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

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53 Properties Found. Page 1 of 3

Absolutely Spectacular! Stunning Penthouse W/ ...

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$500,000 Active

  • 2 Beds
  • 2 Baths
  • 1,200 ft²

Residential

2627 North Sheffield Avenue 301, Chicago, IL

MLS® #10775784

Absolutely Spectacular! Stunning Penthouse W/ High Ceilings, Bbq Balcony, Brick Terrace, Garage And Storage Room. Absolute Move-in Mint Condition With New Hvac System, New Washer/dryer, New Carpeting In The Bedrooms, Refinished Brazilian Cherrywood Hardwood Floors In The Living/dining Rooms And...

Welcome Home To This Stunning 2 Bed/2 Bath Cond...

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$500,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

1930 West Belmont Avenue 3, Chicago, IL

MLS® #10754065

Welcome Home To This Stunning 2 Bed/2 Bath Condo With It's Own Private Roof Deck. This Roscoe Village Penthouse Is Even More Beautiful In Person, With 12' Ceilings, Plantation Shutters On All Of The Windows, Classic Oak Hardwood Floors And Custom Paint Throughout. Unit Also Features Stainless Ste...

You Cannot Not Miss This Bright And Beautiful P...

REDUCED 2% Photo of Listing #10757480
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$500,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

1912 West Belmont Avenue 3, Chicago, IL

MLS® #10757480

You Cannot Not Miss This Bright And Beautiful Penthouse Home In The Heart Of Roscoe Village With Direct Access To Private Roof Deck Oasis! Between The Vaulted 14' Ceilings, Extra-wide Open Floor Plan, And Abounding Natural Light, This Home Looks And Feels Incredibly Spacious And Features Two Outd...

Sunny And Spacious Penthouse Unit In The Heart ...

REDUCED 1% Photo of Listing #10720685
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$500,000 Active

  • 2 Beds
  • 2 Baths
  • 1,400 ft²

Residential

1617 North Hermitage Avenue 3s, Chicago, IL

MLS® #10720685

Sunny And Spacious Penthouse Unit In The Heart Of Bucktown! With 1,400sqft Of Living Space, This Home Features Hardwood Floors, 11' Ceilings, Custom Built-ins, Gas Fireplace, Large Eat-in Granite & Stainless Kitchen, In-unit W/d And Newly Renovated Master Bath. Two Levels Of Outdoor Space Wit...

Welcome To Your Gorgeous New Home Where Luxury ...

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$499,000 New

  • 2 Beds
  • 2 Baths
  • 1,480 ft²

Residential

1078 North Marshfield Avenue 3, Chicago, IL

MLS® #10799283

Welcome To Your Gorgeous New Home Where Luxury And Vintage Meet Perfectly. Large 2bed/2bath Remodeled Classy Condo In The Heart Of Wicker Park. Unbeatable And Extremely Convenient Location On Marshfield, Between Haddon And Division. 1.5 Blocks To Division Blue Line Stop, Target, Philz Coffee, And...

Stunning Penthouse Unit In Hot East Pilsen With...

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$499,000 Active

  • 3 Beds
  • 2 Baths
  • 1,600 ft²

Residential

1711 South Racine Avenue 4, Chicago, IL

MLS® #10796749

Stunning Penthouse Unit In Hot East Pilsen With Private Roof Rights And Skyline Views! This Unit Is Newly Refurbished And Has 12' Foot Ceiling Height. Open Kitchen With Granite Countertops, Ss Appliances. Large Master Suite With Walk-in Closet And Deck That Has 2nd Access. Marble M Bath With Jacu...

Stunning, Penthouse, Corner Unit In Hot West Lo...

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$499,000 Active

  • 2 Beds
  • 2 Baths

Residential

949 West Madison Street 602, Chicago, IL

MLS® #10795040

Stunning, Penthouse, Corner Unit In Hot West Loop! This Incredibly Updated Unit Leaves Nothing To Be Desired From A Custom Kitchen, To Walk-in Closets, To A Private Balcony. Enter Into This Sleek Home And Notice The Pristine Concrete Flooring, Tasteful Wall Covering, And In-wall Bowers & Wilkins ...

Newest Construction All Brick 3 Unit Building L...

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$499,000 Active

  • 2 Beds
  • 2 Baths

Residential

4014 North Mozart Street 3, Chicago, IL

MLS® #10730874

Newest Construction All Brick 3 Unit Building Located Right By Horner Park, California Park (pool & Tennis Courts) And Mcfetridge Sports Complex And Just Minutes To The River Walk, Penthouse Unit With 3 Outdoor Spaces: Private Roof Deck With Amazing City Views, Front And Back Balconies, Modern Fi...

