Chicago Homes with Penthouse Style

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Newest Chicago Homes with Penthouse Style

$225,000

1 Beds ⋅ 1 Baths ⋅ 12717657 MLS

Charming and spacious top floor condo in the heart of Chicago's desirable Old Irving Park neighborhood! Separate living room and dining room with hardwood floors throughout and canned lighting. Chefs' dream kitchen with plenty of counter, cabinet space and stainless-steel appliances. Full size master bedroom with courtyard views and a full bathroom just steps away. Attached balcony overlooking the courtyard. One assigned parking space is included. Coin laundry, storage and party room with a bar are located in the basement. Pet friendly building. Fantastic location with the Blue Line, Edens Expressway, shops, restaurants and night life. Move in ready! Available now!

4200 N Keystone Avenue Unit #3B, Chicago

$770,000

3 Beds ⋅ 2 Baths ⋅ 12716745 MLS

Easy city living. Modern boutique elevator building. Walkable location. Bright, California-inspired design. This newer construction 3-bedroom, 2-bath home offers effortless city living with a lighter, airy aesthetic. Flooded with natural light, the home features an open-concept floor plan and elevated finishes throughout. The kitchen serves as the showcase of the home, with sleek Scavolini cabinets, striking waterfall countertops, and an easy flow into the expansive living and dining areas, making it ideal for both entertaining and everyday living. A balcony extends directly off the main living space, creating an easy indoor-outdoor connection. Perfect for grilling. The thoughtfully designed split floor plan offers privacy and functionality, with the primary suite tucked away on one side of the home and two additional bedrooms positioned on the opposite wing. The serene primary suite feels like a true retreat, featuring heated floors with refined finishes. Additional highlights include a private section of the rooftop deck with skyline views, concrete soundproofing between floors, one heated garage parking space equipped with an EV charger, and an unbeatable location. Surrounded by some of the neighborhood's best restaurants, boutiques, cafes, and convenient public transportation, this home is truly turnkey.

1523 N Western Avenue Unit #3A, Chicago

$999,000

3 Beds ⋅ 2 Baths ⋅ 12716754 MLS

Rare full-floor duplex penthouse in West Town, crowned by an expansive private rooftop deck with spectacular unobstructed Chicago skyline views! Designed for indoor/outdoor living and effortless entertaining, this three-bedroom home offers FIVE distinct outdoor spaces, including a spacious balcony directly off the open-concept kitchen, dining, and living area. Upstairs, the east-facing primary suite enjoys skyline views and a private balcony, along with a spa-inspired bath featuring a generous soaking tub and separate walk-in shower. A second living area opens to a west-facing balcony and provides convenient access to the exceptional rooftop deck-an impressive setting for relaxing, dining and taking in the city views. Additional highlights include refreshed hardwood flooring throughout, custom closet shelving, a beautifully finished third bedroom, as well as abundant storage and an additional private storage closet. One secured, open-air garage parking space is included. Ideally located near Eckhart Park and the celebrated restaurants, shops and nightlife of West Town, Noble Square and the surrounding neighborhood. A truly distinctive penthouse offering exceptional outdoor space, flexible living areas and views that make a lasting impression. Schedule your private showing today and make this exceptional West Town penthouse your next place to call home!

