4448 Princeton Ave
Fantastic opportunity to own this spacious brick and vinyl 2-flat featuring two oversized 4-bedroom, 1-bath units in a convenient South Side location. Unit 1 has been thoughtfully updated with a new kitchen, vinyl flooring, fresh paint, ceiling fans, dishwasher, new HVAC and water heater, plus washer and dryer, making it an ideal owner's unit. Both units feature separate utilities, allowing tenants to pay their own gas and electric. The property offers solid rental income with additional upside, an unfinished full basement with storage potential, and low property taxes. Enjoy easy access to I-90/94, CTA, parks, and downtown Chicago, all within minutes. Whether you're looking to house hack or add a strong cash-flowing asset to your portfolio, this well-maintained 2-flat is an excellent opportunity.
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Tax & Financial Information
Schools
Williams Medical Prep High School
Graham A Elementary School
Beethoven Elementary School
Phillips Academy High School
Bronzeville Classical Elementary School
Bronzeville Scholastic High School
Air Force Academy High School
Tilden Achievement Academy High School
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 10/28/2026 | Price change | $325,000 |
| 07/09/2026 | Listed for sale | $350,000 |
Listed by Josh Reighard · Baird & Warner · 3122421000
Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Midwest Real Estate Data (MRED). All rights reserved.
Last Updated: October 29, 2026 at 8:03 AM | Source: Midwest Real Estate Data (MRED) | MLS#: 12693034

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