Most Expensive Houses in Chicago - Living in Luxury

Chicago is a city of contrasts, where skyscrapers and historic landmarks coexist with diverse neighborhoods and cultures. It is also a city of luxury, where some of the most expensive houses in the country can be found. Whether you are looking for a penthouse with panoramic views, a mansion with sprawling gardens, or a historic estate with architectural charm, Chicago has something to offer for every taste and budget. Here are some of the most expensive houses in Chicago right now, according to Zillow and Redfin.

1. 1932 N Burling St - $29,999,995

This spectacular custom mansion in Lincoln Park is the most expensive house in Chicago right now, and possibly ever. Spanning over eight city lots and 25,000 square feet of living space, this house features six bedrooms, 11 bathrooms, and an unparalleled level of craftsmanship and luxury. From the limestone facade with detailed relief work and balconettes to the grand rotunda with a bronze and 22K gold staircase, this house is a testament to classic European elegance and artisanship. The house also boasts a game room, a media room, a project room, a sitting room, a grand living room, a family room, a library, a music room, a formal dining room, and a stunning chef’s kitchen with custom cabinetry and professional-grade appliances.

The outdoor space is equally impressive, with lavishly landscaped private grounds and gardens that include an arbor, a hand-forged pavilion, decorative fountains, and a reflection pool. The house also has a 2,000 square foot wraparound terrace with an outdoor kitchen, grilling station, lounge and dining areas, and a wood-burning fireplace. The lower level features an impressive 5,000 bottle wine cellar and tasting suite modeled after the Great Stable of Versailles, as well as 3,000 square feet of temperature-controlled storage and space for a future staff apartment and catering kitchen. Additional amenities include a three-car custom attached garage, a gated motor court for additional parking, a large laundry room with custom millwork, an all-floors elevator, a house manager’s office to manage their company and business, a security room, and an incredible HVAC and home automation control center.

2. 159 E Walton Pl - $10,000,000

This exquisite penthouse in the iconic Palmolive Building offers unparalleled views of Lake Michigan and the city skyline from every room. Spanning over 7,800 square feet of living space on two levels, this penthouse features three bedrooms, five bathrooms, and a sophisticated design that blends modern and classic elements. The main level features a grand foyer with a custom staircase, a spacious living room with a fireplace and a wet bar, a formal dining room with a built-in buffet, and a gourmet kitchen with top-of-the-line appliances and a breakfast area.

The primary suite offers a sitting room with a fireplace, two walk-in closets, and two spa-like ensuite baths with heated floors, steam showers, and soaking tubs. The upper level features a family room with a fireplace and a wet bar, two additional bedroom suites, and an office with built-in bookcases. The penthouse also has access to a private rooftop terrace with stunning views and an outdoor fireplace. Additional amenities include four parking spaces, two storage units, and access to the building’s fitness center, spa, party room, and 24-hour door staff.

3. 1500 N Lake Shore Dr - $9,950,000

This historic mansion on Lake Shore Drive is one of the most prestigious residences in Chicago. Built in 1927 by famed architect Benjamin Marshall, this mansion is part of a co-operative building that features only 10 full-floor units. This mansion occupies the entire third floor and offers over 8,000 square feet of living space with five bedrooms, seven bathrooms, and breathtaking views of Lake Michigan and the city skyline. The mansion features a gracious floor plan with grand rooms that are perfect for entertaining.

The living room has a fireplace and a bay window overlooking the lake, the dining room has a fireplace and a crystal chandelier, the library has built-in bookcases and a wet bar, and the sunroom has floor-to-ceiling windows and access to a terrace. The kitchen has been updated with high-end appliances and custom cabinetry, and the primary suite has two dressing rooms and two ensuite baths. The mansion also has four additional bedroom suites, a family room, an office, a laundry room, and a staff quarters. Additional amenities include four parking spaces, two storage rooms, and access to the building’s fitness center, wine cellar, garden courtyard, and 24-hour door staff.