611 N Noble Street Unit #3, Chicago

$1,499,000

3 Beds ⋅ 3 Baths ⋅ 12703203 MLS ⋅ Prairie District Homes BLDG.

A true Chicago trophy residence, this extraordinary duplex penthouse crowns the legendary Marshall Field Jr. Mansion, one of the city's most historically significant estates. Offering approximately 3,700 square feet of beautifully restored living space, four fireplaces, soaring 10-foot ceilings, and coveted two-car attached heated garage parking, this is a once-in-a-generation opportunity to own one of only six private residences within this iconic Prairie Avenue landmark. Originally built in 1882 and designated a Chicago Landmark, the Marshall Field Jr. Mansion stands as one of the crown jewels of the Prairie Avenue Historic District. Once home to one of America's most influential families, this remarkable residence seamlessly blends Gilded Age architecture with modern luxury, offering a level of history, craftsmanship, and prestige that simply cannot be recreated in new construction. Occupying the top two levels of this meticulously maintained mansion, the residence lives with the scale, privacy, and elegance of a single-family home while providing the convenience of luxury condominium living. Grand entertaining spaces, oversized windows, exceptional room proportions, and timeless architectural details create an atmosphere that is both impressive and inviting. The main level is thoughtfully designed for everyday living and elegant entertaining, featuring a spectacular 20' x 18' family room with fireplace and Juliet balcony, an impressive formal living room anchored by a second fireplace, a gracious dining room, a dramatic foyer, and a richly appointed private office complete with custom built-ins and its own fireplace. At the heart of the home, the chef's kitchen combines classic design with professional-grade performance. Appointed with a Viking six-burner range and double ovens, Thermador built-in refrigerator, Bosch dishwasher, U-Line wine refrigerator, oversized center island, breakfast bar, and butler's pantry, it is perfectly equipped for everything from intimate dinners to large-scale entertaining. The upper level is dedicated to luxurious private living. The expansive primary suite features a fireplace, two walk-in closets, and a beautifully appointed spa-inspired bath with a steam shower, Jacuzzi soaking tub, dual-sink vanity, and full-body shower system. Two additional bedrooms including one en-suite with its own sitting area along with a private office, powder room, and full-size Bosch laundry provide exceptional flexibility for today's lifestyle. Enhancing the home's remarkable pedigree is a custom whole-home surround sound system designed by legendary music producer Quincy Jones, adding another distinctive element to this one-of-a-kind residence. Significant capital improvements completed in 2026 include two new furnaces, two new air conditioning systems, two new water heaters, and a new flat roof, providing exceptional peace of mind for years to come. Additional highlights include two-car attached heated garage parking with a dedicated EV charging station, gated entry, beautifully landscaped private gardens, a prominent corner location an exceptional combination of amenities rarely found in a historic Chicago residence. Perfectly positioned in the prestigious Prairie Avenue Historic District, residents enjoy immediate access to Museum Campus, Grant Park, Millennium Park, the lakefront, Lake Shore Drive, world-class museums, acclaimed restaurants, and downtown Chicago, immediately down the street from the Wintrust Stadium and walking distance to the iconic Soldiers' Field while remaining within the National Teachers Academy attendance boundary. Architecturally significant. Historically important. Exceptionally livable. This is far more than a luxury home it's an opportunity to own one of Chicago's most iconic residences, where timeless architecture, modern comfort, and enduring legacy come together in a way that only the Marshall Field Jr. Mansion can offer.

1919 S Prairie Avenue Unit #3, Chicago

$549,995

3 Beds ⋅ 1 Baths ⋅ 12715211 MLS

Welcome home to this beautifully updated top-floor residence on one of Lincoln Park's most picturesque, tree-lined streets. Blending timeless vintage character with thoughtfully curated modern upgrades, this exceptional home offers rich architectural details including crown molding, original millwork, solid wood doors, antique hardware, exposed ductwork, tall windows, and beautifully refinished hardwood floors. The stylish kitchen is designed for both everyday living and entertaining, featuring refaced shaker cabinetry with updated hardware, granite countertops, a stone tile backsplash, pantry, stained glass transom window, Frigidaire Gallery refrigerator, GE Profile microwave, Thermador 30" induction range, Thermador Star Sapphire dishwasher, Kohler faucet, Moen garbage disposal, and a dedicated 240V/50-amp electrical circuit. The stunning bathroom underwent a designer renovation in 2025, showcasing custom cabinetry and hutch, quartz countertops, elegant wallpaper, updated shower shelving, and sophisticated finishes throughout. The bright, south-facing living and dining rooms offer an ideal open flow while maintaining distinct entertaining spaces. Crown molding, whitewashed exposed brick, custom Hunter Douglas window treatments, designer lighting, and abundant natural light create a warm, inviting atmosphere. Relax year-round in the spacious primary bedroom featuring a brand-new Kozy Heat Chaska gas fireplace (2026), custom closet doors, and Elfa closet organizers. The flexible floor plan lives comfortably as three bedrooms or two bedrooms plus a dedicated home office or fitness room. Step outside to your private rear deck, beautifully enhanced with a shiplap ceiling and refreshed iron railings-perfect for grilling, entertaining, gardening, or simply enjoying summer evenings. No detail has been overlooked. Major improvements completed between 2021 and 2026 include a Lennox two-stage furnace, Hunter Douglas power shades throughout, updated electrical panel, new interior paint, crown molding, replacement window screens, designer lighting, and numerous kitchen and bathroom upgrades. Option to add in-unit laundry, plus FREE common-area laundry. Detached garage parking is leased ($260/month) and located at 2669 N. Burling St., with alley access. Located in a 100% owner-occupied, pet-friendly building, this home offers an unmatched Lincoln Park lifestyle. Just moments from Trader Joe's, Target, Dom's Kitchen & Market, neighborhood restaurants, boutiques, coffee shops, parks, Lake Michigan, and the Brown, Red, and Purple CTA lines. An exceptional opportunity to own a meticulously updated home in one of Chicago's most sought-after neighborhoods. Explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail.

