Nestled outside the bustling city of Chicago are suburbs that boast more than just serene streets and family-friendly amenities—they’re home to some of the priciest real estate in the state. From sprawling estates to luxurious lakefront properties, these suburbs attract homebuyers seeking exclusivity, grandeur, and high-end living.

But which suburbs truly top the list when it comes to expensive homes? We’ve done the research to provide you with a glimpse into the lavish lifestyles these communities have to offer. Whether you’re dreaming of upgrading to a luxury home, curious about Chicago’s affluent neighborhoods, or simply fascinated by high-end real estate trends, you’re in the right place.

Why Are Chicago Suburbs in Demand?

The Chicago suburbs have long attracted those seeking a balance of urban and suburban lifestyles. With proximity to the city’s rich culture, job opportunities, and amenities, these suburbs offer the perfect combination of convenience and tranquility.

But for luxury buyers, these areas provide additional perks, such as sprawling properties, proximity to private schools, exclusive country clubs, and vibrant local dining scenes. This blend of amenities and community charm has cemented the Chicago suburbs’ status as a hub for high-end living.

Let’s explore the suburbs that stand out for their premium home and real estate offerings.

1. Winnetka

Winnetka takes the crown as one of the most prestigious suburbs in the Chicago area. Known for its tree-lined streets and proximity to Lake Michigan, this North Shore gem oozes elegance.

Median Home Price

The median home price in Winnetka hovers around $1.75 million, with many homes easily selling for upwards of $4 million, especially those closer to the lake.

Why It’s Pricey

• Lakefront Estates: These properties offer exclusive private beaches and breathtaking waterfront views, providing residents with a serene and luxurious living experience. The allure of living along the lakefront, combined with privacy and picturesque landscapes, makes these estates highly sought after.
• Top-Tier Schools: The area boasts exceptional public schools, with New Trier High School consistently ranking among the best in the nation. These schools offer comprehensive academic programs and a variety of extracurricular activities, ensuring students receive a well-rounded education that prepares them for future success.
• Architectural Charm: The neighborhood features a stunning array of homes, ranging from Colonial to Tudor-style architecture. Each residence is uniquely designed with exquisite craftsmanship, showcasing historical charm and character that is both captivating and timeless. This architectural diversity adds to the area’s distinctive appeal.

2. Kenilworth

With a tiny population of just under 2,500, Kenilworth is as exclusive as it gets. Often called the most affluent suburb in Illinois, Kenilworth is known for its quiet streets and family-oriented community.

Median Home Price

The median home price sits at nearly $2 million, making it one of the most expensive suburbs not just in Illinois but in the entire Midwest.

Why It’s Pricey

• Privacy and Space: Kenilworth offers larger lot sizes and a low-density population, which are particularly appealing to those seeking privacy and tranquility away from the hustle and bustle of city life. This serene environment allows residents to enjoy spacious yards and a more secluded living experience.
• Historic Homes: The village is renowned for its historic homes, many of which date back to the early 1900s. These residences showcase stunning craftsmanship and architectural details, reflecting a rich history and timeless elegance that attract admirers of classic design and heritage.
• Easy City Access: Despite its peaceful ambiance, Kenilworth is conveniently located just 17 miles north of downtown Chicago. This proximity allows for a short and manageable commute, making it an ideal location for those who work in the city but wish to reside in a quieter, suburban setting.

3. Glencoe

Glencoe offers a picturesque setting right along Lake Michigan’s shores. It’s a prime spot for those who seek luxury living with a focus on nature and outdoor activities.

Median Home Price

The average home in Glencoe sells for around $1.4 million, though prices can soar to over $5 million for waterfront properties.

Why It’s Pricey

• Outdoor Appeal: The Chicago Botanic Garden and scenic walking trails are local highlights, offering residents a chance to connect with nature and enjoy picturesque landscapes year-round. Whether it’s a peaceful stroll or an energetic hike, the area provides a serene escape from the hustle and bustle of city life.
• Community Features: Premium country clubs and high-profile neighbors are staples of Glencoe living, providing an environment of sophistication and camaraderie. The clubs in the Glencoe area offer a range of activities, from golf to gourmet dining, allowing residents to cultivate both leisure and networking opportunities.
• Architectural Range: From modern builds to timeless classics, there’s something for every luxury buyer, with homes that boast exceptional design and craftsmanship. The diverse architecture reflects the unique tastes and lifestyles of its residents, making it a coveted area for those seeking a distinctive and high-end living experience.

