Homes for Sale in Winnetka, IL
24 listings available right now — swipe to find your perfect match.
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Active Listings
$2,336,875
Avg. Price
$300,000
Starting From
$4,950,000
Up To
Featured Listings in Winnetka
$2,995,000Unknown
Winnetka, IL
$1,450,0001004 Elm St
Winnetka, IL
$2,245,0001159 Chatfield Rd
Winnetka, IL
$2,399,0001423 Asbury Ave
Winnetka, IL
$2,439,0001185 Hill Rd
Winnetka, IL
$1,599,000Unknown
Winnetka, IL
$1,850,000180 Westview Rd
Winnetka, IL
$1,439,000Unknown
Winnetka, IL
$300,000555 Hill Ter Apt 307
Winnetka, IL
$4,500,000140 Birch St
Winnetka, IL
$2,495,000845 Glen Oak Dr
Winnetka, IL
$1,739,000838 Lincoln Ave
Winnetka, IL
$1,950,00067 Brier St
Winnetka, IL
$2,495,000560 Elm St
Winnetka, IL
$2,450,000875 Gordon Ter
Winnetka, IL
$2,995,0004 Indian Hill Rd
Winnetka, IL
$3,200,000100 Old Green Bay Rd
Winnetka, IL
$1,399,000916 Oak St
Winnetka, IL
$3,599,000Unknown
Winnetka, IL
$1,800,000312 Rosewood Ave
Winnetka, IL
$2,799,000334 Woodland Ave
Winnetka, IL
$1,299,0001295 Sunview Ln
Winnetka, IL
$4,950,00032 Woodley Rd
Winnetka, IL
$1,699,000995 Oak St
Winnetka, IL
Find Your Dream Home in Winnetka
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Start Swiping in WinnetkaAbout Homes in Winnetka, IL
Winnetka is one of the most sought-after real estate markets in the Chicago area of Illinois. Whether you are a first-time buyer looking for a starter home or an experienced investor seeking luxury property, Winnetka has something for everyone. The local market features a diverse mix of architectural styles, from contemporary builds to classic designs, set among the distinctive neighborhoods that make Winnetka special. HomeSwipr makes it easy to explore every listing — simply swipe right on the homes you love and left on the ones that are not quite right. Our AI learns your taste with every swipe and surfaces better matches over time, so you spend less time scrolling and more time scheduling tours.