2681 N Orchard Street Unit #3S, Chicago

$950,000

4 Beds ⋅ 3 Baths ⋅ 12716618 MLS

*Construction Now Complete* Experience the pinnacle of modern luxury at THE ASH BUCKTOWN, one of the neighborhood's most exciting new developments. ***Unit 303 comes with 2 electric car ready carport parking spaces!*** Built with a focus on privacy and performance, the entire building is engineered for superior soundproofing with a sealed shell structure, concrete walls separating units around the perimeter, blown-in cellulose insulation between floors coupled with closed-cell spray foam, Maxxon acoustic soundproofing rubber mattes, 1-inch of Maxxon Gypcrete concrete flooring, and the absence of traditional can lights-ensuring peace and privacy. Crafted with impeccable attention to detail, this 4 -bedroom, 2.5-bath condo features an expansive open floor plan with soaring nearly 10-foot ceilings, solid-core 8-foot doors, and floor-to-ceiling European windows that fill the space with natural light while offering superior sound insulation. The chef's kitchen is a showcase of European design, with sleek cabinetry, oversized quartz countertops with waterfall edges, and a premium stainless steel appliance package-perfect for both everyday living and entertaining. The living room is flooded with an abundance of natural light and flows seamlessly onto a covered private balcony, preset with gas and electricity, that's ready for year-round enjoyment. Designer bathrooms are spa-inspired, featuring heated floors, large-format tile, double-sink vanities, Japanese Style Smart Toilets, and oversized rain showers with handheld wands. Every detail has been optimized for comfort and quality. Custom trim details and curated lighting complete the modern, sophisticated aesthetic. Located in one of Chicago's most vibrant neighborhoods, this home offers premier access to Bucktown/Wicker Park dining, boutique shopping, parks, and the Damen/Milwaukee Blue Line just minutes away. This is a rare opportunity to own a truly exceptional residence in one of the city's most desirable locations.

