5,224

Winnetka, IL Homes

Section Image
    • /48

      Est $1,881,243

      Not Listed For Sale

      850 Bell Ln, Winnetka, IL 60093

      • 4 Beds
      • 4.5 Baths
      • 3,279 Sq Ft
      • Built 1976
      850 Bell Ln, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

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

  • /34

    $930,000

    Sold Dec 08, 2025

    228 Poplar St, Winnetka, IL 60093

    • 4 Beds
    • 3 Baths
    • 1,801 Sq Ft
    • Built 1919

    Last Sold Summary

    • 3% Above List Price
    • $516/SF
    • 3 Days On Market

    Current Estimated Value $1,048,119

    Last Listing Agent Debbie Mora Evans Coldwell Banker Realty

    228 Poplar St, Winnetka, IL 60093
    • /57

      Est $4,890,355

      Not Listed For Sale

      1045 Starr Rd, Winnetka, IL 60093

      • 6 Beds
      • 9 Baths
      • 8,800 Sq Ft
      • Built 2014
      1045 Starr Rd, Winnetka, IL 60093

      Last Sold Summary

      • 5 Days On Market

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

  • /48

    $2,750,000

    Sold Aug 18, 2026

    1050 Spruce St, Winnetka, IL 60093

    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Above List Price
    • $550/SF
    • 2 Days On Market

    Current Estimated Value $2,660,500

    Last Listing Agent Bradley Dumes Baird & Warner

    1050 Spruce St, Winnetka, IL 60093
    • /10

      Est $1,834,668

      Not Listed For Sale

      827 Prospect Ave, Winnetka, IL 60093

      • 4 Beds
      • 2.5 Baths
      • 2,854 Sq Ft
      • Built 1904
      827 Prospect Ave, Winnetka, IL 60093

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Karin Zawaski @properties Christie's International Real Estate

  • /41

    $2,100,000

    Sold Dec 08, 2025

    520 Provident Ave, Winnetka, IL 60093

    • 5 Beds
    • 4.5 Baths
    • 3,800 Sq Ft
    • Built 2005

    Last Sold Summary

    • 8% Above List Price
    • $553/SF
    • 3 Days On Market

    Current Estimated Value $2,207,028

    Last Listing Agent Paige Dooley Compass

    520 Provident Ave, Winnetka, IL 60093
    • /44

      Est $3,517,651

      Not Listed For Sale

      1066 Mount Pleasant Rd, Winnetka, IL 60093

      • 6 Beds
      • 5.5 Baths
      • 3,792 Sq Ft
      • Built 1961
      1066 Mount Pleasant Rd, Winnetka, IL 60093

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Marlene Rubenstein Baird & Warner

  • /2

    $1,500,000

    Sold Jun 03, 2026

    1256 Asbury Ave, Winnetka, IL 60093

    • 5 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 1970

    Last Sold Summary

    • 7% Above List Price
    • $576/SF
    • 0 Days On Market

    Current Estimated Value $1,510,141

    Last Listing Agent Kathryn Moor Compass

    1256 Asbury Ave, Winnetka, IL 60093
    • /29

      Est $1,687,282

      Not Listed For Sale

      618 Ridge Rd, Winnetka, IL 60093

      • 4 Beds
      • 3 Baths
      • 2,397 Sq Ft
      • Built 1954
      618 Ridge Rd, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Megan Mawicke Jameson Sotheby's International Realty

  • /42

    $1,750,000

    Sold Jun 30, 2026

    211 Church Rd, Winnetka, IL 60093

    • 4 Beds
    • 3.5 Baths
    • 5,409 Sq Ft
    • Built 1835

    Last Sold Summary

    • $324/SF
    • 2 Days On Market

    Current Estimated Value $1,391,667

    Last Listing Agent Paige Dooley Compass

    211 Church Rd, Winnetka, IL 60093
    • /64

      Est $3,946,733

      Not Listed For Sale

      23 Indian Hill Rd, Winnetka, IL 60093

      • 5 Beds
      • 7 Baths
      • 5,589 Sq Ft
      • Built 1996
      23 Indian Hill Rd, Winnetka, IL 60093

