Search Chicago Penthouses For Sale, $400,000 - $500,000

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45 Properties Found. Page 1 of 2

Rarely Available Corner Condo On 55th Floor. Th...

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$500,000 Active

  • 2 Beds
  • 2 Baths
  • 1,230 ft²

Residential

30 East Huron Street #5509, Chicago, IL

MLS® #10498461

Rarely Available Corner Condo On 55th Floor. This Beautiful 2 Bed, 2 Bath Home Can Easily Be Converted To A 2 Bd Plus Den. This Penthouse Unit Features With Amazing North East City And Lake Views From The 55th Floor ! Washer & Dryer In Unit. Deeded Parking Spot For An Additional $35k (p-111)! A...

Massive Opportunity Here And Priced Accordingly...

NEW Photo of Listing #10522901
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$499,900 New

  • 2 Beds
  • 2 Baths
  • 1,610 ft²

Residential

333 West Hubbard Street #1004, Chicago, IL

MLS® #10522901

Massive Opportunity Here And Priced Accordingly, Very Rare Penthouse In One Of The Best Loft Buildings In River North, This Top Floor North Facing Unit Has An Expansive Open Layout Featuring A Huge Wall Of Windows, 12' Ceilings, A 35' Long Balcony, 2 Sided Fireplace, Hardwood Floors, And Private ...

Spectacular Townhome With A Contemporary Open C...

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$499,900 Active

  • 4 Beds
  • Baths

Residential

6135 North Ravenswood Avenue #2, Chicago, IL

MLS® #10492631

Spectacular Townhome With A Contemporary Open Concept Layout. Enter The Bright South Facing Space - Large Living Room Offers A Gracious Seating Area. Sleek White Cabinetry With Quartz Countertop Including A Large Island With Waterfall Edge. High End Stainless Steel Appliances And Fixtures. Pr...

Gorgeous Bright Penthouse On One Of Lakeview's ...

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$499,900 Active

  • 2 Beds
  • 2 Baths

Residential

3333 North Seminary Avenue #3, Chicago, IL

MLS® #10448538

Gorgeous Bright Penthouse On One Of Lakeview's Premier Streets! This Home Has An Amazing Rooftop Space With Views Of Wrigley And Downtown- Hear Concerts From Your Own Private Roof Deck-unit Has Roof Rights For The Whole Roof-no Common Area-build Out And Make Spectacular! Beautiful Updates That In...

Welcome To Your Upgraded Roscoe Village Penthou...

REDUCED 3% Photo of Listing #10443992
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$499,900 Active

  • 3 Beds
  • 2 Baths
  • 1,590 ft²

Residential

2222 West Belmont Avenue #501, Chicago, IL

MLS® #10443992

Welcome To Your Upgraded Roscoe Village Penthouse Corner Unit In An Elevator Building With Partial Skyline Views, Direct Sunlight, Heated Garage Parking, 2 Private Outdoor Spaces (476 Sq. Ft. Total!), And Viking/sub-zero Appliances! This Unit Features An Open Layout With One Sunny Bedroom Opening...

Newly Renovated 2 Bed + Family Room 2 Bath Rou...

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$499,500 Active

  • 2 Beds
  • 2 Baths
  • 1,600 ft²

Residential

2027 West Race Avenue #2w, Chicago, IL

MLS® #10496480

Newly Renovated 2 Bed + Family Room 2 Bath Roughly 1,600 Sqft South-facing Duplex Up Penthouse In Sought-after Uk Village Neighborhood Walking Distance To Public Trans, Shops & Restaurants On Both Division St And Chicago Ave! Marfa Cabinets, Samsung Stainless Steel Appliances And Quartz Countert...

Duplex Up With Incredible Downtown Views And Ex...

REDUCED 6% Photo of Listing #10513517
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$499,000 Price Change

  • 3 Beds
  • Baths
  • 2,000 ft²

Residential

1935 South Canalport Avenue #4, Chicago, IL

MLS® #10513517

Duplex Up With Incredible Downtown Views And Exclusive Rooftop Access. Euro Kitchen With Waterfall Countertop. Kitchen Will Be Fitted With Bosch Appliances. Master Bathroom With Full Body Spray Euro Shower. Hardwood Floors Throughout. Closed Circuit Security Monitoring App Included. Secure Gated ...

Imagine Hanging Out On Your Own Personal, Entir...

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$499,000 Active

  • 2 Beds
  • 2 Baths
  • 1,500 ft²

Residential

1512 North Sedgwick Street #4, Chicago, IL

MLS® #10506304

Imagine Hanging Out On Your Own Personal, Entire Green Roof In Old Town. Practice On Your Own Putting Green Or Hang On Your Hammock. This Unit Is A One Of A Kind, Wide And Sunny Penthouse. East Facing Living Room With Wood Burning Fireplace, Fantastic Kitchen With 42" Cabinets, Granite, Backsplas...

Elegant All-brick Construction 3 Bedroom 2 Bath...

