Chicago Penthouse Rentals

View Penthouse Apartments For Rent in Downtown Chicago

Chicago Penthouse RentalsNothing quite says luxury like a penthouse apartment for rent in downtown Chicago. Living on the top floor of any building certainly has its advantages, but here in the heart of the Windy City, most penthouse apartments feature outstanding views of the downtown skyline, not to mention living spaces that come with all the bells and whistles. Depending on the building of course, many penthouse rentals in Chicago boasts floor to ceiling windows, spacious open layouts, top of the line kitchen and bathroom surrounds and fixtures, and usually anywhere between two and four bedrooms, providing more than enough living space for anybody lucky enough to call one of these fabulous apartment rentals home.  

What to Expect From a Penthouse Apartment in Chicago

Many apartment buildings in Chicago that are large enough to market penthouse units also tend to have a full compliment of common lifestyle amenities as well, just some of which can include an indoor swimming pool and Jacuzzi, a full-service exercise center, 24 hour door service, and on-site garage parking just to name a few. With demand for penthouse apartments seemingly at an all-time high, inventory for penthouses in Chicago can sometimes seem low; but don’t let that discourage you, as plenty of luxury apartment listings, penthouses and otherwise, are anxiously awaiting your arrival. To schedule a showing for a downtown Chicago apartment you’d like to see, contact Chicago’s Property Shop today, or simply start browsing some of the most expensive rental listings currently on the market below!

View Chicago's Most Expensive Rentals Below:

Photo of Listing #09905253

1970 North Burling Street

$42,000
  • 5 Beds
  • 6.50 Baths
  • 7,800 SqFt
  • 3 Garages

Outstanding home, built by Liederbach and Graham, offering a unique blend of exposed brick and industrial metal throughout. The 45' wide lot house sits inside of a walled "secret" urban garden, with the entire ground level of the house open to the outdoors. Ceiling heights feel limitless & light enters the open first floor living, dining, kitchen & greatroom from all sides. Every room is accompanied by beautiful stone, fabrics, & Hope's Windows. The enclave offers a very unique guest suite coach house over the attached gar w/ a full kitchen & living room bathed in natural light. There is even a lofted bedroom accessed by an industrial steel ladder, in addition to the large bedroom w/ vaulted ceilings. 900 bottle wine cellar/tasting room, and recreational room w/ sauna and bath on LL. The brick floor garage is reminiscent of an old Chicago street, and is perfect for three cars.

Photo of Listing #10143787

25 East Superior Street #5001

$35,000
  • 3 Beds
  • 3.50 Baths
  • 6,391 SqFt
  • 2 Garages

Full floor, true penthouse unit at the Fordham! This expansive home offers 360 degree views over Chicago including two large private terraces & nearly 6500 square feet. Great for entertaining, the entire west end of the home is devoted to the public space w/a gorgeous chef's kitchen, gracious living & dining rooms, plus a separate den/media room. The completely custom kitchen offers marble countertops, all high end appliances, & large island with breakfast bar. The huge master suite takes up the entire east side of the home. There is a spacious bedroom w/south & east views, two walk in closets, two water closets, & a very large bath w/soaking tub, double shower, & double sinks. Two additional ensuite bedrooms w/fabulous southern views. A private 2.5 car garage in the prime lower level garage is included. Full amenity building with gym, indoor pool, and wine storage. The Fordham is in a fabulous, walk to it all location near shopping & dining on Michigan Ave, the lake, & so much more!

Photo of Listing #10147379

11 East Walton Street #5801

$29,500
  • 2 Beds
  • 2.50 Baths
  • 2,650 SqFt
  • 1 Garages

Photo of Listing #10147381

11 East Walton Street #5802

$27,500
  • 3 Beds
  • 3.50 Baths
  • 2,650 SqFt
  • 1 Garages

Photo of Listing #09654423

120 East Delaware Place #3019

$24,000
  • 2 Beds
  • 2.50 Baths
  • 1,443 SqFt
  • 2 Garages

The Four Seasons Hotel, atop 900 N. Michigan Avenues Bloomingdales Building, is now offering a complete luxury rental package. The hotel's luxury apartments occupy the 30th and 31st floors with unobstructed view of Lake Michigan and Chicago's skyline. Residence, enjoy all the hotel amenities that include an award winning in-door pool, health club spa, fitness center and the famous Allium Restaurant and Bar. Guests will have direct shopping access to 70 luxury retailers, valet parking services and personal concierge services.

