Winnetka
Nestled along the North Shore, Winnetka is a community of tree-lined streets, sandy beaches, great schools, outstanding parks, and quality recreation facilities. Founded in 1869, Winnetka is a historic, family-oriented neighborhood with small-town charm and a thriving village for people to live and work. The community is located less than 20 miles north of the City of Chicago.
Available Homes in Winnetka
$3,150,000
6 Beds 5.5 Baths 6,384 SqFt
646 Prospect AVE, Winnetka, IL 60093
Listed by Paige Dooley of Compass


$1,649,000
4 Beds 3.5 Baths 0.30 Acres Lot
611 Ash ST, Winnetka, IL 60093
Listed by Annika Valdiserri of @properties Christie's International Real Estate


$1,950,000
5 Beds 4.5 Baths 3,800 SqFt
520 Provident AVE, Winnetka, IL 60093
Listed by Paige Dooley of Compass


$2,850,000
5 Beds 4 Baths 6,162 SqFt
205 Scott AVE, Winnetka, IL 60093
Listed by Nicole Hajdu of Baird & Warner


$1,595,000
5 Beds 4.5 Baths 4,925 SqFt
1350 Westmoor TRL, Winnetka, IL 60093
Listed by Lindy Goss of Baird & Warner


$3,295,000
6 Beds 6.5 Baths 5,339 SqFt
889 Cherry ST, Winnetka, IL 60093
Listed by Jena Radnay of @properties Christie's International Real Estate


$1,250,000
3 Beds 2.5 Baths 3,128 SqFt
305 Poplar ST, Winnetka, IL 60093
Listed by Paige Dooley of Compass


$900,000
4 Beds 3 Baths 1,801 SqFt
228 Poplar ST, Winnetka, IL 60093
Listed by Deborah Evans of Coldwell Banker Realty


$2,499,000
5 Beds 5.5 Baths 5,500 SqFt
1004 Oak ST, Winnetka, IL 60093
Listed by Colleen Archer Daugherty of @properties Christie's International Real Estate


$599,000
2 Beds 2 Baths 1,675 SqFt
630 Winnetka Mews #402, Winnetka, IL 60093
Listed by Richard Richker of @properties Christie's International Real Estate


$8,800
4 Beds 3.5 Baths 3,076 SqFt
526 Orchard LN, Winnetka, IL 60093
Listed by Marlene Rubenstein of Baird & Warner


$2,295,000
4 Beds 3.5 Baths 5,284 SqFt
386 Fairview AVE, Winnetka, IL 60093
Listed by Alexa Hara of @properties Christie's International Real Estate


$2,195,000
4 Beds 2.5 Baths 3,667 SqFt
1161 Pine ST, Winnetka, IL 60093
Listed by Joanne Hudson of Compass


$575,000
3 Beds 1.5 Baths 1,927 SqFt
471 Linden ST, Winnetka, IL 60093
Listed by Joanne Hudson of Compass


$1,995,000
5 Beds 4.5 Baths 4,585 SqFt
342 Rosewood AVE, Winnetka, IL 60093
Listed by Paige Dooley of Compass


$2,739,000
6 Beds 5 Baths 7,000 SqFt
62 Woodley RD, Winnetka, IL 60093
Listed by Jena Radnay of @properties Christie's International Real Estate


$879,000
3 Beds 1.5 Baths 1,224 SqFt
785 Locust ST, Winnetka, IL 60093
Listed by Christopher Crawford of @properties Christie's International Real Estate


$2,888,000
5 Beds 4 Baths 0.30 Acres Lot
331 Sheridan RD, Winnetka, IL 60093
Listed by Kathleen Whalen of @properties Christie's International Real Estate


$3,000
2 Beds 1 Baths 1,200 SqFt
1097 Tower RD #A, Winnetka, IL 60093
Listed by James Streff of Berkshire Hathaway HomeServices Chicago


$589,000
3 Beds 2.5 Baths 1,600 SqFt
730 Oak ST, Winnetka, IL 60093
Listed by Danielle Wylie of Baird & Warner


$2,499,900
5 Beds 3.5 Baths 4,800 SqFt
180 Apple Tree RD, Winnetka, IL 60093
Listed by Jena Radnay of @properties Christie's International Real Estate


$1,995,000
4 Beds 4 Baths 4,632 SqFt
1370 Sunview LN, Winnetka, IL 60093
Listed by Janet Borden of Compass


$4,399,995
6 Beds 7 Baths 7,500 SqFt
518 Elder LN, Winnetka, IL 60093
Listed by Matan Aharoni of Coldwell Banker Realty


$6,500
5 Beds 3 Baths 3,000 SqFt
510 Ash ST, Winnetka, IL 60093
Listed by Beth Groebe of Coldwell Banker Realty


                    
                
                    
                
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Based on information submitted to the MLS GRID as of 11/04/2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
IDX information is provided exclusively for consumers’ personal non-commercial use,  it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, the data is deemed reliable but is not guaranteed by MLS GRID, the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability. Data last updated: 11/04/2025.
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