West Side Homes with Penthouse Style

Welcome to the West Side neighborhood in Chicago, Illinois! Located in Cook County, this vibrant area offers a unique blend of urban living and community charm. With its rich history and diverse culture, the West Side is a popular choice for homebuyers looking for a true Chicago experience.

One of the standout features of this neighborhood is the availability of homes with penthouse-style living. If you're seeking a luxurious and elevated living experience, look no further. These penthouse-style homes offer the epitome of sophistication and style, with spacious layouts and stunning views of the city skyline.

Whether you're a young professional looking for a trendy and modern space or a family in need of more room to grow, the West Side has a range of options to suit your needs. From sleek and contemporary designs to classic and timeless architecture, there's a penthouse-style home that will capture your heart.

Living in a penthouse-style home in the West Side means you'll have access to an array of amenities and conveniences. Enjoy top-notch building facilities like fitness centers, rooftop terraces, and private parking. Plus, the neighborhood itself boasts an abundance of shops, restaurants, and entertainment options just steps away from your front door.

Don't miss out on the opportunity to experience the best of Chicago living in the West Side neighborhood. Explore the homes with penthouse-style living and discover the perfect place to call home in this vibrant and sought-after community.

Newest West Side Homes with Penthouse Style

$399,900

2 Beds ⋅ 1 Baths ⋅ 12792771 MLS ⋅ NEW Status

Top-floor two-bedroom in an all brick six-unit West Town walk-up, gut rehabbed in 2008 and full of details that don't get built at this price. Soaring ceilings, arched windows and exposed brick detail set the tone, with espresso oak hardwood running throughout. The kitchen anchors the main living space with a waterfall edge island, granite counters, subway tile backsplash and walnut cabinetry. Eight-foot solid-core doors, European pocket doors and built-out closets carry the finish level through. The bath pairs a radiant heated floor with beige stacked stone tile. In-unit laundry, surround-sound wiring, a balcony off the living area and a large dedicated storage room round it out. 2-car tandem parking included. Steps to the Chicago Avenue restaurant corridor, Mariano's and West Town Bakery, with quick access to the Blue Line and 90/94.

1735 W Erie Street Unit #3N, Chicago

321 S Sangamon Street Unit #908, Chicago

$599,900

2 Beds ⋅ 2 Baths ⋅ 12772120 MLS ⋅ ACTIVE Status

This completely renovated and re-imagined penthouse loft in the heart of the West Loop is a rare find! This stunning 2 bed, 2 bath condo at the at Lofthaus combines dramatic loft architecture with sophisticated modern design and executed to perfection. Soaring 18-foot ceilings and floor-to-ceiling east-facing windows fill the open living space with natural light and incredible skyline views. The completely redesigned kitchen features custom cabinetry, tons of storage, quartz countertops, an oversized island with seating, designer lighting, and new stainless steel appliances. The open concept allows for a dedicated dining room, large living that includes a double sliding doors that leads to large private balcony overlooking the city. The primary suite offers floor-to-ceiling windows, organized closets, and a fully renovated bath with custom cabinetry and designer finishes. The fully enclosed second bedroom features hardwood floors and large windows, with a second beautifully renovated bathroom across the hall. This renovation was done with a quality of craftsmanship that you just don't see. Additional updates include new 8-inch wide-plank hardwood flooring, lighting, hardware, custom closet organizers, window treatments, and in-unit laundry. Heated garage parking is available for $35,000, and additional storage is included. Investor-friendly with no rental cap. The location is incredible and just steps from Randolph Street, restaurants, parks, coffee shops, nightlife, CTA, Metra, and everything the West Loop has to offer.

