Near North Side Homes with Penthouse Style

Near North Side Homes with Penthouse Style

Welcome to the Near North Side neighborhood in Chicago, Illinois! Situated in Cook County, this vibrant area is known for its lively atmosphere and diverse range of amenities. If you're looking for a place that offers the best of city living, Near North Side is the perfect destination.

One of the standout features of this neighborhood is the availability of homes with penthouse-style living. Imagine waking up to breathtaking views of the iconic Chicago skyline or enjoying a relaxing evening on your private rooftop terrace. These luxurious properties offer the ultimate in comfort and style, with spacious layouts, high-end finishes, and top-of-the-line amenities.

Living in a penthouse in Near North Side means you'll have easy access to all the attractions and conveniences the city has to offer. From world-class dining and shopping on the Magnificent Mile to cultural institutions like the Museum of Contemporary Art and the Chicago History Museum, there is always something to explore and enjoy.

In addition to its urban allure, Near North Side also boasts beautiful parks and green spaces, providing a tranquil escape from the hustle and bustle of city life. Whether you're strolling along the scenic Lakefront Trail or picnicking in Lincoln Park, you'll find plenty of opportunities to relax and recharge.

If you're searching for a home that combines luxury, convenience, and a vibrant lifestyle, Near North Side is the neighborhood for you. Don't miss out on the chance to experience the best of Chicago living in a stunning penthouse-style home.

Newest Near North Side Homes with Penthouse Style

$3,200,000
3 Beds 4 Baths 12755318 MLS NEW Status
A one-of-a-kind half-floor penthouse, exquisitely designed from raw space and offering approximately 4,200 square feet of extraordinary craftsmanship, bespoke millwork and materials sourced from around the world. Three private terraces and unobstructed North, East and West exposures capture sunrise and sunset while showcasing sweeping views of Lake Michigan and the Chicago skyline. From the moment you enter, the detail is unmistakable. Dramatic entry portals are framed by raised-panel millwork and barrel-vaulted ceilings illuminated by custom wrought-iron pendants. Mahogany entry doors and substantial 13/4-inch custom interior doors with Von Morris hardware reflect the quality found throughout. The gracious living room is finished in French Refined limestone from Paris Ceramics with inlaid cabochons and anchored by a fireplace framed in bespoke mahogany cabinetry handcrafted by Clive Christian in London. Crown molding discreetly conceals Crestron-operated motorized shades. Designed for intimate evenings and large-scale entertaining, the adjoining dining room features an Ebanista crystal chandelier and spectacular Clive Christian mahogany bar with granite top, hammered brass sink, Perrin & Rowe faucet, Viking wine cooler, Scotsman ice maker and undercounter refrigerator-all just steps from a private terrace. The kitchen is a remarkable expression of traditional European craftsmanship. Hand-painted Clive Christian cabinetry incorporates glazed detailing, recessed panels, Corinthian-inspired fluting and pilasters, while contrasting Yew wood cabinetry adds warmth and depth. An oversized black granite island with a substantial 21/2-inch edge takes center stage beneath statement chandeliers. A 60-inch Viking range is framed by a custom wood enclosure and limestone backsplash, and two Sub-Zero refrigerator/freezer units are integrated behind matching cabinetry. Perrin & Rowe fixtures, Paris Ceramics limestone floors and an outfitted pantry complete the space. A large private terrace directly off the kitchen extends living and entertaining outdoors. Family room features a coffered ceiling and dentil molding. The private primary suite is a residence unto itself. A limestone entry transitions to wide-plank Carlisle flooring and leads to an expansive bedroom and sitting room separated by raised-panel arches and a dramatic two-sided gas fireplace with integrated television enclosure. The suite includes a private west-facing terrace, two generous California Closets walk-ins, a linen closet and custom silk draperies with blackout lining. The richly appointed bath features hand-painted Clive Christian cabinetry with gold detailing, Paris Ceramics limestone, Perrin & Rowe fixtures, a BainUltra whirlpool tub and steam shower. A private water closet showcases a Herbeau copper sink from France. Two additional bedrooms feature Carlisle floors, custom moldings, Von Morris hardware and en-suite baths finished in beige Jura limestone with Kerns-Wilcheck cabinetry, Dornbracht fixtures and Toto toilets. The powder room is equally distinctive, with Kerns-Wilcheck cabinetry, a Sherle Wagner sink and faucet, Paris Ceramics limestone and custom moldings. The laundry room offers raised-panel cabinetry, black granite folding counter, utility sink and ASKO stainless-steel washer and dryer. Crestron controls lighting and motorized shades throughout much of the residence. Two prime side-by-side third-floor parking spaces offer convenient ingress and egress. Full-service amenities include 24-hour door staff, an Olympic-size indoor pool, whirlpool, sauna, steam room, state-of-the-art fitness center, hospitality room and on-site dry cleaning. An extraordinary opportunity offering the scale and privacy of a single-family home, panoramic views, multiple outdoor spaces and the convenience of full-service high-rise living. This is not simply a penthouse-it is a bespoke Chicago residence created with a level of craftsmanship, provenance and detail rarely found tod

