Search Chicago Penthouses on the MLS Below:

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
385 Properties Found. Page 23 of 33

This Corner Lot Modern Penthouse With A Finishe...

prevnext 1 of 30 images

$489,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,550 ft²

Residential

2501 West Haddon Avenue #103, Chicago, IL

MLS® #10334189

This Corner Lot Modern Penthouse With A Finished Private Rooftop Deck Is Situated Just One Block West Of Western! True Open Floor Plan With A Large Great Room Boasting Beautiful Dark Walnut Stained Hardwood Flooring, Recessed Ceilings With Led Ambient Lighting, An Open-air Kitchen With State-of-t...

Stunning Elegant And Spacious 2 Bed 2 Bath Pent...

prevnext 1 of 23 images

$489,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,750 ft²

Residential

451 West Oakdale Avenue #3, Chicago, IL

MLS® #10316777

Stunning Elegant And Spacious 2 Bed 2 Bath Penthouse With Roof Rights! Renovated Kitchen Feat. Granite Counters, Bosch & Top Line Kitchen Aid Stainless Appliances And An Original 36" Enamel Finish Universal Brand Gas Range & Professionally Designed Parisian Breakfast Banquet & Wa...

Extra Large (1,750 Sq. Ft.), Third Floor, 2 Bed...

prevnext 1 of 16 images

$489,000 Active

  • 2 Beds
  • 2 Baths
  • 1,750 ft²

Residential

3001 North Damen Avenue #4, Chicago, IL

MLS® #10266519

Extra Large (1,750 Sq. Ft.), Third Floor, 2 Bedroom, 2 Bathroom, Corner Lot Penthouse/top-floor Unit In West Lakeview/roscoe Village, Nestled In The Tree-tops, Overlooking Hamlin Park. 4-sided Open Views Showers The Home In An Abundance Of Natural Light. Large Living Room With Gas Fireplace, Sepa...

Welcome To The Brendel! At The Intersection Of ...

prevnext 1 of 25 images

$485,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

2550 West Fullerton Avenue #4b, Chicago, IL

MLS® #10340161

Welcome To The Brendel! At The Intersection Of Logan Square And Bucktown, This 15-unit Boutique Building Was Constructed In 2016 And Offers An Elevator, Attached Heated Garage Parking, Storage, And Private Rooftop Decks. Unit 4b Is A 2bd/2bth Penthouse Unit Sitting On The Southeast Corner Of The...

This Fantastic East Lakeview Top Floor Vintage ...

prevnext 1 of 13 images

$479,900 Active

  • 2 Beds
  • 2 Baths
  • 1,309 ft²

Residential

429 West Aldine Avenue #9, Chicago, IL

MLS® #10267864

This Fantastic East Lakeview Top Floor Vintage Is Ideally Located In The Heart Of The Neighborhood, With Easy Walking To Restaurants, Shops, The Lake And The Park. The Home Is Charming With Beautiful Details Such As Crown And Picture Moulding, Wainscoting And Hardwood Floors Throughout. Enter Int...

Awesome Newer Construction Penthouse Condo In H...

prevnext 1 of 22 images

$479,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,250 ft²

Residential

2505 West Potomac Avenue #3w, Chicago, IL

MLS® #10314219

Awesome Newer Construction Penthouse Condo In Hot East Humboldt/ Wicker Park With Incredible Private Roof Deck! This Gorgeous Unit Is Flooded With Natural Light And Boasts A Spectacular Large Open Floor Plan. The Well Appointed Chef's Kitchen Has All Stainless Steel Appliances, Quartz Counte...

Welcome To Margate Park And This Amazing Update...

NEW Photo of Listing #10329049
prevnext 1 of 16 images

$475,000 Re-activated

  • 3 Beds
  • 2 Baths

Residential

905 West Lakeside Place #3f, Chicago, IL

MLS® #10329049

Welcome To Margate Park And This Amazing Updated 3bed/2bath Condo With A Grand Terrace And 3 Car Parking. A Private Stairwell With Amazing Woodwork Greets You Upon Entry. Large Foyer Opens To A Lr Over 30 Feet Long W/ Beamed Ceiling. At One End A Large Wbfp With Marble Surround And Original Built...

Incredibly Bright & Sunny South Facing Seco...

NEW Photo of Listing #10348842
prevnext 1 of 18 images

$475,000 Contingent

  • 3 Beds
  • Baths
  • 2,000 ft²

Residential

2342 West Montana Street #2w, Chicago, IL

MLS® #10348842

Incredibly Bright & Sunny South Facing Second Floor Duplex-up In An Intimate Solid Brick & Limestone Building Situated At The Crossroads Of Bucktown & Logan Square. Hardwood Floors Throughout, 3 Spacious Bedrooms, 3 Full Baths, A Powder Room, And Multiple Outdoor Spaces - Including An...

Beautifully Designed, Luxurious 3 Bedroom, 2.1 ...

NEW Photo of Listing #10345846
prevnext 1 of 19 images

$475,000 Active

  • 3 Beds
  • Baths
  • 1,684 ft²

Residential

3543 West Belmont Avenue #4, Chicago, IL

MLS® #10345846

Beautifully Designed, Luxurious 3 Bedroom, 2.1 Bath, Avondale Penthouse Drenched In Natural Light! High-end Simplex With Large Entryway With Tray Ceilings And Custom Millwork. Hardwood Floors, Spacious Living/dining Room And Kitchen Includes Granite Countertops, Stainless Steel Appliances, Gas Ra...

Super Sunny, South Facing Penthouse With Hardwo...

NEW Photo of Listing #10344792
prevnext 1 of 14 images

$475,000 Active

  • 2 Beds
  • 2 Baths

Residential

454 West Armitage Avenue #3, Chicago, IL

MLS® #10344792

Super Sunny, South Facing Penthouse With Hardwood Floors Throughout, Soaring Ceilings And Roof Rights In Prime East Lincoln Park Location! Wide Living Room Has Oversized Windows, Custom Lighting And A Decorative Fireplace Flanked With Open Shelving. Open Kitchen Has Fresh Gray Cabinetry, Stainles...

Stunning Bucktown Penthouse Duplex Up Containin...

prevnext 1 of 13 images

$475,000 Active

  • 3 Beds
  • 2 Baths

Residential

2207 North Western Avenue #3a, Chicago, IL

MLS® #10327581

Stunning Bucktown Penthouse Duplex Up Containing: 3br/2ba In Elevator Building! This Beautiful Sun-drenched Unit Is Newly Painted Throughout With Recently Refinished Brazilian Cherry Hardwood Floors And Silhouette Curtains Throughout. Living/dining/kitchen Combo Entertains Tons Of Sunlight And ...

Beautiful And Rarely Available Penthouse Condom...

prevnext 1 of 24 images

$475,000 Active

  • 2 Beds
  • 2 Baths
  • 1,100 ft²

Residential

111 West Maple Street #3403, Chicago, IL

MLS® #10322077

Beautiful And Rarely Available Penthouse Condominium With Unobstructed Spectacular Lake And City Views From Every Room. This Recently Renovated Unit Features Raised Ceilings, Open Floor Plan, Custom Lighting, Floor To Ceiling Windows, Hardwood Floors, New Custom Organized Closets, High-end Ss Ki...

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 Berkshire Hathaway HomeServices KoenigRubloff Realty Group 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.

Listing information last updated on April 23rd, 2019 at 1:35am CDT.