South Loop Homes with Condo-Loft Style

South Loop Homes with Condo-Loft Style

Welcome to South Loop, one of Chicago's most vibrant and dynamic neighborhoods, where urban living meets a rich tapestry of history and culture. Nestled in Cook County, South Loop is renowned for its stunning skyline views, proximity to Lake Michigan, and a thriving arts scene. This area is a haven for those who appreciate the blend of modern amenities and historic charm, making it a sought-after destination for homebuyers.

In South Loop, you'll discover an array of housing options, but the condo-loft style homes truly stand out. These unique residences are characterized by their expansive open layouts, soaring ceilings, and chic industrial finishes, offering a perfect canvas for personalization. Many of these lofts feature large windows that flood the space with natural light, creating a warm and inviting atmosphere. Whether you're a young professional seeking a stylish urban retreat or a family looking for a spacious home with character, South Loop's condo-lofts cater to diverse lifestyles.

Beyond the stunning homes, South Loop boasts an impressive array of amenities. Residents enjoy easy access to world-class dining, shopping, and entertainment, with iconic attractions like the Museum Campus and Grant Park just a stone's throw away. The neighborhood is also well-connected with public transportation, making commuting a breeze.

Embrace the South Loop lifestyle, where every day feels like an adventure. With its unique blend of modernity and history, this neighborhood offers not just a home, but a vibrant community waiting to be explored. Come discover your perfect condo-loft in South Loop and experience all that this remarkable area has to offer!

Newest South Loop Homes with Condo-Loft Style

161 W Harrison Street Unit #1206-1208, Chicago
$675,000
3 Beds ⋅ 2 Baths ⋅ 12793448 MLS ⋅ NEW Status
ONE-OF-A-KIND PENTHOUSE LOFT IN THE HEART OF PRINTER'S ROW! Welcome to 161 W Harrison St, Unit 1206, an extraordinary 2,800-square-foot corner penthouse offering a rare combination of dramatic architecture, expansive living space, and breathtaking Chicago skyline views. This stunning 3-bedroom plus loft, 2-bath residence is truly unlike anything else on the market! Soaring 15-foot ceilings, an incredible 50-foot stretch of east-facing windows, and a spectacular 20-foot vaulted skylight fill the home with natural light and create an unforgettable first impression. Rich hardwood floors, reclaimed barnwood accents, exposed architectural details, and a statement fireplace perfectly blend industrial loft character with modern sophistication. The expansive open-concept living, dining, and kitchen areas provide the ultimate setting for entertaining, while multiple flexible living spaces, including a family room, den, and loft, offer endless possibilities for working from home, relaxing, or hosting guests. Three spacious bedrooms, two full bathrooms, in-unit laundry, and generous storage complete this exceptional floor plan. THE SHOWSTOPPER? A PRIVATE BALCONY AND THE INCREDIBLE POTENTIAL TO INSTALL PRIVATE ROOFTOP DECK WITH SWEEPING PANORAMIC VIEWS OF CHICAGO'S ICONIC SKYLINE! Two tandem parking spaces are available for an additional $25,000 per space. Situated in the vibrant South Loop's historic Printer's Row neighborhood, you're just steps from restaurants, shopping, public transportation, and some of Chicago's most beloved attractions. Enjoy easy access to Grant Park, Millennium Park, the lakefront, museums, and nearby schools, including South Loop Elementary, British International School, Old St. Mary's, Daystar, and Jones College Prep. With its remarkable scale, architectural character, unbeatable location, and extraordinary rooftop potential, this is a rare opportunity to own a truly distinctive piece of Chicago real estate. THIS IS NOT YOUR TYPICAL PENTHOUSE-THIS IS A HOME THAT HAS TO BE SEEN TO BE BELIEVED! Explore the property in 3D! Click the 3D button to take a virtual tour and walk through every detail.

