Cook Homes with Condo-Duplex Style

Cook Homes with Condo-Duplex Style

Welcome to Cook County, Illinois, a vibrant hub that perfectly blends urban excitement with suburban charm. Nestled within the bustling city of Chicago, Cook County is renowned for its diverse neighborhoods, rich cultural heritage, and a cornucopia of dining, shopping, and entertainment options. From the iconic skyline of downtown Chicago to the serene parks and lakeshores, this area offers something for everyone.

For those seeking a unique living experience, the condo-duplex style homes in Cook County are an exceptional choice. These residences provide the best of both worlds, combining the spaciousness and privacy of a traditional home with the convenience of condominium living. Imagine waking up in a beautifully designed space featuring modern amenities and stylish finishes, all while being just steps away from the vibrant life that Chicago has to offer.

Condo-duplex homes often boast multiple levels, providing ample space for families or individuals who desire a little extra room to breathe. With open floor plans, these homes are perfect for entertaining friends or enjoying quiet evenings in. Many properties also feature private outdoor spaces, allowing residents to soak in the sun or host summer barbecues.

Living in Cook County means being part of a dynamic community, with easy access to public transportation, top-rated schools, and a wealth of recreational activities. Whether you’re strolling along the lakefront, exploring local art galleries, or savoring a meal at one of the many acclaimed restaurants, life in this area is both exciting and fulfilling. Discover your dream condo-duplex home in Cook County and experience the best of Chicago living!

Newest Cook Homes with Condo-Duplex Style

$999,999
3 Beds ⋅ 2 Baths ⋅ 12764219 MLS ⋅ NEW Status
***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN.*** Welcome to 1345 W Grand Avenue, a boutique new-construction elevator building offering just seven luxury residences near Chicago's vibrant Fulton Market District. With only two residences per floor, this thoughtfully designed development delivers an exceptional sense of privacy, sophistication, and modern city living. This stunning simplex residence features an expansive open floor plan, soaring ceilings, oversized windows, and wide-plank hardwood flooring throughout. The living, dining, and kitchen areas flow seamlessly together, creating an ideal setting for everyday living and entertaining. The chef's kitchen is appointed with custom floor-to-ceiling cabinetry, quartz countertops and matching backsplash, fully integrated Thermador appliances, an oversized waterfall island, and sophisticated matte black and brass finishes. Directly off the living room, an incredible private deck extends the living space outdoors. The spacious primary suite provides a private retreat with a spa-inspired bathroom featuring quartz and ceramic tile finishes, a dual vanity, an oversized walk-in shower, and designer fixtures. The additional bedrooms are generously sized and offer ample closet space, complemented by a beautifully appointed bathroom. Perfectly situated near Fulton Market's renowned restaurants, nightlife, shopping, parks, and everyday conveniences, with easy access to downtown and major transportation, this exceptional residence combines luxury finishes, a functional floor plan, and impressive private outdoor space in one of Chicago's most desirable locations.

1345 W Grand Avenue Unit #2S, Chicago
$849,999
3 Beds ⋅ 2 Baths ⋅ 12764216 MLS ⋅ NEW Status
***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN.*** Welcome to 1345 W Grand Avenue, a boutique new-construction elevator building offering just seven luxury residences near Chicago's vibrant Fulton Market District. With only two residences per floor, this thoughtfully designed development delivers exceptional privacy, sophistication, and modern city living. This stunning simplex residence features an expansive open floor plan, soaring ceilings, oversized windows, and wide-plank hardwood flooring throughout. The living, dining, and kitchen areas flow seamlessly together, creating an ideal setting for everyday living and entertaining. The chef's kitchen features custom floor-to-ceiling cabinetry, quartz countertops and a matching backsplash, fully integrated Thermador appliances, an oversized waterfall island, and sophisticated matte black and brass finishes. A private terrace directly off the living room extends the living space outdoors and creates an effortless indoor-outdoor connection. The spacious primary suite provides a private retreat with a spa-inspired bathroom featuring quartz and ceramic tile finishes, a dual vanity, an oversized walk-in shower, and designer fixtures. The additional bedrooms are generously sized and offer ample closet space, complemented by beautifully appointed bathrooms. Perfectly situated near Fulton Market's renowned restaurants, nightlife, shopping, parks, and everyday conveniences, with easy access to downtown and major transportation, this exceptional residence combines luxury finishes, a functional floor plan, and private outdoor space in one of Chicago's most desirable locations.

