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

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49 Properties Found. Page 1 of 3

Beautiful Sun-filled Penthouse In Ideal Lakevie...

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$500,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,350 ft²

Residential

3231 North Racine Avenue #3, Chicago, IL

MLS® #10570130

Beautiful Sun-filled Penthouse In Ideal Lakeview Location! Soaring Cathedral Ceilings W/ Crown Molding & Rich, Detailed Millwork; Brazilian Cherry Floors W/inlay, Gas Wbfp, Surround Sound, & Chef's Kitchen W/ Breakfast Bar. Spa Master Bath W/ Heated Floors, Separate Tub & Body Spray Shower. Priv...

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...

Have You Always Wanted To Live In A Treehouse? ...

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$499,999 Active

  • 3 Beds
  • 2 Baths
  • 1,450 ft²

Residential

918 West Fletcher Street #3c, Chicago, IL

MLS® #10531633

Have You Always Wanted To Live In A Treehouse? Check Out The Tree Top Views From This Lakeview Penthouse Condo With A Private Roof Deck! This Sunny Condo Has It All...top Floor, 3 Bedrooms, Updated Kitchen And Baths, Garage Parking And Private Roof Deck! The Open And Spacious Living Area Has A H...

***sought After Penthouse In Highly Desired Lak...

REDUCED 3% Photo of Listing #10481211
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$499,999 Active

  • 2 Beds
  • Baths
  • 1,500 ft²

Residential

727 West Belmont Avenue #10, Chicago, IL

MLS® #10481211

***sought After Penthouse In Highly Desired Lake View!*** This Sunny And Quiet Penthouse Has A Balcony - Plus A Private Rooftop Deck With Views Of Downtown. Spacious Open-floor-plan With Huge Windows In Living Room. Located In An Elevator Building, This Penthouse Offers: Beautiful Hardwood Floo...

"hello Moto"-r Row... Magisterially-designed, S...

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$499,900 Active

  • 2 Beds
  • Baths
  • 1,800 ft²

Residential

2332 South Michigan Avenue #407, Chicago, IL

MLS® #10546374

"hello Moto"-r Row... Magisterially-designed, South-facing, Exposed Brick And 13-foot High-beamed Timber Sky Triplex Loft. Clever Floor Plan Showcases Custom "hand Scraped" Walnut Wide-plank Flooring, Ground To Ceiling Windows, Heavy Chrome Hardware, Fireplace With Concrete Surround And Solid Cor...

Nestled In The Charming, And Highly Sought Afte...

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$499,900 Contingent

  • 3 Beds
  • 2 Baths
  • 2,150 ft²

Residential

4709 North Rockwell Street #3, Chicago, IL

MLS® #10544788

Nestled In The Charming, And Highly Sought After Village-like "rockwell Crossing" Area Of Lincoln Square, This One-of-a-kind Sun-drenched Duplex-up Lives Like A Single-family Home. Built New In 2000, And Meticulously Maintained (roof 2012, Masonry Sealed 2013, New Sump Pump 2019), Current Homeown...

Phenomenal Views From This Large 2 Bedroom Pent...

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$499,900 Contingent

  • 2 Beds
  • 2 Baths

Residential

616 West Fulton Street #712, Chicago, IL

MLS® #10543311

Phenomenal Views From This Large 2 Bedroom Penthouse Condo In The Fulton Market District! Completely Redone! Open Floor Plan With High Ceilings! Newly Refinished Hardwood Floors Through-out, Brand New High-end Appliances With White Cabinets, Both Bathrooms Have Been Completely Redone, And New C...

Update: Under Contract! Behold This Breathtakin...

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$499,900 Contingent

  • 4 Beds
  • Baths

Residential

4311 South Berkeley Avenue #2, Chicago, IL

MLS® #10527806

Update: Under Contract! Behold This Breathtaking 4bd/2.1ba Penthouse That Boasts A Full-floor Master Suite W/ A Wetbar & Roofdeck! A Grand Arched-stone Facade Welcomes You To This 2019 Sc Duplex-up Remodel Of A N. Kenwood Architectural Beauty. Its Open Main Level Is Made For Memories, Awash In Na...

Spectacular Townhome With A Contemporary Open C...

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$499,900 Contingent

  • 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...

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® #10553103

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...

Newly Built In 2015 Exceptional Quality All Bri...

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$499,500 Active

  • 2 Beds
  • 2 Baths
  • 1,600 ft²

Residential

2627 West Thomas Street #3, Chicago, IL

MLS® #10548274

Newly Built In 2015 Exceptional Quality All Brick Construction. Top Floor Unit With Large Front And Back Balcony, Elegant Coffered High Ceilings Hardwood Floors Thru-out, Gorgeous Kitchen W/42" Cabs In Espresso Finish, Granite Counters, Beautiful Modern Bath W/ Steam Shower, Whirlpool Stainless...

Stunning New Construction All Brick 6-unit Buil...

NEW Photo of Listing #10571627
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$499,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

2721 West Haddon Avenue #3e, Chicago, IL

MLS® #10571627

Stunning New Construction All Brick 6-unit Building By Long Time Developer Eco-development. 2bed/2bath W/interior Staircase To Private Roofdeck & Garage Parking Incld. Open, Airy & Intelligently Designed Flrpln W/designer Selected Finishes For Functional & Stylish Urban Living. Open Living/dining...

