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Northwest Side Homes with Penthouse Style

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Northwest Side Homes with Penthouse Style

Welcome to the charming Northwest Side of Chicago, a vibrant neighborhood that perfectly blends suburban tranquility with urban convenience. Nestled within Cook County, this area is known for its lush parks, friendly community atmosphere, and a rich tapestry of cultural influences. The Northwest Side boasts a diverse array of dining options, from cozy family-owned eateries to trendy cafes, ensuring that every palate is satisfied.

For those seeking a home that exudes sophistication and style, the Northwest Side offers stunning penthouse-style residences that elevate living to new heights. These luxurious homes feature expansive layouts with breathtaking views of the city skyline, providing an idyllic retreat from the hustle and bustle below. Imagine waking up to panoramic vistas, enjoying your morning coffee on a private terrace, or entertaining friends in a spacious living area bathed in natural light.

The architecture in this neighborhood is as diverse as its residents, with classic Chicago bungalows, modern condos, and elegant penthouses that cater to various tastes and lifestyles. Residents here enjoy easy access to public transportation, making it a breeze to explore all that Chicago has to offer. Additionally, the Northwest Side is home to excellent schools, parks, and community events that foster a strong sense of belonging.

Whether you're a first-time buyer or looking to upgrade your living space, the Northwest Side's penthouse-style homes provide an exceptional opportunity to experience the best of Chicago living. Embrace the charm, community, and luxury that await you in this remarkable neighborhood!

Newest Northwest Side Homes with Penthouse Style

1617 N Hermitage Avenue Unit #3N, Chicago image
1617 N Hermitage Avenue Unit #3N, Chicago $735,000

This stunning 2-bedroom, 2-bath home showcases soaring 11-foot ceilings, two skylights, beautiful custom poplar woodwork, dramatic coffered ceilings, custom built-in book...

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  • 2 Beds
  • 2 Baths
  • 12664315 MLS
  • NEW Status
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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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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 $575,000 ▼

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
  • PRICE CHANGE 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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