Skip main navigation
Active
  • $21,000,000

    1355 N Astor St, Chicago, IL 60610

    6beds
    25,000sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 1914
    0.28 Acres Lot
    $-- Zestimate®
    $840/sqft
    $-- HOA

    What's special

    Original marble fireplacesIntricate millworkGrand curved staircaseVenetian plaster wallsExceptional private courtyardOak hardwood floors
    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.
    77 days
    |
    15,429
    |
    664
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Emily Sachs Wong 312-286-0800,

    @properties Christie's International Real Estate

    Source: MRED as distributed by MLS GRID,MLS#: 12628484MLS Logo

    Loading...

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Bedroom 5, Gallery, Pantry, Library, Foyer, Den, Bedroom 6
      Primary bedroom
      • Features: Bathroom (Full)
      • Level: Third
      • Area: 540 Square Feet
      • Dimensions: 20X27
      Bedroom 2
      • Level: Third
      • Area: 378 Square Feet
      • Dimensions: 18X21
      Bedroom 3
      • Level: Third
      • Area: 357 Square Feet
      • Dimensions: 17X21
      Bedroom 4
      • Level: Third
      • Area: 340 Square Feet
      • Dimensions: 17X20
      Bedroom 5
      • Level: Third
      • Area: 315 Square Feet
      • Dimensions: 15X21
      Bedroom 6
      • Level: Third
      • Area: 357 Square Feet
      • Dimensions: 17X21
      Den
      • Level: Second
      • Area: 340 Square Feet
      • Dimensions: 17X20
      Dining room
      • Level: Second
      • Area: 567 Square Feet
      • Dimensions: 21X27
      Family room
      • Level: Second
      • Area: 486 Square Feet
      • Dimensions: 18X27
      Foyer
      • Level: Main
      • Area: 408 Square Feet
      • Dimensions: 17X24
      Other
      • Level: Second
      • Area: 720 Square Feet
      • Dimensions: 15X48
      Kitchen
      • Features: Kitchen (Pantry-Butler, Pantry-Walk-in)
      • Level: Second
      • Area: 196 Square Feet
      • Dimensions: 14X14
      Laundry
      • Level: Third
      • Area: 48 Square Feet
      • Dimensions: 6X8
      Library
      • Level: Second
      • Area: 340 Square Feet
      • Dimensions: 17X20
      Living room
      • Level: Second
      • Area: 1056 Square Feet
      • Dimensions: 24X44
      Pantry
      • Level: Second
      • Area: 110 Square Feet
      • Dimensions: 10X11
      Heating
      • Natural Gas, Forced Air, Zoned
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Wine Refrigerator
      • Laundry: In Unit
      Features
      • Dry Bar, Wet Bar, Elevator, Built-in Features, Walk-In Closet(s), Historic/Period Mlwk, Special Millwork, Paneling, Pantry
      • Flooring: Hardwood
      • Windows: Screens
      • Basement: Unfinished,Full
      • Number of fireplaces: 9
      • Fireplace features: Wood Burning, Gas Starter, Family Room, Living Room, Master Bedroom, Other, Bedroom, Den/Library, Dining Room, Grand Entry Hall
      Interior area
      • Total structure area: 0
      • Total interior livable area: 25,000 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Brick Driveway, Off Alley, Yes, Other
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Stories: 3
      • Patio & porch: Deck, Patio
      • Exterior features: Balcony, Lighting
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      Lot
      • Size: 0.28 Acres
      • Dimensions: 80X153
      • Features: Landscaped, Garden, Views
      Details
      • Additional parcels included: 17031050220000,17031050230000,17031050180000
      • Parcel number: 17031050210000
      • Special conditions: List Broker Must Accompany

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence
      Materials
      • Brick, Limestone, Slate
      • Foundation: Concrete Perimeter
      • Roof: Slate
      Condition
      • New construction: No
      • Year built: 1914
      • Major remodel year: 2000

      Utilities & green energy

      • Electric: Circuit Breakers, 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Lake Michigan

      Community & HOA

      Community
      • Features: Curbs, Gated, Sidewalks, Street Lights, Street Paved
      HOA
      • Services included: None
      Location
      • Region: Chicago

      Financial & listing details

      • Price per square foot: $840/sqft
      • Tax assessed value: $4,893,970
      • Annual tax amount: $197,887
      • Date on market: 4/24/2026
      • Ownership: Fee Simple

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $1,975/mo

        Price history

        DateEventPrice
        4/24/2026Listed for sale$21,000,000$840/sqft
        Source: MRED as distributed by MLS GRID #12628484 Report a problem
        7/7/2025Listing removed$21,000,000$840/sqft
        Source: MRED as distributed by MLS GRID #12195883 Report a problem
        10/31/2024Listed for sale$21,000,000$840/sqft
        Source: MRED as distributed by MLS GRID #12195883 Report a problem
        3/24/2021Listing removed--
        Source: Owner Report a problem
        4/18/2016Listing removed$3,500
        Source: Owner Report a problem
        2/26/2016Listed for rent$3,500+123.9%
        Source: Owner Report a problem
        2/27/2015Listing removed$1,563
        Source: Postlets Report a problem
        1/31/2015Listed for rent$1,563
        Source: Postlets Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $489,397 +30.9%
        2023$78,886 -3.1%$373,883 -5.6%
        2022$81,428 +2.3%$395,890
        2021$79,610 +1.2%$395,890 +12.1%
        2020$78,640 +1.5%$353,011 -8.5%
        2019$77,514 +1.7%$385,811
        2018$76,211 +34%$385,811 +46%
        2017$56,882 +7.5%$264,237
        2016$52,924 +9.8%$264,237
        2015$48,180 +32.6%$264,237 +34%
        2014$36,336 +2%$197,125
        2013$35,613 +1.3%$197,125
        2012$35,149 +1.2%$197,125 -8.9%
        2011$34,743 -0.2%$216,422
        2010$34,822 +4.6%$216,422
        2009$33,285 -3.2%$216,422 -11%
        2008$34,400 +1.5%$243,163
        2007$33,886 +0.1%$243,163
        2006$33,847 +26.8%$243,163 +45.6%
        2005$26,698 -0.6%$167,048
        2004$26,864 +11.5%$167,048 +9%
        2003$24,095 -5.8%$153,186 +7.6%
        2002$25,570 +11%$142,324 +1.9%
        2001$23,044 -9.9%$139,700 +4.2%
        2000$25,566 -0.6%$134,084
        1999$25,732 $134,084
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Gold Coast

        Getting around

        94 / 100
        Walker's Paradise
        87 / 100
        Excellent Transit
        86 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Ogden Elementary
        • Middle: Ogden International
        • District: 299

        Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts