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Chicago Penthouse Condos & Apartments

Check out Chicago penthouse condos for sale and Chicago penthouse apartments, which are updated every 15 minutes from the MLS. For information about penthouses in Chicago or to schedule a showing, contact us or register for a free account to bookmark listings and receive new listing notifications for properties that match your needs and wants.

Price
Beds
Baths

$30,000,000
Condo For Sale
Active
5
BEDS
9
TOTAL BATHS
14,260
SQFT
401 N Wabash Avenue #PH89A
Chicago, IL 60611
Trump Tower Chicago Subdivision
$15,170,000
Condo For Sale
Active
4
BEDS
6
TOTAL BATHS
7,582
SQFT
451 E Grand Avenue #PH65
Chicago, IL 60611
 
$8,250,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
6,000
SQFT
21 E Huron Street #4501
Chicago, IL 60611
 
$6,999,000
Condo For Sale
Active
6
BEDS
6
TOTAL BATHS
7,900
SQFT
1325 N Astor Street #13
Chicago, IL 60610
 
$6,500,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
9,279
SQFT
415 E North Water Street #3205
Chicago, IL 60611
Riverview West Subdivision
$5,950,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
6,700
SQFT
57 E Delaware Street #4100
Chicago, IL 60611
The Bristol Subdivision
$4,700,000
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
4,700
SQFT
505 N Lake Shore Drive #7000
Chicago, IL 60611
Lake Point Tower Subdivision
$4,500,000
Single Family Home For Sale
Active
3
BEDS
5
TOTAL BATHS
4,232
SQFT
199 E Lake Shore Drive #PH10W
Chicago, IL 60611
 
$3,250,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
3,300
SQFT
65 E Goethe #8W
Chicago, IL 60610
 
$2,995,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
3,094
SQFT
33 E Bellevue Place #E7
Chicago, IL 60611
 
$2,995,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
3,600
SQFT
132 E Delaware Place #6205-07
Chicago, IL 60611
Bloomingdales Subdivision
$2,975,000
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
7,100
SQFT
25 E Superior Street #4801
Chicago, IL 60611
 
New Listing - yesterday
$2,900,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
5,020
SQFT
333 W Hubbard Street #1006
Chicago, IL 60654
Union Square Lofts Subdivision
$2,690,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
4,500
SQFT
1152 W Fulton Market Street #5C
Chicago, IL 60607
 
$2,655,000
Multi-Family For Sale
Pending
4
BEDS
5
TOTAL BATHS
4,200
SQFT
190 E Walton Street #701
Chicago, IL 60611
Regent Subdivision
$2,500,000
Single Family Home For Sale
Active
2
BEDS
3
TOTAL BATHS
1,807
SQFT
225 N Columbus Drive #8106
Chicago, IL 60601
 
$2,500,000
Condo For Sale
Active
5
BEDS
4
TOTAL BATHS
3,600
SQFT
505 N Lake Shore Drive #6702
Chicago, IL 60611
 
$2,495,000
Condo For Sale
Active
4
BEDS
6
TOTAL BATHS
4,100
SQFT
1340 N State Parkway #4S
Chicago, IL 60610
 
$2,400,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
3,659
SQFT
33 W Ontario Street #PH-D
Chicago, IL 60654
 
$2,245,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
3,500
SQFT
33 E Bellevue Place #PH-W7
Chicago, IL 60611
 
$2,200,000
Condo For Sale
Active
3
BEDS
5
TOTAL BATHS
4,300
SQFT
130 N Garland Court #5502
Chicago, IL 60602
 
$2,000,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
3,400
SQFT
474 N Lake Shore Drive #6106
Chicago, IL 60611
 
$1,995,000
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
6,000
SQFT
888 S Michigan Avenue #PH2
Chicago, IL 60605
 
New Listing - 2 weeks online
$1,985,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
2,957
SQFT
200 N Dearborn Street #4700
Chicago, IL 60601
 
$1,950,000
Condo For Sale
Active
4
BEDS
3
TOTAL BATHS
3,300
SQFT
630 N State Street #2705
Chicago, IL 60654
 
$1,899,000
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
3,500
SQFT
1400 S Michigan Avenue #2801
Chicago, IL 60605
 
$1,850,000
Condo For Sale
Active
3
BEDS
5
TOTAL BATHS
5,600
SQFT
330 S Michigan Avenue #1905
Chicago, IL 60604
The Residences At 330 Subdivision
New Listing - a week online
$1,800,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
3,800
SQFT
1445 N State Parkway #2703
Chicago, IL 60610
 
$1,799,000
Condo For Sale
Active
5
BEDS
5
TOTAL BATHS
4,200
SQFT
3512 N Southport Avenue #4
Chicago, IL 60657
 
$1,799,000
Condo For Sale
Active
2
BEDS
3
TOTAL BATHS
2,640
SQFT
500 W Superior Street #2704
Chicago, IL 60654
 
$1,750,000
Condo For Sale
Active
2
BEDS
3
TOTAL BATHS
3,000
SQFT
758 N Larrabee Street #901
Chicago, IL 60654
One River Place Subdivision
Price Change - 4 weeks ago
$1,749,000
Condo For Sale
Active
3
BEDS
5
TOTAL BATHS
4,357
SQFT
600 N Kingsbury Street #506
Chicago, IL 60654
 
Price Change - a week ago
$1,699,000
Condo For Sale
Active
5
BEDS
6
TOTAL BATHS
5,200
SQFT
3150 N Lake Shore Drive #36A
Chicago, IL 60657
 
$1,690,900
Condo For Sale
Pending
4
BEDS
4
TOTAL BATHS
3,103
SQFT
323 S Racine Avenue #PHC
Chicago, IL 60607
 
