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The 10 Most Essential Luxury Condo Buildings in Chicago, IL

Chicago is a city known for its breathtaking architecture and vibrant skyline that blends historic charm with modern innovation. The Windy City is home to some of the most luxurious condo buildings in the country, offering unparalleled amenities, jaw-dropping views, and a lifestyle designed for those who value sophistication and comfort. Whether you’re looking for ultra-modern designs or timeless elegance, this guide will walk you through the ultimate luxury condo buildings in Chicago.

If you’re ready to elevate your living experience, keep reading to discover Chicago's luxury real estate gems, complete with insights on what makes each building stand out.

Why Invest in a Luxury Condo in Chicago?

Before we explore the specifics, it's essential to understand why Chicago's luxury condos are a worthwhile investment.

  1. Location Perks

  Chicago's luxury condos are strategically located in prime neighborhoods like the Gold Coast, River North, and Streeterville. These locations offer proximity to high-end dining, world-class shopping, excellent schools, and cultural landmarks.

  1. Top-Notch Amenities

  Luxury condos in Chicago are synonymous with exclusive perks such as state-of-the-art fitness centers, resort-style pools, on-site spas, and 24/7 concierge services—redefining what it means to live in convenience and style.

  1. Architectural Prestige

  Living in a luxury condo in Chicago often means living in an iconic building designed by celebrated architects. These properties offer a mix of unparalleled artistry and modern innovation.

  1. Appreciation Value

  Luxury real estate often holds its value over time or even appreciates, making it an ideal investment for those seeking long-term growth alongside an excellent quality of life.

Now, without further ado, here’s a look at the best luxury condo buildings Chicago has to offer.

1. Waldorf Astoria Residences

Located in the prestigious Gold Coast neighborhood, the Waldorf Astoria Residences are the epitome of refined elegance. Residents here enjoy:

  • On-site hotel services, including housekeeping and room service.
  • Private terraces with sweeping views of downtown Chicago.
  • Exquisite interior designs crafted with meticulous attention to detail.

With its blend of old-world charm and modern opulence, this building provides an unparalleled living experience.

Price Point

Condos at the Waldorf Astoria typically range from $2.5 million to upwards of $8 million.

Why It Stands Out

The Gold Coast location offers a quiet, residential feel while still being close to high-end dining spots like Le Colonial and luxury shopping along Oak Street.

2. No. 9 Walton

No. 9 Walton, often referred to as a symbol of exclusivity, is another standout in Chicago’s luxury condo scene. With just 67 residences in this sleek high-rise, the building is known for its privacy and exclusivity.

Key Features Include:

  • Private wine cellars for residents.
  • An indoor pool, cold plunge, and steam rooms.
  • Chauffeur-driven house cars available to all residents.

Price Point

Residences range from $3 million for a smaller condo to $15 million for a penthouse.

Why It Stands Out

The Walton is a favorite among Chicago elites for its understated luxury and uncompromising focus on privacy.

3. The St. Regis Chicago

Originally dubbed the Wanda Vista Tower before being built, The St. Regis Chicago is the third-tallest building in the Windy City, elegantly designed by Jeanne Gang. It has quickly become one of the city's most coveted luxury living destinations.

What Makes it Unique?

  • Three interconnected towers featuring cascading designs inspired by naturally occurring crystals.
  • Highly customizable interiors, allowing owners to tailor the space to their preferences.
  • The building houses a Michelin-starred restaurant and a luxurious spa on-site.

Price Point

Condos start around $1 million, with its penthouses reaching $20 million+.

Why It Stands Out

The awe-inspiring views of Lake Michigan combined with world-class service create an experience that's second to none in Chicago.

4. Tribune Tower Residences

For those seeking a blend of history and luxury, Tribune Tower Residences stands as an architectural masterpiece. Known for its iconic Gothic Revival style, this building offers premium condos with a rich past.

Highlights Include:

  • Access to a private courtyard and rooftop terrace.
  • Stunning views of the Chicago skyline and the river.
  • State-of-the-art amenities and a full-service spa.

Price Point

Units start at $900,000 and can exceed $5 million, depending on size and location within the building.

Why It Stands Out

It combines historic charm with modern luxury, attracting discerning buyers who appreciate timeless elegance.

5. Trump International Hotel & Tower

The Trump International Hotel & Tower combines luxury living with five-star hospitality. This River North icon is famous for its unbeatable views of the Chicago River and skyline.

Key Features Include:

  • Floor-to-ceiling windows that flood homes with natural light.
  • Residences ranging from studios to multi-million-dollar penthouses.
  • Access to the building's upscale hotel amenities, including a highly regarded restaurant.

Price Point

Residences here start around $750,000 and can easily reach into multi-million-dollar territory for premium units.

Why It Stands Out

The iconic design and central location make this building a go-to choice for business professionals and luxury seekers alike.

6. The Legacy at Millennium Park

Adjacent to one of Chicago's most famous attractions, The Legacy at Millennium Park is a testament to modern luxury and urban connectivity. This sleek, glass-adorned skyscraper seamlessly blends with Chicago’s skyline while offering unparalleled views of the park and Lake Michigan.

Key Features Include:

  • Expansive floor-to-ceiling windows that maximize natural light and showcase panoramic views.
  • State-of-the-art fitness center and indoor pool for residents.
  • Multiple sky gardens on different floors that provide a serene retreat from city life.

