
Chicago, IL·Chicago Public Schools
Historic brick homes, unmatched diversity, and a one-seat Brown Line ride downtown from the heart of Albany Park.
Chicago, IL →
3135 LELAND Avenue →
Rough Riders · Blue & Gold · 1,016 students · Chicago Public League
Active listings
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Market snapshot
Live MRED data, refreshed daily. What this market is actually doing right now, sales included, not a portal estimate.
Homes for sale now
31
Typical list price
$549,000
Avg time on market
20 days
Sold in the last year
89
Typical sale price · last 90 days
$400,000
Living near Roosevelt HS
Roosevelt High School sits in the heart of Albany Park, one of the most genuinely diverse neighborhoods in the country, where more than 40 languages are spoken and Lawrence Avenue carries a mix of Korean, Mexican, and Middle Eastern shops. This is a neighborhood of classic Chicago brick two-flats, greystones, and courtyard buildings, with the tree-lined enclave of Ravenswood Manor just across the river offering some of the most sought-after single-family homes on the Northwest Side. Prices here stay more approachable than the lakefront neighborhoods to the east, which is a big part of the draw for families and first-time buyers who want character and space without leaving the city.
The commute is a quiet superpower. The CTA Brown Line terminates right at the Kimball station in Albany Park, so residents get a reliable one-seat ride into the Loop, with the Kedzie and Francisco stops, the Montrose Blue Line, and the Edens Expressway all close by. Everyday errands are walkable, and a Metra stop in nearby Mayfair adds another fast option downtown.
What ties it together is the North Branch of the Chicago River, which curves along the neighborhood's east and north edges and feeds a green ribbon of parks. River Park and Ronan Park put riverfront trails and open space steps from home, and the campuses of Northeastern Illinois University and North Park University lend the area a steady, grounded energy.
🎓Grades 9-12
A four-year Chicago Public Schools high school in Albany Park.
🌍40+ languages
Albany Park is one of the most diverse neighborhoods in the country.
🚆Brown Line terminal
The CTA Brown Line ends at Kimball, a one-seat ride to the Loop.
🛠️Five CTE pathways
Culinary, teaching, health careers, game design and coding, and IT networking.
🏫Founded 1922
Opened in 1922 and renamed for President Theodore Roosevelt in 1927.
🌳Riverfront parks
River Park and Ronan Park line the North Branch of the Chicago River.
The school
Roosevelt opened in 1922 as William G. Hibbard High School, then moved into a new building and was renamed in honor of Theodore Roosevelt, the 26th president, in 1927. By 1930 the surrounding Albany Park neighborhood had grown to roughly 55,000 residents, and Roosevelt's overcrowding was so severe that nearby Von Steuben was pressed into service as a high school to absorb the demand. Today the school remains an anchor institution of Albany Park, serving students from one of the most ethnically diverse neighborhoods in the United States.
Roosevelt offers five Career and Technical Education pathways: culinary arts, teaching and education, health careers, game design and coding, and IT and computer networking. It is one of a small number of Chicago high schools with a Spanish dual-language program, and it also offers honors, Advanced Placement, and dual-credit coursework, with about half of students graduating with college credit or on track for a technical certification.
The Rough Riders compete in the Chicago Public League and are members of the IHSA. The school had a banner year in 1952, capturing the city basketball championship over Tilden Tech and a tennis championship over Senn, and the football team were Public League champions in the 1960-61 season.
Notable alumni
Facts on this page sourced from Wikipedia and the District 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
The questions I get most from buyers shopping the Roosevelt HS district. If yours isn't here, text 224-385-8779, same-day reply.
Thinking of selling?
Not a Zestimate. A real CMA from someone who's sold this neighborhood, knows the floor plan premiums, and can tell you which upgrades the buyer pool here actually pays for.
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.