Welcome to Highland Park, Illinois: Where North Shore Prestige, Lakefront Elegance, and Cultural Sophistication Converge

Tucked along the scenic bluffs of Lake Michigan, just 25 miles north of downtown Chicago, Highland Park is one of the most distinguished and vibrant communities on the North Shore. With a population of over 30,000, this Lake County city blends historic grandeur, academic excellence, and cultural richness into a lifestyle that’s both refined and welcoming.

Known for its tree-lined estates, award-winning schools, and thriving downtown, Highland Park isn’t just a suburb — it’s a destination where tradition meets innovation, and lakefront living feels effortless.

🌊 A Legacy of Beauty & Vision

Founded in 1869 by Theophilus W. Smith, Highland Park was designed as a “high land” retreat above the lake — a place of health, beauty, and inspiration. Its rolling topography, mature oaks, and winding roads reflect that original vision, preserved through strict zoning and historic stewardship.

Highlights include:

  • Over two miles of public beachfront with stunning lake views and seasonal swimming

  • The Deer Grove Trail and Green Bay Trail — scenic paved paths perfect for biking, jogging, or walking to neighboring towns

  • The Highland Park Historical Society and restored Market Square (one of the first planned shopping centers in the U.S.)

  • Architectural diversity ranging from Victorian mansions to modern eco-homes

This is a community where design matters, and every neighborhood tells a story.

👨‍👩‍👧‍👦 Nationally Recognized Schools & Family Life

Education is central to Highland Park’s identity:

  • Served by Deer Grove School District 109 (elementary/middle) and Highland Park High School (District 113) — both consistently ranked among the top public schools in Illinois

  • HPHS is nationally recognized for academics, arts, athletics, and college placement — with graduates attending Ivy League and top-tier universities

  • Emphasis on innovation, equity, and student wellness

The Highland Park Park District runs year-round programming:

  • Youth sports leagues, swim lessons, summer camps

  • Fitness centers, indoor pools, and senior wellness classes

  • Signature events like Concerts in the Park, Fall Festival, and Holiday Tree Lighting

It’s a community built for families who value excellence, safety, and connection.

🛍️ Downtown Living at Its Finest

Downtown Highland Park thrives on charm and culture:

  • Old Town — a walkable hub of independent boutiques, bookstores, wine bars, and farm-to-table restaurants

  • Market Square — beautifully restored 1920s-era shopping plaza with Whole Foods, Barnes & Noble, and local favorites

  • The Ravinia Festival — America’s oldest outdoor music festival, held annually in a lush 36-acre park featuring world-class performances from classical to jazz to pop

  • Year-round events like Art on the Green, Sidewalk Sale, and Holiday Stroll

This is suburban living with urban flair — where you can attend a symphony under the stars and grab coffee the next morning without leaving town.

🏡 Homes with Character & Craftsmanship

Highland Park offers a diverse mix of housing across architecturally rich neighborhoods:

  • Stately colonials, Tudors, and Prairie-style homes on spacious, landscaped lots

  • Updated two-flats and courtyard buildings near downtown

  • New construction infill developments blending sustainability with classic design

While prices reflect its North Shore prestige, Highland Park delivers exceptional value for its level of school quality, safety, and walkability.

Ideal for:
✅ Growing families seeking top schools and stability
✅ Empty nesters drawn to history and convenience
✅ Professionals commuting to Chicago, O’Hare, or Skokie

This is a neighborhood where porches are used, lawns are manicured, and homes are passed down through generations.

🚆 Connected Without the Chaos

Despite its serene feel, Highland Park is incredibly well-connected:

  • Served by the Metra Milwaukee District/North Line at Highland Park Station — scenic 40-minute ride to downtown Chicago

  • Multiple PACE bus routes linking to Deer Grove, Glencoe, and O’Hare

  • Easy access to I-94 (Tri-State Tollway) and Sheridan Road

You’re just:
📍 40 minutes from the Loop
📍 20 minutes from O’Hare Airport
📍 10 minutes from Deer Grove and Lake Forest

Many residents live car-free during the week, relying on transit, bikes, and walkable streets.

❤️ A Diverse, Inclusive Community

Highland Park is proudly culturally diverse, with growing Asian, Indian, Latino, African American, Eastern European, and immigrant families contributing to its inclusive atmosphere. The city actively promotes equity in education, housing, and civic engagement.

Faith-based groups, block clubs, and civic associations help maintain safety, beautification, and neighborly connection — reinforcing a deep sense of belonging and shared purpose.

 

Neigborhood Experts