4. Highland Park

Home to a blend of old-world charm and contemporary luxury, Highland Park has long been a suburb synonymous with affluence.

Median Home Price

Highland Park’s median home price is approximately $750,000, but lakefront mansions can easily exceed $10 million.

Why It’s Pricey

• Cultural Richness: Ravinia Festival, the area’s renowned outdoor concert venue, attracts thousands of visitors yearly with its diverse lineup of performances ranging from classical to contemporary music, making it a cultural cornerstone of the community.
• Lakefront Properties: Expansive estates with private beaches contribute to the high property values in this area. These luxurious homes often feature stunning views of Lake Michigan, adding to their desirability.
• Movie-Magic Appeal: Highland Park has served as the backdrop for numerous films, including the iconic Home Alone. This connection to Hollywood not only enhances its reputation but also adds a unique charm that draws interest from fans and filmmakers alike.

5. Lake Forest

Renowned for its sprawling estates and an air of exclusivity, Lake Forest consistently ranks as one of the wealthiest Chicago suburbs.

Median Home Price

The median home price is about $1.1 million, but properties often exceed $7 million.

Why It’s Pricey

• Historical Significance: This area is rich in history, featuring numerous mansions that date back to the 1800s. These architectural gems not only reflect the opulent past but also add a unique charm, attracting history enthusiasts and those who appreciate classic architecture.
• Prestigious Education: Renowned institutions such as Lake Forest Academy offer top-tier private education, drawing families who prioritize academic excellence and are willing to invest in their children’s future. Such schools often provide a variety of extracurricular activities and advanced educational programs.
• Serene Lifestyle: The area is known for its rolling landscapes and lush greenery, with its proximity to the lake offering stunning views and a tranquil environment. Residents enjoy an idyllic lifestyle, with ample opportunities for outdoor activities such as hiking, sailing, and enjoying the scenic beauty.

6. Hinsdale

Hinsdale offers a blend of sophistication and small-town charm, making it a coveted suburb just outside the bustling streets of Chicago. Known for its historic landmarks and picturesque setting, it provides residents with a high-end lifestyle coupled with community warmth.

Median Home Price

The median home price in Hinsdale is around $950,000, with select properties boasting price tags of $5 million or more, especially those with larger lots and unique architectural designs.

Why It’s Pricey

• Scenic Beauty: The village is renowned for its lush parks, winding streets, and well-preserved architecture, offering a peaceful retreat from the city. The picturesque landscape is complemented by beautifully maintained gardens and tree-lined avenues, making it a haven for nature lovers and those seeking tranquility.
• Top-Ranked Schools: Hinsdale Central High School is consistently recognized for its academic excellence, attracting families seeking quality education. The school offers a wide range of extracurricular activities and advanced placement courses, which further enhance its reputation and appeal to parents aiming for comprehensive development for their children.
• Community Vibe: The historic downtown area is filled with boutique shopping, dining options, and seasonal events, fostering a strong sense of community spirit. With frequent farmers’ markets, art fairs, and festive parades, residents enjoy a vibrant social life and ample opportunities to connect with neighbors, creating a welcoming and tight-knit community atmosphere.

7. Burr Ridge 

Burr Ridge is known for its spacious homes and lush landscapes, making it a desirable locale for those seeking tranquility and luxury just a short drive from Chicago. With its reputation for privacy and exclusivity, Burr Ridge attracts discerning buyers who value both comfort and convenience.

Median Home Price

The median home price in Burr Ridge is approximately $900,000, with many luxurious estates reaching up to $3 million or more.

