South Loop Homes with Condo-Loft Style

Welcome to South Loop, one of Chicago’s most vibrant and dynamic neighborhoods! Nestled along the shores of Lake Michigan, this area is a perfect blend of urban sophistication and historic charm. With its stunning skyline views and rich cultural tapestry, South Loop has become a sought-after destination for residents and visitors alike.

The South Loop is renowned for its diverse housing options, but it’s the condo-loft style homes that truly capture the imagination. These unique residences often feature high ceilings, expansive windows, and open floor plans, creating a spacious and airy atmosphere perfect for modern living. Many of these lofts are housed in beautifully restored industrial buildings, showcasing the neighborhood's rich history while offering contemporary amenities. 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 a variety of lifestyles.

Beyond the stunning homes, South Loop boasts an array of attractions, including the iconic Museum Campus, home to the Field Museum, Shedd Aquarium, and Adler Planetarium. Residents enjoy easy access to public transportation, making commuting a breeze, while the vibrant dining and shopping scene along Roosevelt Road and Michigan Avenue offers endless options for entertainment.

With its unique blend of culture, history, and modern living, South Loop is not just a place to live; it’s a lifestyle. Discover the charm and excitement of this incredible neighborhood today and find your dream condo-loft home in the heart of Chicago!

Newest South Loop Homes with Condo-Loft Style

$365,000

1 Beds ⋅ 1 Baths ⋅ 12712153 MLS ⋅ NEW Status

Experience modern luxury in the heart of the South Loop. This spacious loft-style one-bedroom residence with a versatile bonus room-perfect as a guest suite or home office-offers an open-concept layout designed for both comfortable living and effortless entertaining. The gourmet kitchen features stunning quartz waterfall countertops and an oversized island, white shaker cabinetry, and sleek stainless steel appliances. Floor-to-ceiling windows fill the home with natural light while showcasing beautiful city views, and the generously sized private balcony provides the perfect setting to enjoy your morning coffee or relax in the evening. The spacious primary bedroom includes a large walk-in closet, while the spa-inspired bathroom is thoughtfully designed with a dual vanity, floating shelves, and a frameless glass shower. An in-unit washer and dryer, along with one deeded garage parking space, add everyday convenience. Residents of The Guild enjoy an exceptional collection of amenities, including 24-hour door staff, a 2,000-square-foot state-of-the-art fitness center, a beautifully landscaped outdoor terrace with grilling stations, bike storage, a package room, and a private storage cage. Monthly HOA dues include water, gas, heat, cable, internet, and more, leaving only electric as a separate utility. Investor- and pet-friendly, this exceptional South Loop location is just moments from Grant Park, Museum Campus, the lakefront, Fred Anderson Dog Park, premier dining and shopping, Roosevelt CTA, and Metra. This is a rare opportunity to own a beautifully appointed home in one of Chicago's most vibrant and connected neighborhoods.

50 E 16Th Street Unit #609, 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

$215,000

1 Beds ⋅ 1 Baths ⋅ 12709051 MLS ⋅ NEW Status

Welcome to Printers Row! Dramatic 2-story duplex loft with floor-to-ceiling windows, newly refinished hardwood floors, NEW BATHROOM REMODEL, white cabinetry, NEW air conditioner, NEW furnace, and fresh paint. Oversized primary bedroom on upper level with second entrance. This pet-friendly building features a basement laundry room and unit includes a storage locker. Parking garage is located next to the entrance of the building for leased parking spots. With nearby parks, tree-lined streets, and exceptional walkability, this is city living at its best.

