South Loop Homes with Condo-Loft Style

South Loop Homes with Condo-Loft Style

Welcome to the vibrant neighborhood of South Loop in Chicago, Illinois! Known for its dynamic atmosphere and urban lifestyle, South Loop offers a unique blend of historic charm and modern amenities.

Located in Cook County, South Loop is a bustling neighborhood that boasts a diverse community and a rich cultural scene. From world-class museums and art galleries to trendy restaurants and boutique shops, there is always something exciting to explore in this dynamic area.

If you are looking for a home with a condo-loft style, South Loop has a range of options to choose from. These unique properties combine the convenience of a condominium with the spaciousness and industrial feel of a loft, offering a contemporary living experience like no other.

Whether you are a young professional looking for a trendy urban space or a family seeking a modern home in a thriving neighborhood, South Loop has something for everyone. With its convenient location, excellent transportation links, and a wide range of housing options, South Loop is a fantastic place to call home.

Come and discover the charm of South Loop and find your perfect condo-loft style home in this exciting neighborhood in the heart of Chicago!

Newest South Loop Homes with Condo-Loft Style

$700,000
2 Beds ⋅ 2 Baths ⋅ 12731317 MLS ⋅ NEW Status
This nearly 3,000-square-foot concrete/timber loft in the historic Donohue Building offers exceptional scale, architectural character, and an unbeatable Printers Row location. Designed by legendary architect Harry Weese, the building is recognized as one of Chicago's pioneering industrial-to-residential conversions. Spanning from Dearborn to Plymouth, the home features east- and west-facing exposures, 10+ foot ceilings, oversized seven-foot windows with built-in seating, newly refinished hardwood floors, and original structural details reflecting the building's printing-press history. A generous separate study provides an ideal work-from-home space. The expansive kitchen is anchored by an oversized quartz island and impressive walk-in pantry. The family room features a unique curved ceiling and terrazzo flooring. The spacious primary suite includes a sitting area, oversized dressing room, and bath. Additional features include in-unit laundry, abundant storage, freight elevator access, and exceptional sound insulation from the concrete construction. The well-managed association has strong reserves, adding peace of mind and long-term value. Residents also enjoy the building's historic birdcage elevator, one of the few remaining in Chicago. Steps from Printers Row's cafes, restaurants, bookstores, and weekly farmers' market, with easy access to transportation, expressways, and the Loop. Deeded garage parking is available for an additional $35K.

727 S Dearborn Street Unit #311, Chicago
$255,000
1 Beds ⋅ 1 Baths ⋅ 12743293 MLS ⋅ NEW Status
Perched on the top floor with sweeping eastern views, this oversized Printer's Row studio loft offers a rare combination of space, natural light, and flexibility. Located in the historic Pope Building, the residence features approximately 11-foot ceilings, solid hardwood flooring, and views toward Lake Michigan and the South Michigan Avenue skyline. The expansive 20' x 20' main living area provides plenty of room to create distinct living, dining, sleeping, and work-from-home spaces while maintaining an open loft feel. The kitchen features an island with seating and stainless steel appliances. Additional features include updated lighting and a bathroom with a quartz-topped vanity and custom mirror. A movable closet system, additional closets, and separate basement storage provide plenty of storage options. Coin laundry is also available in the building. Enjoy beautiful eastern sunrises and an open city backdrop from this unique top-floor residence. Conveniently located near CTA Red Line stations, dining, shopping, grocery options, and all that Printer's Row and the South Loop have to offer. Multiple parking options are available nearby.

633 S Plymouth Court Unit #1207, Chicago
$399,900
2 Beds ⋅ 2 Baths ⋅ 12755005 MLS ⋅ NEW Status ⋅ Franklin Lofts BLDG.
***Professional photos forthcoming*** Welcome to Printer's Row's historic Franklin Building. From the moment you walk in, the scale of this home is undeniable: soaring high ceilings, an expansive open floor plan, and a wall of 8' windows that flood every corner with natural light. Exposed brick, concrete beams, and hardwood floors with custom inlays add warmth and character to the open airy layout. A reclaimed barn door adds a striking architectural touch, while the updated kitchen and modern master bath - complete with in-unit washer/dryer - round out this bright, open retreat. Garage parking nearby, with easy access to public transportation, restaurants, cafes, shopping, and Chicago's award-winning museums, all just steps away.

