Chicago Homes with Condo-Duplex Style

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

$399,900
2 Beds ⋅ 2 Baths ⋅ 12715168 MLS ⋅ NEW Status
Welcome home to this beautifully updated 2-bedroom, 2-bath duplex-down condo in the highly sought-after Lakeview East neighborhood. Featuring hardwood floors throughout and an open-concept layout, this inviting home offers a spacious living area, granite countertops, and a convenient eat-in breakfast bar-perfect for everyday living and entertaining. Enjoy outdoor living with your own private deck, plus access to a shared common patio. Commuters will appreciate the easy access to the Diversey Brown Line station and Diversey bus routes, while the vibrant restaurants, shopping, and nightlife of Lakeview are just steps away. Recent improvements include raised ceilings, new railings, and fresh paint completed in 2026. Additional updates feature a newer furnace in 2024, newer water heater in 2024 and a washer and dryer installed in 2020. Don't miss this opportunity to own a move-in-ready home in one of Chicago's most desirable neighborhoods.

1009 W Wolfram Street Unit #1E, Chicago
$725,000
3 Beds ⋅ 2 Baths ⋅ 12713958 MLS ⋅ NEW Status ⋅ Ivy Lane BLDG.
HIGHEST AND BEST DUE BY NOON TOMORROW MONDAY JULY 27. Massive 3BR/2BA duplex condo with jaw-dropping, soaring 2 story ceilings in the incredibly bright and spacious living area with gas fireplace. Chef's kitchen with large natural stone island, stainless steel appliances, and pantry closet. Separate formal dining room to accommodate large dinner parties leads to lovely private outdoor space lined with built-in planters perfect for entertaining with room for dining table and lounge area. Main floor features full bath and generously sized guest bedroom with a wall of closets and enough space to function as a guest bedroom and a home office. 2nd floor features a vast primary suite, 2nd bedroom and laundry. Primary suite boasts a huge custom organized walk-in closet, marble bathroom with dual sinks, vanity, quartz countertops, oversized shower and separate soaking tub. Two heated garage parking spots are included. Ideally situated down the block from Left Coast, Coffee Lab & Roasters, Gotham Bagels, Batter and Berries, cocktail bars, restaurants, and a couple blocks from Lincoln Park Athletic Club, and the brown line.

2843 N Lincoln Avenue Unit #103, Chicago
$575,000
2 Beds ⋅ 3 Baths ⋅ 12713876 MLS ⋅ NEW Status
Welcome to this distinctive 2BR/2.1BA triplex in the heart of West Town, offering three levels of living and a layout you do not often find in a condo. Enter through the side gate or a few steps out of the garage into the main level, featuring an open living room/dining area/kitchen, along with a convenient powder room. The lower level includes a second living area, a bedroom, full bathroom, and washer/dryer hookup. The additional living area works well as a rec room, office, gym, or could potentially be converted into a third bedroom. The top floor is dedicated to a spacious, open primary suite with a private full bathroom, creating a separate retreat from the rest of the home. First time offered in more than 20 years, this home is ready for its next owner, with plenty of opportunity to personalize along the way. Located just a few blocks from Division Street and neighborhood favorites including two-Michelin-starred Kasama, Little Victories, Tortello, and Parlor Pizza, and a 10 minute walk to the Division Blue Line. A new Whole Foods is planned for Division & Ashland, adding another convenient neighborhood grocery option. Garage parking included.

