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Aerial of the Chatham neighborhood around Simeon Career Academy in Chicago.

Chicago, IL·CPS

Homes in the Simeon district.

South Side pride runs deep here: the historic Chatham streets around Simeon Career Academy pair classic Chicago bungalows with an easy commute and a legendary sense of community.

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Wolverines · Blue & Gold · 1,399 students · Chicago Public League

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Market snapshot

The Simeon 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

2

Typical list price

$277,400

Avg time on market

15 days

Sold in the last year

4

Typical sale price · last 90 days

$165,000

Living near Simeon

The area, not just the school

Set on 81st and Vincennes in the heart of Chatham, this pocket of Chicago's South Side carries real history. Chatham is celebrated as one of the city's flagship Black middle-class neighborhoods, a place where, from the late 1950s on, teachers, city workers, business owners, and professionals put down roots and built a proud, tight-knit community. You will see it in the streets: rows of sturdy Chicago brick bungalows and mid-century homes, tree-lined blocks, and longtime commercial corners that have anchored local life for generations.

Getting downtown is refreshingly simple. The Metra Electric 79th Street/Chatham station, recently rebuilt with elevators and accessible entrances, puts riders roughly ten miles from Millennium Station in the Loop, while CTA bus routes 24, 79, and 8A and the nearby Red Line fill in the rest. For buyers, the appeal is a genuine neighborhood with solid housing stock, walkable retail, deep community identity, and a commute that keeps the whole city within easy reach.

  • 🏫Founded 1949

    A CPS career and technical academy, grades 9-12.

  • 🏀7 state basketball titles

    Home of Derrick Rose and the legendary Ben Wilson.

  • 🚆Metra Electric

    79th St./Chatham station, about 10 miles to the Loop.

  • 🧱Classic bungalows

    Chatham is known for sturdy Chicago brick homes.

  • 🌳Historic Chatham

    One of the South Side's flagship Black middle-class neighborhoods.

  • 🔵Blue & Gold Wolverines

    Competes in the Chicago Public League (IHSA).

The school

About Simeon Career Academy

Simeon opened in 1949 as Westcott Vocational High School at 8023 S. Normal Avenue. In 1963 the Kroger company donated a vacant warehouse at 8235 S. Vincennes Avenue to Chicago Public Schools, and the school was renamed Neal F. Simeon Vocational High School in September 1964, honoring the African-American CPS educator and administrator Neal Ferdinand Simeon. The name shifted from Vocational High School to Career Technical Academy in 1998, and in 2003 the school took its current name when a brand-new building opened at 8147 S. Vincennes Avenue. Today Simeon is a four-year public career academy in Chatham, widely known as one of the city's great sports powerhouses.

Simeon is a career and technical academy where students choose a pathway such as Accounting, Architecture, Auto Tech, Carpentry, CISCO Networking, Culinary Arts, Cosmetology, Teaching, Web Design, or Welding, with many earning industry certifications or college credit. The school offers dual-credit courses through Harold Washington College as part of its early-college model, and reports a graduation rate of 85.2% with college enrollment of 61.7%.

Simeon competes in the Chicago Public League and is one of Illinois' most storied athletic programs, best known for boys basketball. The Wolverines have won seven IHSA state basketball championships and were the first Chicago public school to capture four consecutive state titles, from 2010 through 2013. The school has also won Chicago Prep Bowl football titles and produced a long line of professional athletes.

District
CPS
Founded
1949
Principal
Tamarah Ellis
Conference
Chicago Public League
Address
8147 S Vincennes Ave, Chicago, IL 60620

Trophy case

  • 🏆 Boys Basketball Class AA · 1984
  • 🏆 Boys Basketball Class AA · 2006
  • 🏆 Boys Basketball Class AA · 2007
  • 🏆 Boys Basketball Class 4A · 2010
  • 🏆 Boys Basketball Class 4A · 2011
  • 🏆 Boys Basketball Class 4A · 2012
  • 🏆 Boys Basketball Class 4A · 2013

Notable alumni

  • Derrick Rose. Class of 2007, No. 1 pick in the 2008 NBA Draft and 2011 NBA MVP with the Chicago Bulls.
  • Ben Wilson. Class-of-1985 All-American ranked the nation's top high school player; his No. 25 is Simeon's honored jersey.
  • Nick Anderson. Class of 1986, longtime NBA player known for his years with the Orlando Magic.
  • Jabari Parker. Class of 2013, McDonald's All-American and No. 2 pick in the 2014 NBA Draft.
  • Kendrick Nunn. Class of 2013, four-time state champion at Simeon who reached the NBA with the Miami Heat.

Facts on this page sourced from Wikipedia and the District CPS website. Last verified 2026-07-05.

The questions buyers actually ask

Simeon FAQ

The questions I get most from buyers shopping the Simeon district. If yours isn't here, text 224-385-8779, same-day reply.

What high school serves the area around 81st and Vincennes?
Simeon Career Academy, a Chicago Public Schools career and technical high school at 8147 S. Vincennes Avenue serving grades 9 through 12.
Is Simeon a boundary school or an application school?
Simeon is a career academy, and CPS requires an application for admission, so enrollment is not purely by home address.
How is the commute downtown from Chatham?
The Metra Electric 79th Street/Chatham station sits about ten miles from Millennium Station in the Loop, and CTA bus routes 24, 79, and 8A plus the Red Line add more options.
What kind of homes will I find in Chatham?
Chatham is known for its sturdy Chicago brick bungalows and mid-century homes on tree-lined blocks. For alerts on new listings in the area, text 224-385-8779.
What is Chatham known for?
Chatham is one of Chicago's historic Black middle-class neighborhoods, home to many city employees, professionals, and business owners since the late 1950s.

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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 July 16, 2025 through July 16, 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.