633 S Plymouth Court Unit #301, Chicago

$300,000

1 Beds ⋅ 1 Baths ⋅ 12710675 MLS ⋅ ACTIVE Status

Wake up to postcard-perfect sunrises, sparkling views of Lake Michigan, and the iconic Chicago skyline from your very own home in the sky! A rare combination of modern updates, low HOA's, and an unbeatable location- this is one you don't want to miss! As you enter into this beautifully updated 1-bed / 1-bath you are greeted by soaring 10' floor-to-ceiling windows that flood the open-concept living space with natural light while perfectly framing the unobstructed views of Lake Michigan, Soldier Field, Museum Campus, Prairie District, Navy Pier / fireworks, and the dazzling Chicago skyline. Designed for both everyday living and effortless entertaining, the stunning new kitchen features custom blue cabinetry, white quartzite countertops, stainless steel appliances, updated gold hardware, LED lighting, and a spacious peninsula offering additional prep space, seating, and storage. The generously sized primary accommodates a king-size bed and includes an ample sized closet plus a beautifully updated bath featuring a quartz-topped vanity and oversized walk-in shower. Additional highlights include in-unit laundry, private balcony, modern finishes throughout and a spacious 850 sq ft open concept layout. Residents at Lakeside Tower enjoy low assessments that include all utilities except electricity, weekend/evening door staff, professional on-site management, fitness center, extra storage, and an expansive common sundeck. Perfectly positioned in the heart of the South Loop, you're steps from Grant Park, Museum Campus, Soldier Field, Northerly Island, Mariano's, numerous neighborhood cafes & restaurants, CTA, parks, and the lakefront bike and jogging path. Heated garage parking available for an additional $30,000.

1600 S Indiana Avenue Unit #1504, Chicago

$399,999

2 Beds ⋅ 2 Baths ⋅ 12710428 MLS ⋅ ACTIVE Status

Beautifully updated 2 bed, 2 bath loft featuring modern finishes in a premier South Loop location. This stylish home showcases soaring 16-foot ceilings, oversized windows, walnut hardwood floors, and an industrial-chic aesthetic throughout. The updated kitchen offers 42" white cabinetry, concrete-look quartz countertops, stainless steel appliances, and a striking herringbone backsplash. The spacious primary suite features an updated en-suite bath with a contemporary gray vanity, designer lighting, and modern fixtures. The second bedroom also enjoys a private en-suite bath complete with a walk-in shower, rustic vanity, and updated lighting. Additional features include in-unit laundry, generous storage, and deed garage parking space for $35,000. Residents enjoy access to a rooftop deck & on-site fitness center. Perfectly positioned in the heart of the South Loop, this home is just steps from neighborhood favorites including Apolonia, Spoke & Bird, Brulee, Women's Park, Mariano's, and the Green Line. Enjoy easy access to the Lakefront Trail, Museum Campus, and some of the city's best dining, coffee shops, and outdoor spaces right outside your door.

2000 S Michigan Avenue Unit #103, Chicago

$269,000

1 Beds ⋅ 1 Baths ⋅ 12707558 MLS ⋅ ACTIVE Status ⋅ Chess Lofts BLDG.

Beautiful lake facing penthouse at historic Chess Lofts situated in the heart of the South Loop! Largest 1 bed floor plan in building, this spacious open floor plan loft features soaring 12 ft concrete ceilings, exposed brick, and sweeping lake and city views. The kitchen features 42" cabinets, stainless steel appliances, & granite counters. The bathroom has a newly installed vanity with quartz countertop, linen closet, and deep soaking tub. Lofted bedroom with exposed brick and huge walk-in closet! Hardwood floors throughout. In unit laundry. Storage platform and bike hooks affixed to ceiling can stay or be removed. HOA includes heat, cooking gas, trash & water. Building amenities include rooftop deck with spectacular city and lake views & exercise room. Pet friendly with dog park/run just 50 feet from the building! The Chess Lofts location cannot be beat; minutes to the Loop, Lake Michigan, Burnham Harbor, McCormick Place, Museum Campus, Northerly Island, Soldier Field, & Wintrust Arena. Steps to public transportation & easy access to LSD & expressways. +25K for heated prime parking space.