1015 N Hermitage Avenue Unit #B, Chicago
$449,900
4 Beds ⋅ 3 Baths ⋅ 12552430 MLS ⋅ NEW Status
At nearly 3,000 square feet, this spacious duplex-down condo offers the comfort and feel of a single-family home in the heart of Bronzeville. The home reflects normal wear and presents a wonderful opportunity for the next owner to add their own style through a few cosmetic updates. This 4 bedroom, 3 bath open-concept condo welcomes you with hardwood floors throughout the main floor and a beautiful walnut inlay that highlights the fireplace. A spacious kitchen with stainless steel appliances, granite countertops, and a center island that flows seamlessly into the dining and living areas perfect for everyday living and entertaining. The oversized primary suite includes a private deck and a spa-like bath with a whirlpool tub, separate shower, and double vanity. A second bedroom and full bath, along with flexible space for a home office or sitting area, complete the main level.The lower level offers 10-foot ceilings, a large family room with a second fireplace, two additional bedrooms, a full bath, in-unit laundry, and extra space for a home gym, playroom, or media room. Private storage and one gated parking space are included in this low monthly assessments, self-managed building. Located on a quiet, tree-lined block surrounded by historic and newer homes, you're just steps from King Drive and the annual Bud Billiken Parade. Enjoy easy access to the CTA Green Line, Metra, major expressways, Mariano's, Jewel-Osco, Guaranteed Rate Field, McCormick Place, the lakefront, downtown Chicago, restaurants, coffee shops, and Bronzeville's vibrant arts and cultural scene. Front and back exterior security cameras are included with this unit, a new owner monitoring subscription will be required. Come see why this isn't just another condo-it's a home with room to live.

435 E 42Nd Street Unit #1, Chicago
$549,000
2 Beds ⋅ 2 Baths ⋅ 12709469 MLS ⋅ NEW Status
Experience the perfect blend of timeless vintage charm and modern updates in this rare 2-bedroom, 2-bath duplex, located in one of East Lakeview's most desirable courtyard buildings within the highly acclaimed Nettlehorst School District. Nestled on a quiet, tree-lined street, this beautifully updated home offers a flexible floor plan with two generously sized bedrooms, either of which can serve as the Primary Suite. The sun-filled main level features 9-foot ceilings, gleaming hardwood floors, a stunning limestone fireplace and fresh paint (2025) The updated kitchen boasts SS appliances including a Fisher & Paykel refrigerator (2021), new quartz countertops (2025), and the convenience of an in-unit washer/dryer (2024). The finished lower level offers luxury vinyl flooring, a beautifully renovated full bath and additional living space ideal for a family room and/or home office. This pet/investor friendly building (NO Airbnb) includes private basement storage, easy street parking, and assessment that covers heat, cable, internet, building maintenance, landscaping and snow removal. This unbeatable location is just steps from Chicago's lakefront, tennis courts, golf course, beaches, bike and running trails, with CTA buses, the Red Line, and easy access to O'Hare. Jewel-Osco, Whole Foods, neighborhood cafes, restaurants, boutiques, nightlife and Wrigley Field are all within walking distance. Move right in and enjoy sophisticated city living in one of Chicago's most sought-after neighborhoods!

542 W Brompton Avenue Unit #1N, Chicago
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 12697386 MLS ⋅ NEW Status
Rarely available and truly one-of-a-kind, this spectacular completely rehabbed corner townhome offers approximately 3,200 square feet of beautifully designed living space on two expansive levels in the highly sought-after Dearborn Park One community. Flooded with natural light from north, south, east, and west exposures, this exceptional residence lives like a single-family home with oversized rooms, an effortless floor plan, and abundant space throughout. The main level features a welcoming foyer, an expansive eat-in kitchen with pantry, powder room, an enormous living room, and a separate dining room overlooking a professionally landscaped 44X17 foot private patio. A versatile bonus room/shed provides the perfect space for an art studio, garden shed, or additional storage. Upstairs, skylights brighten the second level, offering two spacious primary suites with en-suite baths, two additional generously sized bedrooms, three full bathrooms, a large family room that can easily serve as a fifth bedroom, large family room, a laundry closet with side-by-side washer and dryer, finished walk-in closets, and exceptional storage throughout. Tooooo many upgrades to list. The home includes two exterior parking spaces plus 6 additional guest parking passes and neighborhood private security. Ideally located in the heart of the South Loop, close to all public transportation, South Loop Elementary, the British International School of Chicago, Jones College Prep, Day Star and Old St. Marys School. Close to the Loop, Target, Jewel-Osco, Mariano's, Trader Joe's, Whole Foods, Museum Campus, Grant Park, the Lakefront Trail, and everything this vibrant neighborhood has to offer along with convenient access to major arteries in and out of the City

