Search Chicago Penthouses on the MLS Below:, $400,000 - $500,000

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
42 Properties Found. Page 1 of 4

Extremely Bright And Large, Penthouse, 2 Bed 2 ...

NEW Photo of Listing #10314686
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$500,000 New

  • 2 Beds
  • 2 Baths
  • 1,473 ft²

Residential

845 North Kingsbury Street #708, Chicago, IL

MLS® #10314686

Extremely Bright And Large, Penthouse, 2 Bed 2 Bath (fully Enclosed) + Office/desk Nook 16' Ceilings With Panoramic City Views In River North. Large Unit With Floor To Ceiling Windows, Hardwood Floors, Large Kitchen With Island And Black Appliances, Granite Countertops Throughout, Huge Walk-...

Boutique 2-unit Building Penthouse With Persona...

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$500,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

1353 North Leavitt Street #2, Chicago, IL

MLS® #10292996

Boutique 2-unit Building Penthouse With Personal Rooftop And Rear Balcony Overlooking Shared Backyard. Bright + Warm Home Situated In Award-winning Pritzker Elementary District. Hardwoods Throughout With In-unit Laundry And Central Heat And Air. Extra Wide Which Allows Huge Living Room, Separate ...

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

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$500,000 Active

  • 2 Beds
  • 2 Baths
  • 2,300 ft²

Residential

1730 West Diversey Parkway #3e, Chicago, IL

MLS® #10259282

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 I...

Top Floor 2 Bed/2 Bath Stunner In Incredible He...

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$499,900 Contingent

  • 2 Beds
  • 2 Baths
  • 1,250 ft²

Residential

3243 North Seminary Avenue #3, Chicago, IL

MLS® #10290112

Top Floor 2 Bed/2 Bath Stunner In Incredible Heart Of Lakeview Location. Gorgeous Refreshed Unit With Many Upgrades. Private Staircase Entrance Opens To Large, Super Bright, West-facing Great Room With Cathedral Ceilings, Fireplace, Skylight, And Custom Paint. Kitchen Includes Fresh White Cabinet...

Stunning Penthouse Unit In The Heart Of Southpo...

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$499,500 Contingent

  • 2 Beds
  • 2 Baths

Residential

1257 West Addison Street #3, Chicago, IL

MLS® #10298020

Stunning Penthouse Unit In The Heart Of Southport Corridor. You Will Fall In Love With This Space As Soon As You Walk In. The Open Concept Floor-plan Is Ideal For Entertaining And Relaxing. Tons Of Natural Light! Kitchen Features High End Appliances With Sleek Cabinetry, Stone Counters And A C...

Huge Top-floor Corner Unit In Elevator Building...

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$499,000 Contingent

  • 2 Beds
  • 2 Baths
  • 1,650 ft²

Residential

3201 North Wolcott Avenue #4a, Chicago, IL

MLS® #10295993

Huge Top-floor Corner Unit In Elevator Building. Light From Three Sides Makes This Unique Unit Super Bright And Sunny. Open Floor Plan With Tall Ceilings And Hardwood Floors. Kitchen Features Stainless Steel Appliances, Granite Counters And Large Breakfast Island. Large Master Suite With Walk-in ...

Experience Style & Sophistication With This...

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$495,000 Contingent

  • 2 Beds
  • 2 Baths

Residential

3221 North Clifton Avenue #3s, Chicago, IL

MLS® #10250385

Experience Style & Sophistication With This Newer Construction Penthouse With An Exclusive Roof Deck. Expect To Be Impressed With Its Attention To Detail, Soaring Ceilings, Big Windows Showcasing Bright Exposures & Sought After Finishes. This Extra Wide Floor Plan Provides For Comfortable...

Three Bedroom Bright And Elegant Top Floor 1,50...

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$494,000 Contingent

  • 3 Beds
  • 2 Baths
  • 1,500 ft²

Residential

730 West 17th Place #3e, Chicago, IL

MLS® #10164015

Three Bedroom Bright And Elegant Top Floor 1,500 Sqft 3bd/2ba Penthouse W/ With Rooftop Rights And 20'x25' Private Rooftop Deck. Spectacular 360 Degree City Views, Including Remarkable Views Of The Chicago Skyline. Large Luxury Living Space With Living Room Open To Professional Grade Ki...

Stunning Bright And Spacious 2 Bed 2 Bath Penth...

NEW Photo of Listing #10316777
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$489,000 New

  • 2 Beds
  • 2 Baths
  • 1,750 ft²

Residential

451 West Oakdale Avenue #3, Chicago, IL

MLS® #10316777

Stunning Bright And Spacious 2 Bed 2 Bath Penthouse With Roof Rights! Gorgeous Renovated Kitchen Feat. Quartz Counters, Bosch & Top Line Kitchen Aid Stainless Appliances And An Original 36" Universal Brand Gas Range & Professionally Designed Parisian Breakfast Banquet & Walk In B...

Ukrainian Village New Construction Penthouse 2 ...

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$489,000 Active

  • 2 Beds
  • 2 Baths

Residential

2420 West Iowa Street #3, Chicago, IL

MLS® #10301165

Ukrainian Village New Construction Penthouse 2 Bedroom 2 Bath + Bonus Room With Interior Staircase That Leads To Exclusive Private Roof Top Deck With Sweeping City Views. Set In Intimate Modern South Facing 3 Unit Walk Up. Designer Curated Finishes, Transitional Dove Grey Shaker Cabinetry, Full B...

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

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$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...

Super Sunny, South Facing Penthouse With Hardwo...

NEW Photo of Listing #10313075
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$485,000 New

  • 2 Beds
  • 2 Baths

Residential

454 West Armitage Avenue #3, Chicago, IL

MLS® #10313075

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...

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Listing information last updated on March 22nd, 2019 at 3:24pm CDT.