Search for Winnetka luxury homes with the Sotheby’s International Realty network, your premier resource for Winnetka homes. We have 128 luxury homes for sale in Winnetka, and 54,325 homes in all of Illinois. Homes listings include vacation homes, apartments, penthouses, luxury retreats, lake homes, ski chalets, villas, and many more lifestyle options. Each sale listing includes detailed descriptions, photos, amenities and neighborhood information for Winnetka.