720 S Dearborn Street Unit #301, Chicago
$600,000
2 Beds ⋅ 2 Baths ⋅ 12748552 MLS ⋅ NEW Status ⋅ Prairie House BLDG.
PRIVATE TERRACE. UNOBSTRUCTED VIEWS. RARE SOUTH LOOP LIVING. Discover this newly renovated Southeast Corner unit featuring 2-bedrooms, 2-baths and an exceptionally rare 1,000 SF private terrace overlooking Soldier Field in the heart of Chicago's South Loop. Here Indoor-outdoor living, spectacular east-facing views and full-amenity convenience come together in one exceptional home. The beautifully renovated kitchen features white Shaker cabinetry, Bosch and GE-Cafe stainless steel appliances, quartz countertops, an extended breakfast nook and a large island w/ wine fridge that opens seamlessly to the spacious living and dining area. Hardwood floors flow throughout and a gas fireplace creates a warm and inviting focal point. Step directly from the 1250 sq ft interior out onto your massive 1,000 Sq Ft private terrace-an extraordinary extension of the home and an ideal setting for outdoor dining, entertaining, grilling or simply enjoying expansive views, concerts at Soldier Field and fireworks at Navy Pier. Back inside, the generously sized primary suite features a walk-in closet and newly renovated en-suite bath with an oversized shower and double-sink quartz vanity. A spacious second bedroom is complemented by a recently renovated second bath featuring imported porcelain tile and quartz vanity. Additional features include in-unit washer/dryer and hardwood floors throughout the living areas. Enjoy the convenience of a full-amenity building with 24-hour doorperson, fitness center, sundeck, party room and more. HOA assessment includes all utilities except for electric, providing exceptional value and convenience. One attached/ deeded garage space available for an additional $35K.

1515 S Prairie Avenue Unit #406, Chicago
$300,000
1 Beds ⋅ 1 Baths ⋅ 12748519 MLS ⋅ NEW 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
$260,000
1 Beds ⋅ 1 Baths ⋅ 12754126 MLS ⋅ NEW Status ⋅ Chess Lofts BLDG.
Perched on the top floor with sweeping east-facing lake views, this one-bedroom loft offers the best of city living in the quaint tree lined streets of the Historic Prairie District. For those who prefer a little breathing room from the city's busiest blocks, this location offers a more residential, neighborhood feel while keeping the energy of the lakefront, South Loop, downtown and major expressways within easy reach. Dog parent? You'll especially appreciate having a dog run/park practically outside your door, making morning walks and late-night outings refreshingly easy. Lake lover? You'll love living in within 2 blocks proximity to the 18th St Walking Bridge (and Metra stop) over the Metra tracks and under Lake Shore Drive to Burnham Harbor, Museum Campus, Boat Drinks live music, the South Loops best kept secret -119 acre Northerly Island Park with overflowing with nature and migratory bird watching grounds, and 18 miles of breathtaking biking, walking, and running trails hugging the Lake Michigan coastline. Inside, soaring ceilings, exposed brick and abundant natural light bring classic loft character, while the top-floor setting and east-facing exposure deliver the star of the show: beautiful lake views. And for buyers who want city living without giving up their car, garage parking offers the convenience that's increasingly hard to find. With heat, gas and water included in the assessment, along with door staff, fitness facilities and roof deck with stunning 360 lake and skyline views, this home offers a compelling combination of views, convenience, character and value. Close to it all, without having to live in the thick of it all.