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Paige Dooley Compass

  • /7

    $4,200,000

    Sold Sep 15, 2026

    Unlisted Address

    • 5 Beds
    • 7.5 Baths
    • 6,687 Sq Ft
    • Built 1967

    Last Sold Summary

    • $628/SF
    • 3 Days On Market

    Current Estimated Value $4,496,334

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

    Unlisted Address
    • /2

      Est $1,527,547

      Not Listed For Sale

      538 Meadow Rd, Winnetka, IL 60093

      • 4 Beds
      • 3.5 Baths
      • 2,907 Sq Ft
      • Built 1930
      538 Meadow Rd, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Megan Mawicke Jameson Sotheby's International Realty

  • /53

    $3,005,000

    Sold Apr 23, 2026

    334 Woodland Ave, Winnetka, IL 60093

    • 5 Beds
    • 4.5 Baths
    • 3,748 Sq Ft
    • Built 1992

    Last Sold Summary

    • 7% Above List Price
    • $802/SF
    • 4 Days On Market

    Current Estimated Value $2,936,327

    Last Listing Agent Paige Dooley Compass

    334 Woodland Ave, Winnetka, IL 60093
    • /15

      Est $2,122,018

      Not Listed For Sale

      395 Elder Ln, Winnetka, IL 60093

      • 6 Beds
      • 5 Baths
      • 3,755 Sq Ft
      • Built 1921
      395 Elder Ln, Winnetka, IL 60093

      Last Sold Summary

      • 0 Days On Market

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

  • /59

    $1,995,000

    Sold Jan 13, 2026

    335 Fairview Ave, Winnetka, IL 60093

    • 4 Beds
    • 4.5 Baths
    • 3,288 Sq Ft
    • Built 1923

    Last Sold Summary

    • $607/SF
    • 2 Days On Market

    Current Estimated Value $1,942,661

    Last Listing Agent Joanne Hudson Compass

    335 Fairview Ave, Winnetka, IL 60093
    • /52

      Est $1,654,154

      Not Listed For Sale

      447 Sunset Rd, Winnetka, IL 60093

      • 5 Beds
      • 5 Baths
      • 3,010 Sq Ft
      • Built 1926
      447 Sunset Rd, Winnetka, IL 60093

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Julie Miller Compass

  • /24

    $999,000

    Sold Aug 13, 2026

    882 Willow Rd, Winnetka, IL 60093

    • 4 Beds
    • 3.5 Baths
    • 2,427 Sq Ft
    • Built 1904

    Last Sold Summary

    • 2% Above List Price
    • $412/SF
    • 3 Days On Market

    Current Estimated Value $994,366

    Last Listing Agent Karen Arenson Engel & Voelkers Chicago North Shore

    882 Willow Rd, Winnetka, IL 60093
    • /43

      Est $2,682,585

      Not Listed For Sale

      950 Westmoor Rd, Winnetka, IL 60093

      • 5 Beds
      • 5.5 Baths
      • 5,260 Sq Ft
      • Built 2023
      950 Westmoor Rd, Winnetka, IL 60093

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Chris Gibala Winnetka Realty, Inc.

