When it comes to luxury living, the Chicago suburbs offer the perfect blend of space, serenity, sophistication, and convenience. For discerning buyers looking to elevate their lifestyle, these suburban enclaves provide the privacy, prestige, and amenities that define upscale living, all within reach of the city’s vibrant culture and commerce.
At Helen Oliveri Real Estate, we’ve spent over 20 years guiding luxury buyers through these elite communities. Whether you're searching for a gated estate with acreage or a modern custom home near golf, dining, and top-tier schools, Chicagoland's affluent suburbs deliver. Here are our top picks for buyers seeking the ultimate in suburban luxury.
1. Hawthorn Woods: Private Golf Living in Natural Beauty
Hawthorn Woods is the hidden gem of Lake County, a lush, upscale village where custom estates line winding roads and serene ponds. Home to the prestigious Hawthorn Woods Country Club, this community offers a rare combination: championship golf, resort-style amenities, and spacious homes set on expansive lots.
Buyers are drawn to Hawthorn Woods for its exclusivity, safety, and sense of community. Whether you’re teeing off in the morning or enjoying a sunset dinner on your private patio, luxury is a lifestyle here, not just a feature.
Highlights:
Gated neighborhoods & custom homes
Country club access with golf, tennis & pool
Top-rated privacy and tranquility
2. Kildeer: Spacious Estates and Rural Charm
Kildeer epitomizes luxury living with a rural feel. Known for its multi-acre estates and zoning restrictions that preserve its low-density charm, Kildeer offers custom homes in park-like settings. Think winding drives, brick and stone construction, and sweeping lawns backed by mature woods or shimmering ponds.
Despite its country vibe, Kildeer is just minutes from upscale shopping, fine dining, and private schools, making it a top choice for buyers who want space and sophistication with city convenience.
Highlights:
Large luxury estates on 1+ acre lots
Equestrian properties and custom builds
Close to Deer Park Town Center & expressways
3. Lake Forest: Historic Prestige Meets Lakefront Living
Lake Forest has long been the crown jewel of the North Shore, a prestigious enclave that combines old-money elegance with architectural grandeur. From historic mansions to new lakefront builds, this community blends coastal beauty with timeless refinement.
Lake Forest is home to boutique shopping, private clubs, and highly respected cultural institutions. For those seeking prestige and pedigree, it simply doesn’t get more classic than this.
Highlights:
Stunning homes on Lake Michigan
Historic estates and top-rated private schools
Golf, beach clubs, and a picturesque downtown
4. Long Grove: Quiet Sophistication & Heritage Charm
If you're seeking a more laid-back pace with an artistic flair, Long Grove is a must-see. This village blends historic charm with high-end homes, offering an idyllic setting for buyers who appreciate character as much as square footage.
Long Grove’s festivals, antique shops, and covered bridges are iconic, but so too are its quiet roads and modern homes tucked in wooded surroundings. It’s a community with soul, and style.
Highlights:
Custom estates with vintage appeal
Community events and artistic charm
Excellent proximity to highways & forest preserves
5. Burr Ridge: Suburban Elegance with Urban Access
Just 20 minutes from downtown Chicago, Burr Ridge offers estate homes in a sleek, modern setting. With gated communities, luxury townhomes, and multimillion-dollar custom builds, this suburb blends cutting-edge design with suburban space.
It’s also a haven for professionals and executives who want luxury without sacrificing convenience. Burr Ridge Village Center offers upscale boutiques, spas, and fine dining, all just moments from I-55.
Highlights:
Gated enclaves & newer construction
Proximity to the city and airports
Vibrant local dining and retail scene
Finding the Right Fit for Your Lifestyle
Luxury is personal. Whether you're seeking tranquility, prestige, or an active community, there's a Chicago suburb tailored to your dream lifestyle. At Helen Oliveri Real Estate, we specialize in helping buyers navigate the nuances of these high-end markets. From detailed market knowledge to insider community insights, we’re here to ensure your next move is your best move.
Let us help you live your luxury.
📲 Contact Helen Oliveri Real Estate today to schedule a private tour of Chicagoland’s premier luxury homes.
