North Shore


Just 16 miles north of downtown Chicago, Winnetka is beautiful inside and out – from its picturesque downtown and scenic beaches to homes designed by renowned masters of architecture. Pedestrian-friendly neighborhoods surround the village’s downtown business district, putting residents just steps from a variety of boutique shops and eateries. Of course, with Winnetka’s beautiful beaches, golf courses, A.C. Nielsen Tennis Center, Ice Arena and numerous parks, you may never want to leave. Public schools in Winnetka include three elementary schools, two middle schools and New Trier High School, which consistently ranks among the best in the country. There also are a number of prestigious private schools within the community. Winnetka’s housing choices range from multimillion-dollar lakefront mansions to in-town condominiums and townhomes. Victorians, Colonials and Tudors are interspersed with contemporary and new-construction homes on graceful tree-lined streets.


One of the original North Shore villages, Wilmette has been ranked by Chicago magazine as one of the area’s best places to live. When it comes to housing in Wilmette, there’s no shortage of architectural styles and price points. Quintessential Cape Cod, Victorian and Colonial homes line the village’s historic streets. In addition to single-family homes, there are beachfront condominiums and more affordable townhomes. The schools in Wilmette are among the best. In fact, two Wilmette elementary schools are among the 17 schools in the state awarded the prestigious National Blue-Ribbon Award. The community is also served by the highly-acclaimed New Trier High School, located in Winnetka. At the heart of town is the Village Center, where you’ll find specialty stores, restaurants and The Wilmette Theatre. The Baha’i Temple is a highly-visible landmark along Sheridan Road, while Plaza del Lago provides excellent shopping. Ample recreational activities are also available at Gillson Park and beach, Wilmette Harbor, and the Centennial Recreation Complex which includes swimming, tennis and ice skating.


Founded in 1889, Kenilworth was designed to provide residents the utmost in beauty and privacy, as well as proximity to downtown Chicago. Kenilworth has fewer than 1,000 homes within its .6-mile radius; and notably no large businesses. Kenilworth’s lakefront mansions complement comfortable Prairie-style homes by architect and original resident George Maher. Noted architect Franklin Burnham designed the railroad station and Kenilworth Union Church, along with several original homes. Spectacular new construction is also available to homebuyers but must meet strict architectural standards to maintain Kenilworth’s tradition of elegance. Schools in the community include top-rated Joseph Sears School and New Trier High School. A beautiful public beach, flowing fountains, cozy parks, an active historical society and annual traditions such as a Memorial Day parade preserve the community’s charm.