Why It’s Pricey

• Expansive Properties: Homes in this area are situated on large lots, providing residents with ample space and a sense of privacy. The generous land plots allow for extensive gardens, outdoor entertainment areas, and potential for property expansions or renovations, making it an ideal choice for families or those seeking a more secluded lifestyle.
• Affluent Lifestyle: The community is known for its high-end shopping centers, gourmet dining establishments, and luxurious recreational facilities, all catering to those who relish an upscale lifestyle. Exclusive boutiques, top-rated restaurants, and private clubs offer residents a wide array of leisure options, enhancing the overall living experience.
• Transportation Access: The suburb’s convenient location near major highways and public transport options ensures that commuting is straightforward and efficient. Whether traveling for work or leisure, residents benefit from reduced travel times and easy access to the city’s key areas, making it a desirable location for professionals and families alike.

 

8. Western Springs 

Western Springs is a quaint and charming suburb that offers an idyllic setting for families seeking a balance of suburban tranquility and modern convenience. Known for its strong community vibe and historic charm, it provides a welcoming environment just outside Chicago.

Median Home Price

The median home price in Western Springs is around $750,000, with select custom homes fetching prices upwards of $1.5 million, especially those located in more desirable areas of the village.

Why It’s Pricey

• Community Spirit: Western Springs boasts a strong sense of community, with numerous family-friendly events and activities that bring residents together. From local festivals to neighborhood gatherings, there’s always something happening that fosters connections and camaraderie, making it an appealing place for families.
• Architectural Character: The suburb is dotted with charming vintage homes that showcase beautiful architectural designs, ranging from classic Victorian styles to mid-century modern masterpieces. This rich architectural diversity not only adds to its visual allure but also tells the story of the area’s history and development.
• Convenient Location: Strategically positioned near major expressways, Western Springs offers residents the convenience of quick and easy access to downtown Chicago and other surrounding areas. The well-connected Metra station further enhances connectivity, making commuting or exploring the region both efficient and straightforward.

9. Elmhurst 

Elmhurst strikes a perfect balance between suburban life and urban accessibility, making it a top choice for Chicago area home buyers looking outside the city. Known for its vibrant culture and strong community involvement, this suburb offers a dynamic living environment within commuting distance of downtown Chicago.

Median Home Price

The median home price in Elmhurst is approximately $525,000, with some luxury properties priced over $1 million, especially those with ample land and custom designs.

Why It’s Pricey

• Cultural Attractions: Elmhurst is home to the renowned Elmhurst Art Museum, which showcases contemporary art and offers various exhibitions throughout the year. The thriving downtown area is vibrant with a diverse range of shops, restaurants, and entertainment options, making it a cultural hub for both residents and visitors.
• Educational Opportunities: The suburb boasts excellent public schools, known for their high academic standards and comprehensive programs. Elmhurst University also contributes significantly to the area’s strong educational reputation, offering a variety of undergraduate and graduate programs that attract students from across the country.
• Convenient Amenities: Residents benefit from easy access to public transportation, including Metra trains that provide a quick commute to Chicago. Major highways such as I-290 and I-294 are nearby, ensuring seamless connectivity to Chicago and neighboring suburbs, making daily travel and commuting hassle-free.

 

10. Wilmette 

Wilmette stands as a quintessential suburb combining scenic lakeside beauty with suburban sophistication. Known for its picturesque neighborhoods and rich architectural heritage, Wilmette offers an inviting atmosphere just north of Chicago.

Median Home Price

The median home price in Wilmette is approximately $650,000, with lakefront properties and historic homes reaching upwards of $2 million.

Why It’s Pricey

• Lakeside Charm: The suburb’s proximity to the expansive Lake Michigan offers residents breathtaking views and easy access to an array of stunning beaches and well-maintained parks. These natural features provide a perfect setting for outdoor activities such as picnicking, swimming, and leisurely strolls along the water.
• Architectural Elegance: Wilmette is renowned for its collection of historic homes, including several listed on the National Register of Historic Places. These architectural gems contribute to the suburb’s unique charm, allowing residents and visitors to appreciate a rich tapestry of historical and aesthetic significance.
• Cultural and Educational Hub: With cultural attractions like the Wilmette Theatre, which hosts a variety of performances and events, and high-ranking schools that emphasize quality education, Wilmette draws both families and cultural enthusiasts. The suburb’s commitment to education and the arts makes it an enriching place to live and visit.
• Community Amenities: Residents of Wilmette enjoy a vibrant downtown area filled with diverse shops, restaurants, and cafes, creating a lively and welcoming atmosphere. In addition, numerous recreational facilities offer a range of activities for people of all ages. The suburb’s excellent public transportation links provide easy and convenient access to the bustling city of Chicago, making it an ideal location for commuters.

