North Side Homes with Courtyard Style

Welcome to the vibrant North Side neighborhood in Chicago, Illinois, located in Cook County. Known for its unique charm and diverse community, North Side offers a perfect blend of urban convenience and cozy residential streets.

One of the standout features of homes in North Side is their beautiful Courtyard Style architecture. True to its name, these homes are designed with a central courtyard that serves as a private oasis in the heart of the city. Imagine sipping your morning coffee or hosting a gathering in this serene outdoor space, away from the hustle and bustle of everyday life.

In North Side, you'll find a variety of homes with Courtyard Style, ranging from historic buildings with intricate details to modern residences with sleek designs. Whether you're looking for a cozy condo or a spacious single-family home, there's a Courtyard Style property to suit every taste and lifestyle.

Living in a home with Courtyard Style in North Side offers more than just a place to live – it provides a sense of community and a connection to the neighborhood's rich history. With tree-lined streets, nearby parks, and a thriving local scene, North Side is the perfect place to call home for those seeking a blend of comfort and convenience.

Discover the beauty and charm of North Side's Courtyard Style homes and find your perfect oasis in this dynamic Chicago neighborhood.

Newest North Side Homes with Courtyard Style

$200,000

1 Beds ⋅ 1 Baths ⋅ 12645539 MLS ⋅ NEW Status ⋅ Catalpa Winthrop BLDG.

Start your next chapter in this charming Edgewater co-op! Rarely available unit in a highly sought-after building! You will fall in love with this spacious 1-bedroom, 1-bath vintage co-op offering approximately 900 square feet of timeless character and comfortable living. Beautiful hardwood floors run throughout, while tall ceilings and original architectural details above the windows add warmth and elegance. The sun-filled living room features large windows and flows seamlessly into a separate dining room, creating the perfect space for entertaining. Elegant French doors connect both the dining room and a versatile den area, ideal for a home office. The kitchen offers wood cabinetry and a generous walk-in pantry for storage. The comfortable bedroom has a full hall bathroom conveniently located nearby. Enjoy relaxing on the rear back porch. Off the back stairway is a coin-operated laundry area and dedicated storage. This gated vintage building is exceptionally cared for and features a beautifully landscaped courtyard with a fenced yard, mature trees, and outdoor lighting. Monthly assessments include property taxes, heat, water, scavenger service, snow removal, landscaping, and common insurance. The building's maintenance staff collects residents' trash to the collection area twice a week. Great location close to restaurants, shopping, parks, lakefront beaches, public transportation, and so much more! Don't miss out!!! Property is being sold AS IS.

5515 N Winthrop Avenue Unit #2A, Chicago

$275,000

1 Beds ⋅ 1 Baths ⋅ 12690734 MLS ⋅ ACTIVE Status

Bright and spacious top-floor 1-bedroom, 1-bath condo nestled within a charming gated vintage courtyard building on a picturesque tree-lined street in desirable Margate Park. A welcoming entry foyer opens to a sun-filled living room featuring oversized windows, beautiful hardwood floors, crown molding, and a flexible layout that's perfect for entertaining or working from home. The separate dining area flows seamlessly into the well-appointed kitchen, complete with stainless steel appliances, maple cabinetry, granite countertops, and abundant storage. The generously sized bedroom offers great natural light and an organized closet, while the full bathroom features timeless travertine tile. In-unit laundry adds everyday convenience. This solid, professionally managed building is surrounded by beautifully landscaped courtyard grounds and is ideally located just steps from the lakefront, CTA transportation, shopping, restaurants, the Puptown Dog Park, Montrose Dog Beach, and the Margate Park Fieldhouse, offering a fitness center, park amenities, and year-round community events. Deeded, covered parking at 4920 N. Marine Dr. is available for an additional $25,000. An exceptional opportunity to enjoy the best of city living in one of Chicago's most sought-after lakefront neighborhoods.

