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Luxury Chicago Penthouses

Chicago’s 5 Most Expensive Penthouse Apartments Currently on the Market

If you’re planning to be in the market for a new place to call home, it doesn’t get much better than top-floor living in the heart of Chicago. Whether it’s a sweeping view of Lake Michigan or the bustling cityscape below, penthouses in Chicago are among the most highly sought-after properties you’ll find on today’s market. And while every downtown penthouse has its own unique vibe and characteristics, the 5 luxury rentals featured below should help give you a better idea of what it’s like to live the penthouse lifestyle…

1140 N. Wells #PH

Offered for $45,000 per month, the penthouse unit at 1140 N Wells features an impressive 8,500 square feet of living space. The unit includes four-bedrooms plus a den and 4.5-baths, spread out across two floors. It also comes with a private elevator and 3,500 square feet of outdoor space, including a rooftop terrace with a pool and hot tub.

202 W. Hill Street #3901

Renting for more than $13,000 per month, 202 W Hill Street #3901 is a three-bedroom, three-bath unit with 1,900 square feet of living space. The unit features a gas fireplace and floor-to-ceiling windows. It also includes a gourmet kitchen with a wine cooler and wet bar.

600 N. Fairbanks #3801

Located at 600 N Fairbanks, unit #3801 features three-bedrooms and 3.5-baths. For more than $11,000 per month, the condo includes more than 2,900 square feet of living space. It also comes with two private terraces and incredible views.

1040 N. Lake Shore Drive #35A

When it comes to expansive, unobstructed views of Lake Michigan, some might say The Carlyle is as good as it gets thanks to its wide footprint along scenic Lake Shore Drive. Not surprisingly, that’s one reason why the sprawling, 3,800 square foot penthouse at 1040 N. Lake Shore Drive with absolutely breathtaking views is asking $10,500 per month. Included are 4 bedrooms, 5 full bathrooms, and 1 partial bath, while amenities at The Carlyle include a rooftop sundeck, a party room, a fitness center, and 24 hour door staff. 

750 N. Hudson #2502

The Hudson is definitely one of Chicago’s most underrated buildings in our minds. Situated in River North, The Hudson features a spectacular outdoor swimming pool and sundeck, a modern, club-like fitness center with a separate yoga room, door service and concierge, and even a dog run. And as you might expect, the penthouse at the Hudson is equally as stunning, offering a massive private terrace of its own, sleek modern finishes, and more than enough living space to feel like you’re living on top of the world!