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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.
DAYS ON MARKET | 542 | LAST UPDATED | 10/20/2024 |
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YEAR BUILT | 1929 | COMMUNITY | CHI - Near North Side |
GARAGE SPACES | 2.0 | COUNTY | Cook |
STATUS | Active | PROPERTY TYPE(S) | Condo/Townhouse/Co-Op |
School District | Wells Community Academy Senior H |
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High School | Wells Community Academy Senior H |
ADDITIONAL DETAILS | |
AIR | Central Air |
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AIR CONDITIONING | Yes |
AMENITIES | Gas, Insurance, Security, Snow Removal, Water |
APPLIANCES | Bar Fridge, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator |
AREA | CHI - Near North Side |
BASEMENT | None |
FIREPLACE | Yes |
GARAGE | Yes |
HEAT | Forced Air |
HOA DUES | 14119 |
INTERIOR | Walk-In Closet(s), Wet Bar |
LOT | 0 |
LOT DIMENSIONS | COMMON |
PARKING | Heated Garage, On Site, Attached, Garage |
SEWER | Public Sewer |
STORIES | 37 |
TAXES | 129586.5 |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with Jameson Sotheby's Intl Realty
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Copyright 2025 MRED. All rights reserved.

The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2025 MRED. All rights reserved.

This IDX solution is (c) Diverse Solutions 2025.