North Side Homes with Penthouse Style

North Side Homes with Penthouse Style

Located in the vibrant city of Chicago, the North Side neighborhood is a sought-after area that offers a unique blend of urban convenience and suburban charm. Situated in Cook County, Illinois, this bustling neighborhood is known for its diverse population, rich cultural heritage, and an abundance of amenities.

When it comes to real estate in the North Side, one style of home that stands out is the penthouse. These luxurious properties offer a sophisticated and upscale living experience. With their prime location and stunning views, penthouse homes in the North Side are highly coveted by those seeking the ultimate in urban living.

Penthouses in the North Side boast spacious floor plans, high-end finishes, and top-of-the-line amenities. From expansive living areas to gourmet kitchens and private terraces, these homes are designed to provide the utmost comfort and style. Whether you're looking for a sleek and modern penthouse or a more traditional and elegant design, the North Side offers a range of options to suit your taste and lifestyle.

Living in a penthouse in the North Side means you'll have easy access to all the amenities the neighborhood has to offer. From trendy restaurants and shops to beautiful parks and cultural attractions, there's always something to explore and enjoy. Additionally, the North Side's convenient location allows for easy access to downtown Chicago and other parts of the city, making it an ideal choice for those who work or play in the heart of the Windy City.

If you're in the market for a luxurious and stylish home, consider the North Side and its impressive selection of penthouse properties. With its vibrant atmosphere and desirable location, this neighborhood offers a truly exceptional living experience.

Newest North Side Homes with Penthouse Style

$2,200,000
3 Beds ⋅ 2 Baths ⋅ 12756626 MLS ⋅ NEW Status
1839 North Dayton Street: The Pinnacle of Lincoln Park Luxury Introducing a highly anticipated, exclusive collection of new-construction luxury residences situated on a prestigious residential block in the heart of Lincoln Park. This boutique development brings sophisticated, modern living to one of Chicago's most desirable streets /blocks of Lincoln Park, Designed for ultimate privacy and convenience, every residence includes a dedicated, attached 1-car garage parking space and direct access via a passenger elevator servicing all levels, including the rooftop. The Collection of 3-Bedroom Residences: The development features spacious layouts across three unique home types, with extra wide floor plans: Duplex-Down Homes: Expansive units with 4 bedrooms, 3 bathrooms and large terraces facing the tree lined Dayton street view. Simplex Condos: Single-floor residences offering 3 bedrooms and 2 bathrooms, large terraces. Luxury Penthouses: The penthouse residences include private roof-top decks with sweeping downtown views, in addition to the 3-bedroom, 2-bathroom layout and terrace. Exquisite Design and Finishes Design selections have been meticulously curated, ensuring an exquisite blend of contemporary elegance and timeless craftsmanship. Interiors feature hardwood floors and high-quality finishes throughout, including quartz counters, custom cabinets, and porcelain tile. Gourmet kitchens are outfitted with a Thermador appliance package. With pricing ranging from $1,450,000 to $2,200,000, Anticipated completion around late summer 2026.

