Northwest Side Homes with Condo Style

Welcome to the Northwest Side of Chicago, a vibrant and diverse neighborhood that perfectly blends urban living with a suburban feel. Nestled within Cook County, this charming area is known for its rich history, cultural diversity, and a welcoming community atmosphere. The Northwest Side offers residents an abundance of parks, schools, and local businesses, making it an ideal place for families, young professionals, and retirees alike.

One of the standout features of the Northwest Side is its stunning array of condo-style homes. These residences provide an excellent opportunity for those seeking modern amenities and low-maintenance living. From sleek, contemporary designs to more classic styles, the condos here cater to a variety of tastes and lifestyles. Many units boast spacious layouts, updated kitchens, and private balconies that offer panoramic views of the city skyline or lush green spaces.

Living in the Northwest Side means you’ll enjoy easy access to public transportation, allowing you to explore all that Chicago has to offer. The neighborhood is dotted with trendy cafes, boutique shops, and lively restaurants that serve up a taste of the local culture. For outdoor enthusiasts, the nearby parks provide ample opportunities for jogging, picnicking, or simply soaking in the beauty of nature.

Whether you’re looking to invest in your first home or seeking a serene place to retire, the Northwest Side’s condo-style living offers the perfect blend of comfort, convenience, and community. Discover the charm of this beloved neighborhood and make it your new home today!

Newest Northwest Side Homes with Condo Style

1830 N Winchester Avenue Unit #115, Chicago

$669,000

3 Beds ⋅ 2 Baths ⋅ 12771292 MLS ⋅ NEW Status

Live in the center of the activity in the epicenter of Bucktown just off the 606 Trail and next to Churchill Park while having a serene & secure setting tucked away from all of the noise! This above-grade duplex home with its own private entrance offers townhome style living with an attached garage parking space. The main level is set up with a wide layout, allowing for large living space overlooking the courtyard below. The living room has a wood-burning fireplace with side cabinets, easily accommodating large couch and furniture, while the dining space with custom built-in buffet with wine fridge provides plenty of room for an entertaining table. The updated open kitchen offers quartz countertops, large center island with overhang, stainless appliances, pantry closet and extensive cabinet space. A private balcony off the living room & dining areas offers a generous amount of outdoor space from your main living areas. The large primary suite includes a wall of closet and updated primary bathroom, while the 2nd bedroom is also well proportioned and has a full bathroom just off the hall. A huge third bedroom is downstairs (nothing below grade) and can easily be used as a family room given its size. Fantastic organized closet space is throughout the home, along with furnace/central air and in-unit washer and dryer. From the attached garage you have the option of taking an elevator to the 2nd floor (main living level) for ease of living as well. Assessment includes internet & cable. Outside your door, you will never need to drive to anything. Churchill Park and the dog park are right next door, along with the entrance to the 606 Trail. Blue line access and any and every restaurant you could want is within an incredibly short stroll, making this a perfect location for a unique and fantastic home.

1830 N Winchester Avenue Unit #115, Chicago

5533 W Higgins Avenue Unit #304, Chicago

$365,000

2 Beds ⋅ 2 Baths ⋅ 12795746 MLS ⋅ NEW Status

Elegant, beautifully updated, and move-in ready! Welcome to this stunning 2-bedroom, 2-bathroom condo located on the third floor of a meticulously maintained, all-brick elevator building in the highly desirable Jefferson Park neighborhood. This spacious and beautifully appointed residence offers the perfect combination of style, comfort, and convenience. Freshly painted throughout, the unit features open-concept kitchen with abundant cabinetry, elegant granite countertops, a stylish backsplash, a center island, and newer stainless steel appliances. Recessed lighting throughout the kitchen, living room, and hallway adds warmth and brightness to the inviting interior. The sun-filled living room showcases hardwood flooring, elegant crown molding, and direct access to a private balcony-perfect for relaxing and unwinding.The generously sized primary suite is a true retreat, featuring spacious closets, custom built-in storage cabinetry, and a beautifully renovated private bathroom with a separate shower and double vanity. The second full bathroom has also been tastefully updated. Exceptional storage and parking truly set this condo apart! Enjoy the convenience of in-unit laundry, an impressive private garage space enclosed by walls, an additional assigned outdoor parking space, and an oversized private storage room offering incredible organizational possibilities. Ideally situated in a fantastic Jefferson Park location, just minutes from public transportation, including buses and trains, as well as shopping, restaurants, and everyday conveniences. Beautifully updated, exceptionally maintained, and offering so much more than the average condo-this is a rare opportunity you don't want to miss! Schedule your private showing today and prepare to be impressed!

