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The Most Expensive Penthouses For Sale in Chicago Right Now

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With soaring skyscrapers and high-rise apartments, Chicago has no shortage of breathtaking penthouse condos for those who are willing to spend top dollar on their new home in The Windy City. Penthouse residences are the crown jewel of any upscale apartment building. Many fetch prices that far exceed those of any single-family home in the area. With private outdoor space, expansive walk-in closets, gourmet kitchens and unmatched views of the skyline and Lake Michigan, these are the most expensive penthouses for sale right now, and they likely won’t be on the market for long.

Park Tower, PH67

Located at 800 North Michigan Avenue, Park Tower towers over Chicago 67 stories tall, and its crown jewel is Penthouse 67. The six-bedroom, eight-bathroom penthouse apartment is a full-floor duplex and has unmatched, 360-degree panoramic views overlooking the city and Lake Michigan. Residents enter the unit through the grand foyer by way of private elevator access. The home has 12-foot ceilings, formal living and dining rooms, and a large eat-in kitchen designed with the chef in mind. Residents can enjoy huge walk-in closets, a wealth of sunlight, and three private outdoor spaces that include a deck complete with a custom jacuzzi, a semi-enclosed balcony, and a 400-square-foot roof deck with a kitchen. Building amenities include round-the-clock security, an indoor pool and spa, and a fitness center. Park Tower’s Penthouse 67 is listed for $15,750,000.

One Bennett Park, PH65

One Bennett Park is an exquisite lakefront high-rise tower designed by Robert A.M. Stern Architects is among the most highly coveted residences in all of Chicago. Penthouse 65 spans 7,500 square feet and features four bedrooms and six bathrooms, as well as a private 65-foot-long outdoor terrace. The primary bedroom suite has a private corner library, and the other three bedrooms are also suites. One Bennett Park has a number of amenities that include a fitness center, yoga room, pilates studio, salon, 24-hour concierge services and valet parking. Penthouse 65 at One Bennett Park is listed for $15,170,000.

65 E. Goethe, 8N

Located on the top floor of 65 E. Goethe, unit 8N is a stunning six-bedroom, four-and-a-half-bathroom home that spans an impressive 9,000 square feet and is accompanied by a massive four-car garage. The home features gorgeous vaulted ceilings, hardwood floors throughout, a balcony, and a roof deck complete without an outdoor kitchen. Residents are part of a homeowner’s association, which provides amenities that include a door person, elevator, storage, an on-site manager, receiving room, and a service elevator. Unit 8N is currently listed for $12,900,000.

The Pinnacle, #4501

The Pinnacle, located at 21 East Huron Street, is home to the 6,000-square-foot Penthouse 4501. The residence features more than 2,000 square feet of private outdoor space and three garage spaces, and it delivers magnificent 360-degree views of Chicago’s skyline through floor-to-ceiling downs. The interior includes a custom bar, a climate-controlled wine room that stores up to 1,500 bottles and an expertly designed eat-in chef’s kitchen with a walk-in pantry. The home includes three bedrooms, all of which have en suite bathrooms and an additional guest bathroom. The primary suite has two spacious walk-in closets and a newly updated spa bath. The Pinnacle offers world-class amenities that include round-the-clock door staff, an indoor pool, spa, sauna and steam shower, sundeck, and exercise facilities. Penthouse 4501 is currently listed for $5,995,000.

1301 North Astor Street, PH

Situated in Chicago’s highly coveted Gold Coast neighborhood lies 1301 North Astor Street, which features one of the most beautifully designed penthouse residences in the city. The home is a duplex that sits at the top of the Art Deco building, and it features an abundance of natural light, stunning finishes, and attention to every last design detail. The penthouse has two bedrooms and three bathrooms and spans just shy of 6,000 square feet, with a formal sitting room, dining room, and family room. The home boasts five terraces, gorgeous views of Lake Michigan, two attached parking spaces, and two storage rooms, and the building has a residents-only gym. The penthouse at 1301 North Astor Street is listed for $5,500,000.

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