$495,000
5490 S South Shore Drive #2N
Chicago, IL, 60615
An extraordinary residence of approximately 5,000 square feet in one of East Hyde Park’s most distinguished vintage cooperatives, designed by renowned Chicago architects Rapp & Rapp. A charming portico and gracious doorman provide an elegant entrance to this storied 20-unit building, with sweeping views of surrounding parkland and ready access to Lake Michigan. The residence offers the scale, gracious proportions, and architectural character of an elegant single-family home. The expansive formal rooms are filled with natural light and provide exceptional space for entertaining, including a handsome living room and large dining room. Separating these rooms is an extraordinary 20-by-20-foot circular sunroom with panoramic views. A lovely powder room is conveniently adjacent. Original plaster moldings, beautiful hardwood floors, a decorative fireplace, generous closets, and built-ins further reflect the craftsmanship and character of the building’s era. The private bedroom wing offers five spacious bedrooms and four-and-one-half baths, including a generous primary suite with a large bath, walk-in closets, and an adjacent dressing area. At the heart of the home is a well-appointed kitchen featuring a Sub-Zero refrigerator, Miele dishwasher, Wolf cooktop, and Gaggenau pizza oven. A center island provides an ideal gathering place for both food preparation and casual dining. Adjacent space offers a rare opportunity to create a spectacular contemporary kitchen with a generous eating area while preserving the residence’s historic character. Impeccably maintained, this exceptional cooperative offers 24-hour doorman/security service, an exercise room, a playroom, and a large private enclosed garden landscaped for entertaining and outdoor enjoyment. The garden features multiple seating and dining areas, a new gas grill, and playground equipment for children. The location is exceptional, near the University of Chicago, Laboratory Schools, the beaches and trails of Lake Michigan, and the new Obama Presidential Center, with convenient access to Metra and Lake Shore Drive. Garage parking is available next door. The monthly assessment includes property taxes, heat, cable, internet, and snow removal. A rare combination of grand scale, architectural character, sophisticated entertaining spaces, and exceptional outdoor amenities.
Property Details
Price:
$495,000
MLS #:
MRD12761051
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Neighborhood:
chihydepark
Listed Date:
Sep 21, 2026
Finished Sq Ft:
5,000
Year Built:
1917
Schools
School District:
299
Interior
Appliances
Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood
Heating
Radiator(s)
Interior Features
Elevator, Storage, Built-in Features, Bookcases, Historic/Period Mlwk, Open Floorplan, Doorman, Lobby, Separate Dining Room
Laundry Features
Washer Hookup
Exterior
Association Amenities
Bike Room/Bike Trails, Door Person, Elevator in Residence, Storage, Receiving Room, Service Elevator(s)
Community Features
Park
Construction Materials
Brick
Fencing
Fenced
Lot Features
Landscaped
View
Water
Window Features
Window Treatments
Financial
HOA Fee
$5,287
HOA Fee Frequency
Monthly
HOA Includes
Heat, Water, Taxes, Insurance, Doorman, TV/Cable, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal
Tax Year
2025
Debra Dobbs is one of Chicago’s top realtors with more than 42 years in the real estate business.
More About DebraMortgage Calculator
Map
Current real estate data for Single Family in Chicago as of Nov 04, 2026
2,668
Single Family Listed
68
Avg DOM
245
Avg $ / SqFt
$548,884
Avg List Price
Community
- Address5490 S South Shore Drive #2N Chicago IL
- CityChicago
- CountyCook
- Zip Code60615
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Property Summary
- 5490 S South Shore Drive #2N Chicago IL is a Single Family for sale in Chicago, IL, 60615. It is listed for $495,000 and features 5 beds, 4 baths, and has approximately 5,000 square feet of living space, and was originally constructed in 1917. The current price per square foot is $99. The average price per square foot for Single Family listings in Chicago is $245. The average listing price for Single Family in Chicago is $548,884. To schedule a showing of MLS#mrd12761051 at 5490 S South Shore Drive #2N in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
5490 S South Shore Drive #2N
Chicago, IL





