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

$850,000
2 Beds 2 Baths 12714022 MLS NEW Status River North Commons BLDG.
RARE PROPERTY ALERT: COVETED PENTHOUSE DUPLEX LOFT WITH PRIVATE ROOFDECK in River North Commons. First time on market since 2002. Offering a rare sense of privacy and calm in the middle of the city. Spanning approximately 2,035 square feet, this 2-bedroom plus den+2nd kitchenette, 2-bath residence is designed for those who want space that feels both open and intimate. South-facing light fills the home throughout the day, while the private rooftop deck becomes an extension of your living space-quiet, elevated, and ideal for unwinding above the city. Architectural details of this home create a comfortable, grounded feel with exposed brick, large timber beams and expansive ceilings plus a true interior staircase leading to your second floor, feeling like you are in a single family home. First floor features the 2nd bedroom with murphy bed, great for 2nd bedroom, home office, or guest bedroom, a full bath, wraparound kitchen with island and breakfast bar, and expansive living room with soaring ceilings with tons of seating arrangements, full dining area, balcony perfect for grilling, and a fireplace to add a sense of ease and comfort, plus coveted pantry, and under stairs storage. Up your full interior stairs you will find your primary suite, full bath, a den/office/media room and custom kitchenette with fridge, cabinets, and sink, which offers flexibility for hosting, retreating for perfect movie nights or sporting events, or the ideal home office. This leads to the private rooftop deck with pergola, composite maintenance free decking, and privacy walls, your perfect outdoor urban oasis. The primary suite feels like a true escape, with an oversized shower with dual shower heads fit for a spa vacation, heated floors, and thoughtful built-ins elevating the space to feel organized and functional, yet elegant and tranquil. Plus you can also directly access both levels from the elevator and hallways should you ever need to avoid the stairs. Top it off with prime indoor heated garage parking ($35k) plus additional outdoor tandem parking ($25k) available and included common area storage cage. All in River North with dog park, coffee, shops, train, daycare, gyms, access to 90/94 and more out the front door. This home is not just about layout-it's about how it feels to live here: from quiet mornings and slow evenings to various live work layouts to an entertainers dream. A true home that supports an intentional life in the heart of River North.

520 W Huron Street Unit #614, 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 throughout; 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, Magnificent Mile, Oak Street Beach, Lakefront Trail and CTA Red Line, residents enjoy the perfect blend of vibrant urban energy and refined residential charm.

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

$950,000
3 Beds 2 Baths 12685649 MLS ACTIVE Status Fairbanks At Cityfront BLDG.
Perched atop The Fairbanks at Cityfront Plaza, one of Streeterville's most sought-after full-service residences, this sun-filled corner penthouse offers a rare combination of sophistication, comfort, and panoramic city views. Spanning 1,673 square feet, this highly upgraded three-bedroom, two-bathroom home is wrapped in floor-to-ceiling glass, showcasing breathtaking views of the Chicago River, Lake Michigan, Tribune Tower, Wrigley Building, and the city's iconic skyline from nearly every room. Thoughtfully designed for both entertaining and everyday living, the expansive open-concept floor plan is enhanced by soaring 10-foot ceilings, rich hardwood flooring throughout, and an abundance of natural light. At the heart of the home, the chef's kitchen is beautifully appointed with premium finishes, generous storage, and seamless flow into the living and dining spaces, creating an ideal setting for intimate gatherings and larger-scale entertaining alike. The living and dining areas open directly to a private balcony, seamlessly extending the living experience outdoors and providing a spectacular backdrop for morning coffee, evening cocktails, and Chicago's dazzling skyline. Privately positioned within the residence, the primary suite serves as a serene sanctuary above the city, complete with a spacious walk-in closet and a spa-inspired marble bath featuring dual vanities, a deep soaking tub, and an oversized glass-enclosed shower. A private balcony extends directly from the suite, creating an intimate outdoor retreat framed by sweeping skyline and lake views. Two additional bedrooms and a flexible home office alcove provide exceptional versatility for guests, family, or today's evolving lifestyle. Residents of The Fairbanks enjoy an impressive collection of amenities, including 24-hour door staff, an outdoor pool and sundeck, fitness center, resident lounge, business center, movie theater, and more. Perfectly positioned in the heart of Streeterville, just steps from Michigan Avenue, the Chicago Riverwalk, Lake Michigan, Whole Foods, Northwestern Memorial Hospital, Northwestern University, and some of the city's finest dining, shopping, and cultural attractions. Deeded garage parking available for an additional $50,000 (P-705).

