1355 Astor Street, Near North Side, Chicago, Illinois 60610


$21,000,000

For Sale
Status: Active
Sqft: 25,000
Cost/Sqft: $840
Beds: 6
Baths: 6
Year Built: 1914
Property Taxes: $197,887
Days On Market: 189
Lot Size: 0,00

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 Specifics

Single Family
—
Other
1914
2000
Unfinished, Full
Brick, Limestone, Slate
Slate
—
No
—
Cook
—
0 / Not Applicable
None
Lake Michigan
Public Sewer
Central Air, Zoned
Natural Gas, Forced Air, Zoned
12628484
17031050210000

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Ogden Elementary
299 —
Middle School
Ogden International
299 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
24 Apr, 2026 Listed for sale $21,000,000 MRED MLS
26 May, 2026 Listed for sale $0 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 6
Bedrooms Above Ground: 6
Bedrooms Below Ground: 0
Master Bedroom Info:
Dimensions: 20X27
Location: 3rd Level
Floor Type: —
Second Bedroom Info:
Dimensions: 18X21
Location: 3rd Level
Floor Type: —
Third Bedroom Info:
Dimensions: 17X21
Location: 3rd Level
Floor Type: —
Fourth Bedroom Info:
Dimensions: 17X20
Location: 3rd Level
Floor Type: —
Bathroom Info:
Full Bathrooms: 6
Partial Bathrooms: 1
Bathroom Amenities: Whirlpool, Separate Shower
Bathroom in Basement: 0
Dining Room Info:
Dimensions: 21X27
Location: 2nd Level
Floor Type: —
Kitchen Info:
Dimensions: 14X14
Location: 2nd Level
Floor Type: —
Features: Pantry-Butler, Pantry-Walk-in
Laundry Room Info:
Dimensions: 6X8
Location: 3rd Level
Floor Type: —
Living Room Info:
Dimensions: 24X44
Location: 2nd Level
Floor Type: —
Family Room Info:
Dimensions: 18X27
Location: 2nd Level
Floor Type: —
Additional Rooms Info:
Rooms: Bedroom 5, Gallery, Pantry, Library, Foyer, Den, Bedroom 6
Basement: Unfinished, Full
First Additional Room Info:
Name: Bedroom 5
Dimensions: 15X21
Location: 3rd Level
Floor Type: —
Second Additional Room Info:
Name: Gallery
Dimensions: 15X48
Location: 2nd Level
Floor Type: —
Third Additional Room Info:
Name: Pantry
Dimensions: 10X11
Location: 2nd Level
Floor Type: —
Fourth Additional Room Info:
Name: Library
Dimensions: 17X20
Location: 2nd Level
Floor Type: —
Fifth Additional Room Info:
Name: Foyer
Dimensions: 17X24
Location: Main Level
Floor Type: —
Sixth Additional Room Info:
Name: Den
Dimensions: 17X20
Location: 2nd Level
Floor Type: —
Seventh Additional Room Info:
Name: Bedroom 6
Dimensions: 17X21
Location: 3rd Level
Floor Type: —

Other Specifics

—
Concrete Perimeter
Brick Driveway, Off Alley, Other
In Unit
Hardwood
Deck, Patio
Balcony, Lighting
Landscaped, Garden, Views
80X153
—
Full
Dry Bar, Wet Bar, Elevator, Built-in Features, Walk-In Closet(s), Historic/Period Mlwk, Special Millwork, Paneling, Pantry
Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Wine Refrigerator
Not in DB
Curbs, Gated, Sidewalks, Street Lights, Street Paved
—
Wood Burning, Gas Starter

Tax History

Year Property Taxes
2026 $197,887

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Listing Provided By

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