Roseland · Cook County · IL
Active listings
About the community
Roseland is Community Area 49 on Chicago's Far South Side, sitting roughly 13 miles south of the Loop on the higher, drier ridge west of Lake Calumet. It borders Pullman to the east, West Pullman to the south, and Washington Heights and Morgan Park to the west, and it folds in the smaller neighborhoods of Fernwood, Princeton Park, Lilydale, Rosemoor, Sheldon Heights, and West Roseland. The community traces to an 1849 band of Dutch immigrant farmers who called the area the High Prairie. Its housing stock leans heavily on brick bungalows and single-family homes built as the farmland urbanized, with Michigan Avenue serving as the historic commercial spine whose stores once served the entire South Side. As of early 2026, Redfin reported a median sale price near $173,000, with homes selling after about 73 days. Roseland carries a Walk Score of 63, a Transit Score of 62, and a Bike Score of 64, marking it as somewhat walkable with good public transit, and access is set to improve with the CTA Red Line Extension now under construction.
Population about 38,900
The Roseland community area recorded 38,934 residents in the 2020 Census per CMAP's community data snapshot.
Far South Side ridge
Community Area 49, about 13 miles south of the Loop, bordering Pullman, West Pullman, Washington Heights, and Morgan Park.
Dutch settlement origin
Founded in 1849 by Dutch immigrant farmers on the ridge they called High Prairie, and renamed Roseland in 1873.
Bungalow housing stock
Defined by brick bungalows and modest single-family homes built as Dutch farmland urbanized in the early 1900s.
Walk Score 63
Rated somewhat walkable, where some errands can be accomplished on foot.
Transit Score 62
Good public transportation, with about 18 bus lines and Metra Electric stations along the Pullman border.
Affordable price point
Redfin reported a median sale price near $173,000 in early 2026, one of the city's more affordable ownership markets.
Roseland Community Hospital
Opened in March 1924 on West 111th Street, the hospital has served the Far South Side for a century.
Daily life in Roseland still centers on the historic Michigan Avenue commercial corridor, the retail spine that once served customers from across the South Side and remains the neighborhood's main street. Walk Score data counts about 82 restaurants, bars, and coffee shops in the area, giving the neighborhood a Walk Score of 63 where some errands can be accomplished on foot. Churches and community institutions anchor neighborhood life, and major institutions include the main campus of Chicago State University at 95th and Martin Luther King Drive in the northeast portion of Roseland, along with the century-old Roseland Community Hospital on West 111th Street. Green space is led by Palmer Park, a 38-acre park on East 111th Street with a fieldhouse, aquatic center, and athletic fields.
Transit is a real strength, earning Roseland a Transit Score of 62 with roughly 18 bus lines and Metra Electric District stations along the Pullman border. Access is set to improve dramatically with the CTA Red Line Extension, which broke ground on April 24, 2026, and will carry the line south from its current 95th Street terminus to 130th Street, adding new stations at 103rd, 111th, and 115th and Michigan in and around Roseland. The housing character remains predominantly owner-friendly single-family homes and brick bungalows, the legacy of the area's transition from Dutch farmland to a working-class residential community, with an early-2026 median sale price near $173,000.
Neighborhoods
Browse the listings above. Detailed neighborhood pages with market stats, school info, and lifestyle take-downs land here as we roll them out.
Around town
A handful of the places people who live here actually use. Not a directory.
Palmer Park
A 38-acre Roseland park on East 111th Street with a historic fieldhouse, aquatic center, gymnasium, ballfields, and tennis and basketball courts.
Pullman National Historical Park
Chicago's first National Park Service unit, just east of Roseland, preserving George Pullman's planned industrial town and its labor and civil rights history.
Chicago State University
The university's main campus sits at 95th and Martin Luther King Drive in the northeast portion of Roseland, anchoring higher education on the Far South Side.
Roseland Community Hospital
A century-old institution opened in 1924 on West 111th Street, a longstanding pillar of the Greater Roseland community.
Michigan Avenue Commercial Corridor
Roseland's historic retail spine, whose stores once served customers from across the South Side and remain the neighborhood's main commercial street.
Gwendolyn Brooks College Prep
A selective-enrollment magnet high school located in Roseland, named for the Pulitzer Prize-winning poet.
How Roseland got here
Roseland began in 1849, when a band of recently arrived Dutch families built homes along the Chicago-Thornton Road on the ridge west of Lake Calumet between what is now 103rd and 111th Streets. Known then as High Prairie, the settlement took shape around the Reformed Church, small truck farms, and stores along the road later called Michigan Avenue, and its farms grew profitable serving Chicago to the north and the stockyards to the west. In 1873, James H. Bowen, president of the Calumet and Chicago Canal and Dock Company, suggested the name Roseland for the tidy village with its beautiful flowers, and residents agreed. Seven years later Bowen's company sold more than four thousand acres on Roseland's eastern edge to the Pullman Land Association, tying the community's fate to George Pullman's railcar works and the model town of Pullman.
As Pullman and other industries grew, Roseland transformed from farmland into a diverse retail and residential community, and it was annexed to Chicago in 1892. Skilled tradesmen from across Europe settled near the Pullman works, Michigan Avenue stores served the whole South Side, and the population reached 43,206 by the 1930 Census. Institutions took root, including Roseland Community Hospital, which opened in March 1924 on West 111th Street. Beginning in the 1950s and 1960s, blockbusting by real-estate agents and the resulting white flight produced a near-total ethnic transition, while shuttered steel mills, the 1981 closing of Pullman, and the 1995 closing of the Sherwin-Williams paint factory drove decades of economic decline.
The questions buyers actually ask
The questions I get most from buyers shopping Roseland. If yours isn't here, text 815-355-0582, same-day reply.
Your local agent
Most agents will list anything. I focus on the places I actually know, and the things that move value here don't show up in the MLS write-up: which streets and buildings hold demand, what the HOA or assessments really cover, how the comps read once you account for condition and location, and where buyers consistently want to be.
When you're ready to tour or list, you want someone who has read the last 50 closed comps in this specific market, not a national average, and can tell you what they actually mean for your price. That's how I work. Text or call any time, and I'll give you a real take, not a brochure.
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.