321 S Sangamon Street Unit #908, Chicago

$2,299,500

4 Beds ⋅ 5 Baths ⋅ 12778065 MLS ⋅ ACTIVE Status

A true West Loop penthouse with exceptional private outdoor space, this spectacular top-floor duplex offers more than 3,400 square feet of luxury living and an expansive walk-out terrace designed for entertaining. Set within an intimate eight-unit boutique elevator building, the residence combines the privacy and scale of a single-family home with the convenience of sophisticated condominium living in one of Chicago's most desirable neighborhoods. The dramatic main living level is defined by soaring natural light, an open-concept floor plan, and seamless indoor-outdoor living. The chef's kitchen and dining area open directly onto the 700+ square-foot private terrace, creating an exceptional setting for outdoor dining, entertaining, and relaxing above the city. Designed for the serious home chef, the kitchen features custom, top-of-the-line Copatlife Italian cabinetry, a combination of natural stone and quartz surfaces, generous pantry storage, and an impressive collection of premium appliances including Sub-Zero refrigerator and freezer columns; Gaggenau oven, range, microwave, built-in coffee maker, steam oven, and warming drawer; and a Miele dishwasher. A filtered still-and-sparkling water tap and operable skylights complete this highly customized space. Chevron hardwood floors extend throughout the living areas, adding warmth and architectural character. Additional features include a custom media wall in the living room, built-in display cabinetry, and separate wet and dry bars. The private bedroom level is anchored by a serene primary suite with a spa-inspired bathroom featuring a steam shower and heated floors. Two additional bedrooms, two full baths, and a dedicated laundry room share this level. A spacious family room with fireplace, bar, and covered balcony adds flexibility and may be configured as a fourth bedroom, guest suite, or home office. Every bathroom, including both powder rooms, is finished in marble, with a Toto Neorest in the primary bath and Washlets in all others. A custom-built, temperature-controlled 600-bottle wine cellar completes this level. RH chandeliers and lighting are found on both levels and the terrace. Integrated smart-home technology includes Ring cameras and doorbell, Control4-operated KEF built-in ceiling speakers and motorized shades throughout, Lutron lighting controls, a Ubiquiti mesh Wi-Fi network, a smart thermostat, and pre-wiring for a security system. This whole-home technology system is fully installed and transfers with the sale. One deeded parking space in the heated, attached garage is included. Ideally located near Jackson Boulevard and Green Street, this luxury West Loop duplex penthouse is moments from Mary Bartelme Park, Skinner Park, Whole Foods, neighborhood cafes, and everyday conveniences. The acclaimed restaurants, nightlife, boutiques, and entertainment of Fulton Market and Randolph Street are approximately a 10-minute walk away. Offering generous living space, a flexible three-to-four-bedroom floor plan, designer finishes, smart-home features, garage parking, and a remarkable private terrace, this is an exceptional opportunity to experience elevated West Loop living.

220 S Green Street Unit #4S, Chicago

$999,999

3 Beds ⋅ 2 Baths ⋅ 12764219 MLS ⋅ ACTIVE Status

***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN.*** Welcome to 1345 W Grand Avenue, a boutique new-construction elevator building offering just seven luxury residences near Chicago's vibrant Fulton Market District. With only two residences per floor, this thoughtfully designed development delivers an exceptional sense of privacy, sophistication, and modern city living. This stunning simplex residence features an expansive open floor plan, soaring ceilings, oversized windows, and wide-plank hardwood flooring throughout. The living, dining, and kitchen areas flow seamlessly together, creating an ideal setting for everyday living and entertaining. The chef's kitchen is appointed with custom floor-to-ceiling cabinetry, quartz countertops and matching backsplash, fully integrated Thermador appliances, an oversized waterfall island, and sophisticated matte black and brass finishes. Directly off the living room, an incredible private deck extends the living space outdoors. The spacious primary suite provides a private retreat with a spa-inspired bathroom featuring quartz and ceramic tile finishes, a dual vanity, an oversized walk-in shower, and designer fixtures. The additional bedrooms are generously sized and offer ample closet space, complemented by a beautifully appointed bathroom. Perfectly situated near Fulton Market's renowned restaurants, nightlife, shopping, parks, and everyday conveniences, with easy access to downtown and major transportation, this exceptional residence combines luxury finishes, a functional floor plan, and impressive private outdoor space in one of Chicago's most desirable locations.

1345 W Grand Avenue Unit #2S, Chicago

$849,999

3 Beds ⋅ 2 Baths ⋅ 12764216 MLS ⋅ ACTIVE Status

***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN.*** Welcome to 1345 W Grand Avenue, a boutique new-construction elevator building offering just seven luxury residences near Chicago's vibrant Fulton Market District. With only two residences per floor, this thoughtfully designed development delivers exceptional privacy, sophistication, and modern city living. This stunning simplex residence features an expansive open floor plan, soaring ceilings, oversized windows, and wide-plank hardwood flooring throughout. The living, dining, and kitchen areas flow seamlessly together, creating an ideal setting for everyday living and entertaining. The chef's kitchen features custom floor-to-ceiling cabinetry, quartz countertops and a matching backsplash, fully integrated Thermador appliances, an oversized waterfall island, and sophisticated matte black and brass finishes. A private terrace directly off the living room extends the living space outdoors and creates an effortless indoor-outdoor connection. The spacious primary suite provides a private retreat with a spa-inspired bathroom featuring quartz and ceramic tile finishes, a dual vanity, an oversized walk-in shower, and designer fixtures. The additional bedrooms are generously sized and offer ample closet space, complemented by beautifully appointed bathrooms. Perfectly situated near Fulton Market's renowned restaurants, nightlife, shopping, parks, and everyday conveniences, with easy access to downtown and major transportation, this exceptional residence combines luxury finishes, a functional floor plan, and private outdoor space in one of Chicago's most desirable locations.

