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1355 N Astor
Chicago, IL 60610

  • 6 Beds
  • 5 / 1 Baths
  • 25,000 Sq. Ft.
  • Built In 1914
Price

$21,000,000

Est Payment
$120,478 / month (details)  
Taxes
$197,887  
Beds
6  
Baths
5 / 1  
Rooms
12  
Type
Detached  
Sq. Ft.
25,000  
Lot Size
80X153  
Built
1914  
Neighborhood
Gold Coast  
MLS
#12628484
Status
Active (9 days)

Property Description

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 Map

Property Details

Rooms

Room
Level
Flooring
Size
Living Room
Second
24X44
Dining Room
Second
21X27
Kitchen
Second
14X14
Family Room
Second
18X27
Laundry
Third
6X8
Master Bedroom
Third
20X27
Bedroom 2
Third
18X21
Bedroom 3
Third
17X21
Bedroom 4
Third
17X20
Bedroom 5
Third
15X21
Bedroom 6
Third
17X21
Gallery
Second
15X48
Pantry
Second
10X11
Library
Second
17X20
Foyer
Main
17X24
Den
Second
17X20

Utilities

  • Heating Natural Gas, Forced Air, Zoned
  • Cooling Central Air, Zoned
  • Water Lake Michigan
  • Sewer Public Sewer

Additional Information

Interior Features
Dry Bar, Wet Bar, Elevator, Built-in Features, Walk-In Closet(s), Historic/Period Mlwk, Special Millwork, Paneling, Pantry
Exterior Features
Balcony, Lighting
Appliances
Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Wine Refrigerator
Parking
2 Parking Spaces, Brick Driveway, Off Alley, Yes, Other, Parking included in price
Schools
District 299, Ogden International (299), Ogden Elementary (299)

Payment Calculator

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Principal & Interest
$0
Property Tax
$0
Assessments
$0
Home Insurance
$0
Mortgage Insurance
$0

Listing History

04-24-2026 Listed at $21,000,000
Last Modified 4/30/26 12:05 AM

Nearby Transportation

  • Bus 151 0.1 mi
  • Bus 36 0.2 mi
  • Bus 22 0.2 mi
  • Bus 156 0.3 mi
  • Bus 70 0.3 mi
  • Bus 9 0.3 mi
  • Bus 72 0.3 mi
  • Bus 73 0.4 mi
  • Bus 143 0.6 mi
  • Bus 146 0.6 mi
  • Bus 147 0.6 mi
  • Bus 148 0.6 mi
  • Bus 37 0.6 mi
  • Bus 0.6 mi
  • Bus 157 0.6 mi
  • Red Line 0.3 mi
  • Brown Line 0.7 mi
  • Purple Line 0.7 mi
  • ZipCar < 0.1 mi
  • I 90 East 1.1 mi
  • I 94 East 1.1 mi
  • I 90 West 1.1 mi
  • I 94 West 1.1 mi
  • I 290 East 2.3 mi
  • I 290 West 2.6 mi
  • I 55 South 3.7 mi
  • I 55 North 3.7 mi
grid
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