Single-family houses pervade Chicago. The presumed benefits of living in single-family houses — yards, extra space, plentiful natural light and air — fail to fully meet expectations upon closer examination, at least in a city like Chicago. Deep interior dark zones and tiny yards cancel much of the potential benefits. UrbanLab’s Townhouse Urbanism is a speculative investigation that attempts to expand the discussion of what housing could be in Chicago and cities like it. The results of the investigation call for a radical change in the configuration of the urban block, and a change to the design of the single-family house itself. To begin, the alley is eliminated because it simply uses too much valuable real estate. Cars (and garbage cans) are relocated to open air carports along the street under each house. Each house, or “town house” is connected to a newly liberated green space, which is developed as both a large-scale recreational amenity and includes individual garden plots for the residents. Town houses are linked together in a tight fitting puzzle to maximize natural light and air, and ensure privacy between houses.