North Side Homes with Greystone Style

Welcome to the North Side of Chicago, a vibrant and diverse neighborhood that perfectly captures the essence of city living while maintaining a warm, community-oriented atmosphere. Nestled within Cook County, this area is known for its stunning architecture, lively cultural scene, and beautiful parks, making it an ideal place for families, young professionals, and anyone seeking a dynamic lifestyle.

One of the standout features of the North Side is its remarkable collection of Greystone homes. These iconic residences, characterized by their distinctive limestone facades, ornate detailing, and spacious layouts, offer a glimpse into Chicago's rich architectural history. Many of these homes have been lovingly restored, blending classic charm with modern amenities, providing a perfect sanctuary for those who appreciate timeless elegance.

Living in the North Side means you’re never far from a wealth of activities. Enjoy leisurely strolls through the lush expanses of Lincoln Park, explore the eclectic shops and restaurants along Armitage Avenue, or immerse yourself in the arts at the renowned Steppenwolf Theatre. With a strong sense of community, residents often gather for local events and festivals, fostering connections and making lasting memories.

Whether you're drawn to the historic allure of Greystone homes or the vibrant lifestyle that the North Side offers, this neighborhood is a true gem in the heart of Chicago. Experience the perfect blend of urban excitement and suburban tranquility, and discover why the North Side is the ideal place to call home.

Newest North Side Homes with Greystone Style

$4,995,000

4 Beds ⋅ 7 Baths ⋅ 12793009 MLS ⋅ ACTIVE Status

1822 N. Fremont Street | A Statement in Modern Luxury Introducing an exceptional new-construction single-family residence that redefines contemporary luxury living .Delivered in 2025, this extraordinary four-level home offers 6 ensuite bedrooms, 6 full bathrooms, and one half bath, with an uncompromising commitment to design, scale, and elevated finishes throughout. A striking expression of modern sophistication, the home features an expansive open-concept floor plan, soaring ceilings, and impeccably curated high-end finishes that create a seamless balance of architectural elegance and everyday comfort. Generously proportioned interiors flow effortlessly between living and entertaining spaces, while two additional family rooms provide exceptional versatility for relaxation, media, and gathering. Three private outdoor terraces extend the living experience beyond the interiors, offering sophisticated settings for open-air entertaining and intimate moments of retreat. A private two-car garage completes this exceptional offering. Thoughtfully conceived and masterfully executed, this remarkable residence delivers the scale, sophistication, and modern amenities expected of Chicago's premier luxury homes. A rare opportunity to experience elevated city living in an extraordinary new-construction residence.

1822 N Fremont Street, Chicago

$2,749,000

5 Beds ⋅ 5 Baths ⋅ 12767765 MLS ⋅ ACTIVE Status

Nestled in leafy East Lakeview is this iconic 5 BR/4.1 BA Chicago Greystone on a massive 35' x 167.5' lot, with over 6,800 sq. ft. of finished living space. This home is essentially new construction inside of a vintage envelope. During its extensive 2016 gut renovation, no detail was overlooked, nor expense spared. Thoughtfulness, craftsmanship and innovation were at the fore. New Marvin windows were custom made to look like the originals, and all doors, staircases and wood trim were custom built to fit the style of the home, while adding a contemporary feel. The exterior facade and masonry was diligently maintained for authenticity. Stepping through the front door, the charming foyer leads to a grand staircase. Opening to a bright and airy south-facing formal living and dining room, the space is perfect for large scale entertaining and watching the seasons change from every window. The main living spaces flow beautifully into the chef's kitchen, which features custom cabinetry, quartz countertops, Wolf and Sub-Zero stainless steel appliances, two dishwashers, an island with bar seating, and a butler's pantry with a Sub-Zero wine refrigerator and beverage drawers. The back half of the main level is designed for fun and relaxation. Curl up with a movie or good book by the originally preserved fireplace, read the morning news in the dining area surrounded by windows, or host a competitive game night with plenty of room to spread out. The attached 2.5 car garage is easily spacious enough to store a third car; above it, with direct access from the living spaces, is an 800Sq.Ft. rooftop deck, perfect for large gatherings or a cozy retreat. Upstairs are 4BR's and 3BA's, with lots of natural light coming from the large windows and two skylights. The huge primary bedroom suite includes an oversized walk-in closet, with expansive custom cabinetry, a laundry hook-up, and a chute to the main laundry room. The en suite primary bathroom is spa quality, with large marble slabs, heated floors, dual vanity, walk-in shower and a full tub. Two other bedrooms are large and well designed with generous closets/storage, and the bathrooms have beautiful stone and tile, with heated floors. Currently the 4th bedroom is used as a stunning library and office with an original oak mantel and fireplace. Downstairs the entire lower level was dug down to add two feet of ceiling height and create additional comfortable living space, with stunning porcelain tile floors and radiant floor heat throughout. A large, open family/recreation room measures 54' feet long, has a surround- sound TV viewing space, and a future wet bar area (plumbing and power is already installed). The lower level has one additional bedroom and one full bath, and the adjacent rec room is large enough to easily add a 6th bedroom or an au paire/guest suite. This location is the best of lakefront living! Steps to the Lake Shore Drive pedestrian underpass to the lakefront path, Sydney Marovitz Golf Course, tennis courts, Belmont and Montrose Harbors, Starbucks on the next corner, and so much more. Multiple restaurants and neighborhood staples nearby such PR Italian Bistro, El Mariachi, Good Times BrewPub, and The Bake House, plus endless options down Broadway. Whole Foods, Jewel-Osco, Target and the soon-to-arrive Trader Joes are all within a four block walk or drive. Public transit is easy with the CTA Sheridan Red Line Station 3 blocks away, and the Broadway, Lake Shore Drive Express, Sheridan and Irving Park bus lines all within one block. Commuting downtown is easy and convenient via Lake Shore Drive at the end of the street. Plenty of school options nearby such as Bernard Zell Anshe Emet, Greeley Elementary, Disney Magnet School, or a straight shot down Lake Shore Drive to Latin School, Francis Parker and the Lab Schools.

