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

$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

$665,000

3 Beds ⋅ 3 Baths ⋅ 12792399 MLS ⋅ NEW Status

* Check out the video & the 3D walk-through of this home * Stunning & cozy 3-bedroom, 3-bathroom duplex-down condo with TWO private outdoor spaces and garage parking in desirable AVONDALE location! This condo is perfectly situated on a one-way, tree-lined street and features the perfect mix of traditional & contemporary design with modern conveniences. Step into this unit and enjoy the sunny & airy layout with several windows that bring in lots of natural light from all directions. This unit is a rare gem that feels like a single-family home, with two levels of living space, a spacious kitchen with 42-inch "soft-close" cabinets, quartz countertops, glass backsplash, and newer stainless steel appliances. The charming living room features exposed white-washed brick and a fireplace with a reclaimed timber mantel. Step outside with ease on the large, private balcony right off of the living room, perfect for grilling, relaxing, entertaining, or watching your plants grow. Huge primary bedroom with in-suite bath, oversized shower with bench, double vanity, Grohe shower trims and faucets, and a custom walk-in closet. A guest bath and 2nd bedroom with ample closet space are also on the main level. Feel right at home in the lower-level family room, featuring an impressive custom-built entertainment center and wet bar. A full bath, large laundry room with sink, and generously-sized 3rd bedroom with ample closet space that is perfect for guests or a work-from-home office complete this level. Additional features include detailed tray ceilings with crown molding, in-unit laundry, forced-air heating, central air, ample storage space, a large storage closet, a private rear patio deck, and a secured garage parking space included in the price. Recent updates include paint refreshed throughout the unit (2026), new furnace and A/C (2026), new fridge, stove, microwave & dishwasher (2024-22), new built-in entertainment center (2024), new ejector pump (2024) - Please ask your agent for the full list of improvements to the unit and the building. Low HOA assessment of $431 per month includes water, common insurance, exterior maintenance, lawn care, snow removal, garbage, & parking. Proactive, professionally managed association with approx. $8,587 in reserves. The HOA just spent $29,700 on the rear deck ironwork repairs & paint. Built in 2014. ALL BRICK building. 6 total units: 4 owner-occupied, 2 rentals. Rentals allowed (2 units max, no short-term rentals). Cats & dogs allowed (No weight restriction). Fall in love with all that AVONDALE/LOGAN SQUARE have to offer - Extremely walkable to transit (Logan Square and Belmont & Kimball Blue Line train stops & bus stops), farmer's markets, popular restaurants/bars/retail, coffee shops, parks, and easy highway access. This is the one you've been waiting for - Welcome home! - MULTIPLE OFFERS RECEIVED. Please submit highest & best by Monday 10/26 @ 12 pm.

2828 N Dawson Avenue Unit #1N, Chicago

$1,675,000

3 Beds ⋅ 4 Baths ⋅ 12790828 MLS ⋅ NEW Status

This sun filled Lincoln Park penthouse offers three bedrooms, 3.1 baths, spacious living areas and three private outdoor spaces. Thoughtfully designed for both everyday living and entertaining, it pairs inviting interiors with a standout rooftop retreat. The expansive fully built-out roof deck features sweeping skyline views, a pergola, built-in dry bar and TV-an ideal setting for everyday living and entertaining. Inside, the open main level brings the living, dining and family areas together around a professional grade kitchen appointed with Wolf and Sub-Zero appliances. Two fireplaces add warmth and character, while natural hardwood floors run throughout. All three bedrooms, three full baths and a convenient laundry room are located on the upper level. The primary suite includes two walk-in closets and a spa inspired bath with dual vanities, a steam shower and radiant heated floors. Set in one of Chicago's most walkable neighborhoods, just steps from Lincoln Park's dining, shopping, lakefront and parks. Two garage parking spaces are included.