Stunning New Construction All Brick 6-unit Buil...

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$499,000 Active

  • 2 Beds
  • 2 Baths

Residential

2721 West Haddon Avenue #3w, Chicago, IL

MLS® #10554714

Stunning New Construction All Brick 6-unit Building By Long Time Developer Eco-development. 2bed/2bath W/interior Staircase To Private Roofdeck & Garage Parking Incld. Open, Airy & Intelligently Designed Flrpln W/designer Selected Finishes For Functional & Stylish Urban Living. Open Living/dining...

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...

Just Reduced! Tucked Into The Neighborhood: Pe...

REDUCED 5% Photo of Listing #10542647
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$495,000 Price Change

  • 3 Beds
  • 2 Baths

Residential

1947 West Fletcher Street #ph, Chicago, IL

MLS® #10542647

Just Reduced! Tucked Into The Neighborhood: Penthouse Flat, 3 Bedrooms / 2 Bathrooms / 1 Garage And 2 Decks - One Of Which Is A 700', Private Rooftop! Light From All 4 Exposures, Gracious Master Suite That Connects Directly To Rooftop, With Huge, Deluxe Bath: Steam Shower, Double Vanity, Jet Tu...

Welcome To Your Upgraded Roscoe Village Penthou...

REDUCED 1% Photo of Listing #10443992
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$495,000 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...

Unique Bucktown 3 Bedroom, 3 Bath + Den Extra W...

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$494,900 Contingent

  • 3 Beds
  • 3 Baths
  • 1,900 ft²

Residential

2312 West Mclean Avenue #3s, Chicago, IL

MLS® #10560944

Unique Bucktown 3 Bedroom, 3 Bath + Den Extra Wide Penthouse Duplex Up With Approximately 2000 Square Feet! Lives Like Single Family Home In Popular And Convenient Holstein Park Area In Pulaski 1+ School District...just 3 Blocks To Awesome 606 Trail. Brand New Stainless Steel Kitchen Appliances. ...

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

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$489,500 Contingent

  • 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...

Newly Renovated Vinery Lofts Penthouse Two Bed/...

REDUCED 2% Photo of Listing #10564405
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$487,500 Price Change

  • 2 Beds
  • 2 Baths

Residential

2943 North Lincoln Avenue #201, Chicago, IL

MLS® #10564405

Newly Renovated Vinery Lofts Penthouse Two Bed/two Bath Home. Dramatic Soaring Ceilings In The Great Room Where Natural Light Abounds Through Your Full Wall Of Windows! This Fantastic Living Space Is Accentuated With A Fireplace And Smartly Added Bar/buffet Station For Easy And Flexible Entertain...

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® #10558115

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...

Fantastic West Town Newer 2 Bed 2 Bath Penthous...

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$485,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

1415 North Artesian Avenue #3, Chicago, IL

MLS® #10537441

Fantastic West Town Newer 2 Bed 2 Bath Penthouse! This Open Floor Plan Has Floor To Ceiling Windows, Hardwood Floors Throughout, Eat In Kitchen With Large Oversized Quartz Island, Built In Cabs With Great Storage, Ss High End Appliances! Oversized Master Suite With Customs Closets, Beautiful Ma...

Stunning South Loop Penthouse Ii With Expansive...

NEW Photo of Listing #10573459
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$479,900 New

  • 2 Beds
  • 2 Baths
  • 1,128 ft²

Residential

50 East 16th Street #1313, Chicago, IL

MLS® #10573459

Stunning South Loop Penthouse Ii With Expansive Panoramic Western, Southern, And Northern Views! This 2 Bed / 2 Bath Corner Unit Features 11-foot Ceilings With Soaring Modern Glass Windows! The Large Living Area Opens To A Fantastic Private Covered Balcony. Incredible Chef's Kitchen With Quartz C...

Absolutely Gorgeous 2 Bed/2 Bath Brick + Timber...

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$475,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,150 ft²

Residential

1344 West Madison Street #404, Chicago, IL

MLS® #10566984

Absolutely Gorgeous 2 Bed/2 Bath Brick + Timber South-facing Penthouse Loft With The Most Amazing Private Rooftop Deck!! So Much To Love!! Huge, Versatile Living/dining Area That Feat Exposed Brick, Timber Beams + Columns, Floor To Ceiling South-facing Windows And A Totally Convenient Balcony To...

Gorgeous Top Floor Andersonville Condo! Fantast...

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$475,000 Active

  • 3 Beds
  • 2 Baths
  • 1,700 ft²

Residential

1462 West Bryn Mawr Avenue #3, Chicago, IL

MLS® #10551266

Gorgeous Top Floor Andersonville Condo! Fantastic Layout That Features A Living Room With A Gas Fireplace And A Sunroom With Huge Windows And Treetop Views. There Is Also A Separate Dining Room Plus Three Large Bedrooms. The Spacious Kitchen Has Cherry Cabinets, Granite Countertops, Stainless Ste...

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 November 17th, 2019 at 12:50am CST.