1839 N Dayton Street Unit #PH-01, Chicago
$765,000
3 Beds ⋅ 3 Baths ⋅ 12728576 MLS ⋅ NEW Status
Developer's Penthouse | Rare Duplex Residence with Three Private Terraces Originally designed as the developer's own residence, this one-of-a-kind duplex penthouse offers the comfort and functionality of a home with the convenience of condominium living. Spanning approximately 2,606 square feet across two levels and complemented by nearly 400 square feet of private outdoor living across three terraces, the residence features exceptional scale, 9-foot ceilings on the main level, and east and south exposures showcasing the Chicago skyline with partial views of Lake Michigan. A gracious foyer creates an elegant first impression and opens to light-filled living spaces where bamboo hardwood floors, custom millwork, designer lighting, Belgian linen sheer draperies, and a gas fireplace with granite surround establish a warm, sophisticated atmosphere. The extensively renovated first floor flows effortlessly from one gathering space to the next, creating an inviting setting for both everyday living and entertaining. The custom kitchen is beautifully appointed with an oversized center island topped in Caesarstone, abundant custom cabinetry, a walk-in pantry, and a thoughtfully curated collection of high-end Monogram, Gaggenau, Electrolux, and Fisher & Paykel appliances, including a built-in wine refrigerator. Custom pocket doors create a flexible den equally suited as a home office, library, or additional gathering space. As the largest residence in Buena Pointe, the thoughtfully designed floor plan offers an uncommon combination of spacious living areas, exceptional storage, and flexibility rarely found in condominium living. Upstairs, the primary suite serves as a private retreat with a walk-in closet, en suite bath with dual vanities, and its own terrace. Two additional bedrooms, a full bath, and a generous laundry room complete the upper level. Together, the home's three private terraces create an effortless indoor-outdoor lifestyle, offering multiple places to enjoy morning coffee, entertain friends, or simply unwind while taking in the skyline and glimpses of Lake Michigan. Additional highlights include a dedicated storage locker and two deeded parking spaces in the building's heated attached garage, ideally situated within the building's only private parking alcove, originally retained by the developer. Buena Pointe is a pet-friendly elevator building with inviting resident amenities, including rooftop and second-floor entertaining spaces and a beautifully landscaped private garden. Ideally located in Buena Park, you're just moments from Lake Michigan, Montrose Harbor, parks, shopping, dining, the Wilson CTA station, and Lake Shore Drive.

4350 N Broadway Street Unit #1001, Chicago
$2,150,000
4 Beds ⋅ 3 Baths ⋅ 12748181 MLS ⋅ NEW Status
A statement of contemporary luxury and unsurpassed innovation! Your ELEVATOR opens directly into this 4,330 square foot PENTHOUSE home which is almost 50' wide and boasts 4 bedrooms + family room/2.1 baths which are uniquely centered around a gorgeous light atrium. The PRIVATE ROOF DECK offers 360-degree views, includes a service area with sink and beverage fridge, a built-in grilling station, built-in TV and low maintenance green space which includes trees and an irrigated native garden. The sprawling great room accommodates an oversized living room set and also has a dedicated dining space adjacent to the modern kitchen. The kitchen offers Ernestomeda cabinets, Liebherr & Miele appliances, a large island, appliance garage and an insane WALK-IN PANTRY with a dual zone wine refrigerator with ice maker. Near the kitchen you will also find a wet bar with Euro cave free-standing wine refrigerators & barware storage. The south facing family room has an Eco smart bioethanol fireplace and built-in cabinets, shelves and TV. A king-size primary suite has ELECTRONIC SHADES/DRAPES, a lux walk-in closet by Poliform, a spacious bathroom with Toto plumbing fixtures, Italian porcelain tile, a walk-in shower and private soaking tub for two. Bedrooms 2 and 3 (currently used as a guest room and an office) both easily accommodate queen size beds. The 4th bedroom is currently used as a creative space and open to the kitchen and wet bar but could easily be enclosed. The dreamy LAUNDRY ROOM offers excellent storage and workspace. Abundant light is provided by 2 skylights and floor to ceiling windows. High ceilings (10-11 ft) throughout, CONCRETE FLOOR WITH RADIANT HEAT & 5 ZONES, over $30k in upgraded light fixtures, SAVANT MULTI-ZONE A/V which includes 3 zones of video, 5 zones of audio & MOTORIZED WINDOW TREATMENTS. ASSESSMENTS INCLUDE HEAT & HOT WATER/association has healthy reserves. A+ Roscoe Village location near night life and shopping and in the Audubon School District. 2 car garage parking included. 2025 Taxes:$44,334.75.

