Luxury Chicago Penthouses
Luxury Chicago penthouses are available in a wide price range, from walk-up condos to the ultra-luxury high-rise condos in Downtown. We specialize in luxury Chicago penthouses and can help you find the perfect penthouse unit.
Luxury Chicago Penthouses
FINALLY!!! This smart and sophisticated 6,000 sq/ft Penthouse, sporting one of Chicago's largest high-rise "Private" residential outdoor living space, totaling 2,500 sq/f...
- 3 Beds
- 4 Baths
- MRD10840152 MLS
- ACTIVE Status
Absolutely stunning, David Adler designed duplex penthouse set atop one of the finest, vintage condominium buildings on Astor Street. Available for the first time in near...
- 6 Beds
- 6 Baths
- MRD10509929 MLS
- ACTIVE Status
This remarkable, architecturally significant, AIA Award winning designed home offers the rare opportunity to live in one of only two penthouses in the prestigious LP2550....
- 3 Beds
- 4 Baths
- MRD10828487 MLS
- ACTIVE Status
Outstanding penthouse two level home at the famed Ambassador. Amazing custom collaboration with top architect, Wheeler Kearns and Chicago's Mark Frazier Construction, thi...
- 5 Beds
- 6 Baths
- MRD10880930 MLS
- ACTIVE Status
Glorious duplex home, atop the Four Seasons Hotel + 900 North Michigan avenue shops, boasting 4 bedrooms, multiple office spaces ( easily affording more bedrooms), and a ...
- 3 Beds
- 6 Baths
- MRD10849608 MLS
- ACTIVE Status
10,000 sq. ft indoor/outdoor true Penthouse in heart of River North. Step from your premier 1st floor parking spaces directly into the doorman lobby and up to your 10th ...
- 3 Beds
- 4 Baths
- MRD10862021 MLS
- ACTIVE Status
- Union Square Lofts Bldg.
SOLD BEFORE PRINT The Orchard Private Residences, a plush and comfortable new construction boutique building featuring 32 true highly designed homes by internationally ac...
- 3 Beds
- 4 Baths
- MRD10946539 MLS
- NEW Status
RARE OPEN RAW SPACE PENTHOUSE. THIS JAW DROPPING GOLD COAST OPPORTUNITY IS LOCATED AT PRESTIGIOUS 65 EAST GOETHE. APPROXIMATELY 3300 TOTAL SQ FT OF RESIDENTIAL INTERIOR L...
- 3 Beds
- 4 Baths
- MRD10603295 MLS
- ACTIVE Status
A very rare find: Absolutely stunning half-floor penthouse in Benjamin Marshall's dazzling Beaux Arts 1550 State Pkwy. This exquisite 3,200 sq. ft. home boasts perfecti...
- 3 Beds
- 4 Baths
- MRD10817168 MLS
- ACTIVE Status
Stunning penthouse in quaint vintage building on Bellevue. Two large outdoor terraces. Duplex feels like a town home on top of the building. One indoor parking space is...
- 3 Beds
- 4 Baths
- MRD10699383 MLS
- ACTIVE Status
Crowning the Top Two Floors on the Best Promontory in Chicago with Absolute Privacy and Expansive Views, Sits an Incredibly Elegant and Exquisitely Designed Home in the S...
- 4 Beds
- 4 Baths
- MRD10843192 MLS
- PRICE CHANGE Status
Bring your clients to this most unique Penthouse and behold the glorious views of lake, city, Navy Pier, River, Beach, Boats, Park, Sunrise, Sunsets & more, only this gra...
- 5 Beds
- 4 Baths
- MRD10646527 MLS
- ACTIVE Status
One of a kind duplex penthouse in the heart of the Gold Coast. Spectacular views from the 800+ ft outdoor space on both levels - front terrace and rear deck. This beautif...
- 3 Beds
- 3 Baths
- MRD10713723 MLS
- ACTIVE Status
Duplex penthouse at the award-winning Heritage condominiums. East facing unit w/ unobstructed forever views of Lake Michigan and Millennium Park. Motorized Lutron shades,...
- 3 Beds
- 5 Baths
- MRD10943943 MLS
- NEW Status
- Heritage At Millennium Park Bldg.
Beautiful two-story penthouse home in the New East Side. This spacious home with approximately 3,890 sqft features 4 bedrooms and 3 and a half bathrooms with views of the...
- 4 Beds
- 4 Baths
- MRD10808957 MLS
- ACTIVE Status
Chicago's premier address is in one of the most desirable neighborhoods in the country. You will covet this WEST LOOP penthouse from the moment you open your front door. ...
- 3 Beds
- 4 Baths
- MRD10782156 MLS
- ACTIVE Status
Welcome to unrivaled penthouse living at 330 S Michigan Ave. This 3 bed, 4 and a half bath luxury estate covering over 5,500 square feet across three floors, with one of ...
