Property Details

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1355 N Astor Street
Chicago, IL 60610
FOR
SALE
$21,000,000
Active
6
Beds
6
Baths
1914
Yr. Built
MLS# 12628484
Cumulative Days on Market: 146 · Includes prior listings · Currently listed since 04/24/26 · Data provided by the MLS.

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.

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Property Highlights

Property Type
Residential
Architectural Style
Other
Local Property Type
Detached Single
Bedrooms
6
Total Bathrooms
6
Living Area
25,000
Price / Sqft
$840
Year Built
1914
Cumulative Days On Market
7

Location

Area
CHI - Near North Side
City/Township
Chicago
View
Water
County
Cook

Property Details

Price
$21,000,000
Local Property Type
Detached Single
Property Type
Residential

Community

Community Features
Curbs, Gated, Sidewalks, Street Lights, Street Paved

Local Schools

Elementary School
Ogden Elementary
Middle School
Ogden International
School District
299

Interior Features

Bedrooms and Bathrooms

Total Bathrooms
6
Full Bathrooms
5
1/2 Bathrooms
1
Bedrooms
6

Rooms and Basement

Total Rooms
12
Basement Features
Unfinished, Full

Area and Spaces

Living Area
25,000

Appliances

Appliances
Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Wine Refrigerator

Interior Features

Interior Features
Dry Bar, Wet Bar, Elevator, Built-in Features, Walk-In Closet(s), Historic/Period Mlwk, Special Millwork, Paneling, Pantry
Flooring
Hardwood
Laundry Features
In Unit
Window Features
Screens
Electic
Circuit Breakers, 200+ Amp Service
Fireplace Features
Wood Burning, Gas Starter

Heating and Cooling

Heating Features
Natural Gas, Forced Air, Zoned
Fireplaces
9

Building Details

Construction

Architectural Style
Other
Year Built
1914
Foundations
Concrete Perimeter

Materials

Construction Materials
Brick, Limestone, Slate
Roof
Slate

Terms

Terms

Ownership
Fee Simple
Special Conditions
List Broker Must Accompany
Cumulative Days On Market
7

Taxes

Tax

Tax (Annual)
$197,887.10

HOA

Association Fee Includes
None

Heating, Cooling & Utilities

Cooling Features
Central Air, Zoned

Utilities

Sewer
Public Sewer
Water Source
Lake Michigan

Lot

Lot Dimensions
80X153
Lot Features
Landscaped, Garden, Views

Exterior Features

Exterior Features
Balcony, Lighting
Patio And Porch Features
Deck, Patio

Parking

Total Parking Spaces
2
Parking Features
Brick Driveway, Off Alley, Yes, Other
Listed by @properties Christie's International Real Estate
Listing Data last updated 09/16/2026 03:00 pm
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Property History

3 days ago
Property information last updated
145 days ago
Status Active. This is the date the listing was placed on market.
Cumulative Days on Market: 146 days (includes prior listings) · Currently listed since April 24, 2026. Data provided by the MLS.

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