2041 W Roscoe Street Unit #PH, Chicago
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 12754715 MLS ⋅ NEW Status
Beautiful 3-bedroom, 2-bath penthouse on an idyllic, tree-lined street in the heart of Lincoln Park. This bright and spacious home features an open living and dining space with southern exposure, hardwood floors, a gas fireplace, and a private front balcony overlooking Wrightwood. The kitchen offers stainless steel appliances, a large island with beverage refrigerator, built-in pantry storage, and plenty of space for a full dining table. The primary suite is tucked away at the rear of the home and features a large en-suite bath with radiant heated floors, steam shower, soaking tub, and separate water closet. Two additional bedrooms offer great space for bedrooms, guests, or a home office. Upstairs, the entire roof is dedicated to a private roof deck with a built-in pergola, plenty of room to entertain, and fantastic views of the Chicago skyline. Garage parking and additional storage included. All of this in a fantastic Lincoln Park location close to neighborhood restaurants, shops, parks, and transportation.

1320 W Wrightwood Avenue Unit #3, Chicago
$1,900,000
4 Beds ⋅ 4 Baths ⋅ 12753736 MLS ⋅ NEW Status
This stunning 4-bedroom, 3.1-bathroom duplex penthouse in the heart of Lincoln Park has a thoughtfully designed floor plan, refined finishes, and exceptional indoor/outdoor living. The main level is designed for daily living and effortless entertaining with an expansive living and dining space that opens seamlessly to a covered terrace. The chef's kitchen is appointed with custom cabinetry, integrated Thermador appliances, a fluted hood, quartzite countertops, a spacious island with waterfall edges, and an adjoining butler's pantry that adds both function and convenience. Just beyond, the kitchen opens to a spacious family room, creating an extension of the home's main living space. Upstairs there are 4 bedrooms, 3 full bathrooms, and side-by-side laundry. The primary suite has two walk-in closets, a spa-inspired bath featuring heated floors, a steam shower, floating double vanity, and private water closet. A true highlight of the home is the private rooftop deck that is beautifully finished with porcelain pavers, offering a beautiful setting for entertaining, dining, or relaxing above the city. Additional highlights include white oak wide plank flooring, professionally organized closets, designer lighting, one interior garage parking space, and private neighborhood security with multiple cars working each night. Ideal location just steps from Lincoln Park's acclaimed restaurants, parks, boutiques, and neighborhood conveniences, this home offers exceptional city living in one of Chicago's most sought-after neighborhoods.

1629 N Burling Street Unit #3, Chicago
$475,000
2 Beds ⋅ 1 Baths ⋅ 12753362 MLS ⋅ NEW Status
Sunlight, space and convenience come together in this top-floor two-bedroom, one-bath home in Lakeview. Southeastern exposure fills the unit with natural light, while hardwood floors and a dual-sided fireplace add warmth and character to the generous living space. The updated kitchen is finished with white cabinetry, quartz countertops and stainless-steel appliances. Both bedrooms offer comfortable proportions, with charming bifold glass doors adding architectural character to the front bedroom. The unit also includes a large private storage room in the basement and in-unit laundry. Just one flight upstairs, the building's shared rooftop deck provides an inviting outdoor retreat. A deeded parking space is included in the price-an exceptional convenience in this sought-after neighborhood. Enjoy easy access to the CTA, Wrigley Field, the lakefront and the many restaurants, shops and entertainment options that make Lakeview one of Chicago's most vibrant neighborhoods.

3134 N Clifton Avenue Unit #3E, Chicago
$275,999
3 Beds ⋅ 2 Baths ⋅ 12752354 MLS ⋅ NEW Status
Amazing first floor corner unit in beautiful West Ridge! You won't find a better maintained, 3 bed, 2 bath anywhere near this price point. The unit features beautiful hardwood floors and spacious bedrooms and bathrooms. The large kitchen boasts eat-in peninsula , stainless steel appliances, granite counters & high quality cabinetry. If all that weren't enough, you will enjoy in-unit laundry, outdoor space, easy street parking, and convenient public transit options! Low assessments and taxes make this a great buy! Come see this one today!

