1355 N Astor Street Chicago IL 60610 MLS #MRD12628484

MLS #MRD12628484 image #0
Presenting an unparalleled opportunity to acquire one of Chicago’s most distinguished estates – an historic residence offering over 25,000 square feet of total living space, set on nearly one-third of an acre along the Gold Coast’s prestigious Astor Street. This is an exceptionally wide and long lot like no other. Originally designed by acclaimed architect Howard Van Doren Shaw for the Goodman Family, this extraordinary property is being offered for the first time in 40 years. A true masterpiece, this estate stands as a defining example of neo-classical and Georgian Revival design and spans an impressive 80 feet across and embodying Chicago’s rich architectural heritage. At the center of the estate lies an exceptional private courtyard meticulously landscaped with formal gardens and fountains. This serene outdoor space evokes the tranquility of the Italian countryside, creating a private sanctuary within one of the city’s most vibrant neighborhoods. Originally a single-family home, now an owner’s home plus high end leased residences, is easily reverted back to a single-family home with a garage. The main residence encompasses more than 10,000 square feet of elegantly renovated interiors, combining timeless sophistication with modern luxury. Every detail reflects impeccable craftsmanship – from the soaring 13-foot ceilings and Venetian plaster walls to the intricate millwork, oak hardwood floors, and original marble fireplaces. A grand curved staircase welcomes you upon entry, setting the tone for the refined living spaces beyond. The home offers five en-suite bedrooms, each with its own unique design and character. The primary suite provides sweeping lake views and a luxurious spa-inspired bath finished with exquisite Italian marble. Complementing the main residence are six distinctive units that are currently leased -each offering individual charm and contributing significant income potential. In total, the estate comprises 45 rooms, 16 bedrooms, 17 baths, and 18 fireplaces, offering endless possibilities – from an expanded private residence to a magnificent multi-generational estate. Additional features include two parking spaces located directly behind the property, with the option of converting the existing coach house into a garage for further parking accommodations. Ideally positioned just steps from Michigan Avenue, the lakefront, parks, fine dining, luxury boutiques, and cultural attractions, this remarkable estate represents a rare opportunity to own a truly iconic piece of Chicago’s history and architectural legacy.

Property Details

Price:
$21,000,000
MLS #:
MRD12628484
Status:
Active
Beds:
6
Baths:
6
Type:
Single Family
Neighborhood:
chinearnorthside
Listed Date:
Apr 24, 2026
Finished Sq Ft:
25,000
Year Built:
1914
OtherChi – Near North SideChinearnorthsideOgden ElementaryOgden InternationalWater

Schools

School District:
299
Elementary School:
Ogden Elementary
Middle School:
Ogden International

Interior

Appliances
Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Fireplaces Total
9
Flooring
Hardwood
Heating
Natural Gas, Forced Air, Zoned
Interior Features
Dry Bar, Wet Bar, Elevator, Built-in Features, Walk-In Closet(s), Historic/Period Mlwk, Special Millwork, Paneling, Pantry
Laundry Features
In Unit

Exterior

Architectural Style
Other
Community Features
Curbs, Gated, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick, Limestone, Slate
Exterior Features
Balcony, Lighting
Lot Features
Landscaped, Garden, Views
Parking Features
Brick Driveway, Off Alley, Yes, Other
Parking Spots
2
Parking Total
2
Patio And Porch Features
Deck, Patio
Roof
Slate
View
Water
Window Features
Screens

Financial

HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$197,887

Listing Agent & Office

Emily Sachs Wong
@properties Christie’s International Real Estate

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1355 N Astor Street
Chicago, IL