Chicago Homes with Condo-Duplex Style

Chicago, the vibrant city located in Cook County, Illinois, offers a diverse range of housing options, including homes with condo-duplex style. This unique style of housing combines the benefits of both condos and duplexes, providing residents with the best of both worlds.

Homes with condo-duplex style in Chicago are designed to offer spacious living areas, often spread across multiple levels. These homes typically feature separate entrances for each unit, allowing for greater privacy and independence. With their own individual amenities such as kitchens, bathrooms, and living spaces, condo-duplex homes offer a sense of individuality and comfort.

One of the major advantages of living in a condo-duplex home is the shared maintenance responsibilities. The homeowners' association takes care of common areas, exterior maintenance, and landscaping, making it an ideal choice for those seeking a low-maintenance lifestyle.

In addition to the convenience and privacy, homes with condo-duplex style in Chicago often boast desirable amenities such as private balconies, rooftop decks, and access to fitness centers or swimming pools. These features enhance the overall living experience and provide residents with opportunities for relaxation and recreation.

Chicago, with its rich history, cultural diversity, and stunning architecture, offers a multitude of neighborhoods where homes with condo-duplex style can be found. From the trendy neighborhoods of Lincoln Park and Lakeview to the more laid-back areas of Andersonville and Ravenswood, there are plenty of options to suit different preferences and lifestyles.

If you're looking for a home that combines the convenience of condo living with the spaciousness of a duplex, consider exploring the homes with condo-duplex style in Chicago. With its thriving real estate market and endless opportunities for entertainment and recreation, Chicago is a city that offers something for everyone.

Newest Chicago Homes with Condo-Duplex Style

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

$725,000

3 Beds ⋅ 3 Baths ⋅ 12790365 MLS ⋅ NEW Status

Stunning Extra-Wide 3-Bedroom Duplex in Prime Lakeview Location! Flooded with natural light from the absence of neighboring buildings on either side, this bright and beautifully maintained all-brick 3-bedroom, 2.5-bath duplex down is perfectly situated in the heart of Lakeview. With 10' ceilings, fresh paint, crown molding, and hardwood floors, this home offers a spacious and stylish layout ideal for both everyday living and entertaining. The chef's kitchen boasts 42" cabinets, granite countertops, stainless steel appliances, and a large breakfast bar, opening seamlessly into the expansive living and dining area with a cozy gas fireplace. Step outside to your private deck-complete with a gas line for grilling and ample space for outdoor dining. Retreat to the luxurious primary suite featuring a walk-in closet and spa-like marble bath with double vanities, whirlpool tub, and separate shower with body sprays. Side by side washer and dryer on the main level for convenience. The lower level offers two additional spacious bedrooms and full bathroom. Completely move-in ready, this home includes one dedicated parking space and unbeatable access to public transportation, restaurants, shopping, parks, and the lakefront.

744 W Belmont Avenue Unit #1R, Chicago

$325,000

2 Beds ⋅ 2 Baths ⋅ 12795178 MLS ⋅ NEW Status

Welcome home to this spacious and thoughtfully updated 2-bedroom, 2-bath duplex in an intimate all-brick, 5-unit building tucked away on a quiet, tree-lined cul-de-sac directly across from Harrison Park. Just off the vibrant 18th Street corridor, this home offers an ideal combination of neighborhood convenience and unexpected privacy, with the community garden next door and the 18th Street Pink Line, Thalia Hall, restaurants, coffee shops, parks, and everything Pilsen has to offer just blocks away. The bright, south-facing main level features an open-concept layout with hardwood floors and plenty of room for both living and dining. The kitchen has been refreshed with painted cabinetry, granite countertops, stainless steel appliances, a tile backsplash, and an open pantry converted from the former coat closet for added everyday storage. Nearly every light fixture has been upgraded with warm, modern selections, and most of the home has been freshly painted. A full stone bath with glass-enclosed shower and full-size side-by-side in-unit laundry complete the main level. Downstairs, the private bedroom level features two impressively sized bedrooms, both with room for king-size beds, including a spacious primary with a walk-in closet. The bedrooms share an updated stone Jack-and-Jill bath with a jetted tub, while newer carpet adds comfort throughout the lower level. Additional improvements include a new front screen door, updated hardware and vents, plus significant recent building improvements including a new roof, flashing, and skylights in 2024 and rear staircase repairs, replacement work, and exterior painting completed in August 2026. Unused chimneys were also removed in August 2026. Direct rear stairwell access provides an additional entry and a small outdoor area just beyond the lower-level entrance. Low assessments and dedicated exterior parking included complete this move-in-ready Pilsen home.

