5,275

Winnetka, IL Homes

Section Image
  • /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 $1,459,386

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

    1087 Ash St, Winnetka, IL 60093
    • /36

      Est $1,591,671

      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

  • /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 $1,231,266

    Last Listing Agent Karen Arenson Engel & Voelkers Chicago North Shore

    1409 Asbury Ave, Winnetka, IL 60093
    • /16

      Est $799,402

      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

  • /2

    $2,125,000

    Sold Aug 28, 2025

    9 Longmeadow Rd, Winnetka, IL 60093

    • 3 Beds
    • 3.5 Baths
    • 4,200 Sq Ft
    • Built 1955

    Last Sold Summary

    • $506/SF
    • 5 Days On Market

    Current Estimated Value $2,179,655

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

    9 Longmeadow Rd, Winnetka, IL 60093
    • /31

      Est $2,147,944

      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

  • /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 $894,210

    Last Listing Agent Paige Dooley Compass

    640 Winnetka Mews Unit 108, Winnetka, IL 60093
    • /44

      Est $4,708,008

      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

  • /62

    $3,075,000

    Sold Apr 30, 2026

    Unlisted Address

    • 4 Beds
    • 3.5 Baths
    • 4,430 Sq Ft
    • Built 1972

    Last Sold Summary

    • 4% Below List Price
    • $694/SF
    • 211 Days On Market

    Current Estimated Value $3,191,782

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

    Unlisted Address
    • /33

      Est $1,453,629

      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

  • /23

    $1,550,000

    Sold Jun 15, 2026

    812 Oak St Unit 300, Winnetka, IL 60093

    • 3 Beds
    • 2.5 Baths
    • Built 1997

    Last Sold Summary

    • 15% Above List Price
    • 4 Days On Market

    Current Estimated Value $1,381,750

    Last Listing Agent Julie Hartvigsen Compass

    812 Oak St Unit 300, Winnetka, IL 60093
    • /48

      Est $2,569,025

      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

  • /48

    $2,750,000

    Sold Apr 22, 2026

    153 Bertling Ln, Winnetka, IL 60093

    • 5 Beds
    • 4.5 Baths
    • 6,150 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Below List Price
    • $447/SF

    Current Estimated Value $2,795,739

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

    153 Bertling Ln, Winnetka, IL 60093
    • /35

      Est $1,442,927

      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

  • /49

    $1,700,000

    Sold Jun 24, 2026

    1372 Sunview Ln, Winnetka, IL 60093

    • 5 Beds
    • 5 Baths
    • 3,642 Sq Ft
    • Built 1952

    Last Sold Summary

    • 3% Above List Price
    • $467/SF
    • 4 Days On Market

    Current Estimated Value $1,660,681

    Last Listing Agent Paige Dooley Compass

    1372 Sunview Ln, Winnetka, IL 60093
    • /21

      Est $562,764

      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

  • /50

    $4,300,000

    Sold Jul 27, 2026

    936 Sunset Rd, Winnetka, IL 60093

    • 6 Beds
    • 6 Baths
    • 4,159 Sq Ft
    • Built 1956

    Last Sold Summary

    • 14% Below List Price
    • $1,034/SF
    • 11 Days On Market

    Current Estimated Value $2,942,279

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

    936 Sunset Rd, Winnetka, IL 60093
    • /44

      Est $3,677,542

      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

  • /19

    $1,550,000

    Sold Dec 17, 2025

    275 White Oak Ln, Winnetka, IL 60093

    • 4 Beds
    • 5.5 Baths
    • 3,598 Sq Ft
    • Built 1980

    Last Sold Summary

    • 14% Below List Price
    • $431/SF
    • 36 Days On Market

    Current Estimated Value $1,753,786

    Last Listing Agent Paige Dooley Compass

    275 White Oak 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

  • /2

    $1,400,000

    Sold May 04, 2026

    303 Auburn Ave, Winnetka, IL 60093

    • 4 Beds
    • 3 Baths
    • 3,737 Sq Ft
    • Built 1952

    Last Sold Summary

    • 10% Below List Price
    • $375/SF
    • 42 Days On Market

    Current Estimated Value $1,480,031

    Last Listing Agent Tim Chung Berkshire Hathaway HomeServices Chicago

    303 Auburn Ave, Winnetka, IL 60093
    • /42

      Est $2,602,150

      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

  • /70

    $3,000,000

    Sold May 08, 2026

    358 Winnetka Ave, Winnetka, IL 60093

    • 5 Beds
    • 7 Baths
    • 5,900 Sq Ft
    • Built 2004

    Last Sold Summary

    • $508/SF
    • 2 Days On Market

    Current Estimated Value $2,504,966

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

    358 Winnetka Ave, Winnetka, IL 60093
    • /28

      Est $2,050,672

      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

  • /54

    $2,755,000

    Sold Jun 08, 2026

    747 Lincoln Ave, Winnetka, IL 60093

    • 4 Beds
    • 5 Baths
    • 3,064 Sq Ft
    • Built 1918

    Last Sold Summary

    • 15% Above List Price
    • $899/SF
    • 5 Days On Market

    Current Estimated Value $1,768,948

    Last Listing Agent Colleen Archer Daugherty @properties Christie's International Real Estate

