Chicago Homes with Courtyard Style

Welcome to Chicago, a vibrant city located in the heart of Illinois, in Cook County. Known for its stunning architecture, world-class dining, and rich cultural scene, Chicago offers a unique blend of urban living and Midwestern charm.

If you're looking for a home with a touch of elegance and tranquility, consider exploring the enchanting Homes with Courtyard Style in Chicago. These homes offer a peaceful retreat from the bustling city life, with beautifully landscaped courtyards that provide a serene outdoor space for relaxation and entertainment.

Imagine sipping your morning coffee in a lush courtyard garden or hosting a summer barbecue surrounded by the beauty of nature. Homes with Courtyard Style in Chicago offer a perfect balance of indoor and outdoor living, allowing you to enjoy the best of both worlds.

Whether you're a nature lover, a social butterfly, or simply seeking a peaceful oasis in the city, Homes with Courtyard Style in Chicago are sure to captivate your heart. Discover the beauty and charm of these unique homes and experience the luxury of courtyard living in the vibrant city of Chicago.

Newest Chicago Homes with Courtyard Style

$220,000

2 Beds ⋅ 1 Baths ⋅ 12715171 MLS ⋅ NEW Status

Convenient first-floor 2-bedroom, 1-bath condo in a desirable courtyard building. This home features a spacious kitchen with a separate eating area. This bright and inviting living room opens to a private balcony overlooking a beautifully maintained courtyard and a comfortable, functional layout. Both bedrooms offer generous closet space, large windows, and abundant natural light. The unit also includes two assigned parking spaces conveniently located right outside your back door, along with a large private storage area. Ideally situated near O'Hare Airport, shopping, restaurants, schools, forest preserves, major expressways, and public transportation. Long-time owner Photos have been virtually staged to illustrate the home's potential.

8517 W Catherine Avenue Unit #181, Chicago

$1,295,000

3 Beds ⋅ 4 Baths ⋅ 12710489 MLS ⋅ NEW Status ⋅ Union Square Lofts BLDG.

Welcome to Union Square Lofts, a professionally managed, full-service elevator building, ideally located in the desirable western pocket of River North. This exceptional combined residence offers 2251 square feet of sophisticated living space with an open-concept floor plan, soaring 12-foot ceilings, floor-to-ceiling windows, and two private balconies. Thoughtfully renovated throughout, this stunning home features 3 spacious en-suite bedrooms, 4 designer-inspired full baths, hardwood floors throughout the main living areas, custom floor-to-ceiling California Closets, and an enclosed private office. Designed for both everyday living and effortless entertainment, the expansive living room easily accommodates an oversized sectional with plenty of space for a large television and gathering with family and friends. The generous dining area comfortably seats a large table, making it ideal for hosting special occasions. The artfully designed chef's kitchen is the heart of the home, showcasing custom cabinetry, gorgeous quartz countertops, a large center island, gas cooktop, stainless steel appliances, and abundant storage. A separate laundry room with a full-size washer, dryer, and utility sink adds everyday convenience. One heated garage parking space and additional storage are included. This unique combined residence consists of two PINs and offers an exceptional blend of space, flexibility, and luxury. Pet-friendly building featuring its own private dog run, sundeck, bike room, valet/cleaners, and beautifully landscaped courtyard. Enjoy an unbeatable River North location just steps from the Chicago Riverwalk, Merchandise Mart, East Bank Club, Starbucks, Bavette's, Hampton Social, and countless restaurants, shopping, and entertainment. Easy access to I-90/94, CTA trains, and everything downtown Chicago has to offer.

333 W Hubbard Street Unit #617, Chicago

$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

$1,185,000

3 Beds ⋅ 3 Baths ⋅ 12711085 MLS ⋅ ACTIVE Status ⋅ River North BLDG.

Spacious 3 bed / 2.1 bath combined, corner unit in River North offering over 2,300 sq ft with a great open layout and amazing city views. The main living space features impressive 15-ft ceilings, two private balconies, and dramatic floor-to-ceiling windows that bring in incredible natural light, creating a bright yet comfortable space. The chef's kitchen is designed for both function and style, with quartz countertops, a gas cooktop, stainless steel appliances, wine fridge, beverage fridge, and a large island that provides ample prep space and seating. All bathrooms have been thoughtfully updated with quality finishes, including marble countertops and upgraded fixtures. Two assigned garage parking spaces included. The warmth and comfort of this home make city living feel effortless. Located in the heart of River North, just steps from East Bank Club, restaurants, shopping, and everything the neighborhood has to offer.