945 S Park Terrace, Chicago
$675,000
3 Beds ⋅ 3 Baths ⋅ 12705554 MLS ⋅ NEW Status
3 Bed / 3 Bath duplex-up condo for sale in south central Lakeview. Sunny, light filled top floor duplex up featuring hardwood floors throughout, open kitchen, gas fireplace, in-unit washer and dryer, central heat and air. Main floor has 2 BR, 2BA. Top floor has private suite including separate living space, bedroom, full bathroom and private outdoor deck with fantastic city views! 1 garage space included. Tenant occupied until 6/30/2027, rents for $3,575/month (below market). Unit 1 also for sale. Both homes represent fantastic opportunities to a future owner to cosmetically renovate to their preference.

3033 N Racine Avenue Unit #3, Chicago
$524,900
2 Beds ⋅ 3 Baths ⋅ 12714476 MLS ⋅ NEW Status ⋅ Westgate Lofts BLDG.
Rare West Loop duplex-down timber loft featuring 2 bedrooms, 2.5 baths, soaring ceilings, exposed brick, oversized windows, and stunning timber beams. This spacious home offers a unique layout with an expansive lower-level living space, providing exceptional flexibility for entertaining, a home gym, office, or guest retreat. Both levels feature full baths for added comfort and privacy, while hardwood floors, in-unit laundry, and abundant character complete the home. Rental parking is conveniently available nearby. Ideally located just steps from Randolph Street dining, Fulton Market, parks, transportation, and everything the West Loop has to offer.

331 S Peoria Street Unit #105, Chicago
$674,900
3 Beds ⋅ 3 Baths ⋅ 12712436 MLS ⋅ NEW Status
Eclectic, historic, exciting and appreciating Uptown! 3 bedrooms/3 bathrooms -yes rarely available 3bds/3bths! in gorgeous architectural building in the heart of this vibrant community. This duplex down offers tall ceilings, bright rooms and space to roam and grow into. The top level has a generous open floor plan offering: a beautiful kitchen with large breakfast bar peninsula, living room/dining room leading to a spacious balcony for summer enjoyment, a huge principal en-suite bedroom with walk-in closet, marble double sink vanity, separate shower and whirlpool tub, a queen size bedroom plus a full bath too! The lower level with its tall majestic ceilings offer many possibilities - rec room for movie nights, gas fireplace to cozy up to, family room with wet bar and "second kitchen" amenities extend the multi-purpose concept. Bedroom number 3 and another full bathroom rounds out this well-appointed home. Coat closet, pantry/utility closet, laundry room, one garage parking spot included in the price plus a storage unit makes this condo stand out. Ideal location with close proximity to the "L", lake front, restaurants, entertainment and more. Pet friendly building. Come live the life!

4662 N Winthrop Avenue Unit #1S, Chicago
$260,000
3 Beds ⋅ 2 Baths ⋅ 12714031 MLS ⋅ NEW Status
Experience city living at its finest in this chic condo retreat. Beautiful duplex condo with 2 bedrooms and 1 bathroom. There is an additional bedroom, kitchen, and bathroom in the the ground level. Rare condo getting 2 condos for the price of one. . 1 garage Parking spot included in price. With bustling city life just outside your doorstep, this condo offers an unparalleled cosmopolitan lifestyle. Schedule your appointment today!

