Chicago’s Woodlawn neighborhood continues to draw attention as city officials, developers, and community groups advance a range of housing initiatives aimed at preserving affordability while accommodating new investment tied to large-scale redevelopment projects.
At the center of recent discussion is the former Loretto Academy building, a long-vacant former Catholic school that community members have identified as a potential site for affordable housing. While no formal development proposal has yet been approved, the idea reflects broader efforts in Woodlawn to repurpose underused properties in ways that benefit long-time residents.
Policy Framework For Affordable Housing
Much of Woodlawn’s housing strategy is shaped by the Woodlawn Housing Preservation Ordinance, a city policy designed to prevent displacement and expand access to affordable homes. The ordinance prioritizes affordable housing development on city-owned land and requires community input through a local working group that advises on housing needs, land use, and development proposals.
City officials say the ordinance is intended to ensure that redevelopment — particularly near major transit corridors and cultural landmarks — does not price existing residents out of the neighborhood.
Several housing projects are already underway or in various planning stages across Woodlawn. These include mixed-use developments along East 63rd Street that combine residential units with ground-floor commercial space, as well as fully affordable apartment complexes supported by public financing and federal housing tax credits.
One notable completed project, Woodlawn Station, provides dozens of affordable units for working families and includes on-site services such as financial counseling and workforce support. Other proposals under review call for new apartment buildings and townhomes that would be offered at below-market rates, often in partnership with nonprofit housing organizations.
Community Concerns And Advocacy
Housing advocacy groups and residents have remained vocal as redevelopment accelerates in Woodlawn, particularly in areas surrounding the Obama Presidential Center. Community organizations have urged city leaders to prioritize affordable housing over luxury development, arguing that rising property values and new commercial projects could increase pressure on renters and homeowners alike.
These concerns have fueled protests and public meetings focused on proposed hotels, retail projects, and mixed-income developments. Advocates say sustained enforcement of affordability requirements is essential to maintaining Woodlawn’s character and preventing displacement.
Long-Term Planning And Investment
Beyond individual projects, Woodlawn is guided by long-term neighborhood planning efforts that emphasize infill housing, transit-oriented development, and reinvestment in commercial corridors. Urban planners have framed these initiatives as part of a broader strategy to promote equitable growth, combining new housing supply with protections for existing residents.
The discussion around the former Loretto Academy building fits squarely within this context. While still at an early stage, the proposal underscores how historic and vacant properties are increasingly viewed as opportunities to expand affordable housing rather than as sites for market-rate or speculative development.
As Woodlawn continues to evolve, city officials and community leaders say the success of its housing strategy will depend on balancing new investment with affordability commitments. With multiple projects moving forward and others under consideration, the neighborhood remains a focal point in Chicago’s broader debate over how redevelopment can proceed without leaving long-time residents behind.