NEW Photo of Listing #10523127
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$489,500 New

  • 3 Beds
  • 2 Baths

Residential

6121 North Winthrop Avenue #4n, Chicago, IL

MLS® #10523127

Elegant All-brick Construction 3 Bedroom 2 Bath Penthouse Home With Private 800 Sq Ft Roof Deck & Garage Parking! Open Floor Plan Features Large Gourmet Kitchen With Great Sized Center Island And Wine Cooler That Opens To Living Room With Gas Start Wood Burning Fireplace And Gorgeous Mantel. Won...

Coveted East Village Penthouse 2 Bedroom, 2 Bat...

NEW Photo of Listing #10522965
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$489,000 New

  • 2 Beds
  • 2 Baths

Residential

858 North Hermitage Avenue #3, Chicago, IL

MLS® #10522965

Coveted East Village Penthouse 2 Bedroom, 2 Bath With Interior Staircase To Private Roof Deck. 12ft Ceilings. Walking Distance To Blue Line And All Hotspots. Large Living Room With Space For Dining Area. Hardwood Floors. Kitchen With Stainless Appliances, 42" Cabinets, Island And Granite Counter...

Prestigious 3 Bed, 2 Bath Condo On A Quiet Tree...

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$489,000 Contingent

  • 3 Beds
  • 2 Baths
  • 1,800 ft²

Residential

5107 North Kenmore Avenue #5n, Chicago, IL

MLS® #10484834

Prestigious 3 Bed, 2 Bath Condo On A Quiet Tree-lined Uptown Side Street! This Unit Features A Private Elevator Entrance, A Gas Fireplace, Two Balconies, Two Jacuzzi Tubs, Walk-in Master Closet & Ample Storage Throughout The Unit. This Penthouse Also Includes Surround Sound, New White Kitchen Cab...

Beautiful 3br/2ba Top-floor Duplex-up Condo Wit...

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$485,000 Active

  • 3 Beds
  • 2 Baths
  • 1,800 ft²

Residential

2843 North Lincoln Avenue #208, Chicago, IL

MLS® #10499417

Beautiful 3br/2ba Top-floor Duplex-up Condo With 2-car Heated Garage Parking In Fantastic Lakeview Location! Close To El, Shops, Gyms, Yoga, Parks, Schools, Dining & Entertainment. Quiet East/west Facing Unit With Multiple Outdoor Spaces. Large Open Kitchen With White Cabinets, Granite Counter To...

Penthouse Has Everything Upgraded, 3 Bedroom, 2...

REDUCED 1% Photo of Listing #10451690
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$479,900 Active

  • 3 Beds
  • 2 Baths
  • 1,900 ft²

Residential

2043 West Belmont Avenue #4, Chicago, IL

MLS® #10451690

Penthouse Has Everything Upgraded, 3 Bedroom, 2 Bath Condo In The Heart Of Roscoe Village. Rear Deck Leads To Private 1200 Sq Ft Roof Deck With City Views! Hardwood Floors And Soaring Cathedral Ceilings. Chef's Kitchen With Upgraded Granite And Stainless Steel Appliances Like Fisher & Paykel An...

Incredible Sun-filled Clark/belmont Area Pentho...

NEW Photo of Listing #10516581
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$479,000 Active

  • 2 Beds
  • 2 Baths
  • 1,500 ft²

Residential

3217 North Wilton Avenue #4, Chicago, IL

MLS® #10516581

Incredible Sun-filled Clark/belmont Area Penthouse With Rooftop Deck And A Private Balcony Off Master Suite. Private Entry Staircase Welcomes You Home. Inside You'll Discover A Spacious, Extra-wide, Open Floorpan With Cherry Floors Throughout. An Expansive Living Room With Fireplace And Juliet...

What A Spectacular Penthouse In The Heart Of Ea...

NEW Photo of Listing #10522613
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$475,000 New

  • 2 Beds
  • 2 Baths

Residential

839 West Bradley Place #3, Chicago, IL

MLS® #10522613

What A Spectacular Penthouse In The Heart Of East Lakeview On A Quiet Tree Lined Street. Jumbo Wide Lot Makes This Home Feel More Spacious From The Rest. Open Floorplan Is Ideal For Entertaining With 160sf Balcony Off Living Room & Huge Private 600+sf Roof Deck W/views Of Wrigley Field & City Sky...

Gorgeous East Village Penthouse With Private Ro...

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$474,900 Contingent

  • 2 Beds
  • 2 Baths

Residential

1048 North Paulina Street #3, Chicago, IL

MLS® #10504636

Gorgeous East Village Penthouse With Private Rooftop. This 2 Bd/ 2 Ba Has An Abundance Of Natural Light That Pours Into This Open Floor Concept Unit With Hardwood Floors Throughout, With 11ft Ceilings Contributing To The Light And Airy Feel. Kitchen Boasts 42 Inch Cherry Cabinets, Stainless Steel...

