Chicago, IL·299
Homes in the
Orr district.
A West Side neighborhood high school and three-time state basketball champion, anchoring the blocks between Humboldt Park and West Garfield Park.
- Homes for sale
- 24
- Typical list
- $439,000
- Most expensive
- $745,000
- Most affordable
- $260,000
4859 Hirsch Street →
426 Trumbull Avenue →
Spartans · Gold & Black · 361 students · Chicago Public League
Active listings
24 homes on the market
$
to$
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Market snapshot
The Orr 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
29
Typical list price
$439,000
Avg time on market
22 days
Sold in the last year
17
Typical sale price · last 90 days
$348,500
Living near Orr
The area, not just the school
Orr Academy sits on the West Side of Chicago, in the blocks between the Humboldt Park and West Garfield Park neighborhoods. The area takes its name and its heart from Humboldt Park itself, a green expanse of more than 200 acres with a lagoon, a historic boat house, ball fields, and the city's only inland beach.
Humboldt Park is best known as the center of Puerto Rican culture in Chicago. Along Division Street, the Paseo Boricua corridor is marked at each end by two 59-foot steel Puerto Rican flags installed in 1995, gateways to one of the country's flagship Puerto Rican enclaves. The corridor is lined with restaurants, murals, cultural institutions, and the summer festivals that give the area its identity.
The housing stock is classic pre-war Chicago: greystones, brick two-flats and three-flats, walk-ups, and single-family homes, most built before 1940. For commuters, the CTA Blue Line runs along the neighborhood's northern edge, with stations at Division and California giving direct rides to the Loop and to O'Hare. Buyers are often drawn here by prices that stay more attainable than neighboring Wicker Park and West Town while keeping easy access to the park and downtown.
🛡️Home of the Spartans
Teams compete in gold and black in the Chicago Public League.
🏀3x state champions
Boys basketball won IHSA Class 2A titles in 2017, 2018, and 2019.
🌳On Humboldt Park
Near the 200-plus-acre park with its lagoon and historic boat house.
🚆Blue Line access
CTA Blue Line stations at Division and California reach the Loop and O'Hare.
🏫About 361 students
Enrolled roughly 361 students in grades 9-12 in 2024-25.
The school
About Orr Academy High School
Orr Academy High School traces its origins to 1918, when it opened as an elementary school in the building that is now the Brian Piccolo Specialty School. It began hosting high school students in the 1920s as a branch of Austin High School, later served as a branch of Marshall High School, and became an independent high school in 1963. The school moved into its current building, designed by the firm of Ludwig Mies van der Rohe, in 1973, and is named for early labor leader Rezin Orr.
Orr competes in the Chicago Public League and is a member of the Illinois High School Association. The Spartans boys basketball program is the school's signature athletic success, winning three consecutive IHSA Class 2A state championships from 2017 through 2019 under head coach Louis Adams.
- District
- 299
- Founded
- 1973
- Conference
- Chicago Public League
- Address
- 730 N. Pulaski Road, Chicago, IL 60624
Trophy case
- 🏆 Boys Basketball Class 2A · 2017
- 🏆 Boys Basketball Class 2A · 2018
- 🏆 Boys Basketball Class 2A · 2019
Notable alumni
- Jay Davis. Class of 1989, professional baseball player.
- Myke Henry. Class of 2011, professional basketball player who played collegiately at DePaul.
Facts on this page sourced from Wikipedia and the District 299 website. Last verified 2026-07-03.
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
Orr FAQ
The questions I get most from buyers shopping the Orr district. If yours isn't here, text 224-385-8779, same-day reply.
- What high school serves this part of Humboldt Park and West Garfield Park?
- Orr Academy High School, a Chicago Public Schools four-year high school at 730 N. Pulaski Road, serves students in this West Side area.
- Is Orr Academy still open?
- Yes. It is an open, regular Chicago Public Schools high school serving grades 9 through 12, with about 361 students in 2024-25.
- What is Orr Academy best known for?
- Its boys basketball program, which won three straight IHSA Class 2A state championships in 2017, 2018, and 2019.
- What are homes near Orr Academy like?
- The surrounding Humboldt Park area is full of classic Chicago greystones, brick two-flats and three-flats, and single-family homes, most built before 1940, with the 200-plus-acre Humboldt Park at the neighborhood's center. If you want alerts for new homes in the 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 3, 2025 through July 3, 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.