Waukegan, IL·D60
Homes in the
Waukegan HS district.
Waukegan puts you on the Lake Michigan shoreline with a real downtown, a working harbor, and Metra straight into Chicago, at some of the most attainable prices in Lake County.
- Homes for sale
- 38
- Typical list
- $272,500
- Most expensive
- $499,999
- Most affordable
- $94,000
1504 Glen Flora Avenue →
3170 Monroe Street →
Bulldogs · Purple, Green & Gold · 4,325 students · North Suburban Conference
Active listings
38 homes on the market
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Market snapshot
The Waukegan HS area, by the numbers
Live MRED data, refreshed daily. What this market is actually doing right now, sales included, not a portal estimate.
Homes for sale now
46
Typical list price
$282,250
Avg time on market
8 days
Sold in the last year
110
Typical sale price · last 90 days
$255,000
Living near Waukegan HS
The area, not just the school
Waukegan is the county seat of Lake County and its largest city, sitting right on Lake Michigan about 36 miles north of Chicago. The waterfront is the heart of it, with a recreational marina and harbor, a sandy beach, and easy reach to Illinois Beach State Park just up the shore in Zion. Downtown is a genuine one, anchored by the historic Genesee Theatre, and green space like Bowen Park gives the city room to breathe. This is a warm, diverse, working city with deep roots.
Getting to the city is straightforward. The Waukegan Metra station runs the Union Pacific North Line south to Ogilvie Transportation Center in downtown Chicago and north to Kenosha, so a car-free commute is realistic. The Amstutz Expressway separates downtown from the lakefront, and drivers lean on Route 41 and nearby Interstate 94. Housing is where Waukegan stands out, with historic homes, established neighborhoods full of character, and lakefront proximity at prices far more attainable than most of the North Shore. For buyers who want Lake Michigan, a downtown, and a straight shot to the city without a luxury price tag, Waukegan is worth a serious look.
🏫Established 1870
One of Illinois' oldest high schools, in operation more than 150 years.
👥About 4,325 students
Grades 9 through 12, among the largest high schools in the state.
🐶Bulldogs
North Suburban Conference, colors purple, green, and gold.
🏢Two campuses
Brookside serves grades 9 and 10, Washington serves grades 11 and 12.
🚆Metra to Chicago
Union Pacific North Line from Waukegan station to Ogilvie.
🌊Lake Michigan city
Lake County seat with a harbor, marina, and a real downtown.
The school
About Waukegan High School
Waukegan High School has been in operation for more than 150 years. It was established in 1870, with classes first held inside the pre-existing 1868 Waukegan Central School, and the first class graduated in 1874. After the original building was destroyed by fire in 1889 it was rebuilt, and growth led to the Senior School and Junior School that formed the Washington Campus. From 1905 the school was known as Waukegan Township High School. The Brookside Campus opened in 1974, and from the mid-1970s through 1990 the two campuses operated as separate schools, Waukegan East and Waukegan West, before merging back into today's single Waukegan High School.
Waukegan High School is a public four-year school serving grades 9 through 12 as part of Waukegan Community Unit School District 60, which educates roughly 17,000 students district-wide. The school operates on two campuses, with Brookside serving underclassmen and Washington serving upperclassmen.
Waukegan competes in the North Suburban Conference and through the Illinois High School Association as the Bulldogs. The boys basketball program is a point of civic pride, with a state runner-up finish in 2009 and a third-place finish in 2010. Over its long history the school has also won IHSA state championships in wrestling, boys track and field, girls golf, and baseball.
- District
- D60
- Founded
- 1870
- Principal
- Timothy Bryner
- Conference
- North Suburban Conference
- Address
- 2325 Brookside Avenue, Waukegan, IL 60085
Trophy case
- 🏆 Wrestling · 1958
- 🏆 Wrestling · 1963
- 🏆 Wrestling · 1964
- 🏆 Wrestling · 1966
- 🏆 Baseball · 1971
- 🏆 Boys Track & Field Class AA · 1980
- 🏆 Girls Golf · 1976
- 🏆 Girls Golf · 1981
- 🏆 Girls Golf · 1992
Notable alumni
- Jack Benny. Legendary vaudeville, radio, film, and television comedian and a Waukegan native.
- Otto Graham. Pro Football Hall of Fame quarterback for the Cleveland Browns.
- Jerry Orbach. Tony-winning stage actor and star of NBC's Law and Order.
- Gary Bennett. MLB catcher and member of the 2006 World Series champion St. Louis Cardinals.
- Adam Pearce. WWE Hall of Fame professional wrestler and on-screen WWE official.
- Corky Calhoun. NBA player and member of the 1977 champion Portland Trail Blazers.
- Betty Currie. Personal secretary to President Bill Clinton.
Facts on this page sourced from Wikipedia and the District D60 website. Last verified 2026-07-02.
Listings filtered by the school the MRED listing agent assigned. Roughly 7 in 10 active listings have this field populated; the remaining listings will surface once the school-district boundary pipeline ships. School assignment is not a guarantee. Always verify with the district before writing an offer.
The questions buyers actually ask
Waukegan HS FAQ
The questions I get most from buyers shopping the Waukegan HS district. If yours isn't here, text 224-385-8779, same-day reply.
- Does Waukegan High School really have two campuses?
- Yes. Waukegan High School is one school on two campuses. The Brookside Campus at 2325 Brookside Avenue currently serves 9th and 10th graders, and the Washington Campus at 1011 Washington Street serves 11th and 12th graders. Confirm current grade-center assignments with District 60.
- What district does the school belong to, and how big is it?
- It is part of Waukegan Community Unit School District 60, which serves about 17,000 students. Waukegan High School itself enrolled roughly 4,325 students in 2023-2024, making it one of the largest high schools in the state.
- Which neighborhoods feed into Waukegan High School?
- Most of Waukegan is in District 60, but parts of the city fall into other districts, including Warren Township, Gurnee, and Zion-Benton. Always verify a specific address with District 60 before assuming the boundary. Questions on a listing? Text 224-385-8779.
- How is the commute to Chicago from Waukegan?
- The Waukegan Metra station runs the Union Pacific North Line south to Ogilvie Transportation Center in downtown Chicago and north to Kenosha. Drivers use Route 41 and nearby Interstate 94. A car-free commute is realistic here.
- What is the housing like near the school?
- Waukegan offers historic homes and established neighborhoods on Lake Michigan at prices well below most of the North Shore, plus a real downtown, harbor, marina, and Bowen Park. For homes in a specific attendance area, text 224-385-8779.
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This representation is based in whole or in part on data supplied by Midwest Real Estate Data, LLC for the period July 21, 2025 through July 21, 2026. Midwest Real Estate Data, LLC does not guarantee nor is it in any way responsible for its accuracy. Data maintained by Midwest Real Estate Data LLC may not reflect all real estate activity in the market.