  • /4

    $4,200,000

    Sold Nov 21, 2025

    977 Sheridan Rd, Winnetka, IL 60093

    • 5 Beds
    • 7 Baths
    • 8,294 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $506/SF
    • 27 Days On Market

    Current Estimated Value $4,471,865

    Last Listing Agent Kim Kelley Compass

    977 Sheridan Rd, Winnetka, IL 60093
    • /41

      Est $1,943,640

      Not Listed For Sale

      251 Scott Ave, Winnetka, IL 60093

      • 5 Beds
      • 3.5 Baths
      • 3,468 Sq Ft
      • Built 1923
      251 Scott Ave, Winnetka, IL 60093

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Paige Dooley Compass

  • /63

    $3,367,000

    Sold Feb 09, 2026

    Unlisted Address

    • 5 Beds
    • 7 Baths
    • 6,982 Sq Ft
    • Built 2010

    Last Sold Summary

    • 2% Above List Price
    • $482/SF

    Current Estimated Value $3,525,731

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

    Unlisted Address
    • /2

      Est $2,854,666

      Not Listed For Sale

      1045 Pine St, Winnetka, IL 60093

      • 5 Beds
      • 5 Baths
      • 5,637 Sq Ft
      • Built 1922
      1045 Pine St, Winnetka, IL 60093

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Paige Dooley Compass

  • /45

    $2,175,000

    Sold Dec 02, 2025

    43 Indian Hill Rd, Winnetka, IL 60093

    • 4 Beds
    • 6 Baths
    • 5,873 Sq Ft
    • Built 1977

    Last Sold Summary

    • 5% Below List Price
    • $370/SF
    • 16 Days On Market

    Current Estimated Value $3,801,041

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

    43 Indian Hill Rd, Winnetka, IL 60093
    • /54

      Est $2,678,925

      Not Listed For Sale

      1240 Hill Rd, Winnetka, IL 60093

      • 5 Beds
      • 4.5 Baths
      • 5,354 Sq Ft
      • Built 1938
      1240 Hill Rd, Winnetka, IL 60093

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Paige Dooley Compass

  • /36

    $1,450,000

    Sold May 19, 2026

    642 Ash St, Winnetka, IL 60093

    • 5 Beds
    • 3.5 Baths
    • 2,316 Sq Ft
    • Built 1916

    Last Sold Summary

    • $626/SF
    • 5 Days On Market

    Current Estimated Value $1,477,263

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

    642 Ash St, Winnetka, IL 60093
    • /49

      Est $1,596,889

      Not Listed For Sale

      605 Lincoln Ave, Winnetka, IL 60093

      • 4 Beds
      • 5 Baths
      • 3,000 Sq Ft
      • Built 1914
      605 Lincoln Ave, Winnetka, IL 60093

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Patricia Skirving Compass

  • /28

    $1,550,000

    Sold May 08, 2026

    764 Boal Pkwy, Winnetka, IL 60093

    • 3 Beds
    • 3.5 Baths
    • 3,146 Sq Ft
    • Built 1954

    Last Sold Summary

    • 3% Below List Price
    • $493/SF
    • 217 Days On Market

    Current Estimated Value $1,574,978

    Last Listing Agent Gloria Matlin Compass

    764 Boal Pkwy, Winnetka, IL 60093
    • /4

      Est $3,255,481

      Not Listed For Sale

      346 Sheridan Rd, Winnetka, IL 60093

      • 6 Beds
      • 6 Baths
      • 9,160 Sq Ft
      • Built 1919
      346 Sheridan Rd, Winnetka, IL 60093

      Last Sold Summary

      • 3 Days On Market

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

  • /2

    $2,470,000

    Sold Aug 17, 2026

    127 Glenwood Ave, Winnetka, IL 60093

    • 6 Beds
    • 4.5 Baths
    • 6,900 Sq Ft
    • Built 2004

    Last Sold Summary

    • 12% Below List Price
    • $358/SF
    • 45 Days On Market

    Current Estimated Value $2,771,664

    Last Listing Agent Marina Carney Compass

    127 Glenwood Ave, Winnetka, IL 60093
    • /31

      Est $3,150,328

      Not Listed For Sale

      649 Pine St, Winnetka, IL 60093

      • 5 Beds
      • 3.5 Baths
      • 6,405 Sq Ft
      • Built 1965
      649 Pine St, Winnetka, IL 60093