11. Lake Bluff 

Lake Bluff is a serene lakeside suburb that combines natural beauty with a close-knit community vibe. Located on the shores of Lake Michigan, this charming village offers residents picturesque landscapes and a peaceful retreat from the hustle and bustle of city life.

Median Home Price

The median home price in Lake Bluff is around $600,000, with waterfront properties and larger estates extending upwards of $3 million.

Why It’s Pricey

• Lakeside Living: Nestled along the picturesque shores of Lake Michigan, this suburb offers residents breathtaking views that change with every season, easy access to beautiful beaches, and a variety of outdoor recreational opportunities such as sailing, kayaking, and hiking along scenic trails.
• Community Engagement: Lake Bluff prides itself on fostering a vibrant sense of community through a wide array of active local events. From bustling farmer’s markets and lively art fairs that showcase local talent to enchanting community concerts in the park, there is always something happening that brings neighbors together.
• Historical Charm: The suburb is renowned for its unique blend of historic homes, some dating back to the early 1900s, and modern contemporary architecture. This harmonious mix not only maintains a distinct character but also attracts homebuyers looking for a community rich in history and aesthetic appeal.
• Easy Access: Ideally situated with proximity to major highways, residents enjoy the convenience of quick commutes. Additionally, the direct Metra line to Chicago provides a seamless travel option for those working in the city, offering the perfect balance of tranquility and urban connectivity.

12. Naperville 

Naperville is a dynamic suburb known for its vibrant downtown, excellent schools, and family-friendly atmosphere, making it one of the most desirable places to live in the Chicago metropolitan area. Often recognized for its high quality of life, the Village of Naperville offers residents a mix of suburban charm and urban amenities.

Median Home Price

The median home price in Naperville is approximately $450,000, but properties can range significantly, with luxury homes exceeding $1 million, particularly in exclusive neighborhoods.

Why It’s Pricey

• Top-Rated Schools: Naperville schools are consistently ranked among the best in Illinois, attracting families who prioritize education.
• Thriving Economy: The suburb boasts a robust local economy with diverse job opportunities, particularly in technology and healthcare sectors.
• Vibrant Downtown: With a picturesque Riverwalk, an array of shops, restaurants, and cultural venues, downtown Naperville serves as an attractive hub for both residents and visitors.
• Community-Oriented: Known for its numerous community events, including festivals and cultural gatherings, Naperville fosters a strong sense of community engagement and pride.
• Transportation Options: Easy access to I-88 and a well-served Metra station make commuting to Chicago convenient, complementing Naperville’s appeal to professionals working in the city.

13. River Forest 

River Forest is a tranquil suburb that combines an upscale residential environment with the charm of lush greenery and historic architecture. Adjacent to the thriving Oak Park, River Forest offers a serene living experience while being conveniently close to the urban attractions of Chicago.

Median Home Price

The median home price in River Forest is approximately $700,000, with larger estates and architecturally significant properties priced upwards of $1.5 million.

Why It’s Pricey

• Architectural Distinction: Known for its Frank Lloyd Wright and Prairie School architecture, the suburb boasts a visually stunning collection of homes that attract architecture enthusiasts.
• Educational Excellence: With top-rated schools and proximity to Dominican University, River Forest is a favored choice for families who value educational quality.
• Natural Beauty: The suburb’s beautiful parks, including Cummings Square right in the heart of town, and tree-lined streets offer residents a peaceful retreat, enhancing the overall quality of life.
• Vibrant Community Life: River Forest hosts a range of community events and recreational activities, fostering a close-knit, family-focused environment.
• Convenient Connectivity: Situated near major highways and public transportation, including the Metra and CTA Green Line in neighboring Oak Park, River Forest ensures easy access to Chicago and neighboring suburban areas while retaining its tranquility.