2715 N Mildred Avenue Unit #PH, 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 ⋅ NEW 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 ⋅ NEW 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 ⋅ NEW 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

5428 N Winthrop Avenue Unit #403, Chicago

$575,000

2 Beds ⋅ 2 Baths ⋅ 12790661 MLS ⋅ NEW Status

Completed and ready for occupancy. Already over 60% sold. Don't miss this limited opportunity. This brand-new 2-bedroom, 2-bathroom home in a boutique 12-unit ELEVATOR building in the heart of Edgewater offers a modern living in this beautifully designed home featuring an open-concept living and dining area with soaring floor-to-ceiling windows that flood the space with natural light facing East. The sleek chef's kitchen is a true showpiece, complete with custom cabinetry, quartz countertops, a large island, and high-end Dacor appliances-perfect for cooking, dining, and entertaining. The primary suite is a private retreat with a spacious walk-in closet and a spa-inspired bathroom showcasing contemporary finishes. A generous second bedroom offers a large closet and convenient access to a full guest bathroom. Step out onto your private front balcony off the living room for morning coffee or evening relaxation. Conveniences include an in-unit washer and dryer; all just steps to Andersonville, the Lakewood Balmoral and Bryn Mawr Historic Districts, Lake Michigan parks, and the CTA. The pictures are taken of the model unit 203.

5428 N Winthrop Avenue Unit #403, Chicago

5428 N Winthrop Avenue Unit #202, Chicago

$535,000

2 Beds ⋅ 2 Baths ⋅ 12790650 MLS ⋅ NEW Status

Completed and ready for OCCUPANCY! Limited-time developer incentive: $5,000 towards closing costs, plus 6 months of prepaid parking at a nearby location. Already over 60% sold. Don't miss this limited opportunity. This brand-new 2-bedroom, 2-bathroom home in a boutique 12-unit ELEVATOR building in the heart of Edgewater offers a modern living in this beautifully designed home featuring an open-concept living and dining area with soaring floor-to-ceiling windows that flood the space with natural light facing East. The sleek chef's kitchen is a true showpiece, complete with custom cabinetry, quartz countertops, a large island, and high-end appliances-perfect for cooking, dining, and entertaining. The primary suite is a private retreat with a spacious walk-in closet and a spa-inspired bathroom showcasing contemporary finishes. A generous second bedroom offers a large closet and convenient access to a full guest bathroom. Step out onto your private front balcony off the living room for morning coffee or evening relaxation. Conveniences include an in-unit washer and dryer; all just steps to Andersonville, the Lakewood Balmoral and Bryn Mawr Historic Districts, Lake Michigan parks, and the CTA.Pictures are taken from the previous project.

5428 N Winthrop Avenue Unit #202, Chicago

5428 N Winthrop Avenue Unit #203, Chicago

$525,000

2 Beds ⋅ 2 Baths ⋅ 12790634 MLS ⋅ NEW Status

Completed and ready for OCCUPANCY! Limited-time developer incentive: $5,000 towards closing costs, plus 6 months of prepaid parking at a nearby location. Already over 60% sold. Don't miss this limited opportunity. This brand-new 2-bedroom, 2-bathroom home in a boutique 12-unit ELEVATOR building in the heart of Edgewater offers a modern living in this beautifully designed home featuring an open-concept living and dining area with soaring floor-to-ceiling windows that flood the space with natural light facing East. The sleek chef's kitchen is a true showpiece, complete with custom cabinetry, quartz countertops, a large island, and high-end Dacor appliances-perfect for cooking, dining, and entertaining. The primary suite is a private retreat with a spacious walk-in closet and a spa-inspired bathroom showcasing contemporary finishes. A generous second bedroom offers a large closet and convenient access to a full guest bathroom. Step out onto your private front balcony off the living room for morning coffee or evening relaxation. Conveniences include an in-unit washer and dryer; all just steps to Andersonville, the Lakewood Balmoral and Bryn Mawr Historic Districts, Lake Michigan parks, and the CTA. The pictures are taken of the actual unit.

5428 N Winthrop Avenue Unit #203, Chicago

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Chicago Homes with Condo-Duplex Style

Newest Chicago Homes with Condo-Duplex Style

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