Search Chicago Penthouses For Sale

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
270 Properties Found. Page 4 of 12

Gorgeous, Unique 3 Bed/2 Bath Penthouse Duplex ...

prevnext 1 of 23 images

$875,000 Active

  • 3 Beds
  • 2 Baths
  • 1,900 ft²

Residential

436 West Belmont Avenue 404, Chicago, IL

MLS® #10755916

Gorgeous, Unique 3 Bed/2 Bath Penthouse Duplex In East Lakeview Boutique Elevator Building. Fantastic Location And The Elevator Goes From The Garage Up To The 4th Floor. The Unit Is On The Quiet Side Of The Building, Not Facing Belmont. Large Living And Dining Rooms Feature A Dramatic Double Heig...

Be Prepared To Be Blown Away By This Roscoe Vil...

prevnext 1 of 1 images

$875,000 New

  • 3 Beds
  • 3 Baths
  • 2,800 ft²

Residential

2213 West Roscoe Street 3, Chicago, IL

MLS® #10727817

Be Prepared To Be Blown Away By This Roscoe Village Multi-level Penthouse W/ Expansive Rooftop Resort-like Oasis Featured In Chicago Magazine & Wall Street Journal! Truly An Entertainer's Dream! Sophisticated 2800 Square Ft Condo Meticulously Maintained W/ Over 200k In Recent Improvements. Hu...

Welcome To Bucktown's Most Beautiful New Constr...

prevnext 1 of 1 images

$875,000 New

  • 4 Beds
  • 3 Baths
  • 2,600 ft²

Residential

2331 North Leavitt Street 2, Chicago, IL

MLS® #10724571

Welcome To Bucktown's Most Beautiful New Construction Penthouse On Tree Lined Leavitt, Just Steps To Holstein Park. This Is A Very Special Boutique Two Unit Property With Just One Flight Of Stairs To Your Front Door. Main Level Is A Stunning Showplace With Floor To Ceiling/ Wall To Wall Windows F...

Welcome Home To This Outstanding & Beautifully ...

prevnext 1 of 1 images

$875,000 Active

  • 3 Beds
  • 3 Baths
  • 1,820 ft²

Residential

411 West Ontario Street 710, Chicago, IL

MLS® #10722268

Welcome Home To This Outstanding & Beautifully Updated Three Bed/three Bath Penthouse Duplex Loft In River North's Premier Loft Building. Very Quiet & Very Cool With Exposed Brick, Hardwood Floors, Concrete Ceiling & Pillars And Amazing South Light & Views. Completely Remodeled With Bespoke Fini...

Lincoln Park Elementary! Take A 3d Tour, Click ...

prevnext 1 of 28 images

$865,000 Active

  • 3 Beds
  • 3 Baths
  • 2,300 ft²

Residential

1711 North Larrabee Street 3, Chicago, IL

MLS® #10757178

Lincoln Park Elementary! Take A 3d Tour, Click On The 3d Button & Walk Around. Watch A Custom Drone Video Tour, Click On Video Button! Live In The Heart Of Lincoln Park In This 3bed/3bath Duplex Up! Beautiful Hardwood Floors, Cathedral Ceilings, And Tree Top Views Flow Throughout. Open Concept Ea...

Stunningly Designed West Town Duplex Up 3 Bed +...

prevnext 1 of 20 images

$850,000 Active

  • 3 Beds
  • 2 Baths
  • 2,400 ft²

Residential

1617 West Grand Avenue 4w, Chicago, IL

MLS® #10760797

Stunningly Designed West Town Duplex Up 3 Bed + Den Penthouse! 2400 Sqft Of Interior Space + 1500 Sqft Of Rooftop Deck And Additional Balcony Off The Living Area, All With Breath Taking City Views. The Highly Upgraded Outdoor Space Has Hammocks, Turf Grass And Lounge Furniture Ready For You To Mo...

Under Construction -- Gorgeous Upper Duplex In ...

prevnext 1 of 19 images

$850,000 Active

  • 3 Beds
  • 2 Baths
  • 1,800 ft²

Residential

1739 West Julian Street 2, Chicago, IL

MLS® #10706330

Under Construction -- Gorgeous Upper Duplex In A Two-unit Building. Quiet Side Street Location In East Wicker Park. The Duplex Has Wide Open Floor Plan With A Beautiful Kitchen And A 7x6 Ft Island. Thermador Stainless Steel Appliances. Quartz Counters And Tile Backsplash. Modern Sleek Cabinets Fr...

One Of Only 4 Penthouses On Secured 12th Floor,...

prevnext 1 of 1 images

$849,900 New

  • 3 Beds
  • 3 Baths
  • 2,988 ft²

Residential

1819 South Michigan Avenue 1202, Chicago, IL

MLS® #10728373

One Of Only 4 Penthouses On Secured 12th Floor, General Contractor Personally Designed His Own Ideal Layout On Large Nw Corner With Floor To Ceiling Windows Up To 12' In Every Room! Almost 3,000sf Including 520sf Private Terrace Partially Covered W/tv Jack & Speakers, Water & Natural Gas All Over...

