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

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

6414 N Francisco Avenue Unit #2F, Chicago

$524,900

3 Beds ⋅ 3 Baths ⋅ 12795643 MLS ⋅ NEW Status

This top floor residence is a brand-new 3-bedroom, 2.5-bathroom, duplex-up penthouse designed for modern living and effortless entertaining. All bedrooms are thoughtfully located on the upper level, creating a private retreat, while the main level is dedicated to entertaining with an open, airy layout on a wide lot. The home is filled with tons of natural light and features luxury modern finishes throughout, including engineered white oak hardwood floors, quartz countertops, and large format porcelain tile bathrooms. A private rooftop deck exclusively for this home, offers exceptional outdoor space and skyline views! Additional features include a second-floor laundry a garage parking space, and an additional outdoor balcony off of the living room!

6414 N Francisco Avenue Unit #2F, Chicago

6414 N Francisco Avenue Unit #1F, Chicago

$424,900

3 Beds ⋅ 3 Baths ⋅ 12795642 MLS ⋅ NEW Status

This stunning duplex residence is a brand-new 3-bedroom, 2.5-bathroom home thoughtfully designed for modern living and comfortable entertaining. The main level features an open, inviting layout ideal for hosting, while the lower level offers a quiet, private retreat with well-appointed bedrooms. Flooded with natural light, the home showcases luxury modern finishes throughout, including engineered white oak hardwood floors, quartz countertops, and large format porcelain tile bathrooms. The home comes with an expansive front balcony as well as garage rooftop rights! Additional highlights include in-unit laundry and a garage parking space.

6414 N Francisco Avenue Unit #1F, Chicago

6414 N Francisco Avenue Unit #2R, Chicago

$499,999

3 Beds ⋅ 3 Baths ⋅ 12795641 MLS ⋅ NEW Status

6414 N Francisco Avenue Unit #2R, Chicago

6414 N Francisco Avenue Unit #1R, Chicago

$389,900

3 Beds ⋅ 3 Baths ⋅ 12795629 MLS ⋅ NEW Status

6414 N Francisco Avenue Unit #1R, 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

$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 and outdoor heaters. 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, motorized blinds, 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

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Chicago Homes with Condo-Duplex Style

Newest Chicago Homes with Condo-Duplex Style

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