161 W Harrison Street Unit #1206-1208, Chicago
320 E 21St Street Unit #406, Chicago
$350,000
2 Beds ⋅ 2 Baths ⋅ 12788517 MLS ⋅ NEW Status
Authentic LOFT living with a little rock-n-roll history in Chicago's charming HISTORIC PRAIRIE DISTRICT. Welcome to CHESS LOFTS, the former headquarters of legendary Chess Records, the iconic record label that helped shape the sound of American blues AND ROCK! Tucked among the beautiful, tree-lined streets of one of the South Loop's most historic neighborhoods, this is Chicago LOFT LIVING with a cool story to tell. ***Step inside this spacious 2-bedroom, 2-bath home & get ready to fall in LOVE with the dramatic 12 ft CONCRETE CEILINGS, authentic industrial character, and the open, flexible floor plan w/ plenty of room for both comfortable living & dedicated dining space. ***FRESHLY UPDATED throughout with a beautiful NEW COLOR PALETTE & BRAND-NEW plush carpeting in both bedrooms, this home is MOVE-IN-READY! ***Unit #406 has it all: PRIVATE BALCONY with gorgeous, unobstructed views of Chicago's iconic skyline, along with a glimpse of Lake Michigan! The kitchen features granite countertops and opens seamlessly to the main living space. ***Desirable SPLIT bedroom LAYOUT offers excellent privacy, with a FULLY ENCLOSED primary suite featuring an oversized bath & skyline views. The generously sized 2nd bedroom easily accommodates guests, a home office, OR BOTH! ***In-unit WASHER/DRYER & ATTACHED HEATED GARAGE PARKING SPACE INCLUDED. ***Residents enjoy overnight door staff, a fitness room, bike storage & fabulous common ROOFTOP DECK. ***Enjoy the neighborhood's peaceful, residential atmosphere while being remarkably close to Chicago's best outdoor recreation, dining & entertainment. Right next door, PRAIRIE DISTRICT PARK offers a welcome neighborhood green space, with a separate area for four-legged friends to romp & socialize (woof!) ***The spectacular lakefront trails are just minutes away for running, cycling, or leisurely strolls along Lake Michigan. Sports fans & concert lovers will appreciate the proximity to SOLDIER FIELD, while Museum Campus, GRANT PARK, Northerly Island, and Chicago's celebrated SUMMER FESTIVALS are all within easy reach. ***Lively dining scene offers something for everyone, grab your morning coffee or weekend brunch at The Spoke & Bird, enjoy fresh seafood at Chicago Oyster House, or dive into some margaritas & Mexican fare at La Cantina Grill. So many neighborhood cafes, restaurants, parks, and cultural attractions make it easy to enjoy THE BEST OF CITY LIVING without venturing far from home. ***Convenient access to Lake Shore Drive, I-55, I-90/94 & public transportation *** Historic character, spectacular skyline views, chic vibes, and an unbeatable connection to Chicago's LAKEFRONT & cultural attractions. Come live YOUR BEST LIFE @ Chess Lofts!

320 E 21St Street Unit #406, Chicago
1530 S State Street Unit #414, Chicago
$239,000
1 Beds ⋅ 1 Baths ⋅ 12787783 MLS ⋅ ACTIVE Status ⋅ Dearborn Tower BLDG.
Beautiful spacious 1 bedroom & 1 Full bath unit at Dearborn Tower in heart of Southloop. Unit features 1058 feet of living space including a nice office nook, Walk-In closet, 11' ceilings, floor-ceiling windows, double sided fireplace on both living room and bedroom. Hardwood flooring, Kitchen with 42" maple cabinets, granite counter, new Stainless Steel Appliances, Central Heat and Air, Extra Pantry Space, Seemless flow from open kitchen to living room, dinning room and balcony, Oversized covered balcony for grill and evening sit out. Bathroom with double vanity. In-unit laundry. Full amenity building with 24 hour doorman. Walking distance to Columbia College, Parks, Mariano's, mins to I90/94, Banks, Target, whole food and UIC Campus. Parking space $25k. Parking located in a lower level with a separate pin numbers. Unit is move in condition. HOA Included gas, water, internet & parking. One of the most efficient and well manage High Rises in Downtown Chicago. Securedd high reserved fund $3,147,452.90 as of August 2026. Parking B22.

1530 S State Street Unit #414, Chicago
500 S Clinton Street Unit #332, Chicago
$249,000
1 Beds ⋅ 1 Baths ⋅ 12787842 MLS ⋅ ACTIVE Status
Spectacular condo in one of the South Loop's most desirable loft-style buildings! Step inside to discover a welcoming living space with an open-concept layout, perfect for both everyday living and entertaining. The spacious living area offers flexibility for a comfortable seating arrangement and dining space. The kitchen provides convenient functionality, making meal preparation a breeze. The bedroom offers a relaxing retreat, while the bathroom completes this inviting home. One interior garage parking space is included, adding extra convenience to city living. Enjoy a prime location just minutes from the Loop, West Loop, Greektown, and the vibrant Fulton Market district. Commuting is easy with Union Station, the CTA Blue Line, and major expressways nearby. Close to popular restaurants, shopping, entertainment, and downtown attractions, this home is a wonderful opportunity to experience the best of Chicago living!

