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 #10360501

11 East Walton Street #4202

$37,500
  • 4 Beds
  • 4.50 Baths
  • 4,000 SqFt
  • 1 Garages

Currently rented until June 2019. Stunning Home at the Waldorf Astoria...Rarely available "02" Condo for rent, 4000SF, 4bd/4.1ba with unparalleled lake and city views in the heart of the Gold Coast. 4th bedroom currently used as an office. Meticulously upgraded and maintained: Home has over $1M in upgrades above developer finishes including but not limited to: Chef's Kitchen with 11 ft marble island with eat in kitchen All Wolf / Sub Zero/Miele appliances. 147 bottle wine storage. Custom built in desk overlooking lake and city. Master bedroom with wet bar, custom built-ins, huge over-sized walk in closet. Custom expanded, sumptuous master bath with heated floors , double vanities , large soaking tub, extra large shower , and additional make up area. All 5 Star Hotel amenities included. Can be rented furnished for $45K/MO

Photo of Listing #09905253

1970 North Burling Street

$29,500
  • 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 #10302999

11 East Walton Street #5802

$24,900
  • 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 #10297999

11 East Walton Street #4302

$22,500
  • 3 Beds
  • 3.50 Baths
  • 3,500 SqFt
  • 1 Garages

Rarely available 3 bedroom + den, luxury residence at the Waldorf. Designer home with marvelous open floor plan features top of the line stainless steel appliances, 2 balconies, fireplace, formal dining room, and 3 spacious bedrooms. Den opens to stunning gourmet kitchen. Large windows throughout provide beautiful city and lake views. Rent includes; 1 parking spot, gas, heat, air, pool & fitness room. Building offers; Hotel Spa use, Self and valet parking, concierge service, restaurants and room service.

Photo of Listing #09654546

120 East Delaware Place #3025

$20,000
  • 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 #10343832

800 North Michigan Avenue #2301

$19,500
  • 3 Beds
  • 2.50 Baths
  • 3,250 SqFt
  • 1 Garages

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 #10363392

310 South Michigan Avenue #2600

$18,000
  • 3 Beds
  • 3.50 Baths
  • 4,300 SqFt
  • 2 Garages

Brand new construction! Entire floor penthouse "Masterpiece at the Metropolitan" with soaring 15' ceilings loft space overlooking Millennium park with breathtaking 360 degree views. Finished with meticulous attention to detail using the highest level of rarely used material. Living room 72 ft long with 3 dimensional south east and north exposure tall wraparound soaring windows overlooking the lake and Chicago's iconic Buckingham fountain. This state of the art kitchen unlike anything you have ever seen features two islands with a dramatic Sea Pearl Quartzite waterfall wall and counters. All custom Bentwood cabinetry, Ann Sacks custom porcelain floors, and Sub-Zero/Wolf/Miele appliances. Remarkable master bathroom with free standing glass-enclosed shower controlled by a Kohler digital interface, heated floors and full height 14' large format marble wall paneling. Hand finished 8" wide plank wood floors, incredible lighting ceiling details, masterfully designed & 10' walnut doors.

Photo of Listing #10377417

1244 North Stone Street #ph

$17,000
  • 3 Beds
  • 3.50 Baths
  • 6,000 SqFt
  • 1 Garages

Incredible PH opportunity, 6000 Sq Ft, full floor duplex, located in a very private, boutique 9 unit door man building on picturesque Stone street in the heart of the Gold Coast. 3 bed (en suite), 3.1 baths, Den, Billiard room, formal living/dining rooms, Beautiful custom kitchen, Vaulted ceilings, Multiple wet bars, Wine storage, 2 fireplaces, Fully equipped gym, large organized closets, multiple terraces including what is arguably one of the finest 20x40 ft outdoor spaces in the city. Control 4 and Lutron technology throughout. Huge lake views, outdoor kitchen, additional bike storage, 1 car garage parking, secure guest and freight elevator entry into unit . Multi-year lease option available, billiard room can easily become a large 4th bedroom. Steps to the lake, dining, Michigan Ave and Oak St shopping. Available June 1st.

Photo of Listing #10381071

2054 North Mohawk Street

$16,992
  • 6 Beds
  • 6.00 Baths
  • 6,700 SqFt
  • 0 Garages

Stunning limestone facade home located on the best street in East Lincoln Park. House is designed by an award winning designer. Breath Taking White & Antique Glass Kitchen cabinets, Quartzite counters, a center island, breakfast bar & walk-in pantry. Thermadore 6-burner range & double oven, a W & Thermadore refrigs. Huge master suite, radiant heated floors, a double vanity, Hansgrohe fixtures & Toto toilets, a large soaking tub, walk-in steam shower & linen closet. Top Floor features Second Master Bedroom with private balcony and stunning views. All of the bathrooms have heated floors, Smart House is wired with Audio & Video Systems & Speakers. HVAC is Nest Controlled. Large Covered Outside Patio with Fire Place, Media room has Large TV w/ surround sound, wet bar, Private Dry & Wet Saunas, Large Roof Top Deck with spectacular Chicago Skyline Views & private bathroom great for hosting parties. Short walk to restaurants, parks, theater & shopping.

Photo of Listing #10268912

118 East Erie Street #34ealt

$15,900
  • 3 Beds
  • 2.50 Baths
  • 2,750 SqFt
  • 1 Garages

Photo of Listing #10355293

111 South Peoria Street #ph01

$15,000
  • 3 Beds
  • 3.00 Baths
  • 2,835 SqFt
  • 2 Garages

This highly upgraded duplex penthouse features private elevator access to both levels, three extremely large private exterior terrace spaces, and an extraordinary master suite with an oversized walk-in closet. Developer's signature finish selections and fully upgraded sub zero / wolf appliances complement this unit as the nicest option to live in the very best location of the west loop. Floor to ceiling windows overlook the adjacent and famous Mary Bartelme park and provide 270 degrees of unobstructed panoramic city views! TWO PARKING SPACES INCLUDED!

Photo of Listing #10346146

2550 North Lakeview Avenue #n1403-4

$15,000
  • 3 Beds
  • 3.50 Baths
  • 3,426 SqFt
  • 2 Garages

5 star custom luxury residence. 3700+ sf home combines 03/04 units to create ideal flrplan to entertain & live in comfort. 3 terraces over 286 sq ft offers nearly 360 deg views. LR incl gas FP w/import Italian Marble Mantle. DR opens to lovely terrace. Sleek kitchen offers terrace to grill, Wolf oven, cooktop, micro, Miele DW, Sub-zero fridge & wine fridge. Custom white cabinetry & full gran bksplsh. 3 bdrms, 3.5 baths. Generous master ste w/sitting room & terrace. His/hers walkin closets, spa-like bath,double sinks, sep shower,soaking tub. Art gallery. Stunning paneled media room w/gold leaf ceiling, built-in couch, 70" HDTV, 3D enabled, 7 spkr surround, built-in blu ray & Apple TV. Crestron Smart Home & Media System wired for music, climate, shades, & lighting. Laundry/mudroom w/full W/D. Amen incl theater, billiard/game room, club room, fitness, pool, spa, sauna, yoga/massage, dog run, private gardens w/brilliant seasonal colors.2 car pkg incl. Lincoln Park living at it's finest.

Photo of Listing #10342643

111 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 Chicago's Property Shop 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 May 19th, 2019 at 5:36pm CDT.

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