$1,685,900
Condo For Sale
Pending
4
BEDS
4
TOTAL BATHS
3,103
SQFT
323 S Racine Avenue #PHD
Chicago, IL 60607
 
$1,680,900
Condo For Sale
Pending
4
BEDS
4
TOTAL BATHS
3,103
SQFT
313 S Racine Avenue #PHD
Chicago, IL 60607
 
$1,599,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
657 W Melrose Street #3
Chicago, IL 60657
 
$1,549,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
3,200
SQFT
660 W Melrose Street #3
Chicago, IL 60657
 
$1,450,000
Condo For Sale
Active Under Contract
3
BEDS
5
TOTAL BATHS
3,729
SQFT
60 W Erie Street #PH
Chicago, IL 60654
 
$1,399,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,850
SQFT
1516 N State Parkway #21A
Chicago, IL 60610
 
$1,399,000
Condo For Sale
Pending
4
BEDS
3
TOTAL BATHS
4,400
SQFT
340 W Superior Street #PH04
Chicago, IL 60654
 
New Listing - 4 weeks online
$1,399,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
2,833
SQFT
1017 W Washington Boulevard #7APH
Chicago, IL 60607
 
$1,375,000
Condo For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
3,000
SQFT
1929 N Sedgwick Street #A
Chicago, IL 60614
 
$1,340,000
Condo For Sale
Active
3
BEDS
2
TOTAL BATHS
2,300
SQFT
154 W Hubbard Street #603
Chicago, IL 60654
Lofts On West Hubbard Subdivision
$1,300,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
3,200
SQFT
1359 W Fullerton Avenue #4
Chicago, IL 60614
 
New Listing - 3 days online
$1,299,900
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
456 N May Street #PH
Chicago, IL 60642
 
$1,299,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
2,800
SQFT
1366 N Dearborn Parkway #14BC
Chicago, IL 60610
 
$1,299,000
Condo For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1823 N Halsted Street #3
Chicago, IL 60614
 
$1,275,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
3,500
SQFT
2749 N Lakewood Avenue #3S
Chicago, IL 60614
 
$1,250,000
Condo For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
1456 N Wieland Street #P2
Chicago, IL 60610
 
$1,200,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,500
SQFT
550 N Saint Clair Street #2603
Chicago, IL 60611
 
$1,199,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
3,800
SQFT
120 W Oak Street #5AB
Chicago, IL 60610
 
$1,150,000
Condo For Sale
Active Under Contract
3
BEDS
3
TOTAL BATHS
2752 N Magnolia Avenue #PH
Chicago, IL 60614
 
New Listing - 4 weeks online
$1,150,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,610
SQFT
25 E Superior Street #4202
Chicago, IL 60611
Fordham Subdivision
$1,099,999
Condo For Sale
Active
3
BEDS
2
TOTAL BATHS
2,751
SQFT
33 W Huron Street #811
Chicago, IL 60654
 
$1,099,900
Multi-Family For Sale
Active
3
BEDS
3
TOTAL BATHS
39 N Morgan Street #4
Chicago, IL 60607
 
$1,099,000
Condo For Sale
Active
3
BEDS
2
TOTAL BATHS
2,300
SQFT
925 N Larrabee Street #4N
Chicago, IL 60610
 
$1,095,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
2,700
SQFT
2116 N Halsted Street #2
Chicago, IL 60614
 
$1,074,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
1,700
SQFT
1035 N Hermitage Avenue #3
Chicago, IL 60622
 
$1,065,500
Condo For Sale
Active
4
BEDS
3
TOTAL BATHS
2,500
SQFT
2441 N Clybourn Avenue #PH
Chicago, IL 60614
 

Where To Search Chicago Penthouses For Sale

Find Your Luxury Chicago Penthouse

If having access to a rooftop swimming pool lies somewhere on your condo buying checklist, we recommend taking a closer look at the following Chicago condo buildings with a rooftop pool:

363 E. Wacker Dr

St. Regis Residences

Full-floor penthouse units offers up 360-degree views of the city from high above The Residences at the St Regis Chicago. The Sky 360 floor plans in the upscale building come with high ceilings and at least 5,800 square feet of combined living and entertaining space. The building also tacks on access to such amenities as a fitness center, screening room, Sky Lounge and a swimming pool and spa. 

451 E. Grand

One Bennett Park

As one of the city’s most coveted properties, One Bennett Park includes a fitness center, an owners lounge, private dining and outdoor terraces. A full floor penthouse in the building comes with private elevator access, 360-degree lake and city views, a large terrace of its own and valet service. 

4 E. Elm Street

4 E. Elm

A full-floor penthouse at 4 East Elm offers 360-degree views of the city and lake. It also comes with multiple terraces and garage parking. The upscale Gold Coast building additionally provides access to a fitness center, outdoor swimming pool and sundeck, a lounge and a screening room. 

840 N. Lake Shore

Residences at Lake Shore Park

Part of Chicago’s Streeterville neighborhood, Residences of Lakeshore Park condos come with gourmet kitchens, marble baths and oak floors. A generously sized penthouse unit in the building takes up an entire floor, with more than 8,000 square feet of living space, high ceilings, plus its own wine cellar and fireplace. 

We're Chicago Condo Experts

Chicago Penthouse REALTORS®

Interested in Chicago penthouse condos for sale? As experienced Chicago real estate agents who have helped buyers, sellers, and renters all over town, you won’t find anybody better to help you find the perfect penthouse condominium residence. For additional information about about a unit or to schedule a showing for an available Chicago penthouse, call or text us at your earliest convenience.