay @properties Christie's International Real Estate

  • 1037 Oak St, Winnetka, IL 60093
    1037 Oak St, Winnetka, IL 60093
    /2

    $2,155,000

    Sold Aug 10, 2026

    1037 Oak St, Winnetka, IL 60093

    • 5 Beds
    • 3.5 Baths
    • 2,762 Sq Ft
    • Built 1940

    Last Sold Summary

    • 20% Above List Price
    • $780/SF
    • 3 Days On Market

    Current Estimated Value $1,894,494

    Last Listing Agent Catherine Dunlop @properties Christie's International Real Estate

    1037 Oak St, Winnetka, IL 60093
    • 606 Lincoln Ave Unit 606, Winnetka, IL 60093
      606 Lincoln Ave Unit 606, Winnetka, IL 60093
      606 Lincoln Ave Unit 606, Winnetka, IL 60093
      /21

      Est $580,568

      Not Listed For Sale

      606 Lincoln Ave Unit 606, Winnetka, IL 60093

      • 2 Beds
      • 1.5 Baths
      • 1,500 Sq Ft
      • Built 1956
      606 Lincoln Ave Unit 606, Winnetka, IL 60093

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Sara Sullivan Compass

  • 54 Woodley Rd, Winnetka, IL 60093
    54 Woodley Rd, Winnetka, IL 60093
    54 Woodley Rd, Winnetka, IL 60093
    /59

    $4,100,000

    Sold Feb 17, 2026

    54 Woodley Rd, Winnetka, IL 60093

    • 5 Beds
    • 6 Baths
    • 7,589 Sq Ft
    • Built 1942

    Last Sold Summary

    • 3% Above List Price
    • $540/SF

    Current Estimated Value $2,778,230

    Last Listing Agent Katharine Hackett @properties Christie's International Real Estate

    54 Woodley Rd, Winnetka, IL 60093
    • 901 Hill Rd, Winnetka, IL 60093
      901 Hill Rd, Winnetka, IL 60093
      901 Hill Rd, Winnetka, IL 60093
      /44

      Est $3,822,912

      Not Listed For Sale

      901 Hill Rd, Winnetka, IL 60093

      • 5 Beds
      • 5.5 Baths
      • 7,260 Sq Ft
      • Built 1930
      901 Hill Rd, Winnetka, IL 60093

      Last Sold Summary

      • 223 Days On Market

      Last Listing Agent Chris Downey Compass

  • 545 Sheridan Rd, Winnetka, IL 60093
    545 Sheridan Rd, Winnetka, IL 60093
    545 Sheridan Rd, Winnetka, IL 60093
    /29

    $2,200,000

    Sold Sep 30, 2025

    545 Sheridan Rd, Winnetka, IL 60093

    • 4 Beds
    • 3.5 Baths
    • 3,659 Sq Ft
    • Built 1943

    Last Sold Summary

    • 10% Above List Price
    • $601/SF
    • 4 Days On Market

    Current Estimated Value $2,367,961

    Last Listing Agent Julie Miller Compass

    545 Sheridan Rd, Winnetka, IL 60093
    • 1575 Hickory Ln, Winnetka, IL 60093
      1575 Hickory Ln, Winnetka, IL 60093
      1575 Hickory Ln, Winnetka, IL 60093
      /86

      Est $3,436,893

      Not Listed For Sale

      1575 Hickory Ln, Winnetka, IL 60093

      • 5 Beds
      • 9 Baths
      • 5,651 Sq Ft
      • Built 2004
      1575 Hickory Ln, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Joanne Hudson Compass

  • 1082 Ash St, Winnetka, IL 60093
    1082 Ash St, Winnetka, IL 60093
    1082 Ash St, Winnetka, IL 60093
    /54

    $2,100,000

    Sold Jun 08, 2026

    1082 Ash St, Winnetka, IL 60093

    • 4 Beds
    • 3.5 Baths
    • 3,932 Sq Ft
    • Built 1928

    Last Sold Summary

    • 11% Above List Price
    • $534/SF
    • 3 Days On Market

    Current Estimated Value $2,071,454

    Last Listing Agent Sara Sullivan Compass

    1082 Ash St, Winnetka, IL 60093
    • 520 Oak St, Winnetka, IL 60093
      520 Oak St, Winnetka, IL 60093
      520 Oak St, Winnetka, IL 60093
      /42

      Est $3,295,982

      Not Listed For Sale

      520 Oak St, Winnetka, IL 60093

      • 5 Beds
      • 4.5 Baths
      • 4,114 Sq Ft
      • Built 1919
      520 Oak St, Winnetka, IL 60093

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Sarah Lyons @properties Christie's International Real Estate