1345 W Grand Avenue Unit #3N, Chicago
$1,049,999
2 Beds ⋅ 2 Baths ⋅ 12764213 MLS ⋅ NEW Status
***DEVELOPER RATE BUYDOWN!!! THE DEVELOPER IS OFFERING AN INTEREST-RATE BUYDOWN.*** Welcome to 1345 W. Grand Avenue, a boutique new-construction elevator building offering just seven luxury residences near Chicago's vibrant Fulton Market District. With only two residences per floor, this thoughtfully designed development delivers an exceptional sense of privacy, sophistication, and modern city living. This stunning duplex-up features expansive open living spaces, soaring ceilings, oversized windows, and wide-plank hardwood flooring throughout. The main level is designed for effortless living and entertaining, anchored by a chef's kitchen with custom floor-to-ceiling cabinetry, quartz countertops and matching backsplash, fully integrated Thermador appliances, an oversized waterfall island, and sophisticated matte black and brass finishes. A private terrace directly off the living room creates a seamless extension of the indoor entertaining space. The spacious primary suite is a private retreat featuring a spa-inspired bathroom with quartz and ceramic tile finishes, a dual vanity, an oversized walk-in shower, and designer fixtures. The additional bedrooms are generously sized and offer ample closet space, complemented by a beautifully appointed bathroom. Upstairs, a versatile flex space is ideal for a home office, media room, fitness area, or lounge and opens directly onto an incredible 1,500-square-foot private rooftop deck. Designed for entertaining, the rooftop offers panoramic views of Chicago's iconic skyline and an unmatched outdoor living experience. Perfectly situated near Fulton Market's renowned restaurants, nightlife, shopping, parks, and everyday conveniences, with easy access to downtown and major transportation, this exceptional residence combines luxury finishes, a functional floor plan, and extraordinary private outdoor space in one of Chicago's most desirable locations.

1345 W Grand Avenue Unit #4N, Chicago
$599,900
2 Beds ⋅ 3 Baths ⋅ 12764136 MLS ⋅ NEW Status
East Ukrainian Village triplex with a private entrance, outdoor patio, and two separate living spaces. This unit lives more like a single family than a condo! Enjoy a modern open floorplan, HW floors throughout, lots of storage! The main level has a living room with large floor-to-ceiling windows and tons of natural light, and a dining area with a modern chandelier. The kitchen features contemporary wood/glass cabinets, SS appliances, a granite countertop with an island/seating, and a large walk-in pantry closet. The guest bath is in the rear. Upstairs is a large primary suite with great natural light, plenty of room for a king bed and furniture, a walk-in closet with built-ins, and a spa-like bathroom with separate soaking tub and shower w/body sprayers. Downstairs is the 2nd living space, which opens to the private patio space. There is also a common rear deck off the main level. 1 Garage parking space included! Great East Ukrainian Village location, 3 min walk to vibrant Chicago Ave and only 8 min to Division St with award-winning restaurants and boutiques. 14 min walk to the Division CTA Blue Line. Easy access to 90/94.

920 N Wood Street Unit #A, Chicago
$335,000
3 Beds ⋅ 3 Baths ⋅ 12764057 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
$350,000
3 Beds ⋅ 3 Baths ⋅ 12763765 MLS ⋅ NEW Status
Welcome to 617 South Blvd Unit H! This 3-bedroom, 2.5-bath duplex-up condo offers two levels of living with a layout that creates natural separation between shared and private spaces. The main level brings the living and dining areas together around a gas fireplace, creating an easy flow for everyday meals, conversation, and evenings at home. Hardwood floors continue throughout, while the kitchen pairs quartz countertops with stainless steel appliances. The primary bedroom and its private bath are also on the main level, with the primary bath fully renovated in 2024 and complete with a soaker tub. Upstairs, two additional bedrooms sit alongside the in-unit laundry, keeping everyday function right where it belongs. New windows and skylight were installed in 2021, with newer HVAC and water heater adding meaningful updates behind the scenes. A new roof was also completed in 2024. Outside, a white picket fence frames the grounds, while the building's shared common-area deck provides outdoor space and two exterior parking spots add everyday practicality. Conveniently located on South Blvd, the condo is close to both the Oak Park Metra and CTA Green Line stops, with Oak Park River Forest High School just a few blocks away and local restaurants, shops, and everyday destinations nearby.

617 South Boulevard Unit #H, Oak Park
$469,900
2 Beds ⋅ 3 Baths ⋅ 12763165 MLS ⋅ NEW Status ⋅ Regency Club BLDG.
Gorgeous 2BD/2.5BA penthouse duplex in prime Oak Park location with private attached 2car garage. Main level offers sunlit living/dining room with corner gas fireplace, hardwood floors, and spacious eatin kitchen featuring granite counters, stainless steel appliances, 42" cabinets, and breakfast nook. Second level includes two large bedrooms, each with private ensuite baths and walkin closets. Primary suite features dual sinks, soaking tub, and separate shower. Additional features: covered balcony, inunit laundry, central HVAC. Steps to restaurants, shopping, parks, Green Line, and Oak Park's vibrant downtown.

