1355 N Astor Street, Chicago, IL 60610 (MLS # 12628484)

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PRICE $21,000,000 dsIDX morgage calculator
BEDS 6
BATHS 5.5
HOME SIZE 25,000 sqft
LOT SIZE n/a

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.

DAYS ON MARKET 1 LAST UPDATED 4/24/2026
YEAR BUILT 1914 COMMUNITY CHI - Near North Side
COUNTY Cook STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Ogden Elementary
Jr. High School Ogden International


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Washer, Wine Refrigerator
AREA CHI - Near North Side
BASEMENT Full, Unfinished, Yes
CONSTRUCTION Brick
EXTERIOR Balcony, Lighting
FIREPLACE Yes
HEAT Forced Air, Natural Gas, Zoned
INTERIOR Built-in Features, Dry Bar, Elevator, Entrance Foyer, Pantry, Walk-In Closet(s), Wet Bar
LOT 0
LOT DESCRIPTION Garden, Landscaped, Views
LOT DIMENSIONS 80X153
PARKING Other, Driveway
SEWER Public Sewer
STYLE Other
TAXES 197887.1
VIEW Yes
VIEW DESCRIPTION Water
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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