926 W Ainslie Street Unit #3S, Chicago

$139,000

1 Beds ⋅ 1 Baths ⋅ 12703690 MLS ⋅ ACTIVE Status ⋅ Fountainview BLDG.

Original owner - Nice second floor condo, living & dining room combination with balcony, one spacious bedroom, one bath, kitchen with eating area and wood cabinetry. Good closet space. Basement storage and coin laundry. One outdoor parking space #14. Excellent location near shopping and transportation. Don't miss!!!

6359 N Ridge Avenue Unit #206, Chicago

$349,500

2 Beds ⋅ 1 Baths ⋅ 12698788 MLS ⋅ ACTIVE Status

Fantastic two bedroom condo in the heart of Lakeview. Nestled in a gorgeous ivy covered courtyard building, elegant features include crown molding, hardwood floors throughout, granite counters, SS range and newer SS fridge and dishwasher (not pictured), cozy wood-burning fireplace, and W/D in unit. Unbeatable location, with some of Chicago's finest shops, restaurants, and bars down the street. Additional storage included. 2nd bedroom can be used as an office or a dining room.

871 W Cornelia Avenue Unit #1, Chicago

$275,000

1 Beds ⋅ 1 Baths ⋅ 12684092 MLS ⋅ ACTIVE Status

Lakeview vintage one-bedroom, in a gorgeous gated courtyard complex. This 2nd floor unit sits back off the tree-lined street providing superior quiet and privacy. There are hardwood floors throughout the unit, updated kitchen with granite countertops, resurfaced cabinets, new garbage disposal, new microwave and designer backsplash. The owner currently flipped the living room with the bedroom and is living that way, but floor plan shows the correct layout. The bedroom has a massive walk-in closet and attached bathroom. Off the living room are sliding doors that open to an oasis of a balcony. Downstairs is free laundry, bike room and additional storage.

715 W Barry Avenue Unit #5B, Chicago

$254,900

1 Beds ⋅ 1 Baths ⋅ 12685374 MLS ⋅ ACTIVE Status

Welcome to the Devonshire Condo Residences and 2C. Enjoy the most beautiful lake views from your turreted breakfast/dining room that has a built-in banquet for seating. The large 1 bedroom condo was totally renovated in 2023. It is a turnkey designer property with 9' ceilings, hardwood floors thru-out, new lighting, a marble bathroom and a new gourmet chef's kitchen with custom black cabinetry, quartz countertops, and porcelain backsplash that comes with under cabinet lighting and gold pulls. The chef's kitchen comes with designer finishes and a 30 inch Frigidaire Gallery front control gas range which features an air fry command, and an 18" Wifi capable Haeir dishwasher with a 3 level wash system. Enjoy waking up to the sights and sounds of Lake Michigan from your oversized bedroom. You have lake views from every room! The Devonshire is pet friendly and walkable to Loyola, beaches, top Edgewater restaurants and all the area amenities! The express bus stops in front and it is only 20 min to the Gold Coast! (Pictures are from 2023 listing, new photos coming soon!)

6334 N Sheridan Road Unit #2C, Chicago

$250,000

1 Beds ⋅ 1 Baths ⋅ 12681663 MLS ⋅ ACTIVE Status

3608 N Pine Grove Avenue Unit #B7, Chicago

$235,000

2 Beds ⋅ 2 Baths ⋅ 12680342 MLS ⋅ ACTIVE Status

Fantastic West Ridge near Rogers Park 2 bedroom, 2 bathroom condo approximately 20 blocks from Lake Michigan and less than 2 miles from Loyola University. This beautiful condo offers a bright and spacious layout with easy access to CTA and Metra transportation, Devon Avenue's vibrant dining scene and international markets, neighborhood parks, grocery stores, and everyday conveniences. This highly walkable condo offers the perfect blend of city living, shopping, dining, recreation, and commuter-friendly accessibility. Investor friendly!

