5490 S South Shore Drive 2N

Chicago, IL 60615

MOTIVATED SELLER! Huge price drop, and seller offers to cover FOUR MONTHS of assessments, which include taxes, with an acceptable offer! Stunning in its grandeur, this vintage beauty on the park fits the bill for entertaining in style, as well as comfortable living. 5000 square feet allows for a welcoming entryway, gracious living room, beautiful sunroom, spacious and lovely dining room, each room flowing seamlessly into the next. There are five bedrooms, three full bathrooms and a pretty powder room. The primary suite is expansive, including a sitting room/library, gorgeous bathroom, and plenty of closets, including a huge walk in. The kitchen is generous, with loads of butcher block counter space and cabinets, Gaggenau oven, new Wolf cooktop, and SubZero refrigerator. The washer and dryer are off the kitchen, on the way to the service elevator. Built in 1917 by renowned architects, Rapp & Rapp, the Jackson Shore Apartments anchor Hyde Park at the lakefront. Excellent management on site, with lovely staff, including reception, security, and on-site engineer. The roof was replaced in 2020. There is a fitness center, playroom, a back garden that may be reserved for events and has a play structure, grill, and outdoor furniture. Assessments are $5287/month, and include TAXES, heat, cable/WiFi, internet, snow removal, etc. No pet restrictions, and rentals are not allowed. Enjoy proximity to the University of Chicago, Lab School, Lake Michigan and parks, the Metra & DuSable Lake Shore Drive.

Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate



Based on information submitted to the MLS GRID as of 2026-05-24 09:35 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: 2026-05-24 09:35 PM UTC
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