CHICAGO, IL - Peerless Development today announced the start of pre-leasing at 1880 Milwaukee, a new boutique apartment community at 1880 N. Milwaukee Ave. in Chicago’s Bucktown neighborhood. The five-story mid-rise is expected to welcome its first residents in August 2026. Cross Street, the exclusive leasing and marketing firm for the property, is offering by-appointment tours of the community.
Upon completion, the transit-oriented development will feature 44 apartments in one- and two-bedroom floor plans ranging from 534 square feet to more than 950 square feet. Residences are designed to maximize functionality and comfort, with select homes offering private balconies. Rents start at $2,325 per month for one-bedroom apartments and $3,645 per month for two-bedroom residences.
Interior features include quartz countertops, stainless steel appliances and Schlage keyless entry systems. Community amenities include a rooftop deck with grilling stations, reserved garage parking for 22 vehicles with EV charging capability and bicycle storage. The property, which also includes 3,200 square feet of retail space on the ground level, will be professionally managed by Peak Properties.
“1880 Milwaukee reflects our approach to delivering well-executed residential communities that are aligned with their surroundings,” said Michael Cordaro, CEO of Peerless Development. “The community’s boutique scale complements the character of Bucktown, while the interiors strike a balance between warm wood tones and clean, modern finishes with subtle detailing, creating a living experience that feels both refined and connected to the neighborhood.”
The property offers exceptional access to public transit and neighborhood amenities, including the CTA Blue Line, No. 56 Milwaukee bus route, Clybourn Metra station, protected bike lanes along Milwaukee Avenue and The 606, the 2.7-mile elevated trail connecting Bucktown, Wicker Park, Logan Square and Humboldt Park. Residents also benefit from proximity to a wide range of dining, retail and entertainment options.
“There’s strong demand for housing in Bucktown, and 1880 Milwaukee delivers on what today’s renters are looking for, offering contemporary design in a classic Chicago neighborhood,” said Shane Rachman, president and founder of Cross Street. “With limited multifamily construction in the area, we’re already seeing interest from prospects who appreciate the scale and location of this development.”
1880 Milwaukee was designed by SPACE Architects + Planners, with Macon Construction Group serving as general contractor.
About Cross Street: Cross Street is a full-service residential real estate firm specializing in multifamily leasing, home sales and third-party developer services. Cross Street launched in early 2024, evolving from Peak Realty, which was originally founded in 2019. Today, the firm has offices in Chicago, Denver and Cleveland, with exclusive listings for 12,000-plus rental units across more than 400 properties. As a brand situated at “The Corner of People and Place,” the company brings a relationship-first approach to connecting people with the spaces they call home. Cross Street’s team of more than 40 licensed brokers and leasing agents maintains close relationships with clients ranging from renters and homebuyers to the developers and owners of mid- and high-rise apartment communities. Through high-impact brands, data-driven development and marketing strategies and best-in-class residential services, the firm delivers value through superior property performance.
About Peerless Development: Peerless Development is a national real estate development firm specializing in multifamily, student housing, and industrial projects. The firm focuses on data-driven investment strategies and delivering strong risk-adjusted returns. Headquartered in Elmhurst, Ill. with a national footprint, Peerless has developed, acquired, and managed more than $500 million in real estate assets, with an active pipeline exceeding $300 million across multiple asset classes.