1355 N Astor ST, Chicago, IL 60610
1355 N Astor ST, Chicago, IL 60610
1355 N Astor ST, Chicago, IL 60610
1355 N Astor ST, Chicago, IL 60610
1355 N Astor ST, Chicago, IL 60610
1355 N Astor ST, Chicago, IL 60610
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Steve Porter

Steve Porter

+1(773) 992-9619
$ 21,000,000
Est. payment | /mo

6 Beds

5.5 Baths

25,000 SqFt

Save
$ 21,000,000
Est. payment | /mo
Save

6 Beds

5.5 Baths

25,000 SqFt

Key Details

Property Type Single Family Home

Sub Type Detached Single

Listing Status Active

Purchase Type For Sale

Square Footage 25,000 sqft

Price per Sqft $840

MLS Listing ID 12628484

Style Other

Bedrooms 6

Full Baths 5

Half Baths 1

Year Built 1914

Annual Tax Amount $197,887

Tax Year 2024

Lot Dimensions 80X153

Property Sub-Type Detached Single

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.

Location

State IL

County Cook

Area Chi - Near North Side

Rooms

Basement Unfinished, Full

Interior

Interior Features Dry Bar, Wet Bar, Elevator, Built-in Features, Walk-In Closet(s), Historic/Period Mlwk, Special Millwork, Paneling, Pantry

Heating Natural Gas, Forced Air, Zoned

Cooling Central Air, Zoned

Flooring Hardwood

Fireplaces Number 9

Fireplaces Type Wood Burning, Gas Starter

Fireplace Y

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

Laundry In Unit

Exterior

Exterior Feature Balcony, Lighting

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

View Water

Roof Type Slate

Building

Lot Description Landscaped, Garden, Views

Dwelling Type Detached Single

Building Description Brick,Limestone,Slate, No

Sewer Public Sewer

Water Lake Michigan

Level or Stories 3 Stories

Structure Type Brick,Limestone,Slate

New Construction false

Schools

Elementary Schools Ogden Elementary

Middle Schools Ogden International

School District 299 , 299, 299

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition List Broker Must Accompany

Midwest Real Estate Data (MRED) IDX
© 2026 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Listed by Emily Sachs Wong of  @properties Christie's International Real Estate 

 

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Steve Porter

Steve Porter

+1(773) 992-9619

Broker | License ID: 471.018397

Broker License ID: 471.018397

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