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Price cut: $65,000
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Attached Single · Chicago, IL
$585,000$650,000
5 beds · 3.5 baths · 5,000 sqft
5490 S South Shore Drive #2N, Chicago, IL, 60615
A brick-and-mortar place to make your own — room to make it home.
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What’s special

1-car garageIn-unit laundry
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.
— the listing agent’s description

The home

5 beds
3.5 baths
5,000 sqft
Built in 1917
Lot COMMON
1-car garage
Attached Single

What it’ll cost

$117 / sqft
No HOA
Listed $650,000
Now $585,000
15 days on dwello

Estimated monthly payment

$4,305/mo
Principal & interest$3,110
Property taxes$1,024
Homeowners insurance$171
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15 days on dwello
Price history
Price reduced
May 13, 2026
↓ $65,000$585,000
Listed for sale
Apr 29, 2026
$650,000
Earlier records
Sold
Jan 17, 2025
$650,000
Sold
Jul 17, 2007
$855,000
Sold
Feb 23, 2007
$700,000
Now $65,000 below the original list price.

Features

Window Unit(s)Radiator(s)BrickPublic SewerOff SiteLeased

Schools

High — Kenwood Academy High School
Assigned schools per the listing — always verify enrollment + boundaries with the district.
Neighborhood
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Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by India Whiteside · @properties Christie's International Real Estate
Listing last updated May 13, 2026 · data refreshed from the MLS May 15, 2026, 2:12 PM CT
Based on information submitted to the MLS GRID as of May 15, 2026, 2:12 PM CT. Listing data © MRED LLC, distributed by MLS GRID — deemed reliable but not guaranteed; independently verify. Anything shown below this point is not MLS listing data.
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