55 E Erie Street Unit #5302, Chicago

$2,000,000
3 Beds 4 Baths 12751124 MLS ACTIVE Status
Experience unparalleled luxury at 200 W Grand #PH2700, an extraordinary full-floor penthouse offering breathtaking panoramic skyline views from the 27th floor. This one-of-a-kind residence combines sophisticated design, exceptional craftsmanship, and expansive indoor-outdoor living in the heart of the city. Step directly from the elevator into a private foyer wrapped in rich African pearwood paneling, setting the tone for the remarkable finishes found throughout the home.The expansive open-concept living and entertaining spaces are highlighted by dramatic floor-to-ceiling windows, coffered ceilings with hand-painted inlays, and designer lighting by Circa and Kelly Wearstler. The chef's kitchen is appointed with premium Wolf and Sub-Zero appliances, custom bird's-eye maple cabinetry, and an oversized island perfect for entertaining and everyday living. The luxurious primary suite showcases stunning south and east corner views, a custom cashmere upholstered headboard, and a hidden projector screen for a true retreat experience. The spa-inspired primary bath features a Waterworks Empire soaking tub, steam shower, heated Carrara marble floors, and bidet. Two additional generously sized bedrooms plus a sophisticated library/den provide the comfort and functionality of a single-family home in the sky.Enjoy seamless indoor-outdoor living with six private terraces ideal for dining, entertaining, or relaxing while taking in the spectacular city views. Building amenities include 24-hour door staff, fitness center, sun deck, and secure tandem parking accommodating up to four vehicles.Located within the Ogden Elementary and Wells Community Academy school districts.

200 W Grand Avenue Unit #2700, Chicago

$850,000
4 Beds 4 Baths 12742476 MLS ACTIVE Status
Experience the pinnacle of refined city living in this extraordinary penthouse residence overlooking Lake Michigan. Situated within a distinguished 1924 cooperative designed by renowned architect Robert DeGolyer, this remarkable 4-bedroom, 3.1-bath home seamlessly blends historic grandeur with modern luxury. A private elevator entrance opens directly into the residence, revealing dramatic 15-foot ceilings, rich hardwood flooring, detailed crown molding, custom millwork, and timeless architectural character throughout. The grand foyer and sweeping staircase create an unforgettable first impression, while thoughtfully designed living spaces offer both sophistication and comfort. A warm and inviting library provides the perfect retreat for reading, relaxing, or working from home. The expansive chef's kitchen is outfitted with premium appliances, abundant storage, and a separate pantry designed for effortless entertaining and everyday functionality. Two generously sized ensuite bedrooms are conveniently located on the main level, offering privacy and flexibility for guests or family. One of the home's most exceptional features is the private outdoor terrace, where sweeping lake views create the perfect backdrop for dining, entertaining, or simply enjoying the city skyline. Additional conveniences include an in-unit washer and dryer, a rare offering in a home of this vintage. Residents enjoy an impressive collection of building amenities, including a newly renovated fitness center and a beautifully redesigned outdoor courtyard featuring grilling stations, dining areas, prep counters, and a gas fireplace lounge. The pet-friendly building also offers 24-hour door staff, onsite engineering, two oversized private storage lockers, and a bike room. Perfectly positioned in one of Chicago's most prestigious lakefront neighborhoods, the home is moments from premier dining, luxury shopping, public transportation, top-rated schools, and world-class cultural attractions. Parking is available for lease directly across the street at 1150 N Lake Shore Drive, with additional parking options nearby on Elm Street. This one-of-a-kind penthouse presents a rare opportunity to own an architecturally significant residence with unmatched character, scale, and views in the heart of Chicago.

