South Loop Homes with Condo-Duplex Style

Welcome to the vibrant South Loop, one of Chicago’s most dynamic neighborhoods! Nestled along the picturesque shores of Lake Michigan, this area is a delightful blend of rich history and modern living. With its stunning skyline views, diverse cultural offerings, and easy access to public transportation, South Loop is an ideal place for both young professionals and families seeking a lively urban lifestyle.

The South Loop is renowned for its eclectic mix of architectural styles, and among the most sought-after options are the exquisite condo-duplex homes. These stunning residences provide the perfect balance of luxury and comfort, featuring spacious layouts that offer both style and functionality. With high ceilings, contemporary finishes, and expansive windows, these condos are designed to maximize natural light and showcase breathtaking city views. Many of these homes also come with private outdoor spaces, perfect for enjoying a morning coffee or hosting evening gatherings.

Living in the South Loop means being at the heart of Chicago’s cultural scene. Residents can stroll to iconic landmarks like Grant Park, the Field Museum, and the Art Institute of Chicago, all within a short distance. The neighborhood is also home to a variety of dining options, from trendy cafes to fine dining, ensuring there’s something for every palate.

With its vibrant community, convenient location, and luxurious condo-duplex homes, South Loop is not just a place to live; it’s a lifestyle. Discover your dream home in this thriving neighborhood today!

Newest South Loop Homes with Condo-Duplex Style

$1,499,000

3 Beds ⋅ 3 Baths ⋅ 12703203 MLS ⋅ NEW Status ⋅ Prairie District Homes BLDG.

A true Chicago trophy residence, this extraordinary duplex penthouse crowns the legendary Marshall Field Jr. Mansion, one of the city's most historically significant estates. Offering approximately 3,700 square feet of beautifully restored living space, four fireplaces, soaring 10-foot ceilings, and coveted two-car attached heated garage parking, this is a once-in-a-generation opportunity to own one of only six private residences within this iconic Prairie Avenue landmark. Originally built in 1882 and designated a Chicago Landmark, the Marshall Field Jr. Mansion stands as one of the crown jewels of the Prairie Avenue Historic District. Once home to one of America's most influential families, this remarkable residence seamlessly blends Gilded Age architecture with modern luxury, offering a level of history, craftsmanship, and prestige that simply cannot be recreated in new construction. Occupying the top two levels of this meticulously maintained mansion, the residence lives with the scale, privacy, and elegance of a single-family home while providing the convenience of luxury condominium living. Grand entertaining spaces, oversized windows, exceptional room proportions, and timeless architectural details create an atmosphere that is both impressive and inviting. The main level is thoughtfully designed for everyday living and elegant entertaining, featuring a spectacular 20' x 18' family room with fireplace and Juliet balcony, an impressive formal living room anchored by a second fireplace, a gracious dining room, a dramatic foyer, and a richly appointed private office complete with custom built-ins and its own fireplace. At the heart of the home, the chef's kitchen combines classic design with professional-grade performance. Appointed with a Viking six-burner range and double ovens, Thermador built-in refrigerator, Bosch dishwasher, U-Line wine refrigerator, oversized center island, breakfast bar, and butler's pantry, it is perfectly equipped for everything from intimate dinners to large-scale entertaining. The upper level is dedicated to luxurious private living. The expansive primary suite features a fireplace, two walk-in closets, and a beautifully appointed spa-inspired bath with a steam shower, Jacuzzi soaking tub, dual-sink vanity, and full-body shower system. Two additional bedrooms including one en-suite with its own sitting area along with a private office, powder room, and full-size Bosch laundry provide exceptional flexibility for today's lifestyle. Enhancing the home's remarkable pedigree is a custom whole-home surround sound system designed by legendary music producer Quincy Jones, adding another distinctive element to this one-of-a-kind residence. Significant capital improvements completed in 2026 include two new furnaces, two new air conditioning systems, two new water heaters, and a new flat roof, providing exceptional peace of mind for years to come. Additional highlights include two-car attached heated garage parking with a dedicated EV charging station, gated entry, beautifully landscaped private gardens, a prominent corner location an exceptional combination of amenities rarely found in a historic Chicago residence. Perfectly positioned in the prestigious Prairie Avenue Historic District, residents enjoy immediate access to Museum Campus, Grant Park, Millennium Park, the lakefront, Lake Shore Drive, world-class museums, acclaimed restaurants, and downtown Chicago, immediately down the street from the Wintrust Stadium and walking distance to the iconic Soldiers' Field while remaining within the National Teachers Academy attendance boundary. Architecturally significant. Historically important. Exceptionally livable. This is far more than a luxury home it's an opportunity to own one of Chicago's most iconic residences, where timeless architecture, modern comfort, and enduring legacy come together in a way that only the Marshall Field Jr. Mansion can offer.

