Chicago Penthouse for Rent

We’ll help you find the perfect neighborhood that feels like home, all while making your move stress-free.

Our partnerships with downtown Chicago high rises give us first access to availability and pricing for luxury apartments. From thoughtfully design spaces and resort style amenities, to apartments with breathtaking city views and pet policies that meet your needs, this team will find a place that perfectly fits your lifestyle.

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We offer exceptional service at no cost to renters.

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Meet Your Apartment Advisor

Our detailed intake process allows us to only send you the options that match what you’re truly looking for, allowing you to save time and energy.

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Relax While We Search

Your advisor will send you your options, including real-time pricing, exact floor plans that work for your furniture, and specials. We listen closely and curate options to reflect your priorities.

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Let Us Handle the Details

Your advisor will schedule all of your showings and can even do them for you via video call if you can’t make it in person.

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Tour Apartments & Penthouses

Tour in person orremotely. Either way, we’ll make sure you don’t miss a single detail.

Organized and detail oriented

“I’m committed to organization and attention to detail. Ensuring that every step of the leasing process is streamlined, allowing you to focus on settling into your new home. Whether you’re new to Chicago or looking for a fresh start, I am here to guide you through every step.”

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Anthony Barbosa

Team Lead Broker

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Featured Chicago Penthouses for Rent

Spacious empty apartment with wooden floors, large windows, and a panoramic view of a city skyline on a sunny day.
Fulton Market $9687
Property #254- Cassidy on Canal PH- 3207 2 Bed | 2.5 Bath
Rooftop terrace with tiled flooring, glass railing, and a view of a city skyline with tall buildings under a blue sky. A planter and grill are on the right side.
Fulton Market $6230
Property #254- Cassidy on Canal PH- 3106 1.5 Bed | 1 Bath
Modern apartment interior with wooden floors, a kitchen area featuring white and light wood cabinets, built-in appliances, and large windows offering a cityscape view.
$3497
Property #254- Cassidy on Canal PH- 3102 1 Bed | 1 Bath
Spacious, empty high-rise apartment with large windows offering a cityscape view. Modern interior features light wood flooring and an open layout.
River North $6675
Property #170 3 Bed | 2.5 Bath
Modern living room with large windows offering a city view. Features a gray sofa, round chairs, a rug, and a dining area with a table and chandelier. Indoor plants decorate the space.
$23375
Property #234-B 4 Bed | 3.5 Bath
Modern apartment balcony with glass railing, featuring outdoor furniture, plants, and a view of a city skyline under a clear blue sky.
West Loop $17000
Property #234-A 3 Bed | 2.3 Bath
Spacious, empty apartment with large windows, wood floors, and a central column. Kitchen area with an island and pendant lights is visible. Cityscape view from multiple windows.
Gold Coast $
Property #130-C 3 Bed | 3.5 Bath
Gold Coast Luxury 3 Bedroom 2 bath Penthouse apartment for rent in downtown Chicago..Gold Coast Luxury 3 Bedroom 2 bathPenthouse apartment for rent in downtown Chicago
Gold Coast $
Property #128-E 3 Bed | 2 Bath
Looking for luxury penthouses near Gold Coast?
Gold Coast $
Property #128-D 3 Bed | 3 Bath

Rent in Chicago’s Hottest Neighborhoods

Penthouses can be found throughout Chicago-land. Currently, the hottest and trendiest spots for luxury living are in these neighborhoods.

We’re here to provide you with the 5-star service that gets you settled in your new home with little effort and as quickly as possible. 

We look forward to meeting you.

View the Penthouses Map

Two women stand in a sophisticated living room, epitomizing luxury real estate style. One wears a pink suit, the other a black outfit. They pose gracefully by a wooden coffee table, with elegant lamps and expansive windows enhancing the room's opulent ambiance.