1745 W 18Th Place Unit #1R, 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

$1,899,000

3 Beds ⋅ 4 Baths ⋅ 12794725 MLS ⋅ NEW Status

Exceptional finishes, abundant natural light, and extraordinary outdoor space define this beautifully designed East Lincoln Park penthouse. Completed in 2020, this duplex-up offers approximately 3,000 sqft of interior living space plus an impressive 1,900 sqft of private outdoor space, including a covered terrace, two balconies overlooking Mohawk, and a spectacular rooftop deck spanning the entire building. The main level features a spacious open floor plan designed for comfortable everyday living and entertaining. The living and dining rooms are filled with morning light, while the beautifully appointed kitchen features inset cabinetry, quartz countertops, Sub-Zero, Bosch, and Wolf appliances, and a generous island with breakfast bar seating. The kitchen is open to a family room with custom built-ins, a dry bar, with a wine refrigerator, and direct access to a deep covered terrace featuring a gas fireplace. Upstairs, the luxurious primary suite offers generous closet space and a beautifully finished bath with dual vanities, a steam shower, and heated floors. Two additional bedrooms, two full baths, and a laundry room with GE front-load w/d complete this level. The crown jewel is the extraordinary private rooftop deck, which spans the entire building and offers panoramic views of the Chicago skyline. Designed for outdoor living and entertaining, this expansive retreat features a wet bar, a pergola added in 2024, an outdoor kitchen, a raised seating area positioned to capture the spectacular views, and a Sonos sound system. Additional features include beautiful white oak floors throughout, custom closets, designer lighting, garage parking, and a private storage room. This handsome three-unit brick building is pet-friendly and 100% owner-occupied. Ideally situated on a quiet, one-way street in the heart of East Lincoln Park, just steps from the boutiques and restaurants of Armitage Avenue, Lincoln Park, and the lakefront.

1938 N Mohawk Street Unit #3, Chicago

$625,000

3 Beds ⋅ 3 Baths ⋅ 12794265 MLS ⋅ NEW Status

Just steps from Logan Boulevard, this extra-wide, 3-bedroom, 3-bath duplex-down pairs generous living spaces with thoughtful updates. Beautiful bay windows fill the open-concept living and dining area with natural light, while the spacious layout comfortably accommodates an eight-person dining table, a full sectional, and additional seating-offering plenty of room for everyday living and entertaining. The generous eat-in kitchen features granite countertops, a stylish backsplash, 42-inch cabinetry, and stainless-steel appliances, with a large breakfast bar and room for a casual dining table. Freshly refinished hardwood floors bring warmth to the main level, which also includes a spacious bedroom and a full bathroom. Two sets of French doors connect the kitchen and bedroom to a private 18-by-18-foot deck overlooking the landscaped backyard, creating an easy flow outdoors with plenty of room for dining, lounging, and entertaining. Downstairs, the primary suite features a recently remodeled bathroom with a double-bowl vanity, quartz countertops, custom tile, and abundant storage. An expansive walk-in dressing room with custom built-ins keeps everything beautifully organized. An additional bedroom, a third full bathroom with a jetted tub and custom tilework, and a dedicated laundry room with a side-by-side washer and dryer complete the lower level. Generous room sizes, thoughtful renovations, exceptional outdoor space, and ample storage give this home the spacious feel of a single-family residence. Set on a tree-lined, one-way street near Logan Boulevard, neighborhood restaurants, public transportation, and the Logan Square Farmers Market, this home pairs comfortable living with a convenient location. Garage parking is included in the price!