4. 1130 N Ashland Ave - $10,000,000

This unique property in West Town is not your typical house. It is actually a former church that has been converted into a stunning residence and event space. Spanning over 20,000 square feet of living space on three levels, this property features four bedrooms, six bathrooms, and a spectacular design that preserves the original architectural features of the church while adding modern amenities and style. The main level features a grand foyer with a marble staircase, a spacious living room with a fireplace and stained glass windows, a formal dining room with a fireplace and a coffered ceiling, and a gourmet kitchen with a large island and professional-grade appliances.

The primary suite offers a fireplace, a walk-in closet, and an ensuite bath with a soaking tub and a steam shower. The upper level features a loft-style family room with a wet bar and access to a rooftop deck with panoramic views. The lower level features an impressive event space that can accommodate up to 300 guests, with a stage, a dance floor, a sound system, a catering kitchen, and two bars. The property also has a detached coach house with two bedrooms, two bathrooms, and a kitchenette. Additional amenities include an elevator, a security system, a four-car garage, and a gated driveway.

5. 25 E Cedar St - $8,950,000

This elegant limestone mansion in the Gold Coast is one of the finest examples of Beaux-Arts architecture in Chicago. Built in 1886 by architect David Adler, this mansion has been meticulously restored and updated to offer over 10,000 square feet of living space with six bedrooms, eight bathrooms, and exquisite details throughout. The main level features a grand foyer with marble floors and columns, a formal living room with a fireplace and bay windows, a formal dining room with a fireplace and wainscoting, and a library with built-in bookcases and French doors. The kitchen has been renovated with custom cabinetry, quartz countertops, and high-end appliances, and opens to a breakfast room and a family room with access to a terrace.

The second level features four bedroom suites, including the primary suite with two walk-in closets and two ensuite baths. The third level features two additional bedroom suites, as well as an office and an exercise room. The lower level features a recreation room with a fireplace and a wet bar, a media room with a projector and a screen, a wine cellar, and a laundry room. The mansion also has a rooftop deck with a fireplace and a hot tub, as well as a landscaped backyard with a fountain and a patio. Additional amenities include an elevator, a security system, a heated driveway, and a three-car garage.

6. 401 N Wabash Ave #87A - $8,900,000

This stunning penthouse in the Trump Tower offers unparalleled views of Lake Michigan, the Chicago River, and the city skyline from every room. Spanning over 6,800 square feet of living space on one level, this penthouse features three bedrooms, six bathrooms, and a contemporary design that showcases the floor-to-ceiling windows and the 16-foot ceilings. The main level features a spacious living room with a fireplace and access to a balcony, a formal dining room with a built-in buffet and a wine cooler, and a gourmet kitchen with custom cabinetry, quartz countertops, and top-of-the-line appliances.

The primary suite offers two walk-in closets and two ensuite baths with heated floors, steam showers, and soaking tubs. The penthouse also has two additional bedroom suites, an office, a family room, and a powder room. Additional amenities include four parking spaces, two storage units, and access to the building’s fitness center, spa, pool, restaurant, bar, and 24-hour concierge service.

7. 1822 N Howe St - $8,500,000

This modern masterpiece in Lincoln Park is one of the most innovative and eco-friendly homes in Chicago. Designed by architect Ken Schroeder and built in 2010, this home features over 9,000 square feet of living space with six bedrooms, eight bathrooms, and a cutting-edge design that incorporates natural materials, organic shapes, and smart technology. The main level features a dramatic foyer with a floating staircase, a sunken living room with a fireplace and a wall of windows, a formal dining room with a custom table and chairs, and a chef’s kitchen with walnut cabinetry, concrete countertops, and high-end appliances.