Welcome To 1047 W Belmont And The Heart Of Lake...

REDUCED 9% Photo of Listing #10709641
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$499,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,348 ft²

Residential

1047 West Belmont Avenue 4r, Chicago, IL

MLS® #10709641

Welcome To 1047 W Belmont And The Heart Of Lakeview. Do Not Miss This Spectacular 2 Bed 2 Bath Penthouse With Amazing 360 Skyline Views From Your Own Private 1,000 Sq Ft Rooftop Deck. This 1350 Square-foot 2bed/2bath Offers A Split Floor Plan, Open Layout/kitchen Concept, While Still Having Ro...

Bright And Spacious 3 Bedroom And 3.1 Bath Dupl...

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$495,000 Contingent

  • 3 Beds
  • 4 Baths
  • 2,200 ft²

Residential

2657 West Thomas Street 2e, Chicago, IL

MLS® #10739705

Bright And Spacious 3 Bedroom And 3.1 Bath Duplex Up Penthouse In West Town/ Ukrainian Village! Two Floors Of Windows Fill The Open Living Room And Kitchen. Chef's Kitchen Has Stainless Steel Appliances, Large Granite Peninsula , Generous Pantry And Ann Sacks Backsplash. Separate Dining Room With...

"hello Motor Row... Magisterially-designed, Sou...

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$494,900 Contingent

  • 2 Beds
  • 3 Baths
  • 1,800 ft²

Residential

2332 South Michigan Avenue 407, Chicago, IL

MLS® #10546374

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

Fabulous Two Bedroom Duplex Up Penthouse In The...

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$490,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

1971 North Fremont Street C, Chicago, IL

MLS® #10800322

Fabulous Two Bedroom Duplex Up Penthouse In The Heart Of Lincoln Park. This One Of A Kind Condo Lives Like A Single Family; With Two Private Decks, No Shared Walls & Large Windows Overlooking Fremont. The Main Level Welcomes You With Hardwood Floors, A Fireplace In The Living Room, Powder Room & ...

Just Listed! Top Floor Of A 3-unit Building In ...

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$490,000 Active

  • 2 Beds
  • 2 Baths

Residential

1022 North Marshfield Avenue 3, Chicago, IL

MLS® #10788424

Just Listed! Top Floor Of A 3-unit Building In The Heart Of East Village In West Town, Located Perfectly Between Chicago Ave And Division Street Restaurants And Shopping. Enjoy The Last Few Months Of Summer/fall On The Massive Private Rooftop Deck, And Additional Private Deck Off Main Bedroom. Th...

Spectacular Roscoe Village 3br/2 Bath Penthouse...

REDUCED 2% Photo of Listing #10759647
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$489,900 Contingent

  • 3 Beds
  • 2 Baths
  • 1,700 ft²

Residential

2107 West Belmont Avenue 4a, Chicago, IL

MLS® #10759647

Spectacular Roscoe Village 3br/2 Bath Penthouse Condo In Boutique 9-unit Elevator Building! Preferred "a" Tier Is The Largest In Bldg ( 1,700 Sq Ft) With 3 Exposures & Tons Of Natural Light. Wide Open Floorplan Boasts Huge Living/dining/kitchen "great Room" With Sparkling Oak Hardwood Floors Thru...

Easy To Show, Vacant. Thoughtfully Renovated 2 ...

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$489,000 Active

  • 2 Beds
  • 2 Baths

Residential

421 West Huron Street 1503, Chicago, IL

MLS® #10790409

Easy To Show, Vacant. Thoughtfully Renovated 2 Bed/2 Bath Penthouse Unit In Huron Pointe. Gorgeous Views From The Huge Balcony Off The Main Living Space. A Foyer Welcomes You To An Open Living/dining Room/kitchen; Large Terrace Off Living Room With Stunning Skyline View. Kitchen With White Cabin...

Welcome Home To Your Penthouse Duplex Up! 2 Be...

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$485,000 Active

  • 2 Beds
  • 2 Baths
  • 2,300 ft²

Residential

1730 West Diversey Parkway 3e, Chicago, IL

MLS® #10785187

Welcome Home To Your Penthouse Duplex Up! 2 Bedrooms And 2 Bathrooms + 600 Sq Ft Bonus 2nd Floor Family Room Loft/office With 2 Outdoor Spaces Overlooking Million Dollar Homes & Chi Che Wang Park. This Bright, Spotless And Move-in Condition Home Features Hardwood Floors, Cathedral Ceilings In Th...

