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$21,000,000

For Sale - Active
1355 N Astor St, Chicago, IL 60610
5 Beds
6 Baths
25,000 Square Feet
0.00 Acres Lot
Built in 1914
For Sale - Active
Units n/a
Checked: 7 hours ago
Updated: May 22, 2025 at 08:10AM

Investment Summary


Monthly Cash Flow
-$119,152
Cap Rate
-0.5%
Cash-on-Cash Return
-29.6%
Debt Coverage Ratio
-0.09
Internal Rate of Return (5 years)
-24.5%

Property Description


0.00 Acres Lot
Built in 1914
For Sale - Active
Units n/a

Once-in-a-life time opportunity to own one of Chicago's iconic estates, showcasing over 25,000 Sq. Ft. of combined living spaces and situated on nearly a third of an acre on Gold Coast's most coveted Astor street. This palatial architectural masterpiece designed by Howard Van Doren Shaw for the Goodman Family graces the market for the first time in 40 years, promising to leave you speechless. A true hallmark of Chicago's rich history, Astor Court has long captivated passersby with its magnificent neo-classical/Georgian Revival architecture spanning an impressive 80' feet across. This distinguished estate is centered around a one-of-a-kind tremendous courtyard, meticulously landscaped with lush gardens and flowing fountains, transporting you to the tranquil Italian countryside, creating a peaceful sanctuary in the vibrant urban setting. The main residence of the estate features over 10,000 sq. ft. of exquisitely renovated grand spaces blending timeless elegance with modern luxury. No expense was spared in creating this treasure, presenting a rare opportunity to own a coveted piece of Chicago's history. Every inch of the home exudes sophistication and grandeur offering unparalleled living experience featuring 13' ceilings, venetian plaster walls, incredible intricate millwork and hardwood oak flooring throughout, fireplaces with magnificent original marble mantles, and gold plated fixtures. As you enter the home, you are immediately captivated by the grand sense of space, elegant design and a sweeping curved staircase that ascends to the expansive main living areas. Every room exudes scale and sophistication offering both beauty and functionality. There are five en-suite bedrooms, each with its own style and personality. The luxurious primary suite features beautiful lake views and a grand primary spa bath adorned with exquisite Italian marble. In addition to the main residence, Astor Court showcases six gorgeous unique rental units, each with its own distinct charm and character, generating significant income. The entire estate encompasses 45 rooms, 16 bedrooms, 17 baths and 18 fireplaces offering endless opportunities to expand the main residence or transform it into a sprawling multi-generational family compound. Currently, there are two parking spaces located directly behind the property with the option to convert the coach house into a garage for additional parking. This extraordinary estate is perfectly situated just steps from Michigan Avenue, the lakefront, parks, premier shops, favorite restaurants, and world-class entertainment.

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Location


Property Details


Parking

  • Description: Off Alley
  • Details: On Site, Other, Driveway
  • Garage Spaces: 0
  • Spaces Total: 2

Bedroom Information

  • # of Bedrooms: 5

Bathroom Information

  • # of Baths (Full): 5
  • # of Baths (Partial): 1
  • # of Baths (Total): 6.0

Interior Features

  • # of Rooms: 12
  • Attic: Yes
  • Basement: Yes
  • Basement Description: Unfinished, Full
  • Fireplace: Yes

Exterior Features

  • Exterior Walls Materials: Masonry
  • Foundation: Concrete Perimeter
  • Roof Material: Slate

Land Information

  • Land Use: Residential
  • Land Use Subtype: Apartments (general)

Lot Information

  • Parcel ID: 1703105021
  • Lot Size: 0 sqft

Property Information

  • Property Type: Single Family Residence
  • Style: Other
  • Year Built: 1914

Tax Information

  • Annual Tax: $167,191

Utilities

  • Heating: Natural Gas, Forced Air, Zoned
  • Cooling: Central Air, Zoned

Location

  • County: Cook

Listing Details


Listed by:
Natasha Motev
Jameson Sotheby's Intl Realty
(312) 952-5650

Source:
Midwest Real Estate Data (MRED)
MLS#: 12195883
Midwest Real Estate Data (MRED)

Investment Summary


Monthly Cash Flow
-$119,152
Cap Rate
-0.5%
Cash-on-Cash Return
-29.6%
Debt Coverage Ratio
-0.09
Internal Rate of Return (5 years)
-24.5%

Purchase Details

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Purchase price:
$21,000,000
Amount financed:
-$16,800,000
Down payment:
$4,200,000
Closing costs:
$630,000
Rehab costs:
$0
Initial cash invested:
$4,830,000
Square feet:
25,000
Cost per square foot:
$840
Monthly rent per square foot:
$0.26

Financing Details

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Loan amount:
$16,800,000
Loan to value ratio:
80.0%
Loan type:
Amortizing
Term:
30 years
Interest rate:
6.810%
Principal & interest:
$109,635
Property tax:
$13,933
Insurance:
$448
Private mortgage insurance (PMI):
$0
Monthly payment:
$124,016

Operating Income

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% Rent Monthly Yearly
Gross rent:
$6,400 $76,800
Vacancy loss: (6%)
6% -$384 -$4,608
Operating income:
$6,016 $72,192

Operating Expenses


% Rent Monthly Yearly
Property taxes: (218%)
218%-$13,933-$167,191
Insurance: (7%)
7%-$448-$5,376
Property management: (8%)
8%-$512-$6,144
Repairs & maintenance: (5%)
5%-$320-$3,840
Capital expenditures: (5%)
5%-$320-$3,840
HOA fees: (n/a)
n/an/an/a
Total operating expenses: (243%)
243%-$15,533-$186,391

Cash Flow


Monthly Yearly
Net operating income:
-$9,517 -$114,204
Mortgage payments:
-$109,635 -$1,315,620
Cash flow:
$119,152 $1,429,824