Photo of Listing #09654546

120 East Delaware Place #3025

$24,000
  • 2 Beds
  • 2.50 Baths
  • 2,000 SqFt
  • 2 Garages

The Four Seasons Hotel, atop 900 N. Michigan Avenues Bloomingdales Building, is now offering a complete luxury rental package. The hotel's luxury apartments occupy the 30th and 31st floors with unobstructed view of Lake Michigan and Chicago's skyline. Residence, enjoy all the hotel amenities that include an award winning in-door pool, health club spa, fitness center and the famous Allium Restaurant and Bar. Guests will have direct shopping access to 70 luxury retailers, valet parking services and personal concierge services.

Photo of Listing #10013056

514 North Peshtigo Court #3711

$22,500
  • 4 Beds
  • 4.50 Baths
  • 3,323 SqFt
  • 1 Garages

This 4 bedroom, 4.5 bathroom penthouse is truly one-of-a-kind! Relax and entertain on your 23'x7' private terrace. North, east and south exposure offers picturesque city and lake views. A generously sized foyer leads to an open-concept kitchen with Robert A.M. Stern Architects custom-designed cabinetry, Sub-Zero built-in refrigerator, Bosch Benchmark appliances and quartz countertops with waterfall edges. Additional features include a separate living and dining area, walk-in laundry room, 9'6" ceiling height, roller shades and wide plank flooring throughout. One Bennett Park is enriched with a thoughtful suite of extensive amenities including the sprawling landscaped terrace with an outdoor pool and cabanas, a 60 foot indoor pool, 7,000-square-foot fitness center designed by The Wright Fit, a 2-acre park designed by Michael Van Valkenburgh Associates and dedicated limestone-clad porte cochere with 24 hour concierge and doorman. Garage rental parking available.

Photo of Listing #10027514

160 East Pearson Street #3102

$20,000
  • 2 Beds
  • 2.00 Baths
  • 1,700 SqFt
  • 2 Garages

The Ritz-Carlton, Chicago, atop the Water Tower Place is now offering a complete luxury rental package. Enjoy East and North facing views from this newly refashioned 2 bed 2 bath luxury apartment located on the 31st floor of the 4-star hotel that set the standard for elegance and hospitality in the Chicago Gold Coast neighborhood. Located along the Magnificent Mile, you have Chicago's iconic architecture, shopping and museums at your fingertips. Enjoy all the Ritz-Carlton amenities that include an in-door pool, spa, fitness center, rooftop lounge and globally inspired restaurant. Valet parking, personalized dining experiences and valet laundry are also offered. This is a luxury rental experience that is unmatched in Chicago.

Photo of Listing #10019924

6 North Michigan Avenue #1901

$20,000
  • 4 Beds
  • 4.50 Baths
  • 6,400 SqFt
  • 2 Garages

Vintage & modern luxury converge to create this opulent, one-of-a-kind, 4-bedroom penthouse located in the former Montgomery Ward's Observatory. Unit boasts 20' ceilings, 6,400 sq ft of living space on over 4 floors, and over 2,000 sq ft of outdoor space which includes a wraparound terrace in the family room and 2 roof top decks! Views not only include Millennium Park but also breathtaking views of Lake Michigan & the Chicago cityscape! Enormous master suite is situated on the entire 3rd level of the unit with his & her closets & a luxurious bathroom. Live like a single family with the amenities of condo building. Rent Includes; heat, air, gas, water, fitness room, party room, sauna, steam room & 24hr doorman. Available September 1st. 2 parking spots available for extra.

Photo of Listing #09654408

120 East Delaware Place #3012

$19,000
  • 1 Beds
  • 1.00 Baths
  • 852 SqFt
  • 2 Garages

The Four Seasons Hotel, atop 900 N. Michigan Avenues Bloomingdales Building, is now offering a complete luxury rental package. The hotel's luxury apartments occupy the 30th and 31st floors with unobstructed view of Lake Michigan and Chicago's skyline. Residence, enjoy all the hotel amenities that include an award winning in-door pool, health club spa, fitness center and the famous Allium Restaurant and Bar. Guests will have direct shopping access to 70 luxury retailers, valet parking services and personal concierge services.

