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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

$15,170,000
Condo For Sale
Active
4
BEDS
6
TOTAL BATHS
7,582
SQFT
451 E Grand Avenue #PH65
Chicago, IL 60611
 
New Listing - 2 weeks online
$6,750,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
4,250
SQFT
2550 N Lakeview Avenue #S3802
Chicago, IL 60614
 
$5,999,000
Condo For Sale
Active
6
BEDS
6
TOTAL BATHS
7,900
SQFT
1325 N Astor Street #13
Chicago, IL 60610
 
$4,985,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
4,788
SQFT
77 E Walton Place #21C
Chicago, IL 60611
 
$4,500,000
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
5,143
SQFT
21 E Huron Street #4801
Chicago, IL 60611
 
$4,375,000
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
3,596
SQFT
2350 N Orchard Street #704
Chicago, IL 60614
 
$3,900,000
Single Family Home For Sale
Active
3
BEDS
5
TOTAL BATHS
4,232
SQFT
199 E Lake Shore Drive #PH10W
Chicago, IL 60611
 
New Listing - 4 days online
$3,699,000
Condo For Sale
Active
5
BEDS
6
TOTAL BATHS
4,700
SQFT
128 S Green Street #PH-AB
Chicago, IL 60607
 
$3,600,000
Single Family Home For Sale
Pending
4
BEDS
5
TOTAL BATHS
3,701
SQFT
111 S Peoria Street #PH03
Chicago, IL 60607
 
$3,450,000
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
5,200
SQFT
25 E Superior Street #4602
Chicago, IL 60611
 
New Listing - 3 weeks online
$3,100,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
3,200
SQFT
21 E Huron Street #4301
Chicago, IL 60611
The Pinnacle Subdivision
$2,995,000
Condo For Sale
Pending
3
BEDS
5
TOTAL BATHS
4,100
SQFT
1209 N Astor Street #PH
Chicago, IL 60610
 
$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
$2,800,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
4,200
SQFT
190 E Walton Place #703
Chicago, IL 60611
Regent Subdivision
$2,750,000
Condo For Sale
Active
5
BEDS
4
TOTAL BATHS
3,600
SQFT
505 N Lake Shore Drive #6702
Chicago, IL 60611
 
$2,750,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
7,100
SQFT
25 E Superior Street #4801
Chicago, IL 60611
 
$2,650,000
Condo For Sale
Pending
4
BEDS
5
TOTAL BATHS
4,000
SQFT
257 E Delaware Place #10AB
Chicago, IL 60611
 
$2,500,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
3,094
SQFT
33 E Bellevue Place #7-E
Chicago, IL 60611
 
$2,500,000
Condo For Sale
Active
2
BEDS
3
TOTAL BATHS
2,799
SQFT
250 E Pearson Street #3502
Chicago, IL 60611
 
$2,199,000
Condo For Sale
Active
5
BEDS
4
TOTAL BATHS
3,427
SQFT
216 S Green Street #4N
Chicago, IL 60607
 
$2,000,000
Condo For Sale
Active
3
BEDS
5
TOTAL BATHS
4,300
SQFT
130 N Garland Court #55B
Chicago, IL 60602
 
$2,000,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
4,500
SQFT
1152 W Fulton Market Street #5C
Chicago, IL 60607
 
$1,950,000
Condo For Sale
Active
4
BEDS
3
TOTAL BATHS
3,300
SQFT
630 N State Street #2705
Chicago, IL 60654
 
New Listing - 3 weeks online
$1,899,000
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
3,500
SQFT
1400 S Michigan Avenue #2801
Chicago, IL 60605
 
New Listing - 7 days online
$1,699,000
Condo For Sale
Active
4
BEDS
3
TOTAL BATHS
2,500
SQFT
2252 N Orchard Street #3N
Chicago, IL 60614
 
$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
 
New Listing - 4 weeks online
$1,649,000
Single Family Home For Sale
Active
3
BEDS
5
TOTAL BATHS
4,357
SQFT
600 N Kingsbury Street #506
Chicago, IL 60654
 
New Listing - 3 weeks online
$1,625,000
Condo For Sale
Active
3
BEDS
2
TOTAL BATHS
1831 N Larrabee Street #PH
Chicago, IL 60614
 
$1,600,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
3,073
SQFT
1000 W Washington Boulevard #505
Chicago, IL 60607
 
