Work on a new mid-rise is officially moving forward in Uptown, with the city signing off on a caisson permit for a seven-story, 91-unit residential building at 4006 N Sheridan Road. The permit clears contractors to install deep caissons, the long, load-bearing piles that form a building's foundation, and is usually the first visible sign that a mid-rise project is leaving the drawing board and heading to the job site. Catapult Real Estate Solutions is listed as the developer, and plans call for ground-floor retail, an indoor parking garage and residential amenities above. Neighbors can expect demolition activity in short order, since the low-rise Holiday Club storefront and a neighboring three-story apartment building are slated to be razed before foundation work begins.
According to Chicago YIMBY, a caissons-only permit appeared in the city portal on April 3, 2026, while the full building permit has been pending since January 15. The filing lists a reported project cost of about $31.5 million and identifies Macon Construction Group as the general contractor. There is also a pending crane-mat slab permit that often precedes a tower-crane application.
Design and amenities
The building, designed by Built Form LLC, will stack 91 apartments across the upper six floors with roughly 2,000 square feet of retail on the ground level and a 38-space garage behind it, according to Urbanize Chicago. Renderings show inset or suspended balconies and a façade that blends brick, metal panels and fiber-cement cladding. Planned amenities include a fitness room, coworking space and a top-floor lounge, and earlier filings projected market rents between $1,700 and $2,500 per month.
Demolition and community reaction
Before crews can move dirt, two demolition permits must be finalized for the single-story building at 4000 N Sheridan, long home to the Holiday Club, and for an adjacent three-story multi-unit block, filings indicate. Block Club Chicago documented the bar's proposed displacement and reported that the developer intends to honor existing leases prior to demolition. Preservation Chicago has flagged the Holiday Club's ornate terra-cotta façade and urged salvaging architectural elements where feasible.
Transit and site context
The lot sits roughly a half-block north of the Sheridan Red Line platform and is served by CTA buses including Routes 80 and 151, making transit a selling point for future residents, as Chicago YIMBY noted. That proximity has made the corner attractive to developers in recent years and means construction will be highly visible to commuters and pedestrians.
What's next
Zoning Board of Appeals variances to reduce required parking and eliminate a loading berth were approved in February 2025, clearing key regulatory hurdles for the proposal, according to Urbanize Chicago. The filings do not list a demolition or construction start date, and the developer's timeline remains tied to lease expirations and permit sequencing. Observers will be watching the city portal for tower-crane and full building permits that would signal the project's transition from site prep to vertical construction.