1120 N Lake Shore Drive Unit #18CD, Chicago

$749,000
3 Beds 2 Baths 12729447 MLS ACTIVE Status
A stunning penthouse-level gem located in Chicago's highly desirable River North neighborhood. Boasting a complete 2024 renovation, this impeccable corner unit offers elegant living with high ceilings, a gracious formal entry, sleek hardwood flooring, expansive 175 sq ft balcony and breathtaking high floor city views. Other remarkable features include a large, light-filled living area, floor to ceiling windows, gas fireplace, impressive separate dining space, custom window treatments throughout and convenient in unit washer/dryer. The striking kitchen includes high end appliances, beautiful custom cabinetry, quartzite counters with a huge island, sleek pendant lighting, and a large pantry. The thoughtfully designed layout has three great bedrooms and two baths plus loads of custom closet space. The luxurious primary ensuite features a spa like bath with generous quartzite vanity and two custom designed closets including a lavish, oversized, walk-in closet. Known for having some of the best amenities in the city, The Residences of Grand Plaza offers a private outdoor pool and deck, basketball court, library, dog run, party room, office center, track, gym, and on-site management, along with the convenience of a Jewel grocery in the building. The most convenient location to the city, just steps to Michigan Avenue, award winning restaurants, easy transportation, theater and more. Rental parking available.

545 N Dearborn Street Unit #3301, Chicago

$2,200,000
4 Beds 5 Baths 12720933 MLS ACTIVE Status
Few residences in the Gold Coast offer what discerning luxury buyers value most: an entire floor to themselves, direct private elevator access, exceptional scale, historic character, and the quiet privacy of boutique living. At 257 East Delaware Place, all those qualities come together in one extraordinary penthouse. Set within an elegant 1917 boutique building with just 12 residences, Unit 10AB occupies the entire tenth floor, where a private elevator opens directly into nearly 4,000 square feet of beautifully reimagined living space. Renovated in 2019 with more than $1.2 million in improvements, the home seamlessly blends timeless prewar architecture with sophisticated contemporary design. Oversized arched windows grace the main living spaces, while expansive east-facing windows capture beautiful views of Lake Michigan. Southern and western exposures bathe the residence in exceptional natural light throughout the day. Designed for both grand entertaining and comfortable everyday living, the expansive floor plan features a gracious living room with a rare wood-burning fireplace, a dramatic 25-foot family room, open dining area, and an exceptional chef's kitchen with a 14-foot marble island, Wolf and Sub-Zero appliances, a walk-in pantry, dedicated wine cellar, and wet bar. The private primary suite offers a gas fireplace, dual custom walk-in closets, dressing area, and a spa-inspired marble bath with a Kohler steam shower, NuHeat heated floors, and an oversized soaking tub. Three additional en-suite bedrooms, a powder room, separate laundry room, and dedicated storage complete the residence. Residents also enjoy exclusive access to the building's beautifully landscaped private garden and gazebo an exceptionally rare amenity that provides a peaceful retreat in the heart of the Gold Coast. Just moments away are Oak Street Beach, Lake Michigan, the Magnificent Mile, luxury boutiques, acclaimed restaurants, and Chicago's finest hotels. For those seeking the scale and privacy of a single-family home with the convenience of condominium living, few homes offer the combination of a full-floor layout, boutique ownership, modern luxury, and one of Chicago's most prestigious addresses. Monthly valet parking is available nearby at 200 East Delaware. 257 East Delaware Place is one of the Gold Coast's rarest offerings...a full-floor penthouse that delivers exceptional privacy, timeless architecture, sophisticated design, and an unrivaled lifestyle.