5533 W Higgins Avenue Unit #304, Chicago

$175,000

1 Beds ⋅ 1 Baths ⋅ 12795739 MLS ⋅ NEW Status

TOP-FLOOR LIVING IN THE HEART OF EDISON PARK! Space, convenience, location, and incredible value come together in this sprawling 1-bedroom, 1-bathroom condo offering over 850 square feet of comfortable living space! Located on the top floor, this generously sized unit features an expansive living area, an oversized bedroom, a spacious bathroom, and a large private balcony perfect for relaxing or entertaining. Enjoy the convenience of a large walk-in closet, access to on-site coin laundry, your own private storage room, and an assigned parking space located just steps from the building's entrance! LOCATION IS EVERYTHING! Situated in the highly desirable Edison Park neighborhood, you're within walking distance of fantastic restaurants, nightlife, shopping, and entertainment. Commuters will appreciate the convenient access to major roadways and transportation options, making travel in virtually any direction a breeze. Whether you're a first-time buyer, looking to downsize, or simply searching for an affordable home in an exceptional neighborhood, this condo checks all the boxes. It's hard to find this much space, convenience, and value in one of Chicago's most sought-after neighborhoods! Don't miss your opportunity to call Edison Park home!

6547 N Harlem Avenue Unit #3W, Chicago

$449,000

2 Beds ⋅ 1 Baths ⋅ 12794359 MLS ⋅ NEW Status

This beautiful two bed/one bath condo in a boutique elevator building has it all. CORNER Unit with East & South Views features exposed bricks and abundant natural light. Beautiful Chicago Skyline view from within unit and from one of a kind 120 sf balcony! Amazing flowing layout with 42" Italian cabinets, Center Island with stool seating, Stainless steel appliances, Thick Granite Countertops, Hardwood floors Throughout, 10 ft High ceilings. Steps away from the blue line, accessible to the highway if needed, centrally located to all of the shopping/dining along Division as well as Milwaukee Ave, Target, Jewel and more. You will always have something fun to do in this neighborhood. Extra deep Indoor Heated garage spot with shelves for additional storage. Fantastic Elevator Building with only 23 units total.

1521 W Haddon Avenue Unit #3F, Chicago

4306 N Keystone Avenue Unit #303, Chicago

$149,900

1 Beds ⋅ 1 Baths ⋅ 12795525 MLS ⋅ NEW Status

Fantastic opportunity in the heart of Old Irving Park! This freshly painted, 3rd-floor, 1-bedroom condo features hardwood floors throughout, an open-concept layout, a spacious kitchen with abundant counter space, and a ceramic-tile bathroom. Additional highlights include assigned parking and convenient on-site laundry. Investor-friendly building located on a quiet side street, just minutes from the CTA Blue Line, Metra, I-90, shopping, dining, downtown Chicago, and O'Hare Airport. A great place to call home or an excellent investment opportunity. Sold As-Is condition.

4306 N Keystone Avenue Unit #303, Chicago

1712 N Washtenaw Avenue Unit #G, Chicago

$195,000

1 Baths ⋅ 12795466 MLS ⋅ NEW Status

*** INVESTOR FRIENDLY | NO RENTAL CAP *** Come check out this cozy condo in a highly sought-after West Bucktown area by Bloomingdale 606 Trail. It's a 2-bed 1-bath condo (9X7 & 8X6). It can be occupied as a studio. The bedrooms can be used as office, walk in close or storage. 42" cabinets, stainless steel appliances, granite countertops. Whirlpool bathtub. In-unit washer and dryer. Low HOA fees. Steps away from public transportation and a variety of local restaurants. Attached on-site tandem parking available for a low monthly fee! Work done: 2020 the whole building tuck pointing. 2021 the front steps to the building were rebuilt. 2025 the middle stairwell was updated. Motivated seller! Schedule your showing now!

1712 N Washtenaw Avenue Unit #G, Chicago

1652 W Augusta Boulevard Unit #3W, Chicago

$649,900

2 Beds ⋅ 2 Baths ⋅ 12793331 MLS ⋅ NEW Status

Stunning Duplex Penthouse with Soaring Ceilings, Three Private Terraces & Unbeatable in West Town Location. This rarely available 2-bedroom, 2-bathroom duplex-up offering over 20-foot ceilings, an extra-wide layout, and three expansive private terraces featuring low-maintenance Trex decking. Bathed in natural light from a dramatic wall of windows and four oversized skylights, this exceptional home boasts unobstructed southern exposure and an airy open-concept floor plan. The main level features a beautifully updated kitchen with stainless steel appliances, granite countertops, ample cabinetry, a spacious living and dining area centered around a cozy wood-burning fireplace, a generously sized bedroom, full bathroom, and two large private balconies. Gorgeous hardwood floors, abundant storage, and a dedicated laundry room with a full-size front-loading washer and dryer complete the space. The impressive second-floor primary suite serves as a private retreat, offering wall-to-wall closets, direct access to a private terrace, and a luxurious spa-inspired bathroom with skylights, a large Jacuzzi tub, and a separate walk-in shower. Meticulously maintained, this move-in-ready home combines style, comfort, and functionality. Additional highlights include roof rights, one covered parking space included in the price, and enclosed rear stairs providing protected access from the parking area. Ideally situated near the I-90/94 expressway and the Division Blue Line, this prime location puts the best of East Village, Noble Square, West Town, and Wicker Park just steps away, with popular restaurants, shopping, nightlife, and neighborhood amenities all within walking distance. A truly unique home offering exceptional indoor-outdoor living in one of Chicago's most sought-after neighborhoods.