3d Tour Available! Come Check Out This Gorgeous...

REDUCED 2% Photo of Listing #10662940
prevnext 1 of 27 images

$849,900 Active

  • 4 Beds
  • 2 Baths
  • 2,050 ft²

Residential

1317 North Larrabee Street 404, Chicago, IL

MLS® #10662940

3d Tour Available! Come Check Out This Gorgeous 4 Bed, 2 Bath Penthouse At The Stanton, A Boutique, 2017 Construction, Elevator Building, Offering The Best Of Modern Design And Urban Living. This Is The Largest Floor Plan In The Building Featuring An Open Layout With An Abundance Of Natural Light...

Stunning Penthouse, Duplex Up Condo Walking Dis...

prevnext 1 of 29 images

$825,000 Active

  • 3 Beds
  • 3 Baths
  • 1,800 ft²

Residential

2131 North Claremont Avenue 2n, Chicago, IL

MLS® #10757783

Stunning Penthouse, Duplex Up Condo Walking Distance From Holstein Park! This One Of A Kind, 2015 Construction Condo Comes With All The Bells And Whistles. Three Bedrooms And Two Full Bathrooms On The Main Level, Including An Impressive Master Suite Featuring A Walk In Closet With Custom Organize...

Incredible Lincoln Park Location Penthouse Unit...

prevnext 1 of 24 images

$820,000 Active

  • 2 Beds
  • 2 Baths
  • 1,458 ft²

Residential

1870 North Sheffield Avenue 3, Chicago, IL

MLS® #10720604

Incredible Lincoln Park Location Penthouse Units With Private Rooftop Deck! All-brick Construction, 2 Bed, 2 Bath With Incredible Design And Detail Throughout. Custom Kitchen Cabinetry, High End Stainless Appliance Package And Granite Counters. Hardwood Floor Throughout. Incredible Outdoor Sp...

Stunning Extra Wide Pristine Luxury Condos By R...

prevnext 1 of 21 images

$811,900 Active

  • 3 Beds
  • 2 Baths
  • 1,900 ft²

Residential

711 West Buckingham Place 4w, Chicago, IL

MLS® #10730591

Stunning Extra Wide Pristine Luxury Condos By Ronan Construction. Buyers Will Enjoy This 21st Century Layout, Custom Mill-work, High-end Appliances (wolf, Bosh, Subzero) Custom Cabinetry, White Quartzite Counter Tops. The Bathrooms Have The Latest From Grohe, Kohler And Custom Tile Work. Bedro...

If You're Looking For A Wow Factor In Your Next...

prevnext 1 of 16 images

$800,000 Active

  • 2 Beds
  • 2 Baths
  • 1,620 ft²

Residential

545 North Dearborn Street 3208, Chicago, IL

MLS® #10758017

If You're Looking For A Wow Factor In Your Next Home, Look No Further. This Penthouse-level Condo Is One Of The Most Unique In Chicago's River North Neighborhood. Stepping In You Can't Miss The Soaring 17' Floor-to-ceiling Windows Leading To The Expansive 300 Sq Ft Balcony With Beautiful West/sw ...

Welcome Home To Your Unique Duplex-up Penthouse...

prevnext 1 of 24 images

$800,000 Active

  • 3 Beds
  • 3 Baths
  • 1,900 ft²

Residential

120 West Oak Street 5d, Chicago, IL

MLS® #10757838

Welcome Home To Your Unique Duplex-up Penthouse In An Intimate Boutique Elevator Building. In The Prestigious Gold Coast Neighborhood, This Spacious 3 Bed, 2.1 Bath Home Offers Two Levels Of Living, Two Separate Living Spaces, Two Fireplaces, And Three Private Outdoor Spaces. This Penthouse Unit ...

Absolutely Gorgeous New Construction Lincoln Pa...

prevnext 1 of 14 images

$800,000 Active

  • 2 Beds
  • 2 Baths
  • 1,300 ft²

Residential

2653 North Dayton Street 3, Chicago, IL

MLS® #10711949

Absolutely Gorgeous New Construction Lincoln Park Penthouse Sharing Its Block With Multi-million Dollar Homes. This Over The Top Home Boasts An Open Floor Plan With Large Living Room, Space For Dining, And Beautiful West Facing Balcony. Large Custom Kitchen With Viking/wolf/bosch Appliance Packag...

Over $300,000 In High-end Upgrades With Spectac...

prevnext 1 of 20 images

$799,900 New

  • 2 Beds
  • 2 Baths
  • 1,400 ft²

Residential

1030 North State Street 52cd, Chicago, IL

MLS® #10768331

Over $300,000 In High-end Upgrades With Spectacular Sweeping City And Lake Views! This Penthouse Top Floor Home Was Expanded (2 Units) To Create The Ultimate Living Experience In The Vibrant Gold Coast Neighborhood. The Private Foyer Leads You To Your Luxurious Living Room With Huge Windows And A...