6254 N Bell Avenue Unit #T, Chicago

$349,900

3 Beds ⋅ 2 Baths ⋅ 12655107 MLS ⋅ ACTIVE Status

Ready just in time to enjoy Chicago summer near Lake Michigan, this JUST renovated and thoughtfully redesigned stunning 3-bedroom, 2-bath PENTHOUSE condo with an incredibly versatile layout in the heart of Rogers Park blends modern updates with timeless charm. First, enter through the beautifully landscaped front courtyard, heading down the path to the center tier - the only one with unobstructed views over the treetops. Head up a few short flights to unit 304, where you'll be immediately wowed by all the updates. The completely retooled kitchen features a brand-new open floor plan designed with entertaining in mind, showcasing all new stainless steel appliances, plumbing fixtures, and stylish yet neutral finishes that are appealing to even the most discerning buyer. The front living space opens to the kitchen which flows right out to the private back deck. Newly refinished oak floors flow throughout the home, complemented by new interior & exterior doors. Three spacious bedrooms (including a lovely king sized primary with an en suite updated bathroom), a renovated guest bath and abundant natural light make this home truly move-in ready. Don't need three bedrooms? Use the massive third room as a spacious second living space just like we pictured it. In unit laundry just adds to the many conveniences of this captivating home. Enjoy outdoor living on the private back balcony/deck, plus the bonuses of a dedicated parking space AND a private finished storage room in the basement. All of this with low HOA fees in an ideal location close to the lakefront, restaurants (including the famed Honeybear Cafe) shopping, and easy access to BOTH the Metra and the El. Rentals and pets allowed. Don't wait, be grilling on your private covered back deck in just a few weeks!

6969 N Ashland Boulevard Unit #304, Chicago

$489,000

3 Beds ⋅ 2 Baths ⋅ 12654166 MLS ⋅ ACTIVE Status ⋅ Edgewater Beach BLDG.

Rare opportunity to own an exceptional, completely renovated three-bedroom, two-bathroom vintage residence in Edgewater's historic Devonshire building designed by the renowned firm of McNally/Quinn in 1924. Old-World glamour and sophistication embrace modern luxury and state-of-the art convenience in this exquisitely appointed home which draws inspiration from the Art Deco and Art Nouveau movements. Spanning 1,950 square feet, this spacious and beautifully proportioned home is nestled on a high third floor across from Lake Michigan, adjacent to the Loyola University Campus, and features a stunning marble kitchen and luxurious bathrooms, distinctive high-end light fixtures, and elegant appointments throughout. This remarkable home impresses with nine-foot ceilings, Parisian-inspired wainscoting, stately crown molding, and dark-stained hardwood floors that blend European grandeur with a fresh, modern feel. A wood-burning fireplace with its original Nero Marquina marble surround anchors the salon, while the expansive living and dining rooms offer both comfort and style. Large windows overlook the manicured courtyard gardens, softly lit by classic Belle Epoque cast-iron gaslights, with Lake Michigan and the historic Loyola University campus beyond-creating an enchanting setting for quiet evenings or intimate gatherings. The gourmet kitchen is a showpiece of exceptional craftsmanship and elevated design. A striking Calacatta Onyx marble accent wall, richly veined in bronze, gold, and gray, creates a dramatic focal point and infuses the space with unmistakable sophistication. High-end stainless-steel appliances, including a professional-grade Viking oven, deliver premier performance with timeless elegance. Glossy white designer cabinetry in a distinctive wraparound configuration, adorned with gold and acrylic pulls, offers a luminous contrast to the marble walls and backsplash, while white quartz countertops complete the kitchen's sophisticated design. Designed for effortless entertaining, the peninsula features matching cabinetry, quartz surfaces, and a chic white-and-gold designer pendant, providing an inviting setting for guests to gather while dinner is prepared. In the adjoining hallway, polished brass Art Moderne pendants cast a warm ambient glow and evoke the glamorous spirit of the 1930s SS Normandie ocean liner. A private elevator entrance to the kitchen adds a rare and highly desirable amenity. The custom-designed primary bathroom is a luxurious black-and-white marble retreat that reflects the building's Art Deco heritage. The original cast-iron tub was reglazed and pairs with a black lacquer Jonathan Adler cabinet topped in Nero Marquina marble. An etched brass Moroccan vessel sink, a Louis XV-style gold-leaf mirror, and a Schonbek crystal and brass chandelier complete the space with elegant Parisian flair. The en-suite guest bathroom pays homage to Art Deco design with its 1920's inspired white porcelain pedestal sink and RH gooseneck faucet in polished chrome. An oval mirror above the sink is flanked by Art Deco sconces which cast a warm glow on the marble walls and floor. The spacious walk-in shower, lined with Carrara marble from floor to ceiling features a superb Grohe shower system, with handheld, rain, and jet stream shower heads for a lavish and invigorating experience. The spacious primary bedroom is a serene retreat, complemented by a custom, Closets By Design walk-in closet with bespoke cabinetry, shelving, a generous shoe rack, and tall hanging space. The expansive secondary bedroom serves as a dedicated home office and guest room, while the large reach-in closet discreetly houses an in-unit laundry. This pet-friendly building offers storage and bike rooms, a gated garden side yard for relaxing and grilling, and rental parking with option to own. Its lakefront location, beaches, parks, restaurants, cafes, antique shops, and public transportation provide the setting for effortless Edgewater living.