1652 W Augusta Boulevard Unit #3W, Chicago

$350,000

4 Beds ⋅ 3 Baths ⋅ 12795170 MLS ⋅ NEW Status

5218 W Galewood Avenue Unit #A, Chicago

2922.5 N Sacramento Avenue Unit #2E, Chicago

$135,000

1 Baths ⋅ 12786730 MLS ⋅ NEW Status ⋅ Sacramento Gardens BLDG.

Sunny second floor studio in a charming brick courtyard building on a quiet, tree lined street near Logan Square! Hardwood floors, arched doorways, crown molding, and abundant natural light from southern exposure highlight the home's vintage character. The welcoming living and sleeping area feature a charming arched wall niche, while the separate kitchen offers maple cabinetry, generous counter space, a stainless-steel refrigerator and gas range, a dishwasher, and a cozy dining nook. The bathroom features a tiled tub surround and pedestal sink. The building's roof was replaced in 2025, and heat is included in the monthly assessment! Enjoy gated entry with front and rear access, common laundry, an exercise room, bike storage, and a large personal storage space. This pet friendly building is conveniently located near the Logan Square Blue Line, neighborhood restaurants, coffee shops, shopping, parks, and expressway access. Whether you're a first-time buyer, looking for a convenient city retreat, or seeking an affordable alternative to renting, this is a wonderful opportunity to own. Rentals are permitted with a minimum six-month lease, making this a flexible option for investors as well.

2922.5 N Sacramento Avenue Unit #2E, Chicago

$498,900

3 Beds ⋅ 2 Baths ⋅ 12795079 MLS ⋅ NEW Status

2356 N Elston Court Unit #403, Chicago

$575,000

2 Beds ⋅ 2 Baths ⋅ 12795073 MLS ⋅ NEW Status

Welcome to 1308 N. Bosworth Ave. #2, a beautifully appointed 2-bedroom, 2-bathroom condo offering approximately 1,436 square feet of comfortable living space! Situated on a quiet, tree-lined street, this exceptional residence combines modern conveniences, inviting living spaces, and an unbeatable location. Step inside to discover beautiful hardwood flooring, abundant natural light, and a spacious living room featuring a cozy gas fireplace, perfect for relaxing evenings or entertaining guests. The well-appointed kitchen features stainless steel appliances, a gas cooktop, and plenty of room for everyday cooking and dining. The generously sized primary suite offers two walk-in closets and a private bathroom featuring a double vanity and whirlpool tub. One of the home's standout features is the expansive 180-square-foot private deck, providing the perfect outdoor retreat for morning coffee, summer grilling, or entertaining friends and family. Additional highlights include in-unit laundry, central heating and air conditioning, dedicated garage parking, and an incredibly affordable monthly HOA of just $180, which includes water, insurance, and exterior maintenance. Located in an intimate three-unit building, this home offers the perfect combination of comfort, convenience, and city living. Enjoy being just moments from Wicker Park's acclaimed restaurants, trendy boutiques, neighborhood parks, vibrant nightlife, and convenient public transportation, including the nearby CTA Blue Line. Whether you're entertaining on your private deck, enjoying a cozy evening by the fireplace, or exploring one of Chicago's most desirable neighborhoods, this condo truly has it all. Don't miss this incredible opportunity to own a beautiful home!

1308 N Bosworth Avenue Unit #2, Chicago

$375,000

1 Beds ⋅ 1 Baths ⋅ 12787216 MLS ⋅ NEW Status

Real timber loft living on the corner of Damen and Wabansia in the heart of Bucktown. This sunny, south-facing, extra-spacious 1 bedroom (approx. 975 sq ft) in a 1926 brick warehouse conversion has the details loft buyers hunt for: exposed timber beams and ceilings, brick walls, oversized steel-framed windows and hardwood floors throughout. The open living room is anchored by a wood-burning fireplace with gas starter and opens to a private balcony set in the treetops. The kitchen offers granite counters, stainless steel appliances, a gas range and a large island with breakfast bar. Quiet bedroom overlooks the courtyard with a full wall of closets. Bath with double vanity, in-unit washer/dryer and central air. Exterior parking space and storage included. Shared roof deck with skyline views. Steps to The 606, the Damen Blue Line and the best of Bucktown dining, galleries and shopping.

1701 N Damen Avenue Unit #204, Chicago

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Northwest Side Homes with Condo Style

Newest Northwest Side Homes with Condo Style

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