Chicago, IL·Chicago Public Schools
Homes in the
Kenwood Academy district.
Hyde Park and Kenwood blend University of Chicago energy, lakefront parkland, and grand historic homes into one of the South Side's most storied and walkable neighborhoods.
- Homes for sale
- 92
- Typical list
- $338,750
- Most expensive
- $2,900,000
- Most affordable
- $25,000
4933 Woodlawn Avenue →
4850 Lake Park Avenue →
Broncos · Columbia Blue & Red · 2,173 students · Chicago Public League
Active listings
92 homes on the market
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Market snapshot
The Kenwood Academy 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
112
Typical list price
$325,000
Avg time on market
20 days
Sold in the last year
92
Typical sale price · last 90 days
$335,000
Living near Kenwood Academy
The area, not just the school
Living in Hyde Park and Kenwood means settling into one of Chicago's most intellectually rich and architecturally beautiful lakefront neighborhoods. The University of Chicago anchors daily life here, bringing world-class lectures, the Court Theatre, the Smart Museum of Art, bookstores, and a steady hum of students and faculty to the tree-lined streets. Just east sits the lakefront itself, with the Museum of Science and Industry, Promontory Point, and a continuous ribbon of parks and beaches where neighbors run, bike, and gather on summer evenings. The Midway Plaisance and Jackson Park, home to the future Obama Presidential Center, give the area wide green spaces that feel a world away from the downtown skyline you can still see across the water.
The housing stock is a big part of the draw. Kenwood is famous for its grand historic mansions and estate lots, while Hyde Park layers in vintage co-ops and condos, classic Chicago greystones, and well-kept apartment buildings, many with original detail and lake or park views. Buyers who love character and craftsmanship tend to fall hard for this corner of the city, and there is real range here, from stately single-family homes to approachable condos near the university.
Getting downtown is easy. The Metra Electric line runs straight up the lakefront into the Loop in roughly fifteen to twenty minutes, and several bus routes and Lake Shore Drive keep the rest of the city close. Dining and everyday life center on 53rd Street, Harper Court, and the blocks around the university. It is a neighborhood that rewards people who want culture, green space, and architecture without giving up an honest commute to the heart of Chicago.
📍Hyde Park / Kenwood
On Chicago's South Side lakefront in Cook County.
🎓University of Chicago
The campus anchors the neighborhood, with mentorship ties into Kenwood Academy.
🚆Metra Electric to the Loop
Downtown in about 15 to 20 minutes by train.
🏛️Historic architecture
Kenwood mansions, greystones, and vintage co-ops and condos.
🌊Lakefront living
Promontory Point, beaches, and the Museum of Science and Industry are nearby.
🏀2025 state champions
The Kenwood Broncos girls basketball team won the IHSA Class 4A state title in 2025.
The school
About Kenwood Academy High School
Chicago Public Schools began planning Kenwood, then called Kenwood High School, in November 1965, responding to South Side overcrowding in the final years of the baby boom. The proposal drew intense community debate before the Board of Education approved construction in November 1966. Building began in March 1968, and at 7.4 million dollars it was considered Chicago's most expensive high school at the time. The permanent building at 5015 S Blackstone opened in September 1969 with an enrollment of 700. In 1977 the Chicago Board of Education designated the school an academy and a school of distinction in recognition of its academic excellence and special programs.
Kenwood pairs a neighborhood high school with a competitive citywide magnet Academic Center that admits seventh graders by admissions test and lottery. The school carries the motto Our mission is COLLEGE and offers Advanced Placement coursework, with AP students able to access resources on the University of Chicago's Hyde Park campus. University of Chicago faculty and students work with Kenwood students through programs that pair juniors with professors as mentors, and qualifying seniors can take tuition-free University of Chicago courses. As of the 2019-2020 school year, Kenwood reported a 93 percent graduation rate.
Kenwood's teams, the Broncos, compete in the Chicago Public League and are members of the Illinois High School Association. The girls basketball program has become the school's signature team, winning its first Public League city title and, in March 2025, the program's first IHSA Class 4A state championship. The boys football team won its first Public League championship in the 2021-2022 season.
- District
- Chicago Public Schools
- Founded
- 1969
- Principal
- Karen A. Calloway
- Conference
- Chicago Public League
- Address
- 5015 S Blackstone Ave, Chicago, IL 60615
Trophy case
- 🏆 Girls Basketball Class 4A · 2025
Notable alumni
- Mandy Patinkin. Singer and stage, film, and television actor (class of 1970).
- Juliana Stratton. Lawyer and politician, lieutenant governor of Illinois (class of 1983).
- Nazr Mohammed. NBA center, including a stint with the Chicago Bulls (class of 1995).
- Chaka Khan. Grammy-winning R&B and soul singer who attended the school.
Facts on this page sourced from Wikipedia and the District website. Last verified 2026-06-28.
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
Kenwood Academy FAQ
The questions I get most from buyers shopping the Kenwood Academy district. If yours isn't here, text 224-385-8779, same-day reply.
- What school serves the Hyde Park and Kenwood area?
- Kenwood Academy High School at 5015 S Blackstone Ave is the neighborhood public high school, part of Chicago Public Schools. Its attendance boundary covers Kenwood and Hyde Park. Because boundaries can change, confirm your specific address with Chicago Public Schools before relying on it.
- What is the Academic Center, and is it different from the neighborhood high school?
- Yes. In addition to the neighborhood 9-12 high school, Kenwood runs a citywide magnet Academic Center for gifted seventh and eighth graders. The Academic Center admits students from across the city by test and lottery, so it is selective and not tied to your home address.
- How does Chicago school choice work for buyers here?
- Chicago Public Schools uses a centralized choice and application process (GoCPS) for many programs, alongside neighborhood enrollment. Families can apply to programs across the city, so buying in the Kenwood area gives you neighborhood access plus the option to apply elsewhere.
- What makes Kenwood Academy notable?
- Kenwood is a comprehensive high school with a strong academic reputation, AP offerings, and ties to the University of Chicago. Its girls basketball team won the school's first IHSA Class 4A state championship in March 2025.
- What is the commute like from Hyde Park and Kenwood?
- Very strong. The Metra Electric line runs up the lakefront into the Loop in about 15 to 20 minutes, and several bus routes plus Lake Shore Drive keep the rest of the city close.
Thinking of selling?
What's your home actually worth?
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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 June 28, 2025 through June 28, 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.