Chicago’s North Shore is where lakefront beauty meets suburban sophistication. With top-rated schools, charming downtowns, and easy access to the city, it’s no surprise families and professionals alike dream of making the move. But before you pack the boxes, it’s helpful to understand what makes this area special — and how it differs from other Chicago suburbs. Here are the most important things to know before moving to Chicago’s North Shore.
1. Each Town Has Its Own Distinct Personality
Though often grouped together, every North Shore community offers a unique lifestyle.
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Wilmette – Welcoming and walkable with an active community and strong schools.
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Winnetka – Elegant and timeless, with spacious homes and beautiful lakefront access.
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Evanston – Urban-suburban mix with diversity, dining, and Northwestern University energy.
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Glencoe – Peaceful, nature-oriented, and home to the Chicago Botanic Garden.
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Glenview & Northbrook – Modern, family-friendly, and filled with convenient shopping and parks.
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Highland Park & Lake Forest – Scenic, historic, and community-driven with a relaxed coastal feel.
Knowing each town’s character helps you match your lifestyle — from walkability and nightlife to school preferences and home style.
2. School Districts Are Among the Best in Illinois
The North Shore’s reputation for academic excellence is well-earned. Districts such as Wilmette 39, Winnetka 36, Glenview 34, and Northbrook 27 feed into nationally acclaimed high schools like New Trier High School and Glenbrook North and South.
Families often choose a community based on its schools, so it’s worth researching boundaries and transfer policies early. Even if you don’t have kids, strong school districts can significantly boost long-term property values.
3. Housing Options Range from Historic to Modern Luxury
You’ll find a wide variety of architecture on the North Shore — from classic brick Colonials and mid-century ranches to new luxury builds with modern finishes.
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Wilmette & Winnetka – Older charm with updated interiors and lakefront estates.
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Glenview & Northbrook – Larger homes, newer construction, and spacious lots.
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Evanston – Vintage condos and renovated single-families within walking distance to downtown.
Average home prices vary from around $900,000 in Glenview to over $2 million in Winnetka, depending on size, condition, and proximity to the lake.
4. Commuting to Chicago Is Easy — and Scenic
Most North Shore towns sit along the Metra Union Pacific North Line, offering a smooth 25-40 minute ride to downtown Chicago. Major highways (I-94 and US-41) make driving convenient, too.
If you work hybrid or remote, you’ll enjoy fast internet, quiet workspaces, and local cafés perfect for a change of scenery.
5. You’ll Love the Lakefront Lifestyle
The lake defines the North Shore. Residents enjoy beaches, sailing clubs, running trails, and year-round views that make every commute or walk feel special.
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Gillson Beach (Wilmette) – Great for swimming, picnics, and summer concerts.
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Tower Beach (Winnetka) – Quiet and perfect for families.
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Rosewood Beach (Highland Park) – Eco-friendly and scenic.
Even if you don’t live directly on the lake, access is never far away — and the outdoor lifestyle becomes part of daily life.
6. Property Taxes Can Be Higher — But Services Reflect It
North Shore suburbs tend to have higher property taxes than some surrounding areas. However, those funds support excellent schools, maintained parks, and public safety, making it a long-term investment in quality of life.
Before buying, talk to your lender or Realtor® (👋 that’s me) about factoring taxes and HOA fees into your budget.
7. Expect a Strong Sense of Community
From block parties and farmers markets to volunteer programs and youth sports, the North Shore is known for civic pride and neighborly warmth.
Each town has its own traditions — Wilmette’s Independence Day Parade, Winnetka’s Tree Lighting Festival, Highland Park’s Ravinia Concerts — all of which bring people together. You won’t just live here; you’ll belong here.
8. Weather: You’ll Get All Four Seasons
Yes, winters can be chilly and snowy — but they also come with sledding hills, ice skating, and cozy fireplaces. Spring brings vibrant greenery, summer means lake days, and fall delivers golden trees along Sheridan Road. Having all four seasons adds character to life on the North Shore.
9. Prepare for a Competitive Housing Market
Many North Shore homes sell quickly — sometimes even before they hit the public market. Working with a local Realtor® gives you early access to Private Listing Network (PLN) and off-market opportunities.
Being pre-approved, flexible, and ready to tour promptly can make all the difference.
10. Quality of Life Is Truly Exceptional
Between top schools, beautiful homes, easy city access, and an active community, the North Shore offers one of the most balanced lifestyles in the Midwest. It’s the kind of place where you can build lifelong friendships and raise a family surrounded by natural beauty.
Final Thoughts
Moving to the North Shore isn’t just about changing your address — it’s about choosing a lifestyle rooted in community, education, and timeless charm. Whether you’re coming from the city or across the country, you’ll find a neighborhood that feels like home the moment you arrive.
Thinking about making the move? Let Sarah Jividen Real Estate help you find the perfect North Shore community to fit your family, lifestyle, and future goals. Reach out today to start your home-buying journey with confidence.