Stunning And Spacious Penthouse In The Heart Of...

REDUCED 2% Photo of Listing #10468609
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$472,900 Price Change

  • 2 Beds
  • 2 Baths

Residential

2143 West Crystal Street #3, Chicago, IL

MLS® #10468609

Stunning And Spacious Penthouse In The Heart Of Wicker Park. Plenty Of Local Restaurants Right Around The Corner! This Unique Residence Features A Huge Kitchen With Stainless Steal Appliances, Expansive Living Room/dining Room, And An Abundance Of Natural Light. Come And See The Beautiful Hardwoo...

Gorgeous Top Floor 2 Bed 2 Bath In Southport Co...

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$469,900 Contingent

  • 2 Beds
  • 2 Baths

Residential

1226 West Melrose Street #3, Chicago, IL

MLS® #10484892

Gorgeous Top Floor 2 Bed 2 Bath In Southport Corridor With Garage Parking. Living Room Has 12-foot High Peaked Ceiling, Wall Of South-facing Windows And Juliet Balcony Overlooking 1-way Tree-lined St, 4 Skylights, Gas Log Fireplace With White Mantel, Walnut Stain Hardwood Floors Thruout, & Dining...

Everything You Need In The Heart Of Southport C...

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$469,000 Active

  • 2 Beds
  • 2 Baths
  • 1,400 ft²

Residential

3404 North Southport Avenue #3, Chicago, IL

MLS® #10512181

Everything You Need In The Heart Of Southport Corridor: A 2 Minute Walk From Your Bedroom To The Train *stop* (convenience Of Train Without The Roar Because We Are At The Train Stop), The Gym, Boutiques, Restaurants, Whole Foods, Starbucks, And The List Goes On! Bright And Spacious Penthouse Uni...

Gorgeous Newer Construction Penthouse With Roof...

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$469,000 Active

  • 3 Beds
  • 2 Baths
  • 1,400 ft²

Residential

2445 West Logan Boulevard #3e, Chicago, IL

MLS® #10506286

Gorgeous Newer Construction Penthouse With Roof Rights On Historic Logan Boulevard. Impressive Living Room With Extensive Millwork And Built-in Shelving Surrounding A Welcoming Fireplace. Wainscoting, Crown Molding And Gleaming Hardwood Floors Throughout. Chefs Kitchen With Granite Counters, High...

Welcome To This Gorgeous, Sundrenched 3bd/3ba P...

NEW Photo of Listing #10520354
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$465,000 New

  • 3 Beds
  • 3 Baths
  • 2,000 ft²

Residential

2513 West Chicago Avenue #2, Chicago, IL

MLS® #10520354

Welcome To This Gorgeous, Sundrenched 3bd/3ba Penthouse Duplex-up Condo In The Hot West Town Neighborhood!! Solar Powered With Modern Renovation Of A Chicago Classic! Stained Oak Hardwood Floors Throughout, Contemporary Kitchen With Gloss Cabinets And Quartz Countertops, Full Backsplash, And Ss A...

Top Floor 3 Bedroom, 2 Bath Condo In Pristine G...

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$465,000 Contingent

  • 3 Beds
  • 2 Baths

Residential

1420 West Belle Plaine Avenue #3w, Chicago, IL

MLS® #10479646

Top Floor 3 Bedroom, 2 Bath Condo In Pristine Greystone Building, Steps To Southport Corridor With Garage Parking Included. Approximately 1500 Square Feet, Open Floor Plan Features Exposed Brick, 10 Foot Ceilings, Chef's Kitchen, Custom Wainscoting, Beautiful Crown Molding, High End Finishes, Sur...

Sunny And Updated 2 Bedroom/2 Bathroom Corner U...

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$465,000 Active

  • 2 Beds
  • 2 Baths
  • 1,200 ft²

Residential

720 North Larrabee Street #1508, Chicago, IL

MLS® #10478733

Sunny And Updated 2 Bedroom/2 Bathroom Corner Unit In Prime River North Location! This Corner Unit Has Gleaming Hardwood Floors, Private Balcony, And Floor To Ceiling Windows That Allow Ample Light In From Two Sides Of This Corner Unit. Modern Kitchen Showcases Expansive Cabinetry, Granite Counte...

Top Floor Wrigleyville 2 Bed / 2 Bath Penthouse...

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$450,000 Active

  • 2 Beds
  • 2 Baths
  • 1,650 ft²

Residential

3519 North Sheffield Avenue #3s, Chicago, IL

MLS® #10512214

Top Floor Wrigleyville 2 Bed / 2 Bath Penthouse Just Steps Away From Everything Lakeview Has To Offer. 12 Ft Ceilings And Multiple Skylights Give This Condo Tons Of Natural Light All Times Of The Day. Spacious Living And Dining Room Make A Wonderful Area To Entertain Before Cubs Games. Expansive ...

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 September 21st, 2019 at 1:50am CDT.