500 S Clinton Street Unit #332, Chicago
1307 S Wabash Avenue Unit #312, Chicago
$359,000
2 Beds ⋅ 2 Baths ⋅ 12786011 MLS ⋅ ACTIVE Status ⋅ Film Exchange Lofts BLDG.
Bright and sunny 2-bedroom 1.1-bath at historic art deco Film Exchange Lofts. Built originally for Warner Brothers, this highly sought after west facing tier shares 1920's charm. 11-foot Coffered ceilings, diagonal hardwood floors, huge windows, kitchen with Quartz counters, large breakfast bar/island, gas fireplace, washer/dryer, brand new furnace installed 2024. Primary bedroom has newer carpet with a huge closet double bowl vanity and soaking tub in bath; second bedroom fully enclosed with powder room. Balcony with City view complete this super cool funky space. Heated garage parking with carry-over lease additional $225. Excellent starter home, in-town or investor friendly with no rental cap. Perfect location. Close to all public transportation, City parks, playgrounds, South Loop Elementary, British, Old St. Marys, Daystar & Jones College Prep schools. Walk to Loop, Target, Jewel, Marianos, Trader Joes, Whole Foods, Roosevelt Collection movies, shops, museums, Grant/Millennium Parks and Lake Michigan. Easy access to all highways 90/94, 55, 290 and Lake Shore Drive. Photos from previous tenant

1307 S Wabash Avenue Unit #312, Chicago
1720 S Michigan Avenue Unit #2011, Chicago
$325,000
2 Beds ⋅ 1 Baths ⋅ 12784597 MLS ⋅ ACTIVE Status
Wonderful sunset and downtown city views in this high-floor split 2B/1B with a balcony off the Living Room, 10-foot ceilings, floor-to-ceiling windows that fill the space with natural light, Nice open kitchen with Stainless Steel Appliances and sizable Island. In-Unit Washer/Dryer, ample closet space, one garage parking space included. Close to Red Line, Lake and Busses. Pet-friendly building with HOA dues that include water, gas, heat, ac, internet, and cable,

1720 S Michigan Avenue Unit #2011, Chicago
1632 S Indiana Avenue Unit #706, Chicago
$260,000
1 Beds ⋅ 1 Baths ⋅ 12782995 MLS ⋅ ACTIVE Status ⋅ Bicycle Station Lofts BLDG.
This South Loop penthouse has the character, space, and views that are hard to find at this price point. The open 1-bedroom, 1-bath layout features hardwood floors throughout, soaring 13-foot timber loft ceilings, exposed brick, and a private balcony with lake and city views. The kitchen pairs white cabinetry with stainless steel appliances, while in-unit laundry and generous storage make the space as functional as it is inviting. Located on a quiet street just steps from everything the South Loop has to offer. Building amenities include a fitness center and bike room. Additional storage is included. Deeded, gated exterior parking is available for an additional $25,000.

1632 S Indiana Avenue Unit #706, Chicago
1439 S Michigan Avenue Unit #212, Chicago
$320,000
1 Beds ⋅ 1 Baths ⋅ 12780201 MLS ⋅ ACTIVE Status ⋅ Trevi Square BLDG.
NOT YOUR ORDINARY SOUTH LOOP CONDO! Discover the character and charm of loft-style living at Trevi Square, a distinctive brick building, beautifully landscaped courtyard surroundings and an elegant lobby filled with architectural details. This inviting 1-bedroom, 1-bath condo combines architectural personality with everyday comfort and convenience. Exposed brick walls, hardwood floors, high ceilings with original concrete beams, and exposed ductwork create an authentic urban loft atmosphere, while a fireplace adds warmth and character to the open living and dining area. The kitchen features stainless steel appliances, generous cabinetry, and a breakfast bar overlooking the main living space, perfect for casual dining and entertaining. The fully enclosed bedroom offers privacy while maintaining the distinctive architectural style. The bathroom features a spacious walk-in shower with glass enclosure. Step outside to your private balcony, where exposed brick and climbing ivy create a charming outdoor retreat. Fresh neutral paint and an updated dining room chandelier complement the home's original character. In-unit laundry and an exterior parking space INCLUDED IN THE PRICE for added convenience and value. And here's another reason to love this home: monthly assessments are just $351! Why pay higher monthly dues for amenities you may never use? Enjoy a wonderful South Loop location near neighborhood restaurants, shopping, parks, the lakefront, public transportation, and downtown Chicago.