1919 S Prairie Avenue Unit #3, 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 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

$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

$545,000

3 Beds ⋅ 3 Baths ⋅ 12662868 MLS ⋅ ACTIVE Status ⋅ Dearborn Park BLDG.

Rarely available, Dearborn Park 1, South Loop, 3 bedroom, 3 full baths, duplex Condo provides a suburban setting in the middle of the city. Huge sunny 1750 sq ft unit lives like a private home with all the amenities of a condo. . There are three bedrooms; two of the bedrooms and two full baths are located on the 2nd floor. The en-suite master bedroom on the 2nd floor has a large oversized walk-in closet. The 3rd bedroom and 3rd full bath is on the first floor. There are lots of closets In the unit; including a huge walk in closet in the master bedroom, two more closets on the first level. An in unit laundry room with washer and dryer is located on the first level. There is hardwood floors throughout the unit. The updated kitchen with stainless appliances and granite counters opens to the dining area. The dining area and large living room open through the floor to sliding glass doors to the private patio. Exercise facilities in the complex include ability to join an outdoor pool at the adjacent building as a member, The complex has an outdoor fitness track,a running path and three tennis courts. There are also multiple parklike landscaped settings with seating and play areas in the complex. The swimming pool is available to the complex residents at 1151 S. Plymouth Ct.,1151pool for information. The unit is near to major transportation with easy access to suburbs and many areas of the city. Easy access to red, blue, brown and orange line trains and near to major expressways. The unit is walking distance to Grant and Museum Park,the Art Institute, the lakefront and downtown Chicago. Nearby stores include Target, many downtown stores and groceries; Whole Foods, Trader Joes and Jewel. Also walk to the Loop elementary school, Jones school,and the British school. There is a wait list for rental parking in the building plus permitted city street sticker parking on Plymouth Court which is located directly in front of the building. There is also rental parking in nearby buildings.

1115 S Plymouth Court Unit #113, Chicago

$355,000

2 Beds ⋅ 2 Baths ⋅ 12673415 MLS ⋅ ACTIVE Status

Light hits different on the top floor! This two-bedroom, two-bath Penthouse Duplex has a spectaular layout with the Master Ensuite on its own level! As you enter you will notice an airy open space with tons of natural light! Second bedroom sits on the main level with a full bath right across the hall - great for guests and or roommates! The primary suite works like one should: walk-in closet with real depth, fire place, private bath and balcony with captivating views with enough quiet from being up top that you notice it! The Master suite also has a secondry entrance! The kitchen flows into it all with stainless steel appliances and an island style countertop for barstool seating! Unit has an in-unit washer/dryer so you're not timing your life around machines (though the building has a laundry room too, if you need it). This is a building that actually earns its amenity charges! Amenities include; Rooftop Deck with amazing views of the city and lake, hot tub, tiered decks with lounge chairs and common grills!, 24 Hour Doorman as well as maintenance, Sauna,Gym and a Quite Place for Reading and Working and Two huge party rooms! Buildng also has an on site Management Team. Property is close to Grant Park, Lakefront, Downtown Loop, Shops and Restaurants, Museum campus and a variety of public transportation options.Schedule Your Private Tour Today!.

40 E 9Th Street Unit #1907, Chicago

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