2859 N Kostner Avenue Unit #1, Chicago
$850,000
2 Beds ⋅ 2 Baths ⋅ 12714022 MLS ⋅ NEW Status ⋅ River North Commons BLDG.
RARE PROPERTY ALERT: COVETED PENTHOUSE DUPLEX LOFT WITH PRIVATE ROOFDECK in River North Commons. First time on market since 2002. Offering a rare sense of privacy and calm in the middle of the city. Spanning approximately 2,035 square feet, this 2-bedroom plus den+2nd kitchenette, 2-bath residence is designed for those who want space that feels both open and intimate. South-facing light fills the home throughout the day, while the private rooftop deck becomes an extension of your living space-quiet, elevated, and ideal for unwinding above the city. Architectural details of this home create a comfortable, grounded feel with exposed brick, large timber beams and expansive ceilings plus a true interior staircase leading to your second floor, feeling like you are in a single family home. First floor features the 2nd bedroom with murphy bed, great for 2nd bedroom, home office, or guest bedroom, a full bath, wraparound kitchen with island and breakfast bar, and expansive living room with soaring ceilings with tons of seating arrangements, full dining area, balcony perfect for grilling, and a fireplace to add a sense of ease and comfort, plus coveted pantry, and under stairs storage. Up your full interior stairs you will find your primary suite, full bath, a den/office/media room and custom kitchenette with fridge, cabinets, and sink, which offers flexibility for hosting, retreating for perfect movie nights or sporting events, or the ideal home office. This leads to the private rooftop deck with pergola, composite maintenance free decking, and privacy walls, your perfect outdoor urban oasis. The primary suite feels like a true escape, with an oversized shower with dual shower heads fit for a spa vacation, heated floors, and thoughtful built-ins elevating the space to feel organized and functional, yet elegant and tranquil. Plus you can also directly access both levels from the elevator and hallways should you ever need to avoid the stairs. Top it off with prime indoor heated garage parking ($35k) plus additional outdoor tandem parking ($25k) available and included common area storage cage. All in River North with dog park, coffee, shops, train, daycare, gyms, access to 90/94 and more out the front door. This home is not just about layout-it's about how it feels to live here: from quiet mornings and slow evenings to various live work layouts to an entertainers dream. A true home that supports an intentional life in the heart of River North.

520 W Huron Street Unit #614, Chicago
$474,900
2 Beds ⋅ 2 Baths ⋅ 12713932 MLS ⋅ NEW Status
Rare opportunity to own one of Printers Row's most distinctive penthouse duplex lofts in a beautifully restored landmark printing factory. Rich in authentic Chicago character, this one-of-a-kind residence showcases soaring timber beam ceilings, exposed brick walls, oversized industrial windows, exposed ductwork and hardwood floors throughout, seamlessly blending historic architecture with thoughtful modern updates. Designed for entertaining and everyday living, the expansive open-concept floor plan features a chef-inspired kitchen with custom cabinetry, stainless steel appliances including a Liebherr refrigerator, designer tile backsplash, open shelving and abundant storage that flows into a spacious dining area and an impressive living room flooded with natural light, creating the perfect setting for gathering with family and friends. The main level also offers a generous primary suite with a walk-in closet, renovated full bath and in-unit laundry, while a dramatic spiral staircase leads to a dedicated home office or guest suite complete with its own beautifully updated full bath and continues to an upper loft retreat perfect as a library, media room, yoga space, creative studio or reading lounge. Whether you're working from home, hosting overnight guests or simply looking for a space unlike anything else on the market, this incredibly flexible floor plan adapts to your lifestyle. Additional features include bike storage and a private storage closet. Ideally located in the heart of historic Printers Row, you're just moments from Grant Park, Millennium Park, the lakefront, museums, theaters, the Roosevelt Collection, Target, acclaimed restaurants, coffee shops, public transportation, Divvy stations and convenient access to I-90, I-94 and I-290. A truly one-of-a-kind home in one of Chicago's most iconic historic loft buildings. Monthly rental parking steps away from the building's front door.

732 S Financial Place Unit #810, Chicago
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