1345 W Grand Avenue Unit #3N, Chicago

$1,049,999

2 Beds ⋅ 2 Baths ⋅ 12764213 MLS ⋅ ACTIVE Status

***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN.*** Welcome to 1345 W. Grand Avenue, a boutique new-construction elevator building offering just seven luxury residences near Chicago's vibrant Fulton Market District. With only two residences per floor, this thoughtfully designed development delivers an exceptional sense of privacy, sophistication, and modern city living. This stunning duplex-up features expansive open living spaces, soaring ceilings, oversized windows, and wide-plank hardwood flooring throughout. The main level is designed for effortless living and entertaining, anchored by a chef's kitchen with custom floor-to-ceiling cabinetry, quartz countertops and matching backsplash, fully integrated Thermador appliances, an oversized waterfall island, and sophisticated matte black and brass finishes. A private terrace directly off the living room creates a seamless extension of the indoor entertaining space. The spacious primary suite is a private retreat featuring a spa-inspired bathroom with quartz and ceramic tile finishes, a dual vanity, an oversized walk-in shower, and designer fixtures. The additional bedrooms are generously sized and offer ample closet space, complemented by a beautifully appointed bathroom. Upstairs, a versatile flex space is ideal for a home office, media room, fitness area, or lounge and opens directly onto an incredible 1,500-square-foot private rooftop deck. Designed for entertaining, the rooftop offers panoramic views of Chicago's iconic skyline and an unmatched outdoor living experience. Perfectly situated near Fulton Market's renowned restaurants, nightlife, shopping, parks, and everyday conveniences, with easy access to downtown and major transportation, this exceptional residence combines luxury finishes, a functional floor plan, and extraordinary private outdoor space in one of Chicago's most desirable locations.

1345 W Grand Avenue Unit #4N, Chicago

$975,000

3 Beds ⋅ 2 Baths ⋅ 12761207 MLS ⋅ ACTIVE Status

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

$4,000,000

3 Beds ⋅ 4 Baths ⋅ 12729476 MLS ⋅ ACTIVE Status

Welcome to one of Chicago's most exceptional penthouses in the West Loop, thoughtfully designed for those seeking curated interiors. Completely reimagined, this 3-bedroom, 3.1-bathroom residence pairs a sophisticated palette of natural textures and refined finishes with custom details throughout. From the moment you enter, a dramatic double-height foyer sets the tone, featuring a striking floating staircase and statement chandelier. Beyond, the light-filled open-concept interior immediately establishes a remarkable sense of scale, with floor-to-ceiling windows, warm natural finishes, and seamless indoor-outdoor living. The expansive living room is anchored by a statement gas fireplace, flanked by custom built-ins with integrated lighting, and opens to a private balcony. Adjacent, the dining area features an intricate inlaid ceiling and custom banquette, creating an inviting setting for both intimate dinners and larger-scale entertaining. The gourmet kitchen is designed for a chef, featuring custom cabinetry, a top-of-the-line Sub-Zero and Wolf appliance package, and a dramatic range hood wrapped in stone. Every element has been considered to balance functionality with elevated design. The primary suite is thoughtfully separated from the main living spaces. Wrapped in custom cloth wallcoverings, the suite offers a hotel-like experience. The generous walk-in closet is outfitted with custom built-ins, integrated lighting, organized drawers, and a center island. The spa like bath is wrapped in modern stone and appointed with a sculptural soaking tub, expansive walk-in shower with dual shower heads, double vanity, dedicated makeup station, and a private water closet. The main floor is completed with a generous secondary bedroom with private ensuite bath, a bold powder room, laundry room and additional storage. As you ascend to the upper level, an open overlook showcases the home's scale. With an additional living space and designer wet bar, creating a versatile space for a family room or sky lounge that opens to a private rooftop terrace, offering ample room for both seating and dining while taking in city views. The upper level features the third bedroom with cloth wallpaper, a walk-in closet and ensuite bath. The home is completed with a fully integrated home automation system providing control of surround sound, motorized shades, dimmable lighting and dual heating and cooling controls. Located in a 24-hour door staff building with dog wash, bike storage, and two side by side heated garage parking spaces with EV charging included. Positioned directly across from Mary Bartelme Park, acclaimed restaurants and cafes, boutiques, grocery stores, nightlife and easy access to local expressways. Sophisticated, architectural, and exceptionally designed, this is a rare opportunity to own a curated penthouse in one of Chicago's most coveted neighborhoods.

