Highland Park

Teeming with a diverse array of shops and nine distinct business districts.

Welcome to Highland Park

As the heart of Chicago’s North Shore, Highland Park is a sprawling village with a gorgeous landscape.

As the heart of Chicago’s North Shore, Highland Park is a hip and thriving area featuring a large community teeming with a diverse array of shops and nine distinct business districts. However, despite the town's commercialized aspects, Highland Park is also filled with vibrant wildflower gardens and cozy neighborhoods perfect for families, business professionals, and first-time homeowners. 

High Park has numerous well-preserved open spaces with incredible landscaping and wooded areas in the southern region of the city. While it might be a highly-developed community, it has a gorgeous natural backdrop.

What to Love

  • Diverse architecture
  • Easily accessible Pace bus stops
  • Great schools
  • Natural beauty
  • Lively downtown district
  • Sustainable community

People & Lifestyle

Homes vary from intimate, modern condominiums to historic Colonials and contemporary single-family residences. Many Highland Park residents come from multi-generational families— often when people move to the area, they stick around for the long-haul! 

With its friendly neighborhoods, award-winning festivals, and an astounding 900 different businesses calling the area home, it’s not hard to see why Highland Park has grown in size over the years to the point where more than 30,000 residents now call it home.

Dining, Entertainment & Shopping

As the name suggests, Style Shack is a lifestyle boutique that offers everything from home accents to apothecary items to clothing and beyond. Whether you’re looking for stylish on-the-go accessories or modern sculptures to decorate your home, Style Shack has a little of everything.

Another hotspot for shopping is ENAZ—Energy, Nature, Attitude & Zest for Life. Beginning as a leather working studio in 1993, ENAZ has evolved into a family-owned boutique with locations in four different cities. Founded by fashionista Susan Lurie, her three daughters now run the business, keeping it all in the family. 

ENAZ offers a wide selection of jewelry created by several notable designers and a custom Spa Bar that offers lotions, perfume oils, and body washes. The staff pride themselves on their excellent customer service, which keeps customers coming back time and time again.

If you're a fan of Anthropologie, there is a large storefront in Highland Park. The shopping location is perfect for women looking to find a unique outfit to help them stand out from the crowd. This lifestyle brand caters to women in their 30s and 40s, allowing them to find something that puts a creative twist on what's new and popular.

Founded in 1982 by Geffrey Geffen, Once Upon A Bagel is one of the most popular bakery-deli restaurants in the country. They sell a variety of New York-style goods such as bagels, bialys, challah, and their famous fish and meat trays. This restaurant is the first of the Once Upon A Time restaurant chain.

Things to Do

One of the best things about living in Highland Park is the fact that there’s no shortage of things to do. Held each summer, the Festival of Fine Arts is an incredible juried outdoor art festival showcasing some of the region’s and nation’s finest art. By inviting artists from all over to come and display their best works, the festival gives many artists the chance to be discovered.

Like the Festival of Fine Arts, Ravinia is a famous festival held in Highland Park, although instead of art, it focuses on music! Ravinia is the country’s oldest music festival with more than 140 events throughout the summer. A diverse selection of concerts invite well-known acts from John Legend to esteemed symphony orchestras. 

If you’re looking for a fun way to spend time with the family, the Centennial Ice Arena is a great place to watch hockey games, take skating lessons, or spend some time carving ice in a safe and well-maintained rink. The arena also features a fully-equipped gymnastics gym with lessons ranging from beginner to expert skill level.

Want to enjoy a casual day in the sun? Rosewood Beach is the perfect outdoor location to visit. Providing a safe place for guarded swimming, it’s also open for recreation such as beach volleyball. It’s located in a wooded bluff with a beachfront Interpretive Center with easily accessible amenity buildings like concessions close to the boardwalk. The beach also features a gorgeous nature cove with ecological programs.


Since Highland Park is such a large area, it’s served by multiple school districts, including North Shore School District 112 and Township High School District 113. District 112 operates eight elementary schools, including the popular Braeside School, two middle schools, and an early childhood center. 

Highland Park High School and Deerfield High School are housed within District 113. 

Among the private academies in the area are Highland Park Montessori, Montessori Connection East, and Montessori Connection West.


Jody continues to be one of the most successful Realtors in Glencoe and the North Shore. Her sales rank in the top 1 percent nationwide year after year. Give her a call to find out how she can help you!

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