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Winnetka, IL - single-family homes for sale
41 of 41 results displayed
- New
$2,995,000Active6 beds 5 baths6,900 sq. ft.127 Glenwood Avenue, Winnetka, IL 60093
MLS# 12637128Listed by: COMPASS
- New
$2,569,900Active6 beds 6 baths7,000 sq. ft.62 Woodley Road, Winnetka, IL 60093
MLS# 12637769Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$4,699,000Active6 beds 9 baths6,000 sq. ft.231 Woodlawn Avenue, Winnetka, IL 60093
MLS# 12638690Listed by: STONE REALTY GROUP - New
$1,750,000Active4 beds 4 baths5,409 sq. ft.211 Church Road, Winnetka, IL 60093
MLS# 12587281Listed by: COMPASS 
$2,489,000Pending5 beds 6 baths4,680 sq. ft.1241 Ash Street, Winnetka, IL 60093
MLS# 12608265Listed by: COMPASS
$1,089,000Pending3 beds 4 baths2,435 sq. ft.1105 Elm Street, Winnetka, IL 60093
MLS# 12631351Listed by: COMPASS
$1,450,000Pending5 beds 4 baths642 Ash Street, Winnetka, IL 60093
MLS# 12626097Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,885,000Pending4 beds 4 baths3,932 sq. ft.1082 Ash Street, Winnetka, IL 60093
MLS# 12628467Listed by: COMPASS
$1,700,000Pending5 beds 5 baths3,347 sq. ft.1368 Scott Avenue, Winnetka, IL 60093
MLS# 12627550Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$995,000Pending4 beds 4 baths3,225 sq. ft.1505 Tower Road, Winnetka, IL 60093
MLS# 12606156Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$16,900,000Active6 beds 10 baths15,000 sq. ft.915 Sunset Road, Winnetka, IL 60093
MLS# 12600188Listed by: VILLAGE REALTY GROUP INC
$1,869,000Pending5 beds 5 baths4,023 sq. ft.556 Willow Road, Winnetka, IL 60093
MLS# 12581158Listed by: COMPASS
$1,095,000Pending4 beds 3 baths2,503 sq. ft.1523 Tower Road, Winnetka, IL 60093
MLS# 12620073Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,495,000Pending4 beds 4 bathsAddress Withheld By Seller, Winnetka, IL 60093
MLS# 12620403Listed by: COMPASS
$1,439,000Pending5 beds 4 baths3,465 sq. ft.373 Sunset Road, Winnetka, IL 60093
MLS# 12610110Listed by: COMPASS
$1,699,000Pending4 beds 5 baths3,639 sq. ft.995 Oak Street, Winnetka, IL 60093
MLS# 12613148Listed by: COMPASS
$2,175,000Pending5 beds 5 baths4,214 sq. ft.1255 Forest Glen Drive N, Winnetka, IL 60093
MLS# 12605782Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$899,000Pending3 beds 3 baths574 Orchard Lane, Winnetka, IL 60093
MLS# 12589833Listed by: BAIRD & WARNER
$1,895,000Pending5 beds 5 baths5,231 sq. ft.91 Abbottsford Road, Winnetka, IL 60093
MLS# 12611137Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,450,000Pending5 beds 4 baths841 Prospect Avenue, Winnetka, IL 60093
MLS# 12607166Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$4,500,000Pending6 beds 7 baths6,212 sq. ft.140 Birch Street, Winnetka, IL 60093
MLS# 12564836Listed by: COMPASS
$950,000Active4 beds 2 baths2,100 sq. ft.979 Vine Street, Winnetka, IL 60093
MLS# 12606031Listed by: JASON MITCHELL REAL ESTATE IL
$2,495,000Pending5 beds 5 baths4,597 sq. ft.845 Glen Oak Drive, Winnetka, IL 60093
MLS# 12583662Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,739,000Pending5 beds 5 baths3,162 sq. ft.838 Lincoln Avenue, Winnetka, IL 60093
MLS# 12572439Listed by: COMPASS
$1,950,000Pending5 beds 6 baths4,200 sq. ft.67 Brier Street, Winnetka, IL 60093
MLS# 12431472Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,439,000Pending4 beds 7 baths4,269 sq. ft.1185 Hill Road, Winnetka, IL 60093
MLS# 12580255Listed by: COMPASS
$2,299,000Pending6 beds 7 baths5,350 sq. ft.1423 Asbury Avenue, Winnetka, IL 60093
MLS# 12482150Listed by: COMPASS
$2,199,000Pending5 beds 6 baths4,994 sq. ft.165 Fuller Lane, Winnetka, IL 60093
MLS# 12575361Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,995,000Pending5 beds 7 baths4 Indian Hill Road, Winnetka, IL 60093
MLS# 12549096Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,799,388Active6 beds 6 baths510 Provident Avenue, Winnetka, IL 60093
MLS# 12573223Listed by: JOHN PARK
$3,599,000Pending4 beds 5 baths5,499 sq. ft.Address Withheld By Seller, Winnetka, IL 60093
MLS# 12496129Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE- Open Sat, 12 to 2pm
$2,245,000Active5 beds 5 baths4,390 sq. ft.1159 Chatfield Road, Winnetka, IL 60093
MLS# 12585208Listed by: COMPASS 
$2,750,000Active4 beds 6 baths4,225 sq. ft.42 Woodley Road, Winnetka, IL 60093
MLS# 12533727Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,500,000Pending5 beds 5 baths5,184 sq. ft.355 Linden Street, Winnetka, IL 60093
MLS# 12587031Listed by: COMPASS
$7,275,000Active6 beds 8 baths15,000 sq. ft.43 Indian Hill Road, Winnetka, IL 60093
MLS# 12518536Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,995,000Pending5 beds 7 baths5,900 sq. ft.358 Winnetka Avenue, Winnetka, IL 60093
MLS# 12579068Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,299,000Pending4 beds 3 baths2,316 sq. ft.1295 Sunview Lane, Winnetka, IL 60093
MLS# 12470735Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$5,149,000Active6 beds 7 baths13,000 sq. ft.320 Woodley Road, Winnetka, IL 60093
MLS# 12465682Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$3,200,000Active6 beds 6 baths7,914 sq. ft.100 Old Green Bay Road, Winnetka, IL 60093
MLS# 12555408Listed by: COMPASS
$1,550,000Pending3 beds 4 baths3,146 sq. ft.764 Boal Parkway, Winnetka, IL 60093
MLS# 12451416Listed by: COMPASS
$4,950,000Active5 beds 7 baths9,908 sq. ft.32 Woodley Road, Winnetka, IL 60093
MLS# 12283033Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
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Copyright 2026 Midwest Real Estate Data LLC. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Midwest Real Estate Data LLC. Listing information is deemed reliable but not guaranteed.
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.