1439 S Michigan Avenue Unit #212, Chicago
633 S Plymouth Court Unit #1207, Chicago
$225,000
1 Beds ⋅ 1 Baths ⋅ 12781526 MLS ⋅ ACTIVE Status
Experience elevated loft living in the heart of Printer's Row! Situated on the top floor of the historic Pope Building, this oversized unit offers an impressive combination of space, character, and natural light. Featuring approximately 11-foot ceilings, solid hardwood flooring, and expansive east-facing windows, the residence showcases beautiful views toward Lake Michigan and the South Michigan Avenue skyline. The generous 20' x 20' main living area offers exceptional flexibility, allowing for thoughtfully defined sleeping, living, dining, and work-from-home spaces without compromising the open, airy loft atmosphere. The kitchen features stainless steel appliances, ample cabinetry, and a spacious island with seating. Convenient coin-operated laundry is available in the building. Enjoy beautiful morning sunrises and an inviting city backdrop from this unique top-floor residence. Located in Chicago's vibrant Printer's Row neighborhood, with convenient access to CTA transportation, restaurants, coffee shops, grocery stores, shopping, and everything the South Loop has to offer. Multiple parking options are available nearby. Discover the space, versatility, and urban character that make this studio loft truly stand out!

633 S Plymouth Court Unit #1207, Chicago
2000 S Michigan Avenue Unit #304, Chicago
$400,000
1 Beds ⋅ 2 Baths ⋅ 12774776 MLS ⋅ ACTIVE Status
Spacious and sophisticated 1200 square foot duplex loft with private roof top deck in the historic Locomobile Building. Massive wall-to-wall, 10 foot windows overlook a stately Gothic Revival building across the street, providing complete privacy and tremendous light. The main level living space is elegant and dramatic, with 15 foot ceilings. Upstairs, the lofted second floor bedroom overlooks the living space and leads to a top level private deck. Hardwood floors throughout, contemporary kitchen, in-unit washer/dryer and half-bath on the main floor. This is a visually stunning unit! Locomobile is a boutique elevator building with an attached garage. Common amenities include an architect-designed gym and rooftop deck. This property is in an unbeatable South Loop location, steps from the Lakefront Trail, Chinatown, restaurants, cafes, nightlife, Mariano's and excellent public transportation. Deeded garage parking included.

2000 S Michigan Avenue Unit #304, Chicago
1530 S State Street Unit #12N, Chicago
$525,000
2 Beds ⋅ 2 Baths ⋅ 12774376 MLS ⋅ ACTIVE Status ⋅ Dearborn Tower BLDG.
Rarely available and move-in ready, this sun-soaked 2 bed / 2 bath residence in the heart of the South Loop features an extraordinary 400+ sq ft private terrace-an exceptionally rare outdoor space that truly sets this home apart. Plenty of room to host friends on warm summer nights while watching the city light up-or enjoy front-row views of Fourth of July fireworks from your own private outdoor retreat. With ample space for seating, dining, and gardening; this terrace offers the feel of a true backyard in the sky. Inside, the home is filled with natural light from floor-to-ceiling windows and offers a seamless flow from the living and dining areas to the terrace-perfect for both entertaining and quiet moments. Start your mornings with coffee in the sun or unwind in the evening with a glass of wine as the city settles around you. Thoughtfully updated throughout, including newly refinished floors (2024), fresh paint (2026), and a beautifully renovated primary bathroom (2025). The kitchen is equipped with newer appliances, while electric blinds (2025) add both comfort and convenience. The spacious primary suite features a walk-in closet and updated en-suite bath, while the second bedroom and full guest bath offer flexibility for guests, a home office, or both. Located in a well-managed, full-amenity building with easy access to the lakefront, parks, dining, and everything the South Loop has to offer. Exterior secured parking available for purchase and a private storage cage on the same floor is included.

1530 S State Street Unit #12N, Chicago
500 S Clinton Street Unit #612, Chicago
$335,000
2 Beds ⋅ 2 Baths ⋅ 12770355 MLS ⋅ ACTIVE Status
This beautiful 2bed/2bath loft with city views is flooded with natural light. The open living room features a gas fireplace with a new fireplace surround. Enjoy your kitchen with refinished cabinets, granite countertops, and a tile backsplash. The kitchen island has barstool seating that is perfect for entertaining with additional room for a dining table. Both bedrooms are FULLY ENCLOSED allowing for additional privacy. The primary bedroom is oversized with room for a king bed, dresser, and desk space. The primary suite includes an ensuite bath with dual vanity, granite countertop, marble walk-in shower, and fully organized walk-in closet. Other updates include refinished solid hardwood floors, carpet, paint, full-size front-loading w/d with newly installed barn door, dishwasher, stove, sink, and disposal. Enjoy grilling on your private balcony with plenty of room for seating. Heated garage parking and full-size storage cage included. Amenity building includes doorman, common courtyard, fitness room, and bike storage. West Loop location close to the blue line, Metra, highway access, Halsted/Randolph dining, and downtown! Parking included in the price!

500 S Clinton Street Unit #612, Chicago
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