Four-Unit Residence Starts Construction in Uptown

Construction is now underway at 1306 West Winona Street in Chicago's Uptown neighborhood, where a modern four-unit residential building is set to rise. The site is transitioning from a historic single-family home built in 1895 to a three-story masonry structure with a full basement, a reflection of ongoing infill development across the city.

Project Overview

The project officially broke ground after a building permit was issued. Just two days later, a demolition permit was granted to remove the existing century-old residence, clearing the way for new construction. The developer listed on the permit is 1306 Winona Corp, an entity registered to the address, suggesting direct ownership and investment in the redevelopment process.

The project, which carries a construction cost of approximately $925,000, is being managed by general contractor PCH Construction Company. Architectural services are provided by Michael Cox & Associates. The design calls for a three-story building plus a basement, offering four residential units in total.

Garage and Exterior Layout

In addition to the primary structure, the development will include a detached four-car garage located at the rear of the lot. A key feature of the garage is its rooftop deck, which will provide outdoor space for residents and potentially boost property value.

The alley access to the garage is slightly unique—running south and connecting to Winona Street from Glenwood Avenue. It does not continue directly to the east end of the block at Broadway, which may affect vehicle movement and access during construction.

Transit and Location Benefits

1306 West Winona is situated in a transit-rich area of Uptown. Bus service is abundant, with CTA Route 92 accessible less than a block away on Foster Avenue, and Route 36 stopping at Foster and Broadway. Additionally, Route 22 stops just three blocks west on Clark Street.

For those utilizing rail, the Berwyn and Argyle Red Line stations are each within a half-mile walk, providing convenient options for daily commuters. This connectivity makes the location ideal for urban professionals and families seeking easy access to transit.

Construction Details and Workforce Needs

Although specific architectural finishes or design aesthetics for the residential building are not detailed in the permit, the structure is noted to be masonry construction, typical for durability and soundproofing in multi-family developments.

Trades and workers expected to be involved in this project include:

• Excavators and foundation crews – responsible for initial site prep and concrete basement construction (already in place).

• Masonry specialists – constructing the three-story brick or block exterior.

• Carpenters – framing interior walls, installing windows, doors, and building garage structures.

• Roofers – handling roof deck installation over the garage and main building roofing.

• HVAC, plumbing, and electrical trades – managing all mechanical systems essential for residential occupancy.

• General laborers and site managers – overseeing daily operations and coordinating subcontractors.

Historical Context

Chicago Yimby reports that the previous structure at 1306 West Winona was a single-family home dating back to 1895. This kind of redevelopment reflects a broader trend in Uptown and similar Chicago neighborhoods, where aging properties are being replaced with higher-density housing to meet growing urban demand. The former home sold earlier this year for $800,000, and demolition was swift, in line with the active construction permit.

Outlook and Community Impact

The redevelopment at 1306 West Winona represents more than just another residential project. It exemplifies the ongoing evolution of Chicago’s built environment, balancing historical context with modern urban needs. While no affordable units are noted—likely due to the four-unit scale falling under the city’s threshold for inclusionary housing—this project still contributes to the city's residential inventory.

With a cost nearing $1 million and a robust construction team in place, this site will remain active throughout 2025. Construction professionals in masonry, excavation, carpentry, and mechanical trades should see opportunities for skilled labor over the coming months.

Once complete, the property will offer modern, spacious three-story living with proximity to transit, schools, shopping, and Uptown’s vibrant cultural offerings—making it a desirable location for future residents and a noteworthy project for local construction professionals.