Search Listings

North Shore Suburbs With the Most Expensive Homes

North Shore Suburbs With The Most Expensive Homes

Chicago’s North Shore suburbs are widely renowned as some of the most beautiful places to live in the Midwest – and this selection of towns speaks to that sentiment. From Glencoe to Winnetka, the North Shore is full of picturesque small towns that transform lakeside living into unmatched luxury. Homeowners here seem to spare no expense, with rambling estates that make the city seem light years away – but in reality, it’s just about a 30-minute drive. These villages exemplify the beauty and cost of Chicago’s North Shore suburbs. 


A luxury lakeside community situated on the western shore of Lake Michigan, Glencoe is an affluent village just 30 minutes away from Chicago, IL. Glencoe frequently tops the list of best places to live in Illinois and has the high-caliber public schools to match. Anyone who is searching for a quiet residential life with ample outdoor recreation but still wants access to populated metro areas will enjoy this area with its scenic beauty, historic homes, and residential setting. Home to the stunning Chicago Botanic Garden as well as numerous parks, delicious local restaurants, and upscale grocery stores, Glencoe combines the best of lakeside living with the ultimate luxurious experience. Home prices im Glencoe begin at around $2.5M and can reach $9M or higher.  

Lake Forest

Residents of Lake Forest, Illinois, rave about the laid back, tranquil lifestyle that feels far removed from the hustle and bustle of urban life. It is widely considered to be one of the North Shore’s most desirable communities, and it is renowned for its striking historic architecture. Sprinkled through the village, you will find estates designed by Frank Lloyd Wright and other famous architects of his ilk – and with styles ranging from Queen Anne to contemporary, every prospective resident can find something to suit their tastes. With a population of just under 20,000 people, Lake Forest offers a tight-knit community with local shops, high-quality public education, and fine dining and entertainment. Properties in the area frequently top $5M. 

Luxury Homes in North Shore Suburbs Chicago

Considering a move to Chicago's North Shore suburbs? Start searching all available North Shore homes for sale, or contact the Seventy7 Group, local North Shore real estate experts, for help with all your home buying or selling needs.

Lake Bluff

With its walkable, intimate environment, Lake Bluff provides its residents with a charming and quaint atmosphere. Despite the feeling that you are far from fast-paced city life, Lake Bluff is just 35 miles from downtown Chicago, meaning that the city is accessible if need be. Throughout the state of Illinois, Lake Bluff is known for its small-town community and its historic roots. A suburban oasis situated on the shores of Lake Michigan, the village boasts a close connection to nature and is rife with community pride and interpersonal connections. Residents pride themselves on being neighborly and welcoming – to newcomers and locals alike. With local cafés, restaurants, and boutiques galore, there is something for everyone in Lake Bluff. On the lower end, Lake Bluff homes begin at around $3M – and lakefront estates have been known to top $20M in this area. 

Highland Park

Widely known as the “Heart of the North Shore,” Highland Park is easily accessible from Chicago and other metro locations – but with tree-lined streets and lakefront trails, the village feels much farther from the city than it really is. The suburb’s central business district houses countless unique shops and restaurants and is highly walkable, allowing for a social atmosphere and lively, luxurious nights out for residents. The area prides itself on its historic architecture, miles of bike trails, vibrant arts and culture offerings, and miles of beautiful coastline on Lake Michigan. Homes in the coveted waterfront area begin around $2M and have been known to reach closer to $6M. 


Winnetka’s name comes from a Native American word meaning “beautiful land” – and there is no better way to describe the village. This picturesque town is just a short drive north of Chicago and offers residents beautiful, tree-lined streets and a pristine waterfront section of Lake Michigan. It’s also the filming site of some cult classic movies: Ferris Bueller’s Day Off and Home Alone were both filmed in Winnetka. With its excellent school system and accessibility to metro Chicago, the town provides families and individuals alike with large lot sizes and proximity to outdoor spaces that the city simply cannot match. You won’t find strip malls in Winnetka – the area has preserved its charm by favoring local, boutique shops and dining, keeping its elegance year after year. Houses for sale in Winnetka tend to start around $3M and can exceed $6M, especially on the waterfront. 

Post a Comment

From Our Blog

Posts By Category

All Categories Buying a Home (3) Celebrity Real Estate in Chicago (4) Chicage Rental Market (1) Chicago Condos (3) Chicago Events (8) Chicago Lifestyle (6) Chicago Lofts (3) Chicago Real Estate (51) Gold Coast (8) Lakeview Neighborhood Events (1) Lincoln Park (2) Loop Neighborhood Events (1) Loop Real Estate (1) Main (83) Old Town Real Estate (1) Real Estate Resources (9) Real Estate Services (4) River North Condos (1) River North Real Estate (1) South Loop Lofts (1) South Loop Real Estate (6) Streeterville Neighborhood Events (1) Streeterville Real Estate (7) West Loop Lofts (1) West Loop Neighborhood Events (1) West Loop Real Estate (15) Western Suburbs (2)

Posts By Month

Tag Cloud

Grab Our RSS Feed