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$0 to $5,000,000
3+ Beds
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54 Properties In Neighborhood: Streeterville
  • 159 E Walton Unit PH, Chicago, IL 60611
    Chicago

    159 E Walton
    Unit PH

    $8,400,000
    4 bed | 4½ bath
    5 more available units at this address
    $2,500,000 Unit 14A 2 bd / 2 ½ ba
    $1,750,000 Unit 5C 3 bd / 3 ½ ba
    $995,000 Unit 14B 2 bd / 3 ba
    $950,000 Unit 9E 2 bd / 2 ba
    $925,000 Unit 13D 2 bd / 2 ba
  • 435 N Michigan Unit 2203, Chicago, IL 60611
    Chicago

    435 N Michigan
    Unit 2203

    $7,000,000
    3 bed | 3½ bath
    7 more available units at this address
    $4,300,000 Unit 1112 3 bd / 3 ½ ba
    $3,995,000 Unit 406 4 bd / 4 ½ ba
    $3,800,000 Unit 1105 4 bd / 4 ½ ba
    $3,400,000 Unit 1703 3 bd / 3 ½ ba
    $3,175,000 Unit 1801 3 bd / 3 ½ ba
    $3,100,000 Unit 1803 3 bd / 3 ½ ba
    $2,675,000 Unit 503 3 bd / 3 ½ ba
  • 189 E Lake Shore Unit PH18, Chicago, IL 60611
    Chicago

    189 E Lake Shore
    Unit PH18

    $5,950,000
    5 bed | 5½ bath
  • 435 N Michigan Unit 1112, Chicago, IL 60611
    Chicago

    435 N Michigan
    Unit 1112

    $4,300,000
    3 bed | 3½ bath
    7 more available units at this address
    $7,000,000 Unit 2203 3 bd / 3 ½ ba
    $3,995,000 Unit 406 4 bd / 4 ½ ba
    $3,800,000 Unit 1105 4 bd / 4 ½ ba
    $3,400,000 Unit 1703 3 bd / 3 ½ ba
    $3,175,000 Unit 1801 3 bd / 3 ½ ba
    $3,100,000 Unit 1803 3 bd / 3 ½ ba
    $2,675,000 Unit 503 3 bd / 3 ½ ba
  • 435 N Michigan Unit 406, Chicago, IL 60611
    Chicago

    435 N Michigan
    Unit 406

    $3,995,000
    4 bed | 4½ bath
    7 more available units at this address
    $7,000,000 Unit 2203 3 bd / 3 ½ ba
    $4,300,000 Unit 1112 3 bd / 3 ½ ba
    $3,800,000 Unit 1105 4 bd / 4 ½ ba
    $3,400,000 Unit 1703 3 bd / 3 ½ ba
    $3,175,000 Unit 1801 3 bd / 3 ½ ba
    $3,100,000 Unit 1803 3 bd / 3 ½ ba
    $2,675,000 Unit 503 3 bd / 3 ½ ba
  • 840 N Lake Shore Unit 2401, Chicago, IL 60611
    Chicago

    840 N Lake Shore
    Unit 2401

    $3,950,000
    3 bed | 3½ bath
    3 more available units at this address
    $2,795,000 Unit 201 3 bd / 3 ½ ba
    $1,750,000 Unit 603 3 bd / 3 ½ ba
    $1,099,000 Unit 1802 2 bd / 2 ½ ba
  • 435 N Michigan Unit 1105, Chicago, IL 60611
    Chicago

    435 N Michigan
    Unit 1105

    $3,800,000
    4 bed | 4½ bath
    7 more available units at this address
    $7,000,000 Unit 2203 3 bd / 3 ½ ba
    $4,300,000 Unit 1112 3 bd / 3 ½ ba
    $3,995,000 Unit 406 4 bd / 4 ½ ba
    $3,400,000 Unit 1703 3 bd / 3 ½ ba
    $3,175,000 Unit 1801 3 bd / 3 ½ ba
    $3,100,000 Unit 1803 3 bd / 3 ½ ba
    $2,675,000 Unit 503 3 bd / 3 ½ 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 (80 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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