2072 N Western Avenue Unit #303, Chicago

$1,300,000

4 Beds ⋅ 3 Baths ⋅ 12716549 MLS

Experience the pinnacle of modern luxury at THE ASH BUCKTOWN, one of the neighborhood's most exciting new developments. This meticulously designed 4-bedroom, 2.5-bath penthouse offers stunning, unobstructed Chicago skyline views directly from the main living space. 1 Indoor Heated Electric Car Ready parking space and 1 tandem storage space included. Built with a focus on privacy and performance, the entire building is engineered for superior soundproofing with a sealed shell structure, concrete walls separating units around the perimeter, blown-in cellulose insulation between floors coupled with closed-cell spray foam, Maxxon acoustic soundproofing rubber mattes, 1-inch of Maxxon Gypcrete concrete flooring, and the absence of traditional can lights-ensuring peace and privacy. Crafted with impeccable attention to detail, this Penthouse features an expansive open floor plan with soaring 10-foot ceilings, solid-core 8-foot doors, and floor-to-ceiling European windows that fill the space with natural light while offering superior sound insulation. The chef's kitchen is a showcase of European design, with sleek cabinetry, oversized quartz countertops with waterfall edges, and a premium stainless steel appliance package-perfect for both everyday living and entertaining. The living room is flooded with an abundance of natural light and flows seamlessly onto a covered private balcony that's ready for year-round enjoyment. Designer bathrooms are spa-inspired, featuring heated floors, large-format tile, double-sink vanities, Japanese Style Smart Toilets, and oversized rain showers with handheld wands. Every detail has been optimized for comfort and quality. Custom trim details and curated lighting complete the modern, sophisticated aesthetic. Penthouse unit features private staircase access to an approx. 1,500 sq/ft rooftop deck with breathtaking Chicago skyline views. Located in one of Chicago's most vibrant neighborhoods, this home offers premier access to Bucktown/Wicker Park dining, boutique shopping, parks, and the Damen/Milwaukee Blue Line just minutes away. This is a rare opportunity to own a truly exceptional residence in one of the city's most desirable locations.

2072 N Western Avenue Unit #PH-403, Chicago

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 12716479 MLS

*Construction Now Complete* Come experience the pinnacle of modern luxury at THE ASH BUCKTOWN, one of the neighborhood's most exciting new developments. ***2 Indoor Heated Electric Car Ready Parking Spaces Included***This meticulously designed 3-bedroom + Office, 2.5-bath penthouse offers stunning, unobstructed Chicago skyline views directly from the main living space. Built with a focus on privacy and performance, the entire building is engineered for superior soundproofing with a sealed shell structure, concrete walls separating units around the perimeter, blown-in cellulose insulation between floors coupled with closed-cell spray foam, Maxxon acoustic soundproofing rubber mattes, 1-inch of Maxxon Gypcrete concrete flooring, and the absence of traditional can lights-ensuring peace and privacy. Crafted with impeccable attention to detail, this Penthouse features an expansive open floor plan with soaring 10-foot ceilings, solid-core 8-foot doors, and floor-to-ceiling European windows that fill the space with natural light while offering superior sound insulation. The chef's kitchen is a showcase of European design, with sleek cabinetry, oversized quartz countertops with waterfall edges, and a premium stainless steel appliance package-perfect for both everyday living and entertaining. The living room is flooded with an abundance of natural light and flows seamlessly onto a covered private balcony that's ready for year-round enjoyment. Designer bathrooms are spa-inspired, featuring heated floors, large-format tile, double-sink vanities, Japanese Style Smart Toilets, and oversized rain showers with handheld wands. Every detail has been optimized for comfort and quality. Custom trim details and curated lighting complete the modern, sophisticated aesthetic. Penthouse unit features private staircase access to an approx. 1,500 sq/ft rooftop deck with breathtaking Chicago skyline views. Located in one of Chicago's most vibrant neighborhoods, this home offers premier access to Bucktown/Wicker Park dining, boutique shopping, parks, and the Damen/Milwaukee Blue Line just minutes away. This is a rare opportunity to own a truly exceptional residence in one of the city's most desirable locations.