257 E Delaware Place Unit #10AB, Chicago

$3,300,000
2 Beds 4 Baths 12667187 MLS ACTIVE Status
Rare opportunity to own this Gold Coast penthouse sitting atop a uniquely constructed James Lowenberg building. This 2,500 sq. ft. luxury home designed by Marvin Herman Architects & Interiors affectionately known as "Joyau du Ciel" offers numerous high-end finishes and has been impeccably maintained. The home features floor-to-ceiling windows throughout, as well as two balconies with east- and south-facing views, offering breathtaking, unobstructed vistas of Lake Michigan and the iconic Chicago skyline. The open-concept living and dining areas flow seamlessly into a chef's kitchen featuring ample granite counter space and a full wraparound bar with seating for six or more. Timeless Crema Marfil marble flooring in a warm, subtle hue and premium custom Anigre cabinetry are the crowning touches to this elegant space. The thoughtfully designed primary suite offers a large mirrored wardrobe and luxurious individual his-and-hers full bathrooms featuring an oversized Jacuzzi tub, a rain shower, and a separate water closet. An adjacent den with full-size washer/dryer, currently used as a home office, completes this private retreat. Additional highlights include expansive attic storage space; noise-cancelling insulation behind 3/4" drywall in all exterior and interior walls; solid wood doors & trim throughout; copper risers ground-to-faucet; surround sound system and black-out drapes; two parking spaces conveniently located directly across from one another; visitor parking on a separate garage level; and access to exceptional building amenities, including a sundeck, health deck, and discounted membership opportunities with FFC Fitness. All custom furniture negotiable, including a dining table with seating for 14; an Estonia grand piano; a Herman Miller grandfather clock. Located in the heart of Chicago's prestigious Gold Coast neighborhood, this residence offers unparalleled access to some of the city's finest dining, shopping, nightlife, and lakefront attractions. Just moments from the Restaurant Triangle/Mariano Plaza, Washington Square Park, Magnificent Mile, Oak Street Beach, Lakefront Trail and CTA Red Line, residents enjoy the perfect blend of vibrant urban energy and refined residential charm. DETAILED VIRTUAL TOUR AVAILABLE UPON REQUEST.

111 W Maple Street Unit #3402-3404, Chicago

$2,897,747
4 Beds 4 Baths 12701195 MLS ACTIVE Status
PENTHOUSE LEVEL, 72nd Floor, 4-bedroom, NORTHEAST corner, 3320 square foot floor plan at the luxurious Water Tower Residences featuring impressive, sweeping lake, park and city views framing Navy Pier to the East exposure and up to Evanston along the Lake Michigan shoreline to the North exposure. The lake seems more like an Ocean through the 24 oversized windows with motorized shades. Your renovated residence utilized great attention to detail in this wide-open floor plan that offers enormous room sizes for easy living and gracious entertaining. Your mint and turn-key condition residence offers a spacious 4 bedroom/family room layout. This exceptional floor plan with unforgettable views from EVERY ROOM in the home features exquisite hardwood floors, surround sound, a large foyer, oversized custom designed kitchen with center island and high-end appliances, a primary suite with an oversized luxurious bath offering double sink vanity and a large shower room, two large walk-in closets and cozy sitting area. You'll appreciate the large additional bedrooms or offices, laundry room off kitchen with-in unit trash chute, large walk in storage closets, custom closets systems throughout and beautiful baths that make your place a gem. Your treasured home is perfectly located above the exclusive renovated Ritz Carlton Hotel offering you all the coveted amenities- concierge, room service, spa, fitness, indoor pool- that make you feel like you're living in a resort every day. On site valet or self- parking options available to residents and their guests. Dogs welcome too!

180 E Pearson Street Unit #7203, Chicago

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