6334 N Sheridan Road Unit #3E, Chicago

$225,000

2 Beds ⋅ 1 Baths ⋅ 12648850 MLS ⋅ ACTIVE Status

There's a lot to love about this 2 bedroom / 1 bathroom condo on the top floor of a charming brick building. You get the best of both worlds with classic Chicago architecture on the outside and modern finishes on the inside. The living room makes an impression with a tray ceiling, ceiling fan, gas fireplace, and a balcony that's perfect for morning coffee or winding down after work. Enjoy the real hardwood floors run throughout. With no unit above you, the sunlight is generous and the quiet is real. The kitchen is built for someone who actually cooks - black granite counters with plenty of prep space, cherry cabinets, and stainless appliances. A large second outdoor space off the kitchen is great for entertaining or getting some fresh air as you cook. A washer and dryer are tucked right into a closet, and additional storage in the basement means you'll never feel cramped. Both bedrooms are split and nearly equal in size, each with ample closet space - a layout that works whether you have a roommate, a home office, or just appreciate having room to breathe. The bathroom is a genuine retreat: a whirlpool tub, a window for natural light, and finishes that hold up well a full two decades after the building's interior gut renovation. Outside, you're on a quiet, tree-lined street in one of Chicago's most character-rich neighborhoods. Warren Park is close by for green space, the Rogers Park branch library is a short walk, and the Rogers Park Metra station on the UP-North Line is just two blocks away - putting downtown in under 30 minutes. The Clark Street bus adds a second transit option right at your doorstep. Currently tenant-occupied through October 2026 - ideal for an investor looking for immediate rental income, or a buyer happy to plan ahead for a move-in. Seller financing is an option with the right terms!

7050 N Damen Avenue Unit #3S, Chicago

$205,900

2 Beds ⋅ 2 Baths ⋅ 12603523 MLS ⋅ ACTIVE Status

BEAUTIFULLY WELL MAINTAINED WEST RIDGE CONDO, 2 BEDROOMS AND 2 FULL BATHS WITH IN UNIT LAUNDRY. UNIT FEATURES HARDWOOD FLOORS THROUGHOUT, OPEN CONCEPT KITCHEN/LIVING ROOM WITH GRANITE COUNTERS, CHERRY CABINETS AND FORCED AIR HEAT AND BRAND NEW A/C. EXCELLENT LOCATION CLOSE TO SHOPPING AND TRANSPORTATION.

6319 N Sacramento Avenue Unit #3E, Chicago

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