Winnetka, IL Homes

/51
Est $3,727,394 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
- 4% Above List Price
- $1,005/SF
- 78 Days On Market
Last Sold Price $3,575,000

Last Listing Agent Jena Radnay @ Properties

/40
$1,760,000 Sold Jun 03, 2025

815 Rosewood Ave, Winnetka, IL 60093
- 4 Beds
- 3.5 Baths
- 3,708 Sq Ft
- Built 1890
Last Sold Summary
- 17% Above List Price
- $475/SF
- 3 Days On Market
Current Estimated Value $1,589,312

Last Listing Agent Paige Dooley Compass

815 Rosewood Ave, Winnetka, IL 60093

/29
Est $1,258,421 Not Listed For Sale

333 Fairview Ave, Winnetka, IL 60093
- 5 Beds
- 4.5 Baths
- 4,112 Sq Ft
- Built 2001
333 Fairview Ave, Winnetka, IL 60093

Last Sold Summary
- 13% Below List Price
- $353/SF
- 8 Days On Market
Last Sold Price $1,450,000

Last Listing Agent Corinne Evans Compass

/26
$75,000 Sold May 30, 2025

84 N Branch Rd, Winnetka, IL 60093
- 3 Beds
- 2 Baths
- Built 2017
Last Sold Summary
- 12% Below List Price
- 8 Days On Market
Last Listing Agent Kevin Roy HomeSmart Connect LLC

84 N Branch Rd, Winnetka, IL 60093

/50
Est $2,194,174 Not Listed For Sale

797 Pine St, Winnetka, IL 60093
- 4 Beds
- 4.5 Baths
- 4,407 Sq Ft
- Built 2015
797 Pine St, Winnetka, IL 60093

Last Sold Summary
- 4% Above List Price
- $477/SF
- 1 Day On Market
Last Sold Price $2,100,000

Last Listing Agent Colleen Archer Daugherty @ Properties

/29
$2,100,000 Sold Jun 30, 2025

74 Garden Ln, Winnetka, IL 60093
- 3 Beds
- 3.5 Baths
- 3,723 Sq Ft
- Built 2015
Last Sold Summary
- 5% Above List Price
- $564/SF
- 7 Days On Market
Current Estimated Value $2,131,226

Last Listing Agent Julie Miller Compass

74 Garden Ln, Winnetka, IL 60093

/52
Est $2,478,370 Not Listed For Sale

195 Ridge Ave, Winnetka, IL 60093
- 6 Beds
- 4.5 Baths
- 7,950 Sq Ft
- Built 1931
195 Ridge Ave, Winnetka, IL 60093

Last Sold Summary
- 18% Above List Price
- $264/SF
- 3 Days On Market
Last Sold Price $2,100,000

Last Listing Agent Catherine King Compass

/11
$28,000 Sold Aug 26, 2025

37 S Branch Rd, Winnetka, IL 60093
- 2 Beds
- 1 Bath
- Built 2002
Last Sold Summary
- 30% Below List Price
- 17 Days On Market
Last Listing Agent Virgilio Arreguin-Solorio My Casa Realty Corp.

37 S Branch Rd, Winnetka, IL 60093

/47
Est $3,322,369 Not Listed For Sale

1230 Westmoor Rd, Winnetka, IL 60093
- 6 Beds
- 6.5 Baths
- 7,800 Sq Ft
- Built 2006
1230 Westmoor Rd, Winnetka, IL 60093

Last Sold Summary
- 27% Above List Price
- $335/SF
- 27 Days On Market
Last Sold Price $2,610,000

Last Listing Agent Joanne Hudson Compass

/76
$1,650,000 Sold Jun 26, 2025

938 Old Green Bay Rd, Winnetka, IL 60093
- 4 Beds
- 3 Baths
- 3,756 Sq Ft
- Built 1984
Last Sold Summary
- 1% Above List Price
- $439/SF
- 6 Days On Market
Current Estimated Value $1,730,862

