4555 S Halsted Street

Chicago, IL 60609

New deluxe single family whole house or mother in law/ 2 unit cash flow opportunity. opportunity in Chicago's sought-after Canaryville neighborhood! Ideally positioned on S Halsted St, this classic two-unit property offers unbeatable access to nearby Bridgeport and is just minutes from Guaranteed Rate Field. This well-maintained building features two spacious, move-in-ready units with separate utility meters-perfect for investors or owner-occupants looking to cover their mortgage. The front unit offers 3 bedrooms and 1 bathroom and a kitchen, while the rear unit includes 2 bedrooms and 1 bathroom and a kitchen. Recent updates include a newer roof (2024), newer water heaters (2022) refreshed kitchens with new counter tops in both units (2022), and updated flooring througout the main living room (2022). Concrete patio with a gated entry & front yard, close to shopping, dining & major highways. The potential of this home is endless - Use as your primary residence for multi-generational living with multiple families, live in one unit and rent the other to house hack, use as a rental investment and make some money and build some equity, or have your business & live here too ; Have your business up front & live in the back! The options are Endless! A full walkout basement provides additional functionality with a dedicated laundry area and access to a two-car garage. Located near schools, parks, libraries, and everyday conveniences, this property sits in one of Chicago's most iconic and evolving neighborhoods, where classic city charm meets strong investment potential. Enjoy all that Canaryville has to offer, from local dining and shopping to convenient public transportation and quick access to major expressways. Don't miss your chance to own a piece of true Chicago living!

Listing Courtesy of MRED as distributed by MLS Grid of RE/MAX Premier



Based on information submitted to the MLS GRID as of 2026-05-09 07:31 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2026-05-09 07:31 PM UTC
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