240 E Illinois Street Unit #3001, Chicago

$899,995
4 Beds 4 Baths 12678799 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

$1,350,000
3 Beds 3 Baths 12675212 MLS ACTIVE Status
This Penthouse home is the Crown Jewel of Ritchie Court. Located in the most premier Gold Coast location featuring stunning Lake Views to the East, sparkling City Views to the South and sensational Sunset Views to the West. Designer inspired, luxurious home offers an expansive floor plan with generous room sizes and sophisticated contemporary finishes. Perfect for entertaining, family life and flooded with natural light. Oversized living room features a Wood-Burning Fireplace, warm toned Hardwood Floors with Carpet Inserts. Dry Bar and South-West facing Balcony w/stunning City views. Chef's Kitchen features Granite counter tops, Bosch, Dacor appliances including a Warming Drawer, South facing windows and large casual Dining Area with a South-East facing Balcony for grilling w/expansive Lake & City views. Separate Dining Room in addition to the cozy Library/Den for relaxing. Reminiscent of your favorite luxury hotel, over-sized Primary Bedroom Suite boasts two organized Walk-in Closets, gorgeous Primary Bath w/separate Vanities, oversized Soaking Tub and Lux Double Wide Shower. Well proportioned Flex Space, 2nd/3rd Bedroom featuring custom cabinetry, bookshelves and open for Playroom, Study or closed off for 3rd Bedroom. 3 Full Sized Bathrooms. Large Laundry/Utility Room with Bosch W/D, abundant Linen Storage. Additional Private Office/Den with built-in's and organized closet. Richly warm hardwood floors, designer lighting, custom window treatments and overly abundant built-in storage throughout. Tandem Deeded Parking Space available for additional $45K in the attached easy in-out, heated Self-Park Garage. 1313 Ritchie is a Full-Amenity Building with a 24 Hour Service Oriented Door Staff. Professionally Managed, On-Site Manager, Full-Time Engineer & Janitorial Staff. Outdoor Pool & Sundeck, Fully Equipped Fitness Room, Bike Room, Community Room, Receiving Room and Package Delivery Monday-Friday. Luxurious Salon & Day Spa and Full-Service Dry Cleaner. Ideally located year-round home or in-town, steps to the Lake Front, Oak Street Beach, Goudy Park, Lincoln Park, Latin and Ogden Schools. Short walk to World-Class Shopping & Restaurants. Two Furry Friends are welcome. This home offers the private quiet tranquillity of the Gold Coast and near-by amenities of the city. Location, Location, Location!!!