 

14. Oak Brook 

Oak Brook is an affluent suburb known for its lush estates, world-class amenities, and thriving business district. Situated just west of Chicago, it offers residents a blend of suburban tranquility and urban sophistication.

Median Home Price

The median home price in Oak Brook is approximately $800,000, with luxury properties and expansive estates reaching prices well over $3 million.

Why It’s Pricey

• Economic Hub: Oak Brook is home to a significant business center, attracting numerous corporate headquarters, which bolsters the local economy and contributes to the high demand for residences.
• Premier Shopping and Dining: The suburb boasts the renowned Oakbrook Center, one of the largest outdoor shopping malls in the country, featuring an array of upscale shops and fine dining options.
• Exclusive Lifestyle: Residents enjoy access to prestigious country clubs, golf courses, and upscale health and wellness centers, ensuring a luxurious lifestyle experience.
• Educational Opportunities: With a focus on high-quality public and private schools, as well as proximity to respected institutions like the College of DuPage, Oak Brook is ideal for families prioritizing education.
• Connectivity: Convenient access to major highways like I-88 and I-294, as well as its strategic location near O’Hare and Midway airports, offers residents straightforward connectivity to both Chicago and national destinations.

15. Barrington 

Barrington is a picturesque suburb located northwest of Chicago, known for its expansive plot sizes, elite equestrian culture, and charming downtown area. It exudes a quintessential small-town vibe while offering modern amenities and scenic landscapes.

Median Home Price

The median home price in Barrington is about $600,000, with large estates and equestrian properties frequently exceeding $2 million, making it one of the more upscale communities in the region.

Why It’s Pricey

• Equestrian Lifestyle: Barrington is renowned for its equestrian facilities and horse farms, attracting enthusiasts who seek a rural lifestyle combined with suburban convenience.
• Charming Downtown: The vibrant downtown area features unique shops, fine dining, and regular community events, enhancing the small-town charm.
• Top Schools: The suburb offers highly-rated public and private schools, contributing to its appeal for families prioritizing education.
• Natural Surroundings: With access to numerous parks, forest preserves, and lakes, Barrington provides endless outdoor recreational opportunities, promoting a healthy and active lifestyle.
• Accessibility: Although it offers a peaceful rural environment, Barrington is well-connected, providing easy access to major highways and a Metra line to downtown Chicago, making it suitable for commuters.

16. South Barrington 

South Barrington is a prestigious enclave situated northwest of Chicago, widely admired for its luxurious estates, exclusive lifestyle, and family-friendly environment. The village is known for providing residents with a serene, yet sophisticated, suburban retreat.

Median Home Price

The median home price in South Barrington is approximately $950,000, with many luxury homes and expansive properties that can exceed $3 million, making it one of the most upscale communities in the Chicagoland area.

Why It’s Pricey

• Luxurious Estates: South Barrington offers vast properties with custom-built homes that cater to those seeking grandeur and seclusion.
• The Arboretum of South Barrington: This premier shopping and dining destination boasts a range of upscale retailers, eateries, and entertainment options, enhancing the community’s appeal.
• Top-Tier Schools: The area is served by some of the highest-ranking schools in the state, appealing to families eager to provide their children with an excellent education.
• Community Amenities: The village features exclusive amenities, including private clubs, golf courses, and fitness centers, which contribute to a luxurious lifestyle.
• Proximity to Nature: With access to forest preserves and scenic trails, residents enjoy the natural beauty and recreational opportunities that promote a balanced and healthy lifestyle.
• Convenient Location: Situated near major highways, South Barrington ensures easy access to Chicago and other suburban areas, while maintaining its distinct and peaceful atmosphere.

17. Oak Park 

Oak Park is a vibrant suburb located directly adjacent to the west side of Chicago. It is renowned for its rich architectural heritage, diverse community, and bustling cultural scene.

Median Home Price

The median home price in Oak Park is approximately $400,000, with historic homes and architecturally significant properties often exceeding $1 million.