Photo of Listing #09523087

160 East Pearson Street #3101

$18,000
  • 2 Beds
  • 2.00 Baths
  • 1,300 SqFt
  • 2 Garages

The Ritz-Carlton, Chicago, atop the Water Tower Place is now offering a complete luxury rental package. Enjoy East and North facing views from this newly refashioned 2 bed 2 bath luxury apartment located on the 31st floor of the 4-star hotel that set the standard for elegance and hospitality in the Chicago Gold Coast neighborhood. Located along the Magnificent Mile, you have Chicago's iconic architecture, shopping and museums at your fingertips. Enjoy all the Ritz-Carlton amenities that include an in-door pool, spa, fitness center, rooftop lounge and globally inspired restaurant. Valet parking, personalized dining experiences and valet laundry are also offered. This is a luxury rental experience that is unmatched in Chicago.

Photo of Listing #10147369

1530 South State Street #18a-b

$15,000
  • 3 Beds
  • 5.00 Baths
  • 6,500 SqFt
  • 5 Garages

Artfully curated penthouse! This one of a kind 6500 square foot penthouse was created with the focus on space, light and texture. This unique duplex is a glass jewel box with 18 foot ceilings, floor to ceiling windows and three exposures. You will never see another property like it! Every detail of this property was custom built with the highest finishes. The views are breathtaking with the magnificent Chicago skyline a prominent feature. Property includes 5 full bathrooms and 3 bedrooms. It is fully wired for sound and security. It includes 3 terraces and a light filled solarium. Upper level is completely private with no neighbors! Two parking spaces included. Furniture available. South Loop location gives it easy access to all the city has to offer. Building is full service with door staff, on site management and engineer, fitness center and dry cleaner. A must see!

Photo of Listing #10109929

55 West Schiller Street

$15,000
  • 4 Beds
  • 4.50 Baths
  • 0 SqFt
  • 1 Garages

Rebuilt in 2017, this historic Adler row home integrates modern luxuries with the original, storied facade. Oak floors laid in a herringbone pattern, twin marble fireplaces, and custom trim and molding characterize the great room on the main level. The kitchen is outfitted with custom cabinets and a Prunella marble workstation by Waterworks. The sophisticated master suite includes a marble fireplace, floor to ceiling windows overlooking a planted terrace, custom designed walk-in closet, and a spa bath featuring walnut paneling, Lefroy Brooks fixtures, Nero Marquina marble floors and a metal and glass steam shower. The lower level is finished with antique cement tiles salvaged from European Villas and a flexible floorplan the features a home office, full bathroom, wet bar and family room with French doors leading out to a beautiful limestone-paved backyard retreat. Attached garage and exterior snow melt system. This home is truly in a class of its own!

Photo of Listing #10055730

2226 North Magnolia Avenue

$15,000
  • 4 Beds
  • 4.50 Baths
  • 0 SqFt
  • 2 Garages

Surf Constructed single family home on one of the best blocks and streets in Lincoln Park. Classic architecture with luxurious finishes, commercial grade kitchen, granite, hardwood floors. Three bedrooms on second level, guest suite and full bathroom on lower level. This home includes a professionally landscaped side yard that includes a custom pergola, small water fountain, plus outdoor dining space. A true urban oasis and what every Chicagoan dreams of. Two roof decks, plus a garage roof deck completes the outdoor space. A two car detached garage completes this home. Steps to all Lincoln Park has to offer; including Oscar Mayer elementary school, Webster retail, Armitage retail, Webster Place cinema and Armitage el-stop. This home is furnished and available short-term lease (1-5 months). Longer lease terms considered, shorter preferred.

Photo of Listing #09861201

105 West Chestnut Street

$15,000
  • 3 Beds
  • 4.50 Baths
  • 4,700 SqFt
  • 2 Garages

The Chestnut Row Homes will provide unique single-family rental residences in the heart of downtown Chicago. Located at the corner of Clark and Chestnut Streets, these seven new row homes represent a contemporary interpretation of the 1880s Italianate homes found in the surrounding Gold Coast historic district. Gracious bay windows create a cadence on the elegant limestone facade. Enhanced by traditional cornices, decorative railings and extensive streetscape, the building's exterior harmonizes with its sophisticated surroundings. Inside, the four-level homes feature timeless finishes and custom detailing. Units are outfitted with personal elevators, enclosed underground parking, and private decks at the top floor that overlook a landscaped common space.

Browse other luxury apartments in Chicago

Midwest Real Estate Data LLC Logo The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than [INSERT BROKER NAME] are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Listing information last updated on January 22nd, 2019 at 2:05am CST.

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