2440 N Linden Place Unit #1, Chicago

$325,000

3 Beds ⋅ 3 Baths ⋅ 12794018 MLS ⋅ NEW Status

Stunning Bronzeville Duplex-Down 3-Bed, 2.5-Bath with garage parking included. Beautifully updated and move-in ready, this Bronzeville gem features hardwood floors, soaring ceilings, and natural light throughout. The sleek kitchen boasts quartz countertops and backsplash, white cabinetry, and brand-new stainless appliances plus an extra nook perfect for a coffee or wet bar. The primary suite offers generous space and a spa-like ensuite with floor-to-ceiling porcelain tile. The lower level adds a family room, two bedrooms, full bath, and extra storage, ideal for guests or flex living. Enjoy a private deck for entertaining, a shared backyard, and one included garage space. All of this just blocks from Northwestern Medicine, minutes from the Obama Presidential Center, U of C, public transit, and more. Schedule your showing today.

735 E 50Th Street Unit #2, Chicago

$650,000

2 Beds ⋅ 3 Baths ⋅ 12792016 MLS ⋅ NEW Status

This impeccably maintained duplex offers an amazing floorplan with space to live, work, and entertain. Soaring high ceilings and hardwood floors throughout set the tone the moment you walk in. The main level features a large open-concept living and dining area flowing into a modern kitchen, perfect for everyday living and hosting alike. Two generously sized bedrooms include an en-suite primary, and not one but two private outdoor spaces extend your living area into the fresh air. Upstairs, a huge flex loft with its own full bath could easily serve as a third en-suite bedroom, home office, media room, or guest retreat. Bay windows and skylights flood the home with natural light throughout. Thoughtful extras include in-unit laundry and great additional storage. Set on a quiet, tree-lined street, the location is hard to beat, with so much to enjoy right outside your front door. Stroll to the shops, cafes, and restaurants along Broadway, head two blocks to the Lakefront Trail for runs, rides, and sunsets by the water, and commute with ease via the CTA and express buses. Space, light, flexibility, and an unbeatable East Lakeview address. This one is a must-see.

555 W Briar Place Unit #302, Chicago

$799,900

4 Beds ⋅ 3 Baths ⋅ 12791990 MLS ⋅ NEW Status

Stunning duplex condominium in a boutique building completed in 2022, and the combination is the story: four bedrooms, three full baths, 2,500 square feet, and a garage parking space included. That package is hard to find anywhere on this corridor. The main level is where the day happens. Living and dining open wide, with natural oak hardwood underfoot, tall windows, and recessed lighting overhead. The kitchen pairs charcoal lower cabinets with natural-wood uppers, quartz counters and backsplash, stainless appliances, and an island with seating - room to cook, room to gather, room to spread out a project. Three of the four bedrooms are on this level, including the primary suite, which has its own luxurious bath and a private balcony. Another full bath and the laundry are here too, so the everyday routine stays on one floor. The lower level adds a fourth bedroom - ideal for a home office - plus a family room and a third full bath. Work-from-home, movie night, guest space: it all fits without crowding anyone. The location does the rest. About a ten-minute walk to the Blue Line. Steps to a bus stop. About three blocks to the 606 trail. The Wicker Park shopping and dining district at Damen, Milwaukee, and North is a short walk east. And beautiful 197-acre Humboldt Park, with its historic fieldhouse, lagoons, boathouse, tennis courts, and Chicago's only inland beach - is within easy reach. Inside, the home stays quiet and composed: a calm landing spot at the end of the day. Come see what 2,500 square feet actually feels like.

1456 N Western Avenue Unit #1, Chicago

$499,000

3 Beds ⋅ 2 Baths ⋅ 12791243 MLS ⋅ ACTIVE Status

Stunning Light-Filled Duplex in the Heart of Wrigleyville! Welcome home to this beautifully maintained 3-bedroom, 2-bathroom duplex offering approximately 1,400 square feet of thoughtfully designed living space in one of Chicago's most vibrant neighborhoods. Nestled on a picturesque, tree-lined one-way street, this charming residence combines vintage character with modern comforts. The bright and inviting kitchen features granite countertops, black/white appliances, and a dedicated dining area perfect for everyday meals or entertaining. Hardwood floors flow throughout the home, complemented by a cozy wood-burning fireplace that creates a warm and welcoming atmosphere. Additional highlights include an in-unit washer and dryer, abundant storage, a spacious bathroom with double vanities, and a convenient office nook ideal for remote work or study. Step outside to your private deck and enjoy a peaceful outdoor retreat right at home. Located within a charming vintage courtyard building, this pet-friendly residence boasts an unbeatable A+ location. Just steps from the CTA Red Line, Wrigley Field, neighborhood restaurants, shopping, nightlife, and the lakefront, you'll enjoy the very best of Wrigleyville right outside your door. A rare opportunity to enjoy spacious, comfortable living in one of Chicago's most sought-after neighborhoods.