2656 W Lunt Avenue Unit #1, Chicago
$424,900
2 Beds ⋅ 1 Baths ⋅ 12746240 MLS ⋅ ACTIVE Status
This sunny and spacious top-floor unit is located on a gorgeous, tranquil cul-de-sac street surrounded by classic bungalows and million-dollar homes. The property features southwest exposure with beautiful treetop views and comes with the highly sought-after deeded parking space. Inside, you will find real oak hardwood floors throughout the expansive living and dining areas. The kitchen is well-equipped with stainless-steel appliances, granite counters, and ample cabinet space. For added convenience, the unit includes in-unit laundry, organized closets, and a dedicated walk-in storage room in the basement. The location is ideal, placing residents just steps away from the River Walk, a local park, a community garden, and various grocery options including Jewel, Mariano's, Trader Joe's, and Starbucks. The intimate nine-unit building is self-managed and pet-friendly. Please note that new owners must reside in the unit for two years before becoming eligible to rent it out, and the building maintains a cap of two rental units at any given time.

2458 W Grace Street Unit #2, Chicago
$750,000
2 Beds ⋅ 2 Baths ⋅ 12746828 MLS ⋅ ACTIVE Status
This stunning 1,676 sq. ft. 2-bedroom + den, 2-bath loft combines industrial character with modern refinement in the heart of highly desirable Lincoln Park. Soaring 25-foot timber ceilings, black metal beams, and exposed brick create a dramatic yet inviting living space. Floor-to-ceiling windows fill the home with natural light and frame impressive views of the Chicago skyline to the south and the Chicago River to the west-both of which can also be enjoyed from the private wraparound balcony. Thoughtful seller improvements and high-end finishes are evident throughout, including tuck-pointed brick, newer windows, refinished hardwood floors, renovated bathrooms, and a beautifully updated kitchen. The kitchen features custom upgraded countertops and sink, new tile backsplash, a waterfall island with abundant storage, wine refrigerator. A granite-surround fireplace with floating shelves on both sides, automatic blinds in the main living area, heated bathroom floors, in-unit laundry, and a smart thermostat add comfort and sophistication. The spacious primary bedroom is conveniently located on the main level and includes a full en-suite bath and generous upgraded walk-in closet. Upstairs, the second bedroom offers its own full bath along with an approximately 100 sq. ft. lofted flex room or office overlooking the living room below. One deeded parking space (#10) in the secure gated lot is included. Additional building amenities include healthy association reserves, a shared bike room, and on-site maintenance. Meticulously maintained, this distinctive building offers the ideal balance of historic loft charm and contemporary convenience. Perfectly situated near major interstates, public transportation, dining, shopping, and Mid-Town Athletic Club, this home provides easy access to all that Lincoln Park has to offer. Located within the sought-after Prescott Elementary and Lincoln Park High School districts.

2614 N Clybourn Avenue Unit #401, Chicago
$774,777
3 Beds ⋅ 2 Baths ⋅ 12744992 MLS ⋅ PRICE CHANGE Status
Welcome to this simply stunning, extra wide 2,000 sq. ft. penthouse in the heart of Lincoln Square/Ravenswood, offering an exceptional blend of elegance, comfort, and convenience. This top floor, sundrenched 3bedroom, 2bath home sits on a 30-foot-wide lot, creating an airy, open feel throughout the living spaces, and comes with roof rights! Step into a gracious foyer with tray ceilings and uplighting, leading into a grand west facing living room featuring 10-foot ceilings, 8-inch crown molding, wainscoting, and room for three seating areas, plus a spacious dining area that comfortably seats eight. A fireplace adds warmth and charm to the room's ambiance. The chef's kitchen is designed for both beauty and functionality, showcasing 42-inch cherry cabinetry with upper glass front displays, backlighting, and plentiful storage. Atrium doors lead to an impressive 30-foot wide private terrace, perfect for outdoor dining, lounging, or entertaining. Retreat to the expansive primary suite, now enhanced by a completely remodeled spa-quality primary bathroom featuring modern designer finishes, an elevated vanity experience, premium tilework, a refreshed walkin shower, and luxurious fixtures throughout. The suite also includes two jumbo custom-built walkin closets, offering exceptional storage and organization. Both additional bedrooms are generously sized and feature quality finishes. Enjoy the convenience of an actual laundry room, a rare city luxury. This home also includes attached garage parking plus an exterior tandem space, offering space for two-three vehicles, depending on configuration. Located just 3 blocks from the Brown Line and Metra, steps to Mariano's, and one block from Winnemac Park, this residence sits perfectly within reach of everything that makes Lincoln Square one of Chicago's most desirable neighborhoods - acclaimed dining, boutique shopping, green spaces, and lively community events. This penthouse is more than a home - it's a lifestyle. A truly remarkable opportunity to own a standout property in one of the city's most vibrant areas.** New roof project just completed and extensive masonry work planned for completion in 2026.**

