Running from McCormick Boulevard to the east just past Skokie Boulevard to the west, Main Street traverses 2.5 miles across the middle of Skokie. Despite its name, Main Street is a simple two-lane road with a boulevard running down the middle for most of its length. Main Street typically features block after block of single family houses, punctuated with small pockets of light commercial buildings and low-rise apartment and condominium buildings.  

At the end of December 2022, the Arie Crown Day School filed an application with the Skokie Appearance Commission to propose the redevelopment of their property at 4600 Main Street after relocation to their new facility at 7770 Frontage Rd is completed in early 2024. The plan submitted called for the demolition of the one- and two-story school buildings on site, erection of two five-story apartment buildings along the full length of the block, and construction of three-story townhouses crammed against the back property line. The west, northeast, and central greenspaces that currently exist on the property were to be eliminated, with little else other than buildings and parking lots filling the space. This proposal was met with sharp opposition from the community and the Skokie Appearance Commission, and voting on the proposal was deferred at the request of the developers. 

An open house event was held on July 26 to make the first public showing of the revised site plans, which eliminated the two apartment complexes, but filled the space with additional townhouse buildings. While the updated proposal is an improvement on the original proposal, that speaks more to the outrageous reach of the original design than to developmental restraint in the revision. Aesthetically, the density of the proposed buildings far exceeds both the existing site and its surroundings. The proposed buildings are taller than any structure on the existing site and taller than any neighboring buildings adjacent to the existing site. There is no variation in building height along the site's property lines, and therefore there is no transition approaching the height of its neighbors on the north side of Main Street. The facade of the proposed buildings have a patchwork characteristic that is inconsistent with the surrounding, existing buildings. In order to accommodate this development, the proposal is asking the Village of Skokie to reclassify 58% of the existing site from low-density R1 zoning to high-density R4 zoning. Finally, the proposed changes would produce a significant change to the overall aesthetics of the neighborhood since the main school building was completed in 1955.