867 W Cornelia Avenue Unit #1, Chicago

$750,000

2 Beds ⋅ 2 Baths ⋅ 12777675 MLS ⋅ ACTIVE Status

Enjoy skyline views and exceptional outdoor living in this sun-filled corner penthouse, featuring more than 1,100 square feet of finished private rooftop space with direct access from inside the home. Built in 2025, this two-bedroom, two-bath residence sits in a boutique six-unit building and offers southwest exposure, abundant natural light, and a private front balcony. Large windows, hardwood floors, custom window treatments, and professionally designed finishes complement the open living space. The chef's kitchen features custom two-tone cabinetry, quartz countertops, a waterfall-edge peninsula, and a premium integrated Dacor appliance package, including a 24" panel-ready dishwasher, 36" gas cooktop, 30" combination wall oven with microwave/speed oven, convection and steam-assist cooking, and a 36" built-in panel-ready refrigerator. The spacious primary suite includes a walk-in closet and spa-like bath with heated floors and designer tile. The second bedroom features a generous closet and offers flexibility for guests, a home office, or both. The beautifully finished second full bath includes a floating vanity and tub/shower combination. Additional features include an LG front-loading washer and dryer and a tankless water heater. One garage parking space is included. Located on a quiet, tree-lined street at the intersection of Ukrainian Village and East Humboldt Park, just moments from the restaurants, coffee shops, boutiques, fitness studios, and nightlife along Division Street and Chicago Avenue. Enjoy convenient access to Humboldt Park, Wicker Park, Bucktown, Logan Square, multiple CTA bus routes, the Blue Line, the Western Avenue Metra station, and all that West Town has to offer.

2456 W Cortez Street Unit #3W, Chicago

$945,000

4 Beds ⋅ 3 Baths ⋅ 12790463 MLS ⋅ ACTIVE Status

Spectacular 2700+ SQFT 4BR/2.1BA all-brick duplex down on picturesque tree-lined Catalpa in the heart of Andersonville, completely gut-rehabbed in 2015 with stunning magazine-caliber interior finishes, amazing layout that lives like a single family home, lower level with airy 9FT ceilings and radiant heated floors, and on-site parking for TWO cars -- one EXTRA LONG GARAGE space + 1 exterior spot. Step inside and expect to be wowed by the wonderful open-concept layout offering an expansive SE facing living room with incredible windows and a striking 12FT fireplace wall with built-ins, adjacent dining room area perfect for hosting gatherings of any size, and fine details like 3.25" dark walnut-stained hardwood flooring, crown molding, and modern paint tones. The DREAM kitchen centered around a 7.5FT long island offers classic white shaker cabinetry with full-height backsplash and under-cabinet lighting, beautiful quartz countertops, a large 9FT wide Elfa-organized walk-in pantry, and high-end appliances including a Wolf 6-burner range, exterior vented hood, Bosch dishwasher with top cutlery rack, and a wine/beverage cooler. Completing the main level are a 4th BR, mud room with built-in bench/cubbies/coat closet, and direct access to the large peaceful back deck illuminated by string lights. The beautiful hardwood flooring extends to all THREE lower level BR's including the gracious primary suite, which features a 5' x 10' Elfa-organized walk-in-closet (plus a 13' x 3' under-stair closet) and a sumptuous marble bath with steam shower and extra-long dual vanity that provides abundant storage. Just down the hall are two additional well-proportioned bedrooms, a second full bath with designer tile and 45" vanity with white quartz countertop, and a proper laundry room with separate utility sink. Additional upgrades include keyless locks, Bali window treatments, flush ceiling-mounted audio speakers, and more. Enjoy the very best of urban residential living in this truly exceptional home!

1740 W Catalpa Avenue Unit #1E, Chicago

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Chicago Homes with Condo-Duplex Style

Newest Chicago Homes with Condo-Duplex Style

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