Why It’s Pricey

• Architectural Significance: Oak Park is home to an array of Frank Lloyd Wright-designed buildings and other historic residences, attracting architecture enthusiasts from around the globe.
• Cultural Vibrancy: The suburb boasts a thriving arts community with numerous galleries, theaters, and festivals, appealing to creative individuals and families.
• Diverse Amenities: From eclectic shops and gourmet restaurants to lush parks and recreational facilities, Oak Park offers residents a dynamic and enriching living environment.
• Strong Educational System: With highly rated public and private schools, as well as proximity to renowned universities, the area is ideal for families focused on education.
• Excellent Connectivity: With its direct access to downtown Chicago via the CTA Green Line and Metra trains, Oak Park provides an urban convenience with suburban charm, catering to commuters who desire the best of both worlds.

18. Glenview 

The Village of Glenview is a well-respected village located in the northern suburbs of Chicago, known for its picturesque neighborhoods, strong community values, and excellent public services.

Median Home Price

The median home price in Glenview is around $500,000, with a diverse range of housing options from charming single-family homes to luxurious estates, some exceeding $1.5 million.

Why It’s Pricey

• Community Focused: Glenview is renowned for its community-oriented atmosphere, with numerous festivals, events, and local programs that foster a strong sense of belonging among residents.
• Top-Ranked Schools: The area boasts some of the top-rated public and private schools in Illinois, making it a prime choice for families prioritizing educational excellence.
• The Glen Town Center: This popular shopping and entertainment district offers a blend of retail stores, dining spots, and cultural venues, enhancing the village’s lifestyle.
• Parks and Recreation: With access to an abundance of parks, golf courses, and outdoor recreational facilities, Glenview supports an active and healthy lifestyle.
• Cultural and Historic Charm: Home to the historic Grove National Historic Landmark and a robust Arts Center, Glenview attracts those interested in culture and history.
• Transportation and Accessibility: Conveniently located near major highways and with easy access to the Metra commuter rail, Glenview offers seamless connectivity to Chicago and surrounding areas, making it ideal for commuters.

19. Park Ridge 

Park Ridge is a charming suburb located 14 miles northwest of downtown Chicago. Known for its picturesque streets and historic homes, this community offers residents a perfect blend of urban convenience and suburban tranquility.

Median Home Price

The median home price in Park Ridge is approximately $480,000, with many well-preserved historic homes and modern residences that can exceed $1 million.

Why It’s Pricey

• Historic Character: Park Ridge is noted for its well-maintained historic homes and buildings, contributing to its classic charm and high real estate values.
• Cultural Attractions: The suburb features several cultural landmarks, including the Pickwick Theatre and the Iannelli Studios Heritage Center, appealing to those with a passion for arts and culture.
• Educational Excellence: With top-rated public and private schools, Park Ridge garners attention from families seeking quality education for their children.
• Community-Oriented Lifestyle: Events such as farmers’ markets, festivals, and community gatherings foster a strong sense of belonging among residents.
• Green Spaces: Abundant parks and recreational facilities offer excellent outdoor activities, supporting a family-friendly environment and active lifestyle.
• Transportation Access: Just minutes from O’Hare International Airport and with seamless access to major highways and the Metra train service, Park Ridge is ideal for those needing quick connectivity to the city and beyond.

20. Evanston 

Evanston is a diverse and dynamic suburb located north of Chicago, known for its vibrant cultural scene, prestigious educational institutions, and blend of urban and suburban lifestyles.

Median Home Price

The median home price in Evanston is approximately $450,000, with varied options ranging from charming older homes to modern luxury apartments.

Why It’s Pricey

• Proximity to Lake Michigan: Evanston boasts beautiful lakefront properties and access to scenic beaches, making it attractive to those valuing waterfront living.
• Academic Prestige: Home to Northwestern University, Evanston draws students, academics, and professionals, greatly influencing the local community and economy.
• Cultural Richness: The suburb is rich in culture, offering theaters, galleries, and music venues, as well as an array of festivals and community events.
• Diverse Neighborhoods: Known for its diversity, Evanston offers a welcoming environment with unique neighborhoods that cater to various lifestyles and preferences.
• Green Spaces and Parks: With numerous parks and outdoor facilities, Evanston supports an active lifestyle and offers ample opportunities for recreation and leisure.
• Transportation Convenience: Evanston’s location along the CTA Purple Line and Metra allows for easy commuting to Chicago, appealing to those seeking urban accessibility with suburban benefits.