  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /55

    $3,326,000

    Sold May 01, 2026

    Unlisted Address

    • 5 Beds
    • 6 Baths
    • 7,070 Sq Ft
    • Built 1976

    Last Sold Summary

    • 11% Above List Price
    • $470/SF
    • 4 Days On Market

    Current Estimated Value $3,386,435

    Last Listing Agent Paige Dooley Compass

    Unlisted Address
    • 1132 Oak St, Winnetka, IL 60093
      1132 Oak St, Winnetka, IL 60093
      1132 Oak St, Winnetka, IL 60093
      /28

      Est $2,032,996

      Not Listed For Sale

      1132 Oak St, Winnetka, IL 60093

      • 4 Beds
      • 4.5 Baths
      • 3,170 Sq Ft
      • Built 2008
      1132 Oak St, Winnetka, IL 60093

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kathleen Doron Coldwell Banker Realty

  • 598 Birch St, Winnetka, IL 60093
    598 Birch St, Winnetka, IL 60093
    598 Birch St, Winnetka, IL 60093
    /31

    $2,085,000

    Sold Apr 24, 2026

    598 Birch St, Winnetka, IL 60093

    • 4 Beds
    • 5 Baths
    • 3,800 Sq Ft
    • Built 2023

    Last Sold Summary

    • 3% Below List Price
    • $549/SF
    • 6 Days On Market

    Current Estimated Value $2,156,161

    Last Listing Agent Jena Radnay @properties Christie's International Real Estate

    598 Birch St, Winnetka, IL 60093
    • 548 Cherry St, Winnetka, IL 60093
      548 Cherry St, Winnetka, IL 60093
      548 Cherry St, Winnetka, IL 60093
      /44

      Est $2,759,460

      Not Listed For Sale

      548 Cherry St, Winnetka, IL 60093

      • 6 Beds
      • 4.5 Baths
      • 5,800 Sq Ft
      • Built 1908
      548 Cherry St, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Sally O'Donnell @properties Christie's International Real Estate

  • 1087 Ash St, Winnetka, IL 60093
    1087 Ash St, Winnetka, IL 60093
    1087 Ash St, Winnetka, IL 60093
    /42

    $1,670,000

    Sold Jul 23, 2026

    1087 Ash St, Winnetka, IL 60093

    • 4 Beds
    • 3 Baths
    • 3,163 Sq Ft
    • Built 1925

    Last Sold Summary

    • 17% Above List Price
    • $528/SF
    • 2 Days On Market

    Current Estimated Value $1,588,974

    Last Listing Agent Leslie Maguire @properties Christie's International Real Estate

    1087 Ash St, Winnetka, IL 60093
    • 283 Ridge Ave, Winnetka, IL 60093
      283 Ridge Ave, Winnetka, IL 60093
      283 Ridge Ave, Winnetka, IL 60093
      /23

      Est $1,089,891

      Not Listed For Sale

      283 Ridge Ave, Winnetka, IL 60093

      • 3 Beds
      • 2 Baths
      • 2,008 Sq Ft
      • Built 1926
      283 Ridge Ave, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Marilee Moyer @properties Christie's International Real Estate

  • 1409 Asbury Ave, Winnetka, IL 60093
    1409 Asbury Ave, Winnetka, IL 60093
    1409 Asbury Ave, Winnetka, IL 60093
    /3

    $1,040,000

    Sold Dec 05, 2025

    1409 Asbury Ave, Winnetka, IL 60093

    • 4 Beds
    • 2.5 Baths
    • 3,434 Sq Ft
    • Built 1923

    Last Sold Summary

    • 5% Below List Price
    • $303/SF
    • 1 Day On Market

    Current Estimated Value $1,255,225

    Last Listing Agent Karen Arenson Engel & Voelkers Chicago North Shore

    1409 Asbury Ave, Winnetka, IL 60093
    • 650 Winnetka Mews Unit 311, Winnetka, IL 60093
      650 Winnetka Mews Unit 311, Winnetka, IL 60093
      650 Winnetka Mews Unit 311, Winnetka, IL 60093
      /21

      Est $706,744

      Not Listed For Sale

      650 Winnetka Mews Unit 311, Winnetka, IL 60093

      • 3 Beds
      • 3 Baths
      • 1,976 Sq Ft
      • Built 1973
      650 Winnetka Mews Unit 311, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Mary Grant @properties Christie's International Real Estate

  • 640 Winnetka Mews Unit 108, Winnetka, IL 60093
    640 Winnetka Mews Unit 108, Winnetka, IL 60093
    640 Winnetka Mews Unit 108, Winnetka, IL 60093
    /28

    $902,000

    Sold Oct 08, 2025

    640 Winnetka Mews Unit 108, Winnetka, IL 60093

    • 3 Beds
    • 3 Baths
    • 2,187 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Above List Price
    • $412/SF
    • 10 Days On Market

    Current Estimated Value $915,062

    Last Listing Agent Paige Dooley Compass

    640 Winnetka Mews Unit 108, Winnetka, IL 60093

Showing Results 201 - 240, Page 6 of 18

Illinois Cook County

Real Estate & Homes

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group