2072 N Western Avenue Unit #PH-401, Chicago

$1,895,000

4 Beds ⋅ 3 Baths ⋅ 12715963 MLS

One of Lincoln Park's most coveted streets, this extraordinary duplex-up Penthouse offers an unmatched combination of scale, luxury, and outdoor living in the heart of the sought-after Ranch Triangle. Thanks to incredibly rare RM-5.5 zoning, this residence boasts a significantly larger footprint than most homes in the neighborhood, delivering an expansive 4-bedroom, 3-bathroom floor plan with dual staircases, soaring 10-foot ceilings, and an abundance of natural light throughout. Designed with timeless elegance, the home features rich hardwood floors, crown molding, custom window treatments, and exceptional craftsmanship at every turn. The chef-inspired kitchen showcases custom cabinetry and a premium appliance package, flowing seamlessly into a spacious family room complete with coffered ceilings, a fireplace, and custom built-ins. The formal living and dining areas are equally impressive, highlighted by beautiful bay windows and a sophisticated wet bar-perfect for entertaining on any scale. The luxurious primary suite is a true retreat, offering oversized walk-in closets and a spa-caliber ensuite bath featuring a double vanity, heated floors, a steam shower, and a soaking tub. Upstairs, your private rooftop oasis redefines city living with a fully equipped outdoor built-in grill, wet bar, fire table, covered pergola, and breathtaking panoramic skyline views-an exceptional space for relaxing or hosting guests year-round. Perfectly situated in Lincoln Park's highly desirable Ranch Triangle, you'll enjoy easy access to award-winning restaurants, boutique shopping, nightlife, parks, public transportation, and everything the city has to offer. One garage parking space and additional storage are included, completing this exceptional offering. Luxury, space, and an unbeatable location-this is penthouse living at its finest.

1905 N Bissell Street Unit #3, Chicago

$699,500

2 Beds ⋅ 2 Baths ⋅ 12716229 MLS

2446 W Augusta Boulevard Unit #PH, Chicago

$549,000

3 Beds ⋅ 2 Baths ⋅ 12715672 MLS ⋅ Opera Lofts BLDG.

A truly one-of-a-kind loft offering an extraordinary blend of history, scale, and architectural character. Once home to the original hardware used by the Lyric Opera to construct production sets, this remarkable residence showcases breathtaking 27-foot ceilings at their highest point, creating an unforgettable sense of volume and light. Thoughtfully designed across three levels, the unique open-concept layout offers exceptional flexibility with three open bedrooms, two dedicated office spaces-including one that can easily serve as an expansive walk-in dressing room-and two full bathrooms. Designed for both everyday living and effortless entertaining, the dramatic main living area flows seamlessly into the dining space and spacious kitchen. The kitchen features a large island with breakfast bar seating, abundant cabinetry, granite countertops, and stainless steel appliances. The natural stone bathrooms provide a spa-like retreat, highlighted by a luxurious primary bath with a double vanity, separate shower, and oversized jetted soaking tub. Completing this exceptional home is a private balcony showcasing city and lake views to the east, in-unit laundry, impressive storage throughout, and an attached garage parking space included in the price. Ideally located with convenient access to Lake Shore Drive, I-55, I-90/94, the lakefront, downtown Chicago, and everything the city has to offer, this is a rare opportunity to own one of Chicago's most distinctive loft residences.

2545 S Dearborn Street Unit #702, Chicago

$774,900

2 Beds ⋅ 2 Baths ⋅ 12711331 MLS

Stunning newer-construction penthouse in the heart of red-hot East Ukrainian Village! Thoughtfully designed with exceptional craftsmanship, premium finishes, and extensive custom upgrades throughout. The sun-drenched great room features soaring floor-to-ceiling windows, a wood-burning fireplace, and oversized sliding glass doors that open to a spacious private terrace, creating the perfect indoor-outdoor living experience. The chef's kitchen is beautifully appointed with Thermador Professional Series appliances, custom double-stacked cabinetry with glass display uppers, designer lighting, and elegant quartz countertops. Retreat to the spa-inspired primary suite featuring heated floors, a luxurious steam shower with multiple shower heads, and sophisticated porcelain tile accented by striking mosaic and hexagonal details. The beautifully finished guest bath continues the home's high-end aesthetic. A rooftop penthouse room provides the ideal space for a home office, fitness area, or staging lounge for unforgettable rooftop entertaining. The expansive private roof deck showcases breathtaking panoramic skyline and city views, while the covered outdoor living room with a fireplace creates the perfect setting for cozy evenings or entertaining year-round. With three private outdoor living spaces, this home truly embraces Chicago indoor-outdoor living. Additional highlights include hardwood floors throughout, garage parking, in-unit laundry, and dedicated storage. All of this is just steps from East Ukrainian Village's acclaimed restaurants, cafes, boutiques, parks, and nightlife-one of Chicago's most sought-after neighborhoods.

1817 W Iowa Avenue Unit #3, Chicago

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