Last Listing Agent Joanne Hudson Compass

938 Old Green Bay Rd, Winnetka, IL 60093

/40
Est $2,140,498 Not Listed For Sale

1305 Forest Glen Dr S, Winnetka, IL 60093
- 4 Beds
- 4.5 Baths
- 6,375 Sq Ft
- Built 1941
1305 Forest Glen Dr S, Winnetka, IL 60093

Last Sold Summary
- 1% Above List Price
- $333/SF
- 11 Days On Market
Last Sold Price $2,125,000

Last Listing Agent Julie Cassin @ Properties

/43
$2,050,000 Sold Dec 12, 2025

342 Rosewood Ave, Winnetka, IL 60093
- 5 Beds
- 4.5 Baths
- 4,585 Sq Ft
- Built 2011
Last Sold Summary
- 3% Above List Price
- $447/SF
- 5 Days On Market
Current Estimated Value $2,075,496

Last Listing Agent Paige Dooley Compass

342 Rosewood Ave, Winnetka, IL 60093

/45
Est $1,407,644 Not Listed For Sale

1427 Tower Rd, Winnetka, IL 60093
- 4 Beds
- 2.5 Baths
- 2,270 Sq Ft
- Built 1927
1427 Tower Rd, Winnetka, IL 60093

Last Sold Summary
- 17% Above List Price
- $529/SF
- 2 Days On Market
Last Sold Price $1,200,000

Last Listing Agent Monica Sofranko @ Properties

/75
$3,750,000 Sold Feb 24, 2026

145 Woodley Rd, Winnetka, IL 60093
- 5 Beds
- 7 Baths
- 7,548 Sq Ft
- Built 1957
Last Sold Summary
- 6% Below List Price
- $497/SF
- 0 Days On Market
Current Estimated Value $3,887,135

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

145 Woodley Rd, Winnetka, IL 60093

/51
Est $2,736,295 Not Listed For Sale

1325 Hackberry Ln, Winnetka, IL 60093
- 5 Beds
- 7 Baths
- 7,115 Sq Ft
- Built 1995
1325 Hackberry Ln, Winnetka, IL 60093

Last Sold Summary
- 12% Above List Price
- $344/SF
- 2 Days On Market
Last Sold Price $2,450,000

Last Listing Agent Jody Savino Compass

/26
$1,500,000 Sold Jan 15, 2026

305 Poplar St, Winnetka, IL 60093
- 3 Beds
- 2.5 Baths
- 3,128 Sq Ft
- Built 1926
Last Sold Summary
- 20% Above List Price
- $480/SF
- 4 Days On Market
Current Estimated Value $1,426,911

Last Listing Agent Paige Dooley Compass

305 Poplar St, Winnetka, IL 60093

/18
Est $1,610,232 Not Listed For Sale

41 Longmeadow Rd, Winnetka, IL 60093
- 5 Beds
- 5 Baths
- 4,300 Sq Ft
- Built 1961
41 Longmeadow Rd, Winnetka, IL 60093

Last Sold Summary
- 34% Above List Price
- $279/SF
- 40 Days On Market
Last Sold Price $1,199,000

Last Listing Agent Eve Bremen @ Properties

/73
$2,500,000 Sold Aug 01, 2025

3 Woodley Manor, Winnetka, IL 60093
- 4 Beds
- 3.5 Baths
- 6,322 Sq Ft
- Built 1955
Last Sold Summary
- 28% Above List Price
- $395/SF
- 6 Days On Market
Current Estimated Value $2,446,524

Last Listing Agent Tommy Choi Keller Williams ONEChicago

3 Woodley Manor, Winnetka, IL 60093

/10
Est $1,526,213 Not Listed For Sale

1030 Oak St, Winnetka, IL 60093
- 4 Beds
- 2.5 Baths
- 1,718 Sq Ft
- Built 1942
1030 Oak St, Winnetka, IL 60093

Last Sold Summary
- 6% Above List Price
- $835/SF
- 0 Days On Market
Last Sold Price $1,435,000