652 W Sheridan Road, Chicago

$6,950,000

5 Beds ⋅ 8 Baths ⋅ 12705896 MLS ⋅ ACTIVE Status

Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,500 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama of a museum-quality marble foyer, soaring ceilings, and an expansive living and dining room with floor-to-ceiling bespoke marble fireplace. At the heart of the home is a stunning statement De Giulio kitchen featuring Wolf and Sub-Zero appliances, a butler's pantry, and an artful mix of Lotus White Similaque, stainless steel, and Gloss Fumed Eucalyptus cabinetry. Iceberg Quartzite counters, Peruvian Walnut accents, and high-gloss Farrow & Ball millwork elevate both form and function. An adjacent family room, anchored by a hand-scraped stone wall, opens seamlessly to the terrace, pool, and landscaped yard-perfect for refined indoor-outdoor living. Throughout, ebony-hued wide-plank heirloom white oak floors are paired with a striking custom metal and glass staircase, tying the home's design elements together with timeless elegance. The primary suite exudes refined elegance and combines luxury with impeccable practicality, boasting a serene sitting area enhanced by a dual-sided gas fireplace framed in exquisite Iceberg Quartzite. The adjoining designer primary bath, adorned in stunning Calacatta Gold marble, offers a spa-like experience, complemented by two very generously appointed closets, two bathrooms, and jacuzzi tub. Designed for effortless living, the home features 3 custom laundry rooms, full-home automation and security, radiant heat with snow melt, 14-zone cooling, and whole-house water filtration. A discreet front curb-cut leads to a private driveway and heated garage, offering 2 indoor spaces and 3 additional outdoor spots-providing secure parking for up to 5 vehicles. Additional highlights include Marvin windows and doors, 800-amp service, backup generator, air-conditioned patio storage, elevator to all levels, and a build-ready roof. This exceptional residence is a rare opportunity to own a legacy home on one of Chicago's premier residential streets, located in the heart of Lincoln Park, just steps from renowned schools, boutique shopping, and some of the city's best dining.

1878 N Orchard Street, Chicago

$9,995,000

10 Beds ⋅ 10 Baths ⋅ 11985710 MLS ⋅ ACTIVE Status

Unique opportunity for the luxury homeowner who wants to provide an opportunity for an extended family habitat, live in nanny, or even business associates to be close in the huge coach house over the attached 5 car garage. The coach house also could be a huge basketball court with not much effort. This outstanding renovation was customized to perfection by Soucie Horner for this current owner who wanted grandparents to be close to kids for the ultimate family experience. The coach house is connected to the main home via a glass enclosed masterpiece of a vestibule. The seller wants to share they used the coach house for grandma, and she has watched her four grandkids grow from birth to heading off to college, while keeping grandmother vital to the daily activities, using the home as multi-generational space. This will become your homestead for all relatives for all holidays. The current owners have had "celebrations of life", baptisms, graduation, marriage proposals, birthdays, and all holidays, whether it's in the side yard or the wine cellar that holds 20-30. It's one of the best entertaining home in Lincoln Park. Yes, the house has beautiful design, but the absolute specialness of living in this home is who is in it with you, and with the coach house, the choice is yours. From the moment you enter the classic, original gate, the house has a feeling of being a home with an oversized front porch, beautiful original detailing, massive windows and beautiful front door which showcases the grand foyer and ultimate wide staircase the moment you enter. The coach house also has the most outstanding wine cellar perfect complete with a dining table! The house itself is incredibly special. High end finishes throughout on this extra wide lot which also includes an entire side lot with a sport court, a separate private office and amazing grass and terracing which gets all day sun. The modern kitchen and great room all overlook this gorgeous outdoor space and provide the most amazing entertaining space; the home has been the backdrop to multitudes of parties. The second and third floors have an amazing 6 bedrooms with a huge top floor playroom/hang out space with a huge skylight. The primary bedroom is ultra luxe and has a full slab Violeta marble bathroom straight out of a magazine. This house can be the ultimate city home for the person who wants it all!

2026 N Kenmore Avenue, Chicago

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North Side Homes with Greystone Style

Newest North Side Homes with Greystone Style

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