New Listing - 3 weeks online
$1,499,999
Condo For Sale
Active
4
BEDS
5
TOTAL BATHS
3,827
SQFT
1018 N Larrabee Street #PH
Chicago, IL 60610
 
$1,499,000
Condo For Sale
Active
2
BEDS
3
TOTAL BATHS
2,640
SQFT
500 W Superior Street #2704
Chicago, IL 60654
 
$1,450,000
Condo For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,600
SQFT
2117 N Halsted Street #PH
Chicago, IL 60614
 
$1,349,500
Condo For Sale
Pending
4
BEDS
4
TOTAL BATHS
3,000
SQFT
912 W Roscoe Street #PH
Chicago, IL 60657
 
$1,300,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
2,833
SQFT
1017 W Washington Boulevard #7APH
Chicago, IL 60607
 
New Listing - 2 weeks online
$1,275,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,400
SQFT
3533 N Fremont Street #3
Chicago, IL 60657
 
$1,270,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
3,200
SQFT
1359 W Fullerton Avenue #4
Chicago, IL 60614
 
$1,250,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
3815 N Lakewood Avenue #3
Chicago, IL 60613
 
$1,200,000
Condo For Sale
Active Under Contract
4
BEDS
5
TOTAL BATHS
2,279
SQFT
2933 N Southport Avenue #4E
Chicago, IL 60657
 
$1,200,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
411 W Ontario Street #710
Chicago, IL 60654
Ontario Street Lofts Subdivision
$1,200,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,362
SQFT
6 N Bishop Street #PH5
Chicago, IL 60607
 
New Listing - 4 weeks online
$1,200,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
1,803
SQFT
505 N Mcclurg Court #4603
Chicago, IL 60611
Parkview Condominiums Subdivision
New Listing - 3 weeks online
$1,199,975
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
843 W Fletcher Street #3E
Chicago, IL 60657
 
$1,199,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
3,800
SQFT
120 W Oak Street #5AB
Chicago, IL 60610
 
New Listing - 3 days online
$1,199,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
3,100
SQFT
1412 W Diversey Parkway #B
Chicago, IL 60614
 
New Listing - 6 days online
$1,195,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,400
SQFT
440 N Halsted Street #D
Chicago, IL 60642
 
$1,150,000
Condo For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
2,906
SQFT
843 W Monroe Street #5PH
Chicago, IL 60607
Monroe Manor Subdivision
Price Change - 4 days ago
$1,150,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,460
SQFT
2020 N Lincoln Park West #38DEF
Chicago, IL 60614
 
$1,100,000
Condo For Sale
Active Under Contract
4
BEDS
3
TOTAL BATHS
2,200
SQFT
1134 W Wrightwood Avenue #2
Chicago, IL 60614
 
$1,095,000
Single Family Home For Sale
Active
2
BEDS
3
TOTAL BATHS
2,268
SQFT
180 E Pearson Street #7106
Chicago, IL 60610
Water Tower Residences Subdivision
New Listing - 2 weeks online
$1,050,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
1,700
SQFT
240 E Illinois Street #3105
Chicago, IL 60611
Fairbanks At Cityfront Subdivision
New Listing - 2 weeks online
$1,000,000
Condo For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,900
SQFT
1849 N Hermitage Avenue #PH303
Chicago, IL 60622
 
$1,000,000
Condo For Sale
Active
3
BEDS
2
TOTAL BATHS
2,300
SQFT
925 N Larrabee Street #4N
Chicago, IL 60610
 
$1,000,000
Condo For Sale
Active Under Contract
3
BEDS
4
TOTAL BATHS
1,900
SQFT
2933 N Southport Avenue #4F
Chicago, IL 60657
 
New Listing - 2 weeks online
$975,000
Condo For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
2769 N Kenmore Avenue #3
Chicago, IL 60614
 
$965,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,500
SQFT
619 W Surf Street #3
Chicago, IL 60657
 
$950,000
Condo For Sale
Active
4
BEDS
4
TOTAL BATHS
3,200
SQFT
2014 W Wabansia Avenue #4
Chicago, IL 60647
 
$949,900
Condo For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,900
SQFT
23 N Aberdeen Street #PHN
Chicago, IL 60607
 
$939,000
Condo For Sale
Active Under Contract
3
BEDS
2
TOTAL BATHS
1,500
SQFT
2727 N Kenmore Avenue #3
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.