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54 Properties In Neighborhood: Streeterville
  • 505 N Lake Shore Unit 5104-5, Chicago, IL 60611
    Chicago

    505 N Lake Shore
    Unit 5104-5

    $1,444,000
    3 bed | 3 bath
    8 more available units at this address
    $2,950,000 Unit 5106-5107-5108-5109 5 bd / 5 ½ ba
    $985,000 Unit 6206 3 bd / 2 ½ ba
    $975,000 Unit 2206-2207 2 bd / 2 ba
    $885,000 Unit 5302 3 bd / 2 ½ ba
    $729,000 Unit 4512 2 bd / 2 ba
    $489,900 Unit 501 1 bd / 1 ba
    $485,000 Unit 1312 1 bd / 1 ba
    $484,999 Unit 1101 1 bd / 1 ba
  • 445 E North Water Unit 2105, Chicago, IL 60610
    Chicago

    445 E North Water
    Unit 2105

    $1,395,000
    3 bed | 3 bath
  • 232 E Walton Unit 5E, Chicago, IL 60611
    Chicago

    232 E Walton
    Unit 5E

    $1,350,000
    4 bed | 4 bath
    2 more available units at this address
    $1,025,000 Unit 3E 4 bd / 3 ½ ba
    $849,999 Unit 4E 4 bd / 3 ½ ba
  • 200 E Delaware Unit 8-9C, Chicago, IL 60611
    Chicago

    200 E Delaware
    Unit 8-9C

    $1,300,000
    4 bed | 3½ bath
    3 more available units at this address
    $605,000 Unit 5D 3 bd / 2 ba
    $499,900 Unit 19A 2 bd / 2 ba
    $499,000 Unit 26E 1 bd / 1 ba
  • 221 E Walton Unit 13C, Chicago, IL 60611
    Chicago

    221 E Walton
    Unit 13C

    $1,250,000
    3 bed | 2½ bath
  • 175 E Delaware Unit 5801-02, Chicago, IL 60611
    Chicago

    175 E Delaware
    Unit 5801-02

    $1,175,000
    3 bed | 3½ bath
    8 more available units at this address
    $785,000 Unit 7304 2 bd / 2 ba
    $699,900 Unit 8504 2 bd / 2 ba
    $675,000 Unit 7107 2 bd / 2 ba
    $575,000 Unit 5511 2 bd / 2 ba
    $525,000 Unit 6706 2 bd / 2 ba
    $489,000 Unit 4503 2 bd / 2 ba
    $450,000 Unit 6018 1 bd / 1 ba
    $419,000 Unit 5808 1 bd / 1 ba
  • 550 N St Clair Unit 2503, Chicago, IL 60611
    Chicago

    550 N St Clair
    Unit 2503

    $1,099,000
    3 bed | 3 bath
    1 more available unit at this address
    $535,000 Unit 1204 2 bd / 2 ba
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159 E Walton Unit PH
Chicago, IL 60611

  • 4 Beds
  • 4 / 1 Baths
  • 7,880 Sq. Ft.
  • Built In 1929
159 E Walton Unit PH, Chicago, IL 60611
Price

$8,400,000

Est Payment
$66,902 / month (details)  
Taxes
$122,036  
Assessments
$14,786  
Beds
4  
Baths
4 / 1  
Rooms
12  
Type
Attached Single  
Sq. Ft.
7,880  
Built
1929  
Neighborhood
Streeterville  
MLS
#12541400
Status
Active (81 days)
  • New
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Property Description

Own the pinnacle of Chicago elegance in this 7880 sq ft duplex penthouse, formerly home to Vince Vaughn and the original headquarters of Hugh Hefner's Playboy enterprise. The Palmolive Building is a true Art Deco icon- its historic beacon once lit the skies to guide pilots to Midway Airport and today it shines as one of the most distinguished addresses in the city. This two-story residence is the ultimate blend of heritage and sophistication. the upper level features soaring 14-foot ceilings, timeless wood paneling in the original executive office, now reimagined as a show stopping primary suite with a lavish bathroom, an office, game. room and extensive storage. Downstairs you'll find a massive chef's kitchen, perfect for entertaining, along with formal living and dining rooms and a guest suite with its own bath. A custom temperature-controlled wine room ,part of a meticulous multi-million dollar renovation ,elevates this already extraordinary home. Enjoy three private terraces , a private elevator, two garage spaces , and the impeccable attention of a building staff renowned for best -in-class service. Qualified buyers only please.

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Property Details

Rooms

Room
Level
Flooring
Size
Living Room
Main
28X15
Dining Room
Main
27X15
Kitchen
Main
42X17
Family Room
Main
27X15
Laundry
Second
11X8
Master Bedroom
Second
33X15
Bedroom 2
Second
19X16
Bedroom 3
Main
14X11
Bedroom 4
Main
16X13
Media Room
Main
15X12
Breakfast Room
Main
15X11
Office
Second
33X8
Sitting Room
Second
14X14
Walk In Closet
Second
13X16

Utilities

  • Heating Forced Air, Sep Heating Systems - 2+
  • Cooling Central Air
  • Water Lake Michigan
  • Sewer Public Sewer

Additional Information

Assessment Includes
Heat, Air Conditioning, Water, Gas, Parking, Insurance, Security, Doorman, TV/Cable, Exercise Facilities, Exterior Maintenance, Lawn Care, Scavenger, Snow Removal
Interior Features
Wet Bar, Theatre Room
Appliances
Double Oven, Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Bar Fridge, Freezer, Washer, Dryer, Disposal, Wine Refrigerator
Pets Allowed
Cats OK, Dogs OK
Parking
2 Garage Spaces, Heated Garage, Yes, Garage Owned, Attached, Garage, Parking included in price
Schools
Wells Community Academy Senior H (299)

Payment Calculator

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Principal & Interest
$0
Property Tax
$0
Assessments
$0
Home Insurance
$0
Mortgage Insurance
$0

Listing History

01-08-2026 Listed at $8,900,000
03-03-2026 Price decreased by $500,000 to $8,400,000
Last Modified 3/9/26 12:05 AM
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Nearby Transportation

  • Bus 143 < 0.1 mi
  • Bus 151 < 0.1 mi
  • Bus 146 < 0.1 mi
  • Bus 147 < 0.1 mi
  • Bus 148 < 0.1 mi
  • Bus 157 0.1 mi
  • Bus 125 0.1 mi
  • Bus 10 0.1 mi
  • Bus 66 0.2 mi
  • Bus 26 0.2 mi
  • Bus 3 0.2 mi
  • Bus 36 0.2 mi
  • Bus 121 0.3 mi
  • Bus 120 0.3 mi
  • Bus 22 0.3 mi
  • Metra Electric 1.1 mi
  • Red Line 0.3 mi
  • Brown Line 0.7 mi
  • Purple Line 0.7 mi
  • Green Line 1.0 mi
  • Pink Line 1.0 mi
  • Orange Line 1.0 mi
  • Blue Line 1.0 mi
  • Maven 0.1 mi
  • ZipCar 0.1 mi
  • I 90 East 0.8 mi
  • I 94 East 0.8 mi
  • I 90 West 0.8 mi
  • I 94 West 0.8 mi
  • I 290 East 1.9 mi
  • I 290 West 2.4 mi
  • I 55 North 3.3 mi
  • I 55 South 3.3 mi
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