320 E 21St Street Unit #807, Chicago
$239,000
1 Beds ⋅ 1 Baths ⋅ 12745717 MLS ⋅ ACTIVE Status
City living at its best. Don't miss this light-filled corner 1 bedroom, 1 bath in the West Loop's Clinton Complex! One of the larger 1BR units in the building, with a wonderful open floorplan and amazing natural light. The bright living space has a gas fireplace, exposed ductwork, and gorgeous hardwood flooring, with plenty of room for a dining table or island, perfect space for entertaining. Kitchen boasts newer stainless steel appliances. The large bedroom is also bathed in natural light with city views and tons of closet space. Balcony offers unobstructed west views, great for barbequing or watching the sunset. Large bathroom with soaking tub and laundry in-unit. Deeded, gated outdoor parking included in the price, making this a great deal. Clinton Complex offers doorman, fitness center, package room, storage unit, bike room, and on-site management office. Unbeatable West Loop location, steps from the Blue Line and within easy reach of the Loop, Union Station, restaurants and shopping and with easy access to all expressways. Building is investor friendly, no short-term rentals. Reasonable monthly assessments include internet and cable (breakdown for assessements: $465.84 unit assessments, $20.00 internet, $47.02 cable, $2.62 key fob). Assessment for parking spot $36.36/month.

500 S Clinton Street Unit #632, Chicago
$389,900
2 Beds ⋅ 2 Baths ⋅ 12739490 MLS ⋅ PRICE CHANGE Status
Set within the historic Tandem Lofts, a distinctive warehouse conversion completed in 2000, this 2-bedroom, 2-bath unit enjoys the best of both worlds: authentic loft character in a building thoughtfully redeveloped with the addition of three upper floors, creating a unique blend of vintage industrial architecture and contemporary living. Soaring 10-foot ceilings and dramatic floor-to-ceiling windows fill the home with natural light while framing partial lake and city views throughout the day. The open-concept living and dining space is ideal for both everyday living and entertaining, anchored by a gas fireplace and direct access to a private balcony perfect for morning coffee or evening sunsets. The spacious kitchen features warm wood cabinetry, granite countertops, stainless steel appliances, and abundant prep and storage space. The generous primary suite offers excellent natural light, a large walk-in closet, and an en suite bath designed for comfort and convenience, while the second bedroom functions beautifully as a guest room, home office, or creative space with oversized windows of its own. Additional highlights include in-unit laundry, a large coat closet/storage room ideal for bikes and seasonal items, plus an additional dedicated storage space in the building. Heated garage parking is available. Set within a boutique brick-and-timber elevator building with classic loft details and an elegant, modern lobby, this home places you moments from some of the South Loop's most beloved destinations including Museum Campus, Burnham Harbor, Soldier Field, the lakefront trail, neighborhood coffee shops, restaurants, parks, grocery stores, and public transportation. Currently the largest two-bedroom condo on the market in the South Loop priced under $400,000, this is a rare opportunity to enjoy true loft living with exceptional space, warmth, convenience, and vibrant city energy all in one exceptional home.

1631 S Michigan Avenue Unit #506, Chicago
$599,900
2 Beds ⋅ 2 Baths ⋅ 12724137 MLS ⋅ ACTIVE Status ⋅ Trevi Square BLDG.
Rarely available 2-bedroom, 2-bathroom corner-unit duplex loft in historic Trevi Square with an INCLUDED HEATED GARAGE SPACE, featuring soaring 15-foot ceilings, expansive windows, exposed brick, rich wood flooring, and a wood-burning fireplace. The open main level offers a spacious living room, dining area, and custom kitchen with granite countertops, backsplash, stainless steel appliances including a NEW dishwasher (2024), and center island. The secondary bedroom, full bathroom, private balcony, and in-unit laundry complete the main level. An extra-spacious linen closet, located directly outside the stunning walk-in shower, provides access to a bonus storage area beneath the stairs. Upstairs, the private primary bedroom and second full bathroom create a comfortable retreat. Each bedroom features multiple custom-designed closets with generous hanging space and additional storage. Large windows throughout bring in abundant natural light and complement the dramatic ceiling height. Completely stripped down and rehabbed from the ground up in 2014, the renovation included the kitchen, bathrooms, flooring, appliances, mechanicals, finishes, and craftsmanship throughout. The result was a home that was essentially brand new and has been meticulously maintained since. Unit 108 has a unique story of its own. It was originally constructed as the model residence for the new Trevi Square condominiums. Its location within the building is equally appealing, with only two other residences nearby on the first floor. Tucked away from the main flow of the building, the unit enjoys an unusually quiet and private setting. Trevi Square adds architectural heritage and charm. Originally constructed in 1908, the building was later converted to condominium residences while retaining its original architectural character. The grand lobby, gated courtyard, and fountain create an elegant arrival and peaceful outdoor setting. Residents also enjoy elevator access, a bike room, and a dedicated storage area. A large storage cage is included, along with convenient elevator access from the garage. Bring groceries directly from your car to the elevator without navigating the elements, a welcome benefit during Chicago's winter months. EV charging is available in the parking lot. Ideally located on South Michigan Avenue in the South Loop, close to Grant Park, the lakefront, Museum Campus, dining, shopping, transportation, and downtown Chicago. A loft residence that pairs historic architecture with thoughtful design, generous scale, and the ease of modern city living.