320 E 21St Street Unit #807, Chicago

$399,900

3 Beds ⋅ 1 Baths ⋅ 12707036 MLS ⋅ ACTIVE Status ⋅ Cosmopolitan Lofts BLDG.

Experience city life at its finest in a boutique building at South Loop Cosmopolitan Lofts! This spacious and updated southwest corner timber loft is thoughtfully designed with quiet and chic timber over cement ceilings, beautiful exposed beams, brick walls, soaring 10-ft ceilings, and stunning city views from every window. The beautiful two-tone kitchen features a large breakfast bar island, stainless steel appliances, high end fixtures which pave the way to an open living space allowing for seamless indoor-outdoor living with sliding doors leading from the living area to a private balcony. The spacious primary bedroom boasts beautiful exposed brick and a large walk-in closet. In addition, this unit includes two more spacious bedrooms, a full bathroom, and in-unit laundry with storage. Updates include an all new kitchen cabinets, counters, appliances, fixtures, along with maple flooring, Elfa storage systems in closets, electric window shades a new washer/dryer and more!. This desirable building, formerly a filming studio, offers loads of character as well as amenities including a storage room, a bike room, and an exercise room. The prime location is ideal, with easy walkability to Grant Park, Lake Michigan, Chicago's best museums, grocery stores (next to Trader Joe's!), restaurants, public transportation, and more! Option to convert one of the bedrooms into a spacious, full-size bathroom, plumbing is already in place. One deeded garage parking space is available for an additional $20,000.

1133 S Wabash Avenue Unit #501, Chicago

$149,999

1 Baths ⋅ 12706051 MLS ⋅ ACTIVE Status ⋅ Printers Square BLDG.

Set on the 10th floor of Printers Square, a 1913 brick-and-limestone landmark in the heart of Printers Row, this south-facing studio condo draws open, unobstructed light through oversized windows. A proper foyer opens to an extra-wide hallway, leading past a true walk-in closet into a hardwood-floored living area where the windows take over. The kitchen pairs a breakfast bar with a closet pantry, the bath offers a soaking tub, and central air keeps it all comfortable - with heat, water, and Wi-Fi covered by the assessment. The building backs it up with an elevator, fitness center, bike room, receiving room, on-site management and engineer, a dry cleaner, gated entry, and common laundry; an assigned storage room on the same floor is included, and rental parking is available in the building. One block from the Harrison Red Line, with the Blue Line and LaSalle Street Metra a short walk, Totto's Market around the corner, and Printers Row Park down the street - the Loop, Grant Park, and the lakefront are all minutes from your door.

780 S Federal Street Unit #1009, Chicago

$370,000

2 Beds ⋅ 2 Baths ⋅ 12702985 MLS ⋅ ACTIVE Status

Enjoy city living in this concrete loft featuring a desirable split 2-bedroom, 2-bath floor plan and expansive skyline views, including Willis Tower. Soaring 10-foot ceilings, hardwood flooring throughout, and an open-concept living and dining area create a bright and functional living space. The kitchen is equipped with quartz countertops, dining space at the island, a deep undermount sink, and all stainless steel appliances. The spacious primary suite features custom-organized closets and a private en-suite bath with an oversized dual-person walk-in shower. The fully enclosed second bedroom offers flexibility for guests, a home office, or additional living space. One garage parking space is available for an additional $30,000. Conveniently located in the heart of the South Loop, this home is just moments from Grant Park, Museum Campus, the Lakefront Trail, Roosevelt CTA, shopping, dining, and major expressways, offering easy access to everything the neighborhood has to offer.