Condo Is Rented Thru May 31st, 2021. Still For...

prevnext 1 of 28 images

$799,900 Active

  • 3 Beds
  • 3 Baths
  • 2,899 ft²

Residential

1522 North Cleveland Avenue 3, Chicago, IL

MLS® #10761508

Condo Is Rented Thru May 31st, 2021. Still For Sale However The Lease Transfers. New Owner Will Buy As Investment With $4995 Monthly Income And Can Move In As Primary Residence June 1st, 2021 When Lease Is Up. . Rarely Available, One Of The Most Amazing Duplex Penthouses In Lincoln Park, In One...

This Mint Condition 4-bedroom Vintage Residence...

prevnext 1 of 29 images

$789,000 Active

  • 4 Beds
  • 2 Baths
  • 2,400 ft²

Residential

2230 North Lincoln Park West 3h, Chicago, IL

MLS® #10742190

This Mint Condition 4-bedroom Vintage Residence Offers Bright, Casual Living Space. It Is Located In The Shakespeare Building, A Very Special Courtyard Building Across From The Park And Zoo. Amenities Include Onsite Parking And A Huge (suburban-sized) Fenced Backyard With Grills, Patio Furniture,...

This West Depaul Duplex Has It All! Sun, Space...

prevnext 1 of 22 images

$789,000 Active

  • 3 Baths
  • 2,700 ft²

Residential

1520 West Diversey Parkway 1, Chicago, IL

MLS® #10721238

This West Depaul Duplex Has It All! Sun, Space (inside And Out), Elegance... Check, Check, Check. Better Than New Construction! This Large 2700 Sf Condo Lives Like A Single Family. Hardwood Floors And Crown Moldings Throughout Are Only A Backdrop For The Complete Elegance Of This Home. Top E...

Welcome Home To Your Modern, Extra Wide Newer C...

prevnext 1 of 30 images

$774,900 Active

  • 3 Beds
  • 3 Baths

Residential

2912 North Damen Avenue 2w, Chicago, IL

MLS® #10759847

Welcome Home To Your Modern, Extra Wide Newer Construction Duplex-up In Roscoe Village - Not Facing Damen! With 3 Bedrooms, 2.1 Bathrooms, 2 Outdoor Spaces And A Garage Spot, It Truly Lives Like A Single Family Home. The Western Exposure Immerses The Contemporary Open Concept Living Spaces With B...

Boutique South Facing Penthouse In New Construc...

prevnext 1 of 5 images

$769,000 Active

  • 3 Beds
  • 2 Baths

Residential

1328 West Hubbard Street 3, Chicago, IL

MLS® #10733460

Boutique South Facing Penthouse In New Construction Located On The Confluence Of West Loop/ Fulton Market District! Designed To Emphasize Natural Light With 5" Stained Oak Hardwood Floors And Spacious Floor Plan Highlighting High Ceilings & Well-placed East-facing Windows. Walk Out Front Terrace ...

Welcome Home To Your Northcenter Penthouse With...

REDUCED 4% Photo of Listing #10626990
prevnext 1 of 31 images

$749,900 Active

  • 3 Beds
  • 3 Baths

Residential

3946 North Ravenswood Avenue 704, Chicago, IL

MLS® #10626990

Welcome Home To Your Northcenter Penthouse With Southeast Unobstructed Chicago Skyline Views. Floor To Ceiling Windows Flood The Home With Natural Light, Remote Controlled Shades And 20 Foot Ceilings In Living Area Create A Wow Factor. The 90 Foot Terrace Wraps Around The Unit And Is Accessible V...

Enjoy Your Sunny Lake, River And City Views! Th...

REDUCED 6% Photo of Listing #10492690
prevnext 1 of 20 images

$749,000 Active

  • 2 Beds
  • 3 Baths
  • 1,529 ft²

Residential

240 East Illinois Street 2903, Chicago, IL

MLS® #10492690

Enjoy Your Sunny Lake, River And City Views! This South-facing Penthouse Home Features 2 Bedrooms/2-1/2 Baths Plus An Office/study W/ Lake, River And City/downtown Views. Featuring 10' Ceilings, Floor-to-ceiling Windows, Bosch, Thermador & Kitchenaid S/s Appliances, Wood Flooring And Marble Baths...

Don't Miss This Show Stopper, Design-forward Pe...

prevnext 1 of 44 images

$739,000 Active

  • 3 Beds
  • 3 Baths
  • 2,878 ft²

Residential

1452 West Fullerton Avenue 4, Chicago, IL

MLS® #10726620

Don't Miss This Show Stopper, Design-forward Penthouse Loft Complete With Direct Elevator Access, Four Private Outdoor Spaces & Two Master Suites! Not One Detail Was Missed In This Newly Remodeled Home Featuring New Lighting Throughout, Updated Chef's Kitchen, Customized Av/smart Home Configurati...

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 July 5th, 2020 at 11:45am CDT.