Last Listing Agent Leslie Maguire @ Properties

/35
$2,610,000 Sold Aug 15, 2025

891 Spruce St, Winnetka, IL 60093
- 5 Beds
- 5.5 Baths
- 5,000 Sq Ft
- Built 2018
Last Sold Summary
- 1% Above List Price
- $522/SF
- 3 Days On Market
Current Estimated Value $2,670,744

Last Listing Agent Annie Cobb Challenger Baird & Warner

891 Spruce St, Winnetka, IL 60093

/59
Est $2,151,062 Not Listed For Sale

882 Elm St, Winnetka, IL 60093
- 4 Beds
- 7 Baths
- 3,526 Sq Ft
- Built 2008
882 Elm St, Winnetka, IL 60093

Last Sold Summary
- 10% Above List Price
- $553/SF
- 4 Days On Market
Last Sold Price $1,950,000

Last Listing Agent Paige Dooley Compass

/41
$1,020,000 Sold Nov 03, 2025

674 Foxdale Ave, Winnetka, IL 60093
- 4 Beds
- 3 Baths
- 1,704 Sq Ft
- Built 1948
Last Sold Summary
- 3% Above List Price
- $599/SF
- 5 Days On Market
Current Estimated Value $1,041,183

Last Listing Agent Carol Munro Jameson Sotheby's International Realty

674 Foxdale Ave, Winnetka, IL 60093

/41
Est $2,623,912 Not Listed For Sale

249 Mary St, Winnetka, IL 60093
- 4 Beds
- 7 Baths
- 4,010 Sq Ft
- Built 2007
249 Mary St, Winnetka, IL 60093

Last Sold Summary
- 8% Above List Price
- $607/SF
- 2 Days On Market
Last Sold Price $2,435,000

Last Listing Agent Brandy Isaac @ Properties

/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 $945,133

Last Listing Agent Debbie Mora Evans Coldwell Banker Realty

228 Poplar St, Winnetka, IL 60093

/2
Est $5,675,161 Not Listed For Sale

671 Lincoln Ave, Winnetka, IL 60093
- 5 Beds
- 6 Baths
- 9,126 Sq Ft
- Built 1921
671 Lincoln Ave, Winnetka, IL 60093

Last Sold Summary
- 3% Above List Price
- $603/SF
- 5 Days On Market
Last Sold Price $5,500,000

Last Listing Agent Dawn McKenna Coldwell Banker Realty

/24
$1,417,000 Sold Apr 04, 2025

800 Tower Rd, Winnetka, IL 60093
- 4 Beds
- 2.5 Baths
- 2,637 Sq Ft
- Built 1955
Last Sold Summary
- $537/SF
- 0 Days On Market
Current Estimated Value $1,469,319

Last Listing Agent Chris Hristov Real People Realty

800 Tower Rd, Winnetka, IL 60093

/11
Est $2,178,937 Not Listed For Sale

604 Willow Rd, Winnetka, IL 60093
- 5 Beds
- 6.5 Baths
- 3,500 Sq Ft
- Built 2023
604 Willow Rd, Winnetka, IL 60093

Last Sold Summary
- 12% Below List Price
- $708/SF
- 56 Days On Market
Last Sold Price $2,478,000

Last Listing Agent Monica Corbett Compass

/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 $2,083,921

Last Listing Agent Paige Dooley Compass

520 Provident Ave, Winnetka, IL 60093

/32
Est $3,351,362 Not Listed For Sale

82 Essex Rd, Winnetka, IL 60093
- 5 Beds
- 7.5 Baths
- 5,400 Sq Ft
- Built 2023
82 Essex Rd, Winnetka, IL 60093

Last Sold Summary
- 16% Below List Price
- $735/SF
- 272 Days On Market
Last Sold Price $3,970,000