1305 S Michigan Avenue Unit #1506, Chicago

$699,900

3 Beds ⋅ 3 Baths ⋅ 12623708 MLS ⋅ ACTIVE Status

Experience truly one-of-a-kind living in this exceptional timber triplex offering breathtaking views and an expansive, thoughtfully designed layout. This stunning residence features three generously sized bedrooms, a dedicated office, and three full bathrooms, all highlighted by soaring 17-foot ceilings and an impressive private rooftop deck-perfect for entertaining or relaxing above the city. Designed with both luxury and functionality in mind, the home includes walk-in closets on every level. Rich hardwood flooring runs throughout, complementing the home's warm, sophisticated aesthetic. The chef's kitchen is beautifully appointed with solid cherry wood cabinetry, built-in wine storage, double ovens, and recently updated appliances, including a new refrigerator and dishwasher. The top level is devoted to a true primary suite retreat, complete with a walk-in closet and a spa-inspired en suite bath featuring dual vanities, a soaking tub, and a separate shower. A spacious top-floor roof deck retreat also awaits Significant recent upgrades include a new HVAC system (2021), a newer hot water heater, and a washer and dryer replaced in 2024-offering peace of mind for years to come. Parking is available in a neighboring lot for $205/month, with one transferable space and no waiting list. The building is currently non-warrantable for conventional financing; however, a lending solution is anticipated by the end of the month, cash and commercial loans are acceptable, please contact the co-listing agent for details. The monthly HOA covers cable/internet, water, common insurance, snow removal, and exterior maintenance. Notably, the seller has already paid the special assessment for the elevators, roof, masonry and hallways ensuring the new owner will not incur those future expenses. Ideally located, this home offers unparalleled access to the best of the city-just steps from parks, the lakefront, Soldier Field, Museum Campus, and Millennium Park, with convenient access to public transit and major highways. The building is investor-friendly with no rental cap, and welcomes pets. HOA $1226/Taxes $9,518.

1727 S Indiana Avenue Unit #416, Chicago

$350,000

2 Beds ⋅ 2 Baths ⋅ 12702982 MLS ⋅ ACTIVE Status

Bright and beautifully maintained 2-bedroom, 2-bathroom residence in one of the South Loop's glass and concrete high-rise buildings. This thoughtfully designed home features an open-concept floor plan with floor-to-ceiling windows that fill the space with natural light and lead to a private east-facing balcony, perfect for enjoying morning sun and city views. The spacious kitchen offers granite countertops, stainless steel appliances, abundant cabinetry that opens to living and dining areas, creating an ideal layout for everyday living and entertaining. The primary suite features generous, organized closet space and a private en-suite bath with soaking tub, while the second bedroom is perfect for guests, a home office, or flexible living. Updated second bathroom. Additional highlights include in-unit laundry, newer HVAC and garage parking included in the price. Ideally located in the heart of the South Loop, just steps from Grant Park, the lakefront, Museum Campus, Soldier Field, Trader Joe's, Jewel-Osco, dining, shopping, parks, and the CTA, with convenient access to Lake Shore Drive and expressways. An exceptional opportunity to enjoy one of Chicago's most desirable neighborhoods. Investor friendly building.

1620 S Michigan Avenue Unit #606, Chicago

$515,000

2 Beds ⋅ 2 Baths ⋅ 12700111 MLS ⋅ ACTIVE Status

Penthouse living in the heart of the South Loop. Residence #705 at Film Exchange Lofts offers 2,000 square feet with soaring ceilings, expansive windows, and a wide, open layout. Originally a three-bedroom, this home has been reconfigured into an oversized two-bedroom to enhance scale and flow. Meticulously maintained with thoughtful updates including electronic entry, a custom pantry build-out with electrical, and newer in-unit washer and dryer. A standout feature is the exceptional outdoor space with three private areas, including two balconies and a dedicated rooftop space exclusive to the unit. Ideal for entertaining or everyday living, the expansive living and dining areas are complemented by hardwood flooring and a well-appointed kitchen with high-end appliances. The primary suite offers private outdoor access and a spacious bath with dual vanity, soaking tub, and separate shower. Deeded tandem heated garage parking spaces available for $30,000. Storage space #72 included with unit. Located in a professionally managed loft building in the South Loop, just moments from Grant Park, the lakefront, Museum Campus, Roosevelt Collection, dining, shopping, and convenient public transit. A unique opportunity to own a penthouse with exceptional space and outdoor living.

1307 S Wabash Avenue Unit #705, Chicago

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