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Winnetka, IL - single-family homes for sale
23 of 23 results displayed
- New
$2,000,000Active5 beds 5 baths4,662 sq. ft.579 Hill Terrace, Winnetka, IL 60093
MLS# 12751307Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,950,000Pending4 beds 4 baths3,045 sq. ft.887 Ash Street, Winnetka, IL 60093
MLS# 12748077Listed by: COMPASS- Open Sat, 12 to 1:30pm
$899,000Active3 beds 2 baths790 Foxdale Avenue, Winnetka, IL 60093
MLS# 12743165Listed by: COMPASS 
$1,295,000Pending3 beds 3 baths2,535 sq. ft.600 Sheridan Road, Winnetka, IL 60093
MLS# 12718382Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,499,000Pending4 beds 5 baths3,610 sq. ft.1192 Chatfield Road, Winnetka, IL 60093
MLS# 12732091Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,950,000Pending5 beds 5 baths4,212 sq. ft.567 Oak Street, Winnetka, IL 60093
MLS# 12729556Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,695,000Active4 beds 5 baths4,509 sq. ft.1140 Oakley Avenue, Winnetka, IL 60093
MLS# 12715045Listed by: JAMESON SOTHEBY'S INTERNATIONAL REALTY
$3,495,000Pending6 beds 8 baths5,894 sq. ft.Address Withheld By Seller, Winnetka, IL 60093
MLS# 12672761Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,950,000Pending5 beds 3 baths3,280 sq. ft.1440 Tower Road, Winnetka, IL 60093
MLS# 12703898Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,395,000Pending4 beds 3 bathsAddress Withheld By Seller, Winnetka, IL 60093
MLS# 12705964Listed by: JAMESON SOTHEBY'S INTERNATIONAL REALTY
$1,725,000Pending5 beds 5 baths6,580 sq. ft.555 Cherry Street, Winnetka, IL 60093
MLS# 12711173Listed by: COMPASS
$1,500,000Pending4 beds 3 baths2,895 sq. ft.1360 Sunview Lane, Winnetka, IL 60093
MLS# 12699325Listed by: COMPASS
$1,799,000Pending4 beds 3 baths3,973 sq. ft.922 Ash Street, Winnetka, IL 60093
MLS# 12704826Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$4,200,000Active6 beds 9 baths6,950 sq. ft.1128 Mt. Pleasant Road, Winnetka, IL 60093
MLS# 12701871Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,795,000Active6 beds 6 baths4,089 sq. ft.73 Locust Road, Winnetka, IL 60093
MLS# 12688601Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,779,000Pending4 beds 3 baths639 Lincoln Avenue, Winnetka, IL 60093
MLS# 12683501Listed by: ENGEL & VOELKERS CHICAGO NORTH SHORE
$1,795,000Pending3 beds 3 baths4,356 sq. ft.180 Westview Road, Winnetka, IL 60093
MLS# 12698922Listed by: @PROPERTIES COMMERCIAL
$4,949,000Active6 beds 7 baths13,000 sq. ft.320 Woodley Road, Winnetka, IL 60093
MLS# 12698685Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$3,049,000Pending5 beds 5 baths5,212 sq. ft.654 Pine Street, Winnetka, IL 60093
MLS# 12693763Listed by: COMPASS
$29,900,000Active8 beds 13 baths20,000 sq. ft.319 Sheridan Road, Winnetka, IL 60093
MLS# 12680920Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,250,000Active4 beds 6 baths4,225 sq. ft.42 Woodley Road, Winnetka, IL 60093
MLS# 12673083Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$2,569,900Active6 beds 6 baths7,000 sq. ft.62 Woodley Road, Winnetka, IL 60093
MLS# 12637769Listed 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
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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. MLSNI Member Broker: David Try
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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.
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 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.