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Listing provided courtesy of @properties Christie's International Real EstateMREDas Distributed by MLSGrid- MLS# 12628484MLS Provider

1355 N Astor StreetChicago, IL 60610

Single Family · 6 Beds · 5 Full Baths · 1 Half Bath · 25,000 Sq. ft.
$21,000,000 Active

1355 N Astor Street Overview

Time on Site:
66 days
Visits:
12

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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1355 N Astor Street Facts & Features

  • Type Single Family
  • Sq. ft. 25,000
  • Price/Sq.ft. $840

Details

General

Association/HOA

  • Association Fee: $0.00
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None

School Information

  • School District: 299
  • Elementary School: Ogden Elementary
  • Middle Or Junior School: Ogden International

Building Information

  • New Construction: No
  • Year Built: 1914

Location/Region

  • County Or Parish: Cook
  • MLS Area Major: CHI - Near North Side
  • Township: North Chicago

Community/Development

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

Tax Information

  • Tax Annual Amount: $197,887.10
  • Tax Year: 2024

General Information

  • Ownership: Fee Simple
  • Parcel Number: 17031050210000
  • Property Type: Residential
  • Special Listing Conditions: List Broker Must Accompany

Interior

Building Information

  • Approx. Total Finished SqFt.: 0
  • Disability Access: No
  • Total SqFt.: 0

Beds/Baths

  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bathrooms Total: 6
  • Bedrooms Total: 6
  • Bedrooms Possible: 6

Building Interior

  • Fireplace Location: Family Room,Living Room,Master Bedroom,Other,Bedroom,Den/Library,Dining Room,Grand Entry Hall

General Information

  • Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Wine Refrigerator
  • Basement: Unfinished, Full
  • Cooling: Central Air, Zoned
  • Electric: Circuit Breakers, 200+ Amp Service
  • Fireplace Features: Wood Burning,Gas Starter
  • Fireplaces Total: 9
  • Flooring: Hardwood
  • Foundation Details: Concrete Perimeter
  • Heating: Natural Gas, Forced Air, Zoned
  • Interior Features: Dry Bar, Wet Bar, Elevator, Built-in Features, Walk-In Closet(s), Historic/Period Mlwk, Special Millwork, Paneling, Pantry
  • Laundry Features: In Unit
  • Living Area: 25000
  • Living Area Source: Estimated
  • Rooms Total: 12
  • Window Features: Screens

Exterior

Parking Information

  • Parking Features: Brick Driveway, Off Alley, Yes, Other
  • Parking Total: 2

Lot Information

  • Additional Parcels: Yes
  • Lot Features: Landscaped, Garden, Views
  • Lot Size Dimensions: 80X153
  • Water Source: Lake Michigan

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Other
  • Construction Materials: Brick, Limestone, Slate
  • Roof: Slate

General Information

  • Exterior Features: Balcony, Lighting
  • Sewer: Public Sewer

Room Information

Room: Foyer

  • Level: Main
  • Dimensions: 17X24

  • Level: N/A

  • Level: N/A

  • Level: N/A

Room: Den

  • Level: Second
  • Dimensions: 17X20

Room: Dining Room

  • Level: Second
  • Dimensions: 21X27

Room: Family Room

  • Level: Second
  • Dimensions: 18X27

Room: Gallery

  • Level: Second
  • Dimensions: 15X48

Room: Kitchen

  • Level: Second
  • Dimensions: 14X14

Room: Library

  • Level: Second
  • Dimensions: 17X20

Room: Living Room

  • Level: Second
  • Dimensions: 24X44

Room: Pantry

  • Level: Second
  • Dimensions: 10X11

Room: Bedroom 2

  • Level: Third
  • Dimensions: 18X21

Room: Bedroom 3

  • Level: Third
  • Dimensions: 17X21

Room: Bedroom 4

  • Level: Third
  • Dimensions: 17X20

Room: Bedroom 5

  • Level: Third
  • Dimensions: 15X21

Room: Bedroom 6

  • Level: Third
  • Dimensions: 17X21

Room: Laundry

  • Level: Third
  • Dimensions: 6X8

Room: Master Bedroom

  • Level: Third
  • Dimensions: 20X27

1355 N Astor Street Neighborhood

Community

60610 (CHICAGO) Demographics

33
Median Age
25,407
Population Density (per sq. mile)
80%
College Educated
$95,994
Estimated Median Income
9,370
Estimated Total Home Owners
14,907
Estimated Total Renters
39% / 61%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

1355 N Astor Street Monthly Cost

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Randall Fowlkes
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

1355 N Astor Street Market Data

Based on the last 30 days in this zip code

$1,061,067
Average List Price
$632
Average Price per Square Foot
71
Properties Sold
76
Average Days on Market
221
Properties for Sale
Calculations provided by Reliance Network

1355 N Astor Street History

Date Event Value Agent
5/31/2026Source: MRED Status Change
Active
5/26/2026Source: MRED Added to Database
May 26, 2026
4/29/2026Source: MRED Status Change
Active
4/24/2026Source: MRED Added to Database
April 24, 2026