    747 Lincoln Ave, Winnetka, IL 60093
    • /44

      Est $2,762,531

      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

  • /58

    $2,175,000

    Sold Jun 24, 2026

    1185 Hill Rd, Winnetka, IL 60093

    • 4 Beds
    • 7 Baths
    • 4,269 Sq Ft
    • Built 1953

    Last Sold Summary

    • 11% Below List Price
    • $509/SF
    • 28 Days On Market

    Current Estimated Value $2,281,786

    Last Listing Agent Joanne Hudson Compass

    1185 Hill Rd, Winnetka, IL 60093
    • /23

      Est $1,094,633

      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

  • /4

    $1,030,000

    Sold Apr 02, 2026

    1492 Asbury Ave, Winnetka, IL 60093

    • 4 Beds
    • 2.5 Baths
    • 2,380 Sq Ft
    • Built 1967

    Last Sold Summary

    • 10% Below List Price
    • $433/SF
    • 276 Days On Market

    Current Estimated Value $1,121,960

    Last Listing Agent Maria Welch Perennial Properties

    1492 Asbury Ave, Winnetka, IL 60093
    • /21

      Est $659,943

      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

  • /36

    $3,300,000

    Sold Mar 17, 2026

    1070 Fisher Ln, Winnetka, IL 60093

    • 5 Beds
    • 6 Baths
    • 7,935 Sq Ft
    • Built 1993

    Last Sold Summary

    • 4% Above List Price
    • $416/SF
    • 6 Days On Market

    Current Estimated Value $3,351,708

    Last Listing Agent Steven Aisen @properties Christie's International Real Estate

    1070 Fisher Ln, Winnetka, IL 60093
    • /27

      Est $1,794,145

      Not Listed For Sale

      844 Prospect Ave, Winnetka, IL 60093

      • 5 Beds
      • Built 1905
      844 Prospect Ave, Winnetka, IL 60093

      Last Sold Summary

      • 149 Days On Market

      Last Listing Agent Steven Aisen @properties Christie's International Real Estate

  • /43

    $1,925,000

    Sold Feb 09, 2026

    983 Cherry St, Winnetka, IL 60093

    • 4 Beds
    • 4.5 Baths
    • 3,128 Sq Ft
    • Built 2002

    Last Sold Summary

    • 7% Above List Price
    • $615/SF
    • 1 Day On Market

    Current Estimated Value $1,983,578

    Last Listing Agent Katie Hauser Compass

    983 Cherry St, Winnetka, IL 60093
    • /45

      Est $2,116,288

      Not Listed For Sale

      1229 Ash St, Winnetka, IL 60093

      • 5 Beds
      • 3.5 Baths
      • 4,127 Sq Ft
      • Built 1930
      1229 Ash St, Winnetka, IL 60093

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Dawn McKenna Coldwell Banker Realty

  • /5

    $1,425,000

    Sold Nov 07, 2025

    Unlisted Address

    • 5 Beds
    • 3.5 Baths
    • 3,822 Sq Ft
    • Built 1916

    Last Sold Summary

    • 2% Above List Price
    • $373/SF
    • 1 Day On Market

    Current Estimated Value $1,537,512

    Last Listing Agent Virginia Trux @properties Christie's International Real Estate

    Unlisted Address
    • /55

      Est $2,529,533

      Not Listed For Sale

      143 Birch St, Winnetka, IL 60093

      • 4 Beds
      • 6 Baths
      • 4,318 Sq Ft
      • Built 1922
      143 Birch St, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

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

  • /36

    $1,500,000

    Sold Aug 22, 2025

    390 Birch St, Winnetka, IL 60093

    • 4 Beds
    • 2.5 Baths
    • 2,851 Sq Ft
    • Built 1969

    Last Sold Summary

    • 5% Above List Price
    • $526/SF
    • 3 Days On Market

    Current Estimated Value $1,637,909

    Last Listing Agent Annika Valdiserri @properties Christie's International Real Estate

    390 Birch St, Winnetka, IL 60093
    • /36

      Est $2,848,795

      Not Listed For Sale

      474 Sheridan Rd, Winnetka, IL 60093

      • 6 Beds
      • 4.5 Baths
      • 4,251 Sq Ft
      • Built 1937
      474 Sheridan Rd, Winnetka, IL 60093

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Carrie Healy Compass

  • /26

    $2,555,000

    Sold May 20, 2026

    845 Glen Oak Dr, Winnetka, IL 60093

    • 5 Beds
    • 5 Baths
    • 4,597 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Above List Price
    • $556/SF
    • 8 Days On Market

    Current Estimated Value $2,579,490

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

    845 Glen Oak Dr, Winnetka, IL 60093
    • /2

      Est $8,020,213

      Not Listed For Sale

      445 Sheridan Rd, Winnetka, IL 60093

      • 5 Beds
      • 9 Baths
      • 6,174 Sq Ft
      • Built 1918
      445 Sheridan Rd, Winnetka, IL 60093

      Last Sold Summary

      • 54 Days On Market

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

Showing Results 241 - 280, Page 7 of 18

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