1355 N Astor Street

Chicago, IL
$ 21,000,000 Beds 6 Baths 5.5 Sq 25,000
Monthly Estimate* How much can I afford?

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.

Active

  • Price
  • $ 21,000,000
  • City
  • Chicago
  • Bedrooms
  • 6
  • Full Bathrooms
  • 5
  • County
  • COOK
  • Half Bathrooms
  • 1
  • Area
  • CHI - Near North Side
  • Lot Size
  • Zip
  • 60610
  • Sqr Footage
  • 25,000
  • Year Built
  • 1914
  • Taxes
  • $ 197887
  • Style
  • MLS#
  • 12628484
Listed By: @properties Christie's International Real Estate
Data Source: Midwest Real Estate Data (MRED)

Features

General

Living Area 25000
Sewer Public Sewer
Heating Natural Gas,Forced Air,Zoned
Cooling Central Air,Zoned
Possession Closing
Roof Slate
Appliances Range,Microwave,Dishwasher,High End Refrigerator,Freezer,Washer,Dryer,Disposal,Wine Refrigerator
Association Fee Includes None
Architectural Style Other
Construction Materials Brick,Limestone,Slate
Year Built 1914
Electric Circuit Breakers,200+ Amp Service
Township North Chicago
Tax Year 2024
Ownership Fee Simple
Community Features Curbs,Gated,Sidewalks,Street Lights,Street Paved
Additional Parcels Description 17031050220000,17031050230000,17031050180000
Assoc Fee Paid Per Not Applicable
County Cook
New Construction No
Property Type Residential
Total Rooms 12
Full Baths 5
Status Active
Directions North Avenue East to Astor Street,South to Address
City Chicago
High School District 299
MLS Area CHI - Near North Side
Elementary School Ogden Elementary
Tax Annual Amount 197887.1
Middle/Junior High School Ogden International
Additional Parcels Y/N Yes
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
Property Type Detached Single

Interior Features

Interior Amenities Dry Bar,Wet Bar,Elevator,Built-in Features,Walk-In Closet(s),Historic/Period Mlwk,Special Millwork,Paneling,Pantry
Basement Unfinished,Full
Flooring Hardwood
Total Fireplaces 9
Fireplace Features Wood Burning,Gas Starter
Half Baths 1
Laundry Features In Unit
Total Bedrooms 6
Room Type Bedroom 5,Gallery,Pantry,Library,Foyer,Den,Bedroom 6
LivingAreaSource Estimated
Total Baths 6
Bedrooms Possible 6
Bathroom Whirlpool,Separate Shower

Exterior Features

Exterior Amenities Balcony,Lighting
Parking Features Brick Driveway,Off Alley,Yes,Other
Lot Features Landscaped,Garden,Views
Water Source Lake Michigan
Total Parking 2
Foundation Details Concrete Perimeter
Lot Dimensions 80X153
Waterfront Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Elmwood Park, IL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Ogden Elementary
Middle School Ogden International Middle School
High School Unknown High School

Price History

4/24/2026 Listed $21,000,000

Property vs Zip Code Average in 60610

Price
AVG $5.36M
$21M
Taxes
AVG $60,360
$197,887
Year Built
AVG 1925
1914
Visits
AVG 655
636
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

1355 N Astor Street Chicago, IL is a Single Family Home for sale at $21000000 with 25000 sqft and a lot size of Acre(s). 1355 N Astor Street Chicago has 6 bedrooms, 5 baths and was built in 1914. The property's zip code is 60610 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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