- 3 Beds
- 5 Baths
- MRD10880719 MLS
- ACTIVE Status
- The Residences At 330 Bldg.
** Virtual tour available anytime** SPECTACULAR 3000+ SQFT PRIVATE TERRACE WITH UNOBSTRUCTED LAKE & SKYLINE VIEWS! Over 6000+ sqft of living space overlooking Millennium ...
- 4 Beds
- 5 Baths
- MRD10551511 MLS
- ACTIVE Status
Spectacular newly renovated Gold Coast penthouse situated a half block from the Lake Michigan shoreline! This single floor 3,425 sq. ft. home features exquisite designer ...
- 3 Beds
- 4 Baths
- MRD10912138 MLS
- ACTIVE Status
Boat Slip + Penthouse + Parking for Five Vehicles Included!!! This is a once-in-a-lifetime opportunity to own the only lakefront, penthouse (2 combined units) condo in Ch...
- 3 Beds
- 4 Baths
- MRD10774929 MLS
- ACTIVE Status
4 premium parking spaces included in price!! This 4200 sq ft 3 BR 3.5Bath + home office, palace in the sky has been featured in several national home media sources for it...
- 3 Beds
- 4 Baths
- MRD10880026 MLS
- ACTIVE Status
This unit can also be purchased and combined with unit 2601 and unit 2603 to create a FULL floor penthouse at approx. 7,800 square feet. This is a rare opportunity to cre...
- 3 Beds
- 4 Baths
- MRD10880609 MLS
- ACTIVE Status
Take a 3D Tour, CLICK on the 3D BUTTON & Walk Around. Watch a Custom Drone Video Tour, Click on Video Button! One of a kind 3 bed/2.5 bath duplex penthouse in the heart o...
- 3 Beds
- 3 Baths
- MRD10887267 MLS
- ACTIVE Status
Fabulous 3100 SF 4 Bedroom (all en suite) 4.1 bath Penthouse offering 5-star amenities that include outdoor pool, sports court, 24/7 fitness center, solarium, business c...
- 4 Beds
- 5 Baths
- MRD10791120 MLS
- ACTIVE Status
Welcome to Wells Street Tower Penthouse 1. This spectacular unit offers City, Chicago River and Lake Michigan views with a fantastic floorplan. A gracious foyer welcome...
- 3 Beds
- 3 Baths
- MRD10932350 MLS
- ACTIVE Status
MUST SEE THIS LUXURY AND ELEGANT PENTHOUSE ON THE 19TH FLOOR APARTMENT BUILDING. IT IS ONE OF THE LARGEST AND BEAUTIFUL RESIDENCE IN OPTIMA.OVER 4000 SQ FT OF LIVING AREA...
- 5 Beds
- 4 Baths
- MRD10803282 MLS
- ACTIVE Status
STUNNING penthouse unit with 4400 square feet and an unprecedented 2000+ square feet of FABULOUS outdoor space! Once 2 units, now combined into 1 giant condo, this home h...
- 6 Beds
- 3 Baths
- MRD10860195 MLS
- ACTIVE Status
THIS IS THE HOME YOU HAVE BEEN DREAMING OF IN THE WEST LOOP, SKINNER SCHOOL DISTRICT. EXPANSIVE FOUR BED, 3-1/2 BATH, TWO-STORY PENTHOUSE WITH PRIVATE ROOFTOP TERRACE. H...
- 4 Beds
- 4 Baths
- MRD10937255 MLS
- ACTIVE Status
Incredible 2 story PH Renovation at Riverbank Lofts in beautiful River North neighborhood. MAGAZINE worthy Penthouse with the perfect interior details, making this better...
- 3 Beds
- 4 Baths
- MRD10851031 MLS
- ACTIVE Status
This extraordinary boutique elevator building from Environs Development with only 8 luxury condominiums is delivering now! Building features meticulously designed, elegan...
- 3 Beds
- 4 Baths
- MRD10903002 MLS
- ACTIVE Status
Urban luxury! Private elevator door opens into this unexpected stately penthouse is impressive w soaring high 12' ceilings, huge windows, beautiful crown molding and rega...
- 4 Beds
- 3 Baths
- MRD10921685 MLS
- ACTIVE Status
Penthouse loft in the heart of River North with a 1500 square foot private outdoor deck. This remodeled 3 bedroom residence has character with the 14' ceilings, exposed ...
- 3 Beds
- 2 Baths
- MRD10841926 MLS
- ACTIVE Status
- Lofts On West Hubbard Bldg.
This unit can also be purchased and combined with unit 2601 and unit 2602 to create a FULL floor penthouse at approx. 7,800 square feet. This is a rare opportunity to cre...