Last Listing Agent Milena Birov @ Properties

/71
$2,920,000 Sold Apr 30, 2025

1234 Westmoor Rd, Winnetka, IL 60093
- 4 Beds
- 8 Baths
- 4,753 Sq Ft
- Built 2004
Last Sold Summary
- 3% Below List Price
- $614/SF
- 16 Days On Market
Current Estimated Value $3,071,023

Last Listing Agent Joanne Hudson Compass

1234 Westmoor Rd, Winnetka, IL 60093

/52
Est $2,662,509 Not Listed For Sale

670 Sheridan Rd, Winnetka, IL 60093
- 4 Beds
- 5.5 Baths
- 5,205 Sq Ft
- Built 2004
670 Sheridan Rd, Winnetka, IL 60093

Last Sold Summary
- 11% Above List Price
- $461/SF
- 5 Days On Market
Last Sold Price $2,400,000

Last Listing Agent Paige Dooley Compass

/32
$899,000 Sold Jun 23, 2025

154 Glenwood Ave, Winnetka, IL 60093
- 3 Beds
- 2 Baths
- 2,420 Sq Ft
- Built 1919
Last Sold Summary
- $371/SF
- 4 Days On Market
Current Estimated Value $960,936

Last Listing Agent Lisa Miceli Jameson Sotheby's International Realty

154 Glenwood Ave, Winnetka, IL 60093

/44
Est $2,042,694 Not Listed For Sale

854 Boal Pkwy, Winnetka, IL 60093
- 5 Beds
- 3.5 Baths
- 4,253 Sq Ft
- Built 1936
854 Boal Pkwy, Winnetka, IL 60093

Last Sold Summary
- 5% Above List Price
- $458/SF
Last Sold Price $1,950,000

Last Listing Agent Katharine Hackett @ Properties

/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 $1,987,588

Last Listing Agent Joanne Hudson Compass

335 Fairview Ave, Winnetka, IL 60093

/66
Est $2,569,149 Not Listed For Sale

851 Sheridan Rd, Winnetka, IL 60093
- 5 Beds
- 6 Baths
- 3,800 Sq Ft
- Built 1939
851 Sheridan Rd, Winnetka, IL 60093

Last Sold Summary
- 26% Below List Price
- $908/SF
- 9 Days On Market
Last Sold Price $3,450,000

Last Listing Agent Paige Dooley Compass

/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 $4,237,336

Last Listing Agent Kim Kelley Baird & Warner

977 Sheridan Rd, Winnetka, IL 60093

/51
Est $2,936,932 Not Listed For Sale

484 Cedar St, Winnetka, IL 60093
- 6 Beds
- 6 Baths
- 4,203 Sq Ft
- Built 1937
484 Cedar St, Winnetka, IL 60093

Last Sold Summary
- 3% Above List Price
- $678/SF
- 0 Days On Market
Last Sold Price $2,850,000

Last Listing Agent Jena Radnay @ Properties

/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 $3,314,824

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

Unlisted Address

/43
Est $1,665,672 Not Listed For Sale

331 Walnut St, Winnetka, IL 60093
- 6 Beds
- 4 Baths
- 2,979 Sq Ft
- Built 1913
331 Walnut St, Winnetka, IL 60093

Last Sold Summary
- 12% Above List Price
- $501/SF
- 2 Days On Market
Last Sold Price $1,493,171

Last Listing Agent Mary Grant @ Properties

/2
$2,550,000 Sold Jun 12, 2025

1155 Chatfield Rd, Winnetka, IL 60093
- 4 Beds
- 5.5 Baths
- 4,460 Sq Ft
- Built 1912
Last Sold Summary
- 2% Above List Price
- $572/SF
- 133 Days On Market
Current Estimated Value $2,491,071

Last Listing Agent Annie flanagan @properties Christie's International Real Estate

1155 Chatfield Rd, Winnetka, IL 60093

Showing Results 401 - 440, Page 11 of 18

Illinois Cook County Winnetka

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