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Northwest Side Homes with Penthouse Style

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Northwest Side Homes with Penthouse Style

Welcome to the vibrant Northwest Side neighborhood in Chicago, Illinois! Known for its diverse community and rich cultural heritage, this area in Cook County offers a unique blend of urban convenience and suburban charm.

If you're looking for homes with penthouse style, you're in the right place. The Northwest Side boasts a variety of properties that exude luxury and sophistication. From sleek modern designs to elegant finishes, these penthouse-style homes redefine upscale living.

Imagine waking up to panoramic views of the city skyline, entertaining guests in spacious open-concept living areas, and unwinding in your private oasis high above the bustling streets below. Whether you're a young professional seeking a stylish urban retreat or a family looking for a contemporary space to call home, the Northwest Side has something for everyone.

With easy access to top-rated schools, trendy restaurants, lush parks, and convenient transportation options, living in a penthouse-style home on the Northwest Side offers the perfect balance of comfort and convenience. Don't miss your chance to experience elevated living in this dynamic neighborhood.

Discover the unparalleled luxury and sophistication of homes with penthouse style in the Northwest Side of Chicago. Your dream home awaits in this thriving community where modern living meets timeless elegance.

Newest Northwest Side Homes with Penthouse Style

4030 N California Avenue Unit #3, Chicago image
4030 N California Avenue Unit #3, Chicago $749,000

Welcome to this stunning 3-bedroom, 2-bath duplex-up penthouse, completely rehabbed in 2025 with modern finishes throughout. The bright, open floor plan features soaring ...

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  • 3 Beds
  • 2 Baths
  • 12732204 MLS
  • NEW Status
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2405 W Iowa Street Unit #402, Chicago image
2405 W Iowa Street Unit #402, Chicago $825,000

Exceptional penthouse at The Iowan, a boutique elevator building completed in 2022 in the heart of West Town/Ukrainian Village. This beautifully upgraded 3-bedroom, 2-bat...

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  • 3 Beds
  • 2 Baths
  • 12753463 MLS
  • NEW Status
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1346 W Walton Street Unit #3W, Chicago image
1346 W Walton Street Unit #3W, Chicago $1,075,000

Sophisticated top-floor, extra-wide 3-bedroom, 2-bathroom residence at The Walton in Noble Square, offering an exceptional blend of refined interiors and extraordinary pr...

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  • 3 Beds
  • 2 Baths
  • 12748917 MLS
  • NEW Status
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1541 W Chestnut Street Unit #4, Chicago image
1541 W Chestnut Street Unit #4, Chicago $650,000

Penthouse living with exceptional private outdoor space and panoramic Chicago skyline views in the heart of West Town. This extra-wide 2-bedroom, 2-bath home features an ...

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  • 2 Beds
  • 2 Baths
  • 12753779 MLS
  • NEW Status
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1505 W Walton Street Unit #3, Chicago image
1505 W Walton Street Unit #3, Chicago $675,000

You saw the bonus room on the second level leading out to the rooftop with a pergola, right? That's the difference. The difference between a true second bedroom and a mak...

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  • 2 Beds
  • 2 Baths
  • 12753334 MLS
  • NEW Status
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2503 N Milwaukee Avenue Unit #3N, Chicago image
2503 N Milwaukee Avenue Unit #3N, Chicago $725,000

Experience Logan Square living at its best from this spacious three-bedroom, two-bathroom home in a boutique elevator building. Set in the heart of the neighborhood, the ...

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  • 3 Beds
  • 2 Baths
  • 12753296 MLS
  • NEW Status
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1835 N Milwaukee Avenue Unit #401, Chicago image
1835 N Milwaukee Avenue Unit #401, Chicago $849,000

Stunning, updated 3BR/2BA corner Penthouse in boutique elevator bldg in the heart of Bucktown! Soaring 14' ceilings & floor-to-ceiling windows fill this expansive home w/...

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  • 3 Beds
  • 2 Baths
  • 12741058 MLS
  • NEW Status
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2140 W Division Street Unit #4, Chicago image
2140 W Division Street Unit #4, Chicago $699,000

This sun-drenched Wicker Park penthouse is a rare find, offering an extra-wide layout and unparalleled outdoor living in the heart of the neighborhood. A gracious entry l...

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  • 3 Beds
  • 2 Baths
  • 12743715 MLS
  • RE-ACTIVATED Status
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2023 W Augusta Boulevard Unit #3W, Chicago image
2023 W Augusta Boulevard Unit #3W, Chicago $1,149,000

We are excited to introduce 2023 W Augusta, Ukrainian Villages newest boutique luxury development. Built by highly experienced developers, this five unit building sits on...

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  • 3 Beds
  • 3 Baths
  • 12742350 MLS
  • ACTIVE Status
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1866 N Damen Avenue Unit #4, Chicago image
1866 N Damen Avenue Unit #4, Chicago $599,000

Beautiful sun drenched 2 bed/2 bath penthouse walk-up condo in the heart of Bucktown. Modern floor plan with open-concept living/dining room, high ceilings, hardwood floo...

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  • 2 Beds
  • 2 Baths
  • 12732844 MLS
  • ACTIVE Status
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1339 W Walton Street Unit #3, Chicago image
1339 W Walton Street Unit #3, Chicago $825,000

Stunning East Village/Noble Square 3-bedroom, 2-bath duplex penthouse featuring dramatic ceiling heights, multiple outdoor spaces, and breathtaking unobstructed skyline v...

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  • 3 Beds
  • 2 Baths
  • 12688012 MLS
  • ACTIVE Status
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7525 W Lawrence Avenue Unit #505, Harwood Heights image
7525 W Lawrence Avenue Unit #505, Harwood Heights $375,000

Rare find 2-bedroom penthouse. Pleasant view from spacious balcony. Immaculate unit. Clean and move in condition. Two full bathrooms. Great closet space and extra storage...

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  • 2 Beds
  • 2 Baths
  • 12733608 MLS
  • ACTIVE Status
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