Winnetka, IL·D203
Homes in the
New Trier HS district.
One of the most decorated public high schools in Illinois, anchoring the lakefront villages of Chicago's North Shore.
- Homes for sale
- 91
- Typical list
- $2,250,000
- Most expensive
- $29,900,000
- Most affordable
- $329,000
319 SHERIDAN Road →
1136 Greenleaf Avenue →
Trevians · Blue, Green & Grey · 3,700 students · Central Suburban League
Active listings
91 homes on the market
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Market snapshot
The New Trier 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
202
Typical list price
$1,650,000
Avg time on market
9 days
Sold in the last year
849
Typical sale price · last 90 days
$1,427,000
Living near New Trier HS
The area, not just the school
Living in the New Trier area means living on Chicago's North Shore, the string of lakefront villages that includes Wilmette, Kenilworth, Winnetka, Glencoe, and Northfield. It is one of the most established and sought-after corners of the entire Chicago metro. These are leafy, walkable towns with deep tree canopies, historic homes, tidy downtowns, and a genuine sense of place. The Lake Michigan shoreline is the heart of it: Wilmette's Gillson Park draws families all summer with its big public beach, sailing harbor, and lakefront grills, and neighboring villages have beaches and parks of their own.
The commute is a big part of the appeal. Wilmette and the surrounding villages sit on Metra's Union Pacific North Line, which runs straight downtown to Ogilvie Transportation Center, and Wilmette is also the northern end of the CTA Purple Line at Linden, so getting into the city is easy whether you work in the Loop or just want a night out. That blend of quiet residential streets and a fast rail link to Chicago is exactly what keeps demand high here year after year.
Buyers should know going in that the North Shore is a premium market. Homes here command some of the highest prices in the region, and that reputation is tied closely to the schools, with New Trier as the marquee name. People move to these villages specifically for the lifestyle and the academics, so inventory in the most walkable, beach-close pockets tends to move quickly.
🎓Founded 1901
New Trier opened on February 4, 1901, with 76 students and seven teachers.
🏫Two campuses
Freshmen attend the Northfield campus; sophomores through seniors attend the Winnetka campus.
👥About 3,700 students
Enrolled across the two campuses (2024).
🏆120+ state titles
New Trier has won more than 120 athletic state championships, the most of any Illinois high school.
📚Academic standout
Consistently ranked among the top open-enrollment public high schools in Illinois.
🚆Rail to the city
The area sits on Metra's Union Pacific North Line and the CTA Purple Line into downtown Chicago.
The school
About New Trier Township High School
New Trier opened on February 4, 1901, welcoming 76 students and seven faculty members. The school built a reputation for ambition early: in 1913 it became the first American high school with an indoor swimming pool, and in 1934 its track and field team captured New Trier's first IHSA state championship. As the postwar baby boom swelled enrollment past 4,000 by 1962, township voters approved a referendum to buy land in Northfield, and a second building opened to younger students in 1965. Today the original Winnetka building and the Northfield campus operate as one district serving the North Shore villages along Lake Michigan.
New Trier is consistently ranked among the strongest public high schools in Illinois and the nation. It has been ranked the top open-enrollment high school in Illinois and among the best in the country. The results show up class after class: in the class of 2024, dozens of students earned National Merit recognition and hundreds were named Illinois State Scholars, with an average composite ACT of 27.5.
Athletics are a point of pride at New Trier. The Trevians compete in the Central Suburban League and have won more than 120 team state championships, more than any other high school in Illinois. The tradition runs deep, beginning with the track and field team's first IHSA state title in 1934, and the school remains a perennial power in swimming and soccer among many other sports.
- District
- D203
- Founded
- 1901
- Conference
- Central Suburban League
- Address
- 385 Winnetka Avenue, Winnetka, IL 60093
Trophy case
- 🏆 Boys Track and Field · 1934
- 🏆 Boys Soccer · 2024
- 🏆 Girls Soccer · 2024
Notable alumni
- Charlton Heston. Academy Award winning actor known for Ben-Hur.
- Rock Hudson. Hollywood leading man of the 1950s and 1960s.
- Donald Rumsfeld. U.S. Secretary of Defense and White House Chief of Staff.
- Ann-Margret. Actress, singer, and two-time Academy Award nominee.
- Charles H. Percy. U.S. Senator from Illinois.
Facts on this page sourced from Wikipedia and the District D203 website. Last verified 2026-06-24.
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
New Trier HS FAQ
The questions I get most from buyers shopping the New Trier HS district. If yours isn't here, text 224-385-8779, same-day reply.
- What district is New Trier Township High School in?
- New Trier is the only high school in New Trier Township High School District 203, a single-district high school system on Chicago's North Shore.
- Which towns and villages does New Trier serve?
- New Trier serves the North Shore communities of Wilmette, Kenilworth, Winnetka, Glencoe, and Northfield, plus portions of Glenview and Northbrook. Confirm current attendance boundaries with the district before making an offer based on schools.
- Why does New Trier have two campuses?
- Freshmen attend the Northfield campus and ease into high school there, then move to the larger Winnetka campus for sophomore through senior year.
- How is the commute to downtown Chicago from the New Trier area?
- The villages New Trier serves sit on Metra's Union Pacific North Line to Ogilvie Transportation Center and at the CTA Purple Line's Linden terminus in Wilmette, giving North Shore buyers a direct rail link into the city.
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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.