4555 S Halsted Street, Chicago, IL 60609

• 5 beds |
• 2 baths

Property Description

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 Status:

Active

Data Last Updated:

April 2, 2026 at 1:19PM

Listing Office:

RE/MAX Premier : 407-721-8307

Listing Agent:

Zohaib Khurshid : 407-721-8307

MLS ID:

12595942

Interior

• Basement: Partially FinishedExterior EntryFullWalk-Out Access
• Heating: Natural Gas

Exterior

• Parking: YesGarage OwnedDetachedGarageParking spaces: 2

Construction

• Roofing: Asphalt

Location

• Originating MLS: mred
• School District: 299
• County: Cook

Lot

• Zoning: MULTI20043180190000

Utilities

• Water: Lake Michigan
• Sewer: Public Sewer

Financial

• Source: mred
• Ownership: Fee Simple