Take A 3d Tour, Click On The 3d Button & Walk A...

REDUCED 2% Photo of Listing #10754036
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$485,000 Price Change

  • 2 Beds
  • 2 Baths

Residential

708 West Barry Avenue 4r, Chicago, IL

MLS® #10754036

Take A 3d Tour, Click On The 3d Button & Walk Around. Watch A Custom Drone Video Tour, Click On Video Button! Perfectly Situated In A Small Boutique Elevator Building Sits This 2 Bed/2 Bath Condo In Premier East Lakeview Location! Enjoy A Private Rooftop That Has Jaw Dropping City Views All Summe...

Located In The Heart Of The West Loop. Boutique...

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$479,900 Active

  • 2 Beds
  • 2 Baths
  • 1,000 ft²

Residential

817 West Washington Boulevard 607, Chicago, IL

MLS® #10781747

Located In The Heart Of The West Loop. Boutique Penthouse West Facing City Views, Concrete Loft With 14 Ft Ceilings, 2 Bed 2 Bath, Nice Balcony, Tons Of Light, Primo Garage Spot, New Appliances In Kitchen, Walk To Many Top Restaurants On Randolph & Fulton Market, Whole Foods, Close To Trains, Bus...

Play Ball!!! You Can See The Scoreboard While ...

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$479,900 Active

  • 2 Beds
  • 2 Baths
  • 1,350 ft²

Residential

3503 North Sheffield Avenue 3n, Chicago, IL

MLS® #10762229

Play Ball!!! You Can See The Scoreboard While Safely Social Distancing On Your Private Rooftop Deck. 2 Bedroom, 2 Bath Penthouse With Coveted Rooftop Deck, Garage Plus An Extra Parking Space. Open Layout Connecting Kitchen, Living Room And Terrace Overlooking Sheffield. Master Bedroom W/ Julie...

Don't Miss This All Brick Construction 3 Bedroo...

REDUCED 4% Photo of Listing #10784246
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$479,000 Temporarily No Showings

  • 3 Beds
  • 2 Baths

Residential

1924 West Diversey Parkway 3e, Chicago, IL

MLS® #10784246

Don't Miss This All Brick Construction 3 Bedroom 2 Bath Penthouse With An Expansive Private Roof Deck In The Lincoln Park/ Roscoe Village Area! This Unit Features A Beautiful White Kitchen, Complete With Granite Counters, And Stainless Steel Appliances. A Breakfast Bar Makes For Great Additional...

Better Than New Construction In The Perfect Wri...

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$475,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

3531 North Wilton Avenue 2, Chicago, IL

MLS® #10789603

Better Than New Construction In The Perfect Wriglyville Location. This Wide Layout Home Is Flooded With Sunlight And Located On A One Way Street, Not The Train Side! Open Concept Living Room With, An Actual Dining Space, The Kitchen Is A Cooks Dream And Is Massive! Features Include Cherry Cabinet...

You'll Be Wowed By This Modern, Extra-wide And ...

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$475,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,550 ft²

Residential

3614 North Fremont Street 3, Chicago, IL

MLS® #10784087

You'll Be Wowed By This Modern, Extra-wide And Bright Top-floor Condo Enveloped In A Classic Chicago Greystone 3-flat. A Sky-lit Private Entry Stairway Opens Into A Contemporary, Wide-open Main Living Space In The Treetops. This Living/dining Space Features Nine Large Windows, High Ceilings, Vint...

Prime, Southeast Corner Home Featuring Unobstru...

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$474,747 Active

  • 2 Beds
  • 2 Baths

Residential

421 West Huron Street 805, Chicago, IL

MLS® #10757893

Prime, Southeast Corner Home Featuring Unobstructed, Sweeping Skyline Panoramas From The John Hancock To Willis Tower From Every Room In This "rarely Available" Split 2-bedroom Floor Plan With A 100 Square Foot, South Facing Balcony Spanning The 20-foot Width Of Living Room. Meticulously Maintai...

Rarely Available East Pilsen Penthouse! 2 Bed ...

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$469,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,265 ft²

Residential

1600 South Jefferson Street 506, Chicago, IL

MLS® #10789210

Rarely Available East Pilsen Penthouse! 2 Bed 2 Bath, Duplex Up, With Huge Private Terrace. Spectacular Chicago Skyline Views From Every Room. Immaculate Loft-condo With Open Living Concept. Tons Of Natural Light. Large Open Kitchen W/ Bosch Appliances And Natural Stone Tops. High Ceilings W...

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 August 3rd, 2020 at 3:01pm CDT.