- 3 Beds
- 3 Baths
- MRD10880613 MLS
- ACTIVE Status
Experience a 3D Tour, Click Virtual Tour Link to Explore. An unprecedented opportunity awaits for those seeking a luxurious Penthouse living experience occupying half the...
- 5 Beds
- 4 Baths
- MRD10917222 MLS
- ACTIVE Status
- Optima Old Orchard Woods Bldg.
Redefined new construction duplex penthouse with incredible city views from your private rooftop deck just steps to Fulton Market! Massive living space spans the entire m...
- 4 Beds
- 4 Baths
- MRD10894496 MLS
- ACTIVE Status
Truly special and stunning greystone Old Town duplex penthouse with private roof deck - lives and feels like a single family home. You will fall in love with the location...
- 3 Beds
- 4 Baths
- MRD10945734 MLS
- NEW Status
Exciting extra-wide, up-zoned duplex penthouse by Halcyon delivering quality, transitional aesthetics in a massive floor plan with multiple living spaces and incredible p...
- 4 Beds
- 4 Baths
- MRD10888817 MLS
- ACTIVE Status
**SENSATIONAL SOUTH PRAIRIE** CUSTOM DESIGN AND BUILD RESIDENCE AT THE MARSHALL FIELD MANSION OFFERS 3,500 SQ FT OF GRACIOUS LIVING ON TWO LEVELS WITH IDEAL WORK AT HOME ...
- 3 Beds
- 3 Baths
- MRD10881826 MLS
- ACTIVE Status
- Prairie District Homes Bldg.
Unique, penthouse, corner unit, with the main living areas and balcony all having wonderful unobstructed east-facing views across Lake Michigan. Extra-wide garage parking...
- 3 Beds
- 3 Baths
- MRD10784256 MLS
- ACTIVE Status
Beautiful Top Floor unit with impressive 270 sweeping views of the skyline, park & lake from three 16 ft. terraces. Spacious penthouse provides privacy and serenity with ...
- 3 Beds
- 3 Baths
- MRD10930887 MLS
- ACTIVE Status
Absolutely stunning 3 Bed | 3 Bath PENTHOUSE in gated Kinzie Park Tower with spectacular protected skyline views from every room! Situated on the highest floor with the m...
- 3 Beds
- 3 Baths
- MRD10894143 MLS
- ACTIVE Status
- Kinzie Park Bldg.
First time on the market at 1000 West. This sky home residence is characterized by private roof deck, exposed terra cotta ceilings and massive amounts of exposed brick. A...
- 3 Beds
- 3 Baths
- MRD10672458 MLS
- ACTIVE Status
Extra-wide, up-zoned duplex penthouse by Halcyon catering to discerning buyers looking for larger space and modern aesthetics. Open concept main floor, with second family...
- 3 Beds
- 3 Baths
- MRD10888813 MLS
- ACTIVE Status
The Columbian is a premier, well-run boutique building with panoramic views of the city, Lake Michigan and Grant Park. It is the last exterior masonry-facade building in...
- 3 Beds
- 3 Baths
- MRD10882105 MLS
- ACTIVE Status
Here is your chance to own this spectacular 2,030 sqf duplex that really stands out, where no expense has been spared. From luxuries finishes, modern design, outstanding ...
- 3 Beds
- 3 Baths
- MRD10682514 MLS
- ACTIVE Status
Well-appointed 3 bed/3 bath multi-level penthouse in boutique 2-unit building, located in rock star Wicker Park! Heading up to the main level of this home, you're greeted...
- 3 Beds
- 3 Baths
- MRD10929499 MLS
- ACTIVE Status
Lincoln Park extra-wide penthouse with private elevator by Halcyon! Luxury finishes and solid construction give this home a well-defined edge. Contemporary yet classic k...
- 3 Beds
- 2 Baths
- MRD10888838 MLS
- ACTIVE Status
Only one left! Outstanding new construction duplex up by Barrett Homes. Located on tree lined one-way street in the Burley School District, steps to everything along Linc...
- 3 Beds
- 3 Baths
- MRD10876776 MLS
- ACTIVE Status
A HOME DESIGNED FOR ENTERTAINING! 4 bedroom 3 bath. Newer construction duplex up one block north of Ashland on Fry St. This home has been styled and designed to WOW with ...
- 4 Beds
- 3 Baths
- MRD10937926 MLS
- ACTIVE Status
Stunning move in ready 3 BR/2.5 bath penthouse unit. Unbeatable 360 degree skyline views from private roof deck plus 4 other additional private deck spaces on the main le...
- 3 Beds
- 3 Baths
- MRD10920189 MLS
- ACTIVE Status
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 our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) 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 accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. 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.
Copyright 2020 MRED LLC. All rights reserved.
Based on information submitted to the MRED as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.
The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.
The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.