The primary suite occupies the entire second level and offers a fireplace, a walk-in closet, and an ensuite bath with a soaking tub and a rain shower. The third level features four additional bedroom suites, as well as a family room and a playroom. The lower level features a recreation room with a wet bar and a fireplace, a media room with a projector and a screen, a wine cellar, an exercise room, and a sauna. The home also has an attached garage with space for four cars, as well as a rooftop deck with a fireplace, a hot tub, and panoramic views. Additional amenities include an elevator, a security system, a geothermal heating and cooling system, solar panels, and radiant floors.

8. 25 E Superior St #PH5001 - $7,900,000

This spectacular penthouse in the Fordham Building offers 360-degree views of Lake Michigan and the city skyline from every room. Spanning over 6,600 square feet of living space on two levels, this penthouse features four bedrooms, six bathrooms, and a sophisticated design that blends classic and contemporary elements. The main level features a grand foyer with a custom staircase, a spacious living room with a fireplace and access to a balcony, a formal dining room with a fireplace and a built-in buffet, and a gourmet kitchen with custom cabinetry, marble countertops, and top-of-the-line appliances.

The primary suite offers a fireplace, two walk-in closets, and two ensuite baths with heated floors, steam showers, and soaking tubs. The upper level features a family room with a fireplace and access to a terrace, as well as three additional bedroom suites. The penthouse also has access to a private rooftop terrace with stunning views and an outdoor kitchen. Additional amenities include four parking spaces, two storage units, and access to the building’s fitness center, pool, spa, party room, theater room, wine cellar, humidor room, and 24-hour door staff.

9. 2700 N Lakeview Ave - $7,500,000

This historic mansion on Lakeview Avenue is one of the most iconic homes in Chicago. Built in 1916 by architect Benjamin Marshall for businessman John Borden, this mansion is part of a landmark district that features only four full-floor units. This mansion occupies the entire first floor and offers over 8,000 square feet of living space with five bedrooms, six bathrooms, and stunning views of Lincoln Park and Lake Michigan. The mansion features a gracious floor plan with grand rooms that are perfect for entertaining.

The living room has a fireplace and bay windows overlooking the park, the dining room has a fireplace and a crystal chandelier, the library has built-in bookcases and a fireplace, and the sunroom has floor-to-ceiling windows and access to a terrace. The kitchen has been updated with custom cabinetry, granite countertops, and high-end appliances, and the primary suite has a fireplace, a walk-in closet, and an ensuite bath with a soaking tub and a separate shower. The mansion also has four additional bedroom suites, a family room, an office, a laundry room, and a staff quarters. Additional amenities include two parking spaces, two storage rooms, and access to the building’s fitness center and 24-hour door staff.

10. 401 N Wabash Ave #88A - $7,250,000

This stunning penthouse in the Trump Tower offers unparalleled views of Lake Michigan, the Chicago River, and the city skyline from every room. Spanning over 6,500 square feet of living space on one level this penthouse features three bedrooms, six bathrooms, and a contemporary design that showcases the floor-to-ceiling windows and the 16-foot ceilings.

The main level features a spacious living room with a fireplace and access to a balcony, a formal dining room with a built-in buffet and a wine cooler, and a gourmet kitchen with custom cabinetry, quartz countertops, and top-of-the-line appliances. The primary suite offers two walk-in closets and two ensuite baths with heated floors, steam showers, and soaking tubs. The penthouse also has two additional bedroom suites, an office, a family room, and a powder room. Additional amenities include four parking spaces, two storage units, and access to the building’s fitness center, spa, pool, restaurant, bar, and 24-hour concierge service.

Conclusion

Chicago is a city that offers a variety of luxury homes for sale, from historic mansions to modern penthouses. Whether you are looking for a lakefront view, a parkside location, or a downtown vibe, Chicago has something to offer for every taste and budget. If you are interested in buying or selling a luxury home in Chicago, contact Luxury Abode. Luxury Abode is a leading online platform that connects buyers and sellers of luxury properties around the world. Luxury Abode offers exclusive listings, expert advice, and personalized service to help you find or sell your dream home. Visit their website today to browse their catalog and start your luxury journey.