333 W Hubbard Street Unit #610-611, 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

$180,000

1 Beds ⋅ 1 Baths ⋅ 12707351 MLS ⋅ ACTIVE Status

Welcome to 5551 S. Kimbark Ave., a sun-filled 2nd floor condo offering vintage charm in one of Hyde Park's most sought-after locations. This spacious one-bedroom, one-bath residence features hardwood floors, abundant natural light, generously sized rooms, a dining area, radiant heat, private storage, bike storage, and convenient on-site laundry. The kitchen blends classic character with modern touches, featuring quartz countertops, subway tile backsplash, and refreshed cabinetry. Residents enjoy a beautifully landscaped courtyard that creates a peaceful retreat in the heart of the city while being just moments from the University of Chicago, the Laboratory Schools, the Museum of Science and Industry, the Obama Presidential Center, Jackson Park, Promontory Point, and 57th Street Beach. Everyday conveniences are just around the corner with Trader Joe's, Whole Foods, Target, the vibrant 53rd and 55th Street shopping districts, neighborhood coffee shops, restaurants, bakeries, fitness centers, and the popular 61st Street Farmers Market. Commuting is effortless with nearby CTA bus routes, the Metra Station, and easy access to Lake Shore Drive, placing downtown Chicago just minutes away. Whether you're searching for your first home, a University of Chicago residence, or simply want to experience the Hyde Park lifestyle, this charming condo offers an exceptional combination of character, convenience, and location. Schedule your tour today!

5551 S Kimbark Avenue Unit #14, Chicago

$320,000

2 Beds ⋅ 1 Baths ⋅ 12700865 MLS ⋅ ACTIVE Status

ATTENTION INVESTORS: Turnkey investment property available immediately with lease in place through 3/31/2027 for $2,150 per month to the most amazing tenant!! This is not suited for owner occupants since it is rented long-term. Tucked into East Albany Park, one of Chicago's best tree-lined neighborhoods for incredible, diverse dining, this sun-drenched, 2 bed, 1 bath condo perfectly balances classic character with modern upgrades. Hardwood floors run throughout the bedrooms and massive living and dining rooms. The sleek galley kitchen fully loaded with stainless steel appliances, a gas stove, a breakfast bar, leading to the formal dining room made for entertaining. West exposure floods the home with natural light, which you can also enjoy from your shared deck. Best of all, you get the ultimate city luxury of in-unit laundry, plus extra building storage, secure intercom entry, and painless transit access with the Brown Line and Montrose 78 bus steps away.

4419 N Whipple Street Unit #3B, Chicago

$119,900

1 Beds ⋅ 1 Baths ⋅ 12700676 MLS ⋅ ACTIVE Status ⋅ Midway View BLDG.

This top floor junior one bedroom in a courtyard building facing the Midway Plaisance packs a punch. Flanked by the University of Chicago campus and the newly opened Obama Center, the location is getting a lot of buzz. It's also super convenient, with immediate access to transportation. The Metra station is within two minutes' walking distance, just beyond the Divvy bike station, while the #6, #10 and #28 bus stop is one block east. A short stroll/5 minute bike ride takes one to historic Jackson Park and the lakefront bike trail. There is ample street parking, and a garage space may be available for rent in a nearby garage. The building, designed by Paul F. Olsen and built by Albert W. Swayne in a quirky "Mediterranean-Gothic" style, has all the hallmarks of '20s charm and efficiency. The compact interior features hardwood floors, picture frame molding, 9' ceilings, an eat-in kitchen, a workspace niche, built-in cedar wardrobe and storage, and a vintage bathroom with penny floor tile, subway wall tiles and a deep soaking bathtub. The unbeatable low assessment of $364 covers heat, cooking gas, property taxes, water, common insurance and exterior maintenance. For location, convenience and economy, it's a standout. Sorry, no investors. Sold as-is.

1522 E 59Th Street Unit #3E, Chicago

$309,555

2 Beds ⋅ 2 Baths ⋅ 12697460 MLS ⋅ ACTIVE Status

Light-filled and move-in ready, this beautifully maintained top-floor 2-bedroom, 2-bathroom home is perfectly situated in a timeless courtyard building in the heart of Albany Park. Bathed in natural light from its west-facing exposure, this inviting residence has been freshly painted and features hardwood floors throughout. The open-concept kitchen is designed for both everyday living and entertaining, offering 42" cherry cabinetry, granite countertops, stainless steel appliances, and a convenient breakfast bar that flows seamlessly into the living and dining areas. Enjoy the comfort and convenience of in-unit laundry, plus a spacious south-facing private deck-perfect for summer grilling, relaxing, or gathering with friends. Ideally located just steps from the Brown Line, you'll have easy access to neighborhood favorites, local restaurants, parks, and shopping, with Lincoln Square and the expressway just minutes away. This is an exceptional opportunity to enjoy the best of city living in one of Chicago's most vibrant neighborhoods.

4821 N Kimball Avenue Unit #3, Chicago

$210,000

2 Beds ⋅ 1 Baths ⋅ 12663593 MLS ⋅ ACTIVE Status

Fantastic deal just steps from UChicago and the Medical Center. Charming vintage 2-bedroom unit in a classic Hyde Park courtyard building with a tranquil shared outdoor space. Gleaming hardwood floors, updated bathroom, and well-maintained throughout. High 1st floor unit with easy access. Heat included in assessments, laundry in the basement, easy street parking, and close to public transportation. Investor-friendly - unit can be rented. A rare find at this price point!

5457 S Ingleside Avenue Unit #1E, 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

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