Price Point

Condos at The Legacy range from $500,000 for more modest units to over $3 million for premier residences.

Why It Stands Out

Its prime location offers cultural engagement with easy access to the Art Institute of Chicago, Grant Park, and the city's famous concert venues. This makes The Legacy an ideal choice for those who enjoy an active and culturally rich lifestyle.

7. Lincoln Park 2550

Lincoln Park 2550 stands out as a tribute to classic architectural style combined with modern comfort. Located in the tranquil yet vibrant Lincoln Park neighborhood, this luxury condo building is inspired by the grandeur of Parisian design.

Key Features Include:

  • A grand garden and private park exclusively for residents.
  • An indoor pool, sauna, and steam rooms for ultimate relaxation.
  • Concierge services and a state-of-the-art fitness center.

Price Point

Residences in Lincoln Park 2550 typically start around $1.5 million, reaching upwards of $5 million for larger units.

Why It Stands Out

Offering a perfect blend of community feel and luxury amenities, Lincoln Park 2550 provides an exquisite living environment in one of Chicago’s most desirable neighborhoods. Its location offers scenic views and proximity to cultural and recreational attractions, making it a top choice for those seeking refined urban living.

8. One Bennett Park

One Bennett Park is a crown jewel in Chicago’s glittering array of luxury condos, designed by the renowned architect Robert A.M. Stern. Towering above the Streeterville neighborhood, this residence offers a blend of opulence and prestigious living.

Key Features Include:

  • Exquisitely designed interiors with premium finishes and custom millwork.
  • An expansive health club with a fitness center, indoor and outdoor pools, and spa facilities.
  • Access to a stunning private park and lush gardens exclusive to residents.

Price Point

Units in One Bennett Park start at approximately $1.2 million, with larger residences and penthouses priced over $6 million.

Why It Stands Out

One Bennett Park's location offers breathtaking views of Lake Michigan and the city skyline, coupled with unparalleled privacy and an esteemed sense of community. It embodies sophisticated urban living, appealing to those who desire luxurious comfort within a vibrant cityscape.

9. The Palmolive

The Palmolive Building, a landmark in Chicago's Gold Coast, couples Art Deco charm with modern luxury living. Its storied past is woven into its sophisticated residences, offering an exclusive address for discerning buyers who appreciate history intertwined with contemporary comforts.

Key Features Include:

  • Restored Art Deco interiors that preserve the building's historic elegance while integrating modern conveniences.
  • A lavish health club and luxurious spa available to residents.
  • Ample-sized units with high ceilings and classic architectural details.

Price Point

Residences at The Palmolive typically start at around $1 million, with more expansive penthouse units reaching upwards of $6 million.

Why It Stands Out

The Palmolive combines a prestigious location with timeless elegance, providing unobstructed views of Lake Michigan and the cityscape. Ideal for those who seek a luxurious lifestyle with a touch of history, its prime location offers easy access to upscale shopping, dining, and cultural experiences.

10. One Chicago

One Chicago represents the pinnacle of urban luxury, perfectly positioned in the heart of the city's vibrant River North neighborhood. This state-of-the-art residential complex is synonymous with contemporary elegance and unparalleled convenience.

Key Features Include:

  • A mix of condominium residences and apartments that ensure a diverse living experience.
  • World-class amenities such as a cutting-edge fitness center, indoor and outdoor swimming pools, and an exquisitely designed rooftop terrace.
  • Direct access to a variety of high-end dining and retail options within the complex.

Price Point

Residences at One Chicago begin at approximately $700,000, with the most luxurious units, including sweeping penthouses, exceeding $5 million.

Why It Stands Out

One Chicago's architectural design is a stunning addition to the cityscape, offering panoramic views from its breathtaking vantage point. This premier community fosters a seamless blend of sophistication and innovative lifestyle, making it an enviable choice for those seeking forward-thinking design and connectivity in Chicago.

What to Consider When Choosing a Luxury Condo

Selecting the right luxury condo requires careful thought. Consider the following factors to ensure your decision aligns with your lifestyle and investment goals:

  1. Neighborhood

  Each area of Chicago offers a distinct vibe. The Gold Coast is perfect for traditional elegance, while River North exudes urban sophistication.

  1. Amenities

  Prioritize buildings with amenities that match your needs, whether it’s a fitness center, private outdoor space, or concierge services.

  1. View Options

  Don’t underestimate the impact of a stunning skyline or lake view. Residences offering panoramic views often hold higher resale value.

  1. Budget

  Understand what’s included in HOA fees and assess whether the building’s perks justify the cost.

Elevate Your Chicago Living Experience

Luxury living in Chicago is more than just a convenience—it's an experience. These condo buildings set the standard for modern sophistication, ensuring residents have everything they need at their fingertips while enjoying the city’s endless charm.

If you're ready to explore these luxurious options or want to learn more about making an investment in Chicago’s high-end real estate, contact us today. With a trusted partner by your side, you can find the perfect home tailored to your lifestyle and aspirations.

JL Staff

The JustLuxe Team strives to bring our members and readers the very best in luxury news and conversations. We love to hear your opinions and suggestions, but most of all, we love to interact with you. ...(Read More)

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