4821 N Damen Avenue Unit #4, Chicago
$575,000
3 Beds ⋅ 3 Baths ⋅ 12743382 MLS ⋅ ACTIVE Status
This top floor residence is a brand-new 3-bedroom, 2.5-bathroom, duplex-up penthouse designed for modern living and effortless entertaining. All bedrooms are thoughtfully located on the upper level, creating a private retreat, while the main level is dedicated to entertaining with an open, airy layout on a wide lot. The home is filled with tons of natural light and features luxury modern finishes throughout, including engineered white oak hardwood floors, quartz countertops, and large format porcelain tile bathrooms. A private rooftop deck exclusively for this home, offers exceptional outdoor space and skyline views! Additional features include a second-floor laundry a garage parking space, and an additional outdoor balcony off of the living room!

6414 N Francisco Avenue Unit #202, Chicago
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 12729047 MLS ⋅ PRICE CHANGE Status
Sun-drenched interiors, top-tier finishes, and a spectacular private rooftop overlooking the Chicago skyline come together in this exceptional Lincoln Park penthouse. Crowned by an expansive roof deck, this extraordinary duplex-up delivers the rare combination of abundant natural light, privacy, sophisticated design, and remarkable outdoor living in the heart of Chicago's premier neighborhood. Occupying the top two floors of an extra-wide, boutique three-unit building developed by LG Development, the residence benefits from protected open space on both sides, allowing sunlight to pour in from the north, south, and west. The main level is wrapped in wall-to-wall windows and enhanced by 10-foot ceilings, creating a bright, airy setting throughout. The open living and dining area is anchored by a gas fireplace flanked by custom built-ins, while detailed millwork lends the home a polished, bespoke quality. The beautifully appointed kitchen features abundant cabinetry, an oversized marble island with breakfast seating, Viking and Bosch appliances, marble countertops, and a 200-bottle Sub-Zero wine refrigerator. New tile, lighting, and fixtures designed by Outline Interiors were added in 2022. Just beyond the living space, a full-width, 30-foot balcony creates a seamless indoor-outdoor connection and an ideal setting for entertaining. A flexible office / bedroom with a closet and impressive south-facing views completes the main level. Upstairs, the serene primary suite feels like a private retreat, complete with its own balcony, a generous walk-in closet, and a spa-inspired bath featuring radiant heated floors, an oversized steam shower, soaking tub, and dual vanities. The bath was refreshed with new tile and fixtures in 2022. Two additional bedrooms share a full bath with heated floors, while a conveniently located laundry space with an LG washer and dryer completes the second level. Custom closets and window treatments throughout maximize both storage and privacy. And then there is the rooftop. Spanning an incredible 936 square feet, the private roof deck is a true extension of the home, with sweeping views across the Chicago skyline and ample space for lounging, dining, and entertaining. Complete with a hot tub, it is equally suited for quiet mornings above the city, sunset cocktails with friends, or unforgettable evenings beneath the skyline. One heated garage space is included, with exceptional ceiling height capable of accommodating a car lift and additional storage. Whole-home audio transfers with the sale. Set in the heart of Lincoln Park, the home is moments from Oz Park, the Armitage shopping corridor, Steppenwolf Theatre, acclaimed restaurants and cafes, the Brown Line, and the lakefront running and biking paths. Lincoln Elementary and Lincoln Park High School are also nearby-a remarkable combination of elevated penthouse living and one of Chicago's most beloved neighborhoods.

2117 N Halsted Street Unit #PH, Chicago
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