170 N Marion Street Unit #14, Oak Park
$1,039,000
3 Beds ⋅ 3 Baths ⋅ 12760308 MLS ⋅ NEW Status
Brand new construction Roscoe Village/Hamlin Park 3 bed / 3 bath duplex-down with multiple indoor and outdoor entertaining spaces and an included garage parking space. This spacious home offers a bright, open-concept main floor with a formal living room with electric fireplace, a large dining area, and a rear den / family room with a walk-out deck, plus the option for a private garage deck. The well-appointed kitchen features generous cabinetry, ample counter space, a pantry, and an island with seating for seven. Lower-level features radiant heated floors throughout, a recreation room with a built-in beverage cooler and a primary suite with a finished walk-in closet and an ensuite bath with dual vanities, soaking tub, and shower. Two guest bedrooms with finished closets and a side-by-side laundry area complete the lower level. Garage is right where alleys intersect, making parking unusually easy. Just down the street from Hamlin Park, Roscoe Village dining and shopping, and easy access to 90/ 94! *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase. Buyer's Broker must attend all showings/appointments.

2847 N Damen Avenue Unit #1, Chicago
$699,900
3 Beds ⋅ 2 Baths ⋅ 12762763 MLS ⋅ NEW Status
Sunny duplex-up penthouse in the Bell School district with multiple gorgeous outdoor spaces. The main level features an open floor plan with living room, kitchen and dining room. A west facing balcony off the dining room is perfect for everyday grilling. The main floor features 2 bedrooms with excellent closet space and one full bathroom. The second level has the spacious primary bedroom and bathroom featuring a dual vanity, separate shower and soaker tub. There are two large roof decks on the second level, one facing east and one facing west. Access the unit via stairs in the living room or an elevator with rear entrance through 2nd or 3rd bedroom. One tandem garage parking spot included in the price. Excellent location at the intersection of Wolcott and Lincoln, close to Trader Joe's, Botanical Cafe, Mimi's and the Addison Brown Line station.

3735 N Wolcott Avenue Unit #11, Chicago
$134,000
2 Beds ⋅ 1 Baths ⋅ 12762772 MLS ⋅ NEW Status
This town home gem offers an open concept floor plan with spacious dining room / living room, laundry, & kitchen on first floor. Second floor features 2 generous size bedrooms with plenty of windows allowing natural light & an updated bathroom. Private entrance and dedicated off-street parking. Located near shopping, transit options, parks, and dining, this home blends city accessibility with neighborhood charm. Ideal for first-time buyers or investors seeking a low-maintenance residence with strong rental potential.

7500 S Kenwood Avenue Unit #B, Chicago
$599,000
2 Beds ⋅ 2 Baths ⋅ 12762457 MLS ⋅ NEW Status
Extremely large and cool top floor light-filled 18 foot ceiling penthouse loft Duplex-up in Lincoln Park. 1,625 square feet on two levels. This 2 bedroom 2 bath loft has great natural light. Is totally updated. New Anderson Sliding doors on main floor automatic roll down blinds. Has in unit W/D. New Trex deck. Pergola. Gated parking included. Cable, Internet, building maintenance, building insurance, snow removal, water, etc. all included in monthly assessments. Great fully enclosed bedroom on main floor with great storage. New luxury flooring throughout unit both main floor and 2nd floor. Wood burning fireplace has been professionally converted to gas but chimney is still present so if you want to burn wood you easily can. But you would have the luxury of a gas start now. Main level full bathroom updated and very chic. Great hall closet on main level and plenty of room for coats, shoes and luggage. Kitchen updated and very cool. Cabinets are 3 months old and everything is soft close. Appliances new. etc. Also 13 inches of concrete in-between floors so no worry about sound transfer. Normal interior stairs to 2nd floor. And another huge space for both primary bedroom and space for an office or family room. Full bathroom... upgraded and very large. New windows and new door to professionally installed private trex and cedar deck. Great location, Great building, Great reserves, No specials, etc., etc. A must see!

1760 W Wrightwood Avenue Unit #305, Chicago
$625,000
2 Beds ⋅ 2 Baths ⋅ 12762244 MLS ⋅ NEW Status
Nestled on a quiet, tree-lined street in the heart of Wicker Park, this beautifully located residence offers the perfect blend of urban convenience and neighborhood charm. Situated in one of Chicago's most sought-after communities, 1308 N. Bosworth Ave. #2 places you just moments from acclaimed restaurants, boutique shopping, vibrant nightlife, neighborhood parks, and convenient access to public transportation. This inviting home features a thoughtfully designed layout that maximizes both comfort and functionality, making it ideal for everyday living and entertaining. Filled with natural light and timeless appeal, the residence offers an exceptional opportunity to enjoy everything Wicker Park has to offer. Whether you're enjoying a morning coffee at a nearby cafe, exploring the neighborhood's renowned dining scene, or taking advantage of the easy commute to downtown, this home delivers an unmatched lifestyle in one of Chicago's premier locations. Don't miss the opportunity to own a home in the heart of Wicker Park, where city living meets neighborhood character.

1308 N Bosworth Avenue Unit #2, Chicago
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