West Side Homes with Penthouse Style

Welcome to the vibrant West Side of Chicago, a neighborhood that perfectly blends urban sophistication with a rich cultural heritage. Nestled within Cook County, this dynamic area is known for its eclectic mix of historic architecture and modern developments, making it a sought-after destination for homebuyers looking for a unique living experience.

The West Side is characterized by its diverse communities, each offering a distinct flavor of Chicago life. From the charming tree-lined streets of Garfield Park to the bustling energy of the Near West Side, residents enjoy easy access to parks, trendy eateries, and an array of local shops. The area is also home to cultural landmarks like the iconic United Center and the enchanting Garfield Park Conservatory, providing a perfect backdrop for both relaxation and recreation.

For those with a taste for luxury, the West Side boasts stunning homes that embody penthouse-style living. These exquisite properties often feature expansive layouts, high ceilings, and breathtaking views of the Chicago skyline. Imagine entertaining guests on your private rooftop terrace or enjoying a quiet evening surrounded by elegant finishes and modern amenities. Whether you’re drawn to a sleek contemporary condo or a classic loft-style apartment, the West Side offers a variety of options that cater to your lifestyle.

Living in the West Side means embracing the best of city life while enjoying the comfort of a close-knit community. With its rich history, vibrant culture, and luxurious housing options, this neighborhood is truly a hidden gem in the heart of Chicago. Discover your new home in the West Side today and experience the perfect blend of comfort and sophistication!

Newest West Side Homes with Penthouse Style

1000 W Washington Boulevard Unit #538-539, Chicago image

1000 W Washington Boulevard Unit #538-539, Chicago $1,650,000

Welcome home to a rare 4BR/4BA loft in the heart of the West Loop, anchored by a private rooftop deck with skyline views - complete with its own outdoor fireplace, built-...

4 Beds
4 Baths
12750912 MLS
ACTIVE Status

111 S Peoria Street Unit #PH03, Chicago image

111 S Peoria Street Unit #PH03, Chicago $4,000,000

Welcome to one of Chicago's most exceptional penthouses in the West Loop, thoughtfully designed for those seeking curated interiors. Completely reimagined, this 3-bedroo...

3 Beds
4 Baths
12729476 MLS
ACTIVE Status

1345 W Grand Avenue Unit #2N, Chicago image

1345 W Grand Avenue Unit #2N, Chicago $829,999

***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN TO 5.75.*** Welcome to 1345 W Grand Avenue, a boutique new-construction elevator building ...

3 Beds
2 Baths
12744366 MLS
ACTIVE Status

1345 W Grand Avenue Unit #3S, Chicago image

1345 W Grand Avenue Unit #3S, Chicago $929,999

***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN TO 5.75.*** Welcome to 1345 W Grand Avenue, a boutique new-construction elevator building ...

3 Beds
2 Baths
12744346 MLS
ACTIVE Status

1345 W Grand Avenue Unit #4N, Chicago image

1345 W Grand Avenue Unit #4N, Chicago $1,059,999

***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN TO 5.75.*** Welcome to 1345 W. Grand Avenue, a boutique new-construction elevator building...

2 Beds
2 Baths
12744309 MLS
ACTIVE Status

2342 W Adams Street Unit #505, Chicago image

2342 W Adams Street Unit #505, Chicago $490,000

Corner penthouse residence in a boutique elevator building, offering sophisticated urban living with a thoughtfully designed open-concept floor plan and two private outdo...

2 Beds
2 Baths
12738796 MLS
ACTIVE Status

321 S Sangamon Street Unit #908, Chicago image

321 S Sangamon Street Unit #908, Chicago $599,999

PENTHOUSE perfection in the heart of the West Loop! This rarely available 2-bedroom, 2-bath concrete loft in the highly sought-after Lofthaus has been exquisitely renovat...

2 Beds
2 Baths
12732257 MLS
ACTIVE Status

611 N Noble Street Unit #3, Chicago image

611 N Noble Street Unit #3, Chicago $999,000

Rare full-floor duplex penthouse in West Town, crowned by an expansive private rooftop deck with spectacular unobstructed Chicago skyline views! Designed for indoor/outdo...

3 Beds
2 Baths
12716754 MLS
ACTIVE Status

1600 W Adams Street Unit #202, Chicago image

1600 W Adams Street Unit #202, Chicago $418,000 ▼

Step into luxury living with this captivating 2 bed/2 bath penthouse, meticulously updated and nestled in a boutique concrete loft building near the vibrant West Loop. Ba...

2 Beds
2 Baths
12698096 MLS
ACTIVE Status

14 N Peoria Street Unit #6H-7H, Chicago image

14 N Peoria Street Unit #6H-7H, Chicago — Hale Lofts $3,299,000

This Chicago loft, admired for its architectural character, sophistication, and timeless allure, has secured its place alongside those in New York and Paris as a breathta...

4 Beds
4 Baths
12679827 MLS
ACTIVE Status
Hale Lofts Bldg.

6 S Laflin Street Unit #911S, Chicago image

6 S Laflin Street Unit #911S, Chicago $649,900

Rarely available duplex-up penthouse condo with unobstructed views of the Chicago skyline in the West Loop! This spacious 2 bed 2 bath residence at SkyTech Lofts features...

2 Beds
2 Baths
12632708 MLS
ACTIVE Status