1313 N Ritchie Court Unit #2701, Chicago

$2,350,000
3 Beds 4 Baths 12664153 MLS ACTIVE Status Union Square Lofts BLDG.
Welcome to the pinnacle of penthouse living in the heart of River North. Spanning more than 10,000 square feet of extraordinary indoor and outdoor living space, Residence 1006 is a home unlike anything else on the market - a private urban sanctuary designed for unforgettable entertaining and everyday luxury. The moment you arrive, soaring 11-foot ceilings, striking European finishes, and walls of glass frame sweeping city views while filling the home with natural light. More than 5,000 square feet of designed interior space flows effortlessly from one gathering area to the next, with four private balconies extending the living experience outdoors. Whether hosting an intimate dinner or a celebration for dozens, every space has been thoughtfully designed to impress. The expansive living room offers multiple conversation areas, a sophisticated entertaining bar complete with its own dishwasher, refrigerator and remarkable 700-bottle wine cellar, while the chef's kitchen rivals those found in luxury estates. Outfitted with premium Gaggenau and Sub-Zero appliances, three dishwashers, four sinks, refrigerated drawers, a pizza oven and an oversized island with seating for ten, it is complemented by a separate back kitchen ideal for catering, morning coffee or casual dining. The primary suite is a private retreat all its own. A wood-burning fireplace creates warmth and character, while dual spa-inspired bathrooms, approximately 120 feet of custom Poggenpohl closets and a beautifully appointed office or den provide exceptional comfort, privacy and functionality. Crowning this remarkable residence is the award-winning 5,000-square-foot private rooftop garden - an outdoor experience rarely found in the city. Beautifully landscaped with timed irrigation, it features flourishing fruit and vegetable gardens, a four-hole putting green, multiple lounge and dining areas, a pergola, heated potting shed, and a fully equipped Kalamazoo outdoor kitchen with pizza oven and rotisserie. Whether enjoying a quiet morning among the gardens or hosting an unforgettable evening beneath the Chicago skyline, this rooftop is truly in a class of its own. Residents enjoy full-service amenities including a 24-hour door staff, on-site maintenance, attended package room, dry cleaners and beautifully landscaped courtyard. Additional highlights include an impressive 10' x 20' private storage room, three additional storage cages and dedicated bike storage. Two prime garage parking spaces are included in the purchase price, with a third space available for $75,000. Perfectly positioned just one block from East Bank Club and moments from River North's acclaimed restaurants, shopping and nightlife, Residence 1006 offers an extraordinary lifestyle rarely available. All furnishings are available for purchase separately.

333 W Hubbard Street Unit #1006, Chicago

$12,250,000
5 Beds 7 Baths 12640008 MLS ACTIVE Status
Introducing penthouse 64 at One Bennett Park, a Robert A.M. Stern building. A one-of-a-kind full-floor residence defined by exceptional scale, light, and sweeping lake and skyline panoramas. Encompassing approximately 7,940 square feet, with 5 bedrooms, 5 full bathrooms, and 2 powder rooms, this residence is thoughtfully composed and reflects the quiet confidence and refined detailing for which One Bennett Park is known. Designed with a seamless balance of sophistication and ease, the interiors by Soucie Horner Design Collective feature bespoke elements and an elegant material palette. The entry foyer with vaulted ceilings and direct elevator access makes a striking first impression. The custom-designed kitchen by 210 Design House effortlessly connects to the family room and is appointed with Italian cabinetry and a full suite of premium appliances, including Wolf, Sub-Zero, and Miele. A butler's pantry enhances functionality with a wine refrigerator, ice machine, and warming drawer. The combined living and dining areas are anchored by a ventless gas fireplace and framed by unmatched views. A separate family room with built-in millwork opens to a private north-facing terrace, while an additional terrace with southern exposure offers multiple outdoor living options. The expansive primary suite is a private retreat, complete with dual en-suite bathrooms, a walk-in dressing room, and multiple walk-in closets. A dedicated library with built-in alcoves provides the ideal setting for a home office or study. Interior finishes include rift and quartered white oak hardwood flooring throughout, prewiring for motorized shades with blackout capabilities in bedrooms, and thoughtfully designed lighting, including recessed art lighting and Lutron-controlled systems with customizable settings. Additional features include a utility room with full-size washer and dryer, laundry sink, and storage. Residents enjoy personalized 24-hour concierge services, and valet parking via a discreet porte-cochere, designed for both convenience and privacy. Our full suite of building amenities is unrivaled in Chicago and includes a world-class fitness center, yoga room, Pilates studio, salon and massage suite. The inviting 41st floor owner's lounge also offers residents a gracious gathering space with beautiful outdoor terraces, lounge area with fireplace, billiards room, private dining and cordial room. This highly anticipated penthouse is currently under construction and expected to deliver August 2026. Reach out to learn more about this unique offering. Two garage parking spaces with valet service included. An additional parking space available for purchase.

451 E Grand Avenue Unit #PH64, Chicago

Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.