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Anne Marie Murdoch @properties Christie's International Real Estate

  • /46

    $1,860,000

    Sold Apr 17, 2026

    277 Hibbard Rd, Winnetka, IL 60093

    • 5 Beds
    • 4.5 Baths
    • 3,338 Sq Ft
    • Built 1965

    Last Sold Summary

    • 24% Above List Price
    • $557/SF
    • 2 Days On Market

    Current Estimated Value $1,859,534

    Last Listing Agent Lauren Marquardt @properties Christie's International Real Estate

    277 Hibbard Rd, Winnetka, IL 60093
    • /18

      Est $1,668,186

      Not Listed For Sale

      965 Spruce St, Winnetka, IL 60093

      • 4 Beds
      • 3.5 Baths
      • 3,000 Sq Ft
      • Built 1886
      965 Spruce St, Winnetka, IL 60093

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Glenn Pankau Compass

  • /22

    $3,250,000

    Sold May 11, 2026

    Unlisted Address

    • 6 Beds
    • 5.5 Baths
    • 5,300 Sq Ft
    • Built 1898

    Last Sold Summary

    • 9% Above List Price
    • $613/SF

    Current Estimated Value $3,373,668

    Last Listing Agent Paige Dooley Compass

    Unlisted Address
    • /51

      Est $3,734,180

      Not Listed For Sale

      1005 Mount Pleasant Rd, Winnetka, IL 60093

      • 5 Beds
      • 7 Baths
      • 3,558 Sq Ft
      • Built 2016
      1005 Mount Pleasant Rd, Winnetka, IL 60093

      Last Sold Summary

      • 78 Days On Market

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

  • /39

    $925,000

    Sold Feb 24, 2026

    925 Elm St, Winnetka, IL 60093

    • 3 Beds
    • 3.5 Baths
    • 2,216 Sq Ft
    • Built 1916

    Last Sold Summary

    • 16% Above List Price
    • $417/SF
    • 7 Days On Market

    Current Estimated Value $996,660

    Last Listing Agent Kelly Ipjian Exit Strategy Realty

    925 Elm St, Winnetka, IL 60093
    • /20

      Est $1,122,732

      Not Listed For Sale

      624 Elder Ln, Winnetka, IL 60093

      • 2 Beds
      • 3 Baths
      • 1,956 Sq Ft
      • Built 1926
      624 Elder Ln, Winnetka, IL 60093

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Cathy Deutsch @properties Christie's International Real Estate

  • /42

    $1,340,000

    Sold Jun 24, 2026

    1105 Elm St, Winnetka, IL 60093

    • 3 Beds
    • 3.5 Baths
    • 2,435 Sq Ft
    • Built 1956

    Last Sold Summary

    • 23% Above List Price
    • $550/SF
    • 3 Days On Market

    Current Estimated Value $1,327,880

    Last Listing Agent Joanne Hudson Compass

    1105 Elm St, Winnetka, IL 60093
    • /2

      Est $2,399,371

      Not Listed For Sale

      529 Elder Ln, Winnetka, IL 60093

      • 4 Beds
      • 4.5 Baths
      • 4,381 Sq Ft
      • Built 1997
      529 Elder Ln, Winnetka, IL 60093

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jenifer McCartney Jameson Sotheby's International Realty

  • 100 Old Green Bay Rd, Winnetka, IL 60093

    $2,960,000

    Sold Jul 22, 2026

    100 Old Green Bay Rd, Winnetka, IL 60093

    • 6 Beds
    • 6 Baths
    • 7,914 Sq Ft
    • Built 1914

    Last Sold Summary

    • 8% Below List Price
    • $374/SF
    • 127 Days On Market

    Current Estimated Value $3,064,236

    Last Listing Agent Joanne Hudson Compass

    100 Old Green Bay Rd, Winnetka, IL 60093

Showing Results 361 - 400, Page 10 of 18

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