1439 S Michigan Avenue Unit #108, Chicago
$550,000
2 Beds ⋅ 2 Baths ⋅ 12725462 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
$349,000
1 Beds ⋅ 1 Baths ⋅ 12720665 MLS ⋅ ACTIVE Status
City Central and heart of Printers Row walk to historic Dearborn Street, Grant Park, The Chicago Public Library, River Walk, Lakefront, Theatre District, Lakefront, restaurants and so much more. Residence 1505 offers large space of over 1000 square feet, 10' ceilings, an open living space which accommodates, living, dining and small home office. Gas fireplace with granite surround. Open Kitchen concept with island for entertaining, 1.25" granite counters, all stainless steel appliances featuring Samsung refrigerator/freezer with ice/water dispenser, Bosch dishwasher, 5 burner range, digital microwave, under mount sink, disposal and 42" all wood cabinetry. Real 4" maple" tongue and groove" hardwood floors throughout. Sumptuous 16'x13' bedroom with walk in closet, raised bathroom vanity, soaking tub/shower combination. Gracious foyer. Amazing, prime and rare terrace stretching 21'x14' as an extension of the living room, recessed with views of Chicago's architecture of yesteryear. Great condition with pride of ownership. Floor to ceiling windows. In unit washer and dryer. Additional full size storage cage and heated garage parking are included in list price. No real estate taxes on parking. Library Tower is a full amenity building with 24 hour doorstaff, onsite engineer, maintenance staff, property management, fitness center, rooftop deck with grills and furniture and a hospitality suite. Current Reserve as of 8.19.2026 $1,791,000.

520 S State Street Unit #1505, Chicago
$229,000
1 Beds ⋅ 1 Baths ⋅ 12720132 MLS ⋅ ACTIVE Status
Penthouse corner loft in the historic POPE Building offering breathtaking southwest and east city views from the top floor. This true timber loft blends classic Chicago character with modern updates, featuring soaring ceilings, exposed ductwork, refinished hardwood floors, oversized windows that flood the space with natural light, and an open-concept layout. Thoughtfully reconfigured as a one-bedroom, the home offers defined living and sleeping spaces while maintaining the loft's unique character and flexibility. A wall of closets provides exceptional storage. The updated kitchen showcases granite countertops and a full appliance package, including a newer dishwasher, stove, refrigerator, and microwave. Recent improvements provide peace of mind, including a remodeled bathroom, smart thermostat, newer water heater (2024), new furnace (2025), and recently serviced AC (2026). This well-managed historic building has undergone significant capital improvements, including vault repairs (2015) and facade restoration (2020). Residents enjoy a freight elevator, trash chute, full-time maintenance service, basement laundry facilities, bike storage, and a private storage locker. Investors are welcome; long-term rentals are permitted (short-term rentals, such as Airbnb and VRBO, are prohibited).

633 S Plymouth Court Unit #1208, Chicago
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