111 S Peoria Street Unit #PH03, Chicago

$418,000

2 Beds ⋅ 2 Baths ⋅ 12698096 MLS ⋅ ACTIVE Status

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. Bathed in natural light streaming through expansive east-facing windows, this home boasts an awe-inspiring open floor plan. Enjoy the grandeur of soaring 14ft+ ceilings complemented by the warmth of exposed brick in the living and primary bedroom areas. Revel in the serenity of two spacious bedrooms adorned with ample closet space, all unified by newer wood laminate flooring throughout. The heart of the home is a chef's dream, featuring a recently renovated kitchen adorned with sleek stainless steel appliances, quartz countertops, and pristine white cabinetry. Enhancing its allure is a bonus pantry complete with a built-in wine fridge, offering both functionality and style. Indulge in the convenience of in-unit laundry facilities and unwind in two updated full bathrooms showcasing modern vanities and flooring. Revel in the allure of this rental and pet-friendly building, offering a lifestyle of ease and comfort. Embrace urban living at its finest, with Union Park, Skinner Park, the United Center, public transportation, nightlife, and shopping all within walking distance. Additionally, this unit boasts roof rights, promising endless possibilities for outdoor enjoyment. Recent updates, including exterior tuckpointing/sealing in 2023, new windows in 2020, new LVT flooring throughout in 2022, brand-new HVAC in 2021, and a new dryer in 2022, ensure both contemporary comfort and peace of mind. Parking is a breeze with easy rental options available nearby starting at just $110. Don't miss your chance to experience the epitome of city living in this exquisite penthouse retreat! Investor Friendly!

1600 W Adams Street Unit #202, Chicago

$3,299,000

4 Beds ⋅ 4 Baths ⋅ 12679827 MLS ⋅ ACTIVE Status ⋅ Hale Lofts BLDG.

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 breathtaking place to live. Unfolding across three expansive levels, this extraordinary residence offers more than 6,100 square feet of luxurious living, including over 5,100 square feet of interior space and a private 1,000-square-foot rooftop oasis. Set in the vibrant heart of Chicago's coveted West Loop, this one-of-a-kind timber-and-brick penthouse delivers luxury today, with the flexibility of tailoring the lower level to your needs for tomorrow. Crowning a boutique elevator building, the residence blends industrial soul with cosmopolitan flair. The main living level is crafted for everyday comfort and dazzling entertaining. Soaring timber ceilings, exposed brick, and a dramatic wall of commercial-grade windows fill the space with natural light and frame city views. Expansive 3000 sq ft living and dining areas flow into a chef's kitchen appointed with two of everything: double Sub-Zero refrigerators, an oversized six-burner Viking range with Bertazzoni hood, a five-burner Viking range, Bosch and Viking dishwashers, two Kalista De Giulio sinks, Taj Mahal quartzite countertops, custom Ann Sacks and Fine Line tile, and fixtures from Sherle Wagner, Waterworks, and Dornbracht. Thoughtfully curated details include bespoke built-ins, gallery-worthy art walls, wine storage, and a library channeling the timeless aura of Ralph Lauren. A dramatic, sculptural staircase anchors the home and spirals up to a private rooftop terrace. This open-air sanctuary features a gourmet outdoor kitchen, curated planters, integrated irrigation, ambient lighting, built-in heaters, and a pergola, all set against a cinematic panorama of Chicago's skyline. The lower level offers exceptional flexibility and endless possibilities for reinvention. Spanning more than 2,100 square feet, it currently features one bedroom, two baths, a vast open living area with a fireplace, ample walk-in closets, and abundant storage. This expansive space awaits your vision-be it opulent suites, 4+ bedrooms, workspaces, a private fitness studio, a state-of-the-art media lounge, or an entirely new configuration. The lower level adapts to your lifestyle and offers a clear upside for customization. A tandem garage parking space in the adjacent garage comfortably accommodates two vehicles, with additional parking available for purchase. More than a home, this West Loop loft penthouse is a statement. It offers a fully finished luxury entertaining level, a spectacular private rooftop deck, and the opportunity to customize the private bedroom level to suit your vision-all within one of Chicago's most dynamic and sought-after neighborhoods, with clear upside for the buyer.

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

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West Side Homes with Penthouse Style

Newest West Side Homes with Penthouse Style

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