Chi - Loop Homes under $500,000

Welcome to the vibrant Chi - Loop neighborhood, the heart of Chicago where history, culture, and modern living harmoniously converge. Nestled in Cook County, this dynamic area is not only a hub for business and commerce but also a thriving community that offers a rich tapestry of experiences for residents and visitors alike.

The Chi - Loop is renowned for its stunning architecture, featuring iconic skyscrapers and historic buildings that tell the story of Chicago's evolution. With its bustling streets, you'll find a plethora of dining options, from cozy cafes to gourmet restaurants, catering to every palate. Art lovers will appreciate the proximity to world-class museums, galleries, and theaters, ensuring that there's always something to see and do.

For those considering a move to this exciting neighborhood, you'll be pleased to know that homes under $500,000 are available, making it an attractive option for first-time buyers, young professionals, and families alike. These properties offer a unique opportunity to live in a prime location without breaking the bank. From modern condos with sweeping city views to charming vintage apartments brimming with character, the Chi - Loop has a diverse range of housing options to suit various lifestyles.

In addition to its vibrant social scene, residents enjoy easy access to public transportation, making commuting a breeze. With parks and green spaces sprinkled throughout the area, there’s always a spot to unwind amidst the urban hustle. Embrace the energy of the Chi - Loop and discover a neighborhood that truly has it all!

Newest Chi - Loop Homes under $500,000

633 S Plymouth Court Unit #1207, Chicago

$225,000

1 Beds ⋅ 1 Baths ⋅ 12781526 MLS ⋅ NEW 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

200 N Dearborn Street Unit #4001, Chicago

$191,000

1 Beds ⋅ 1 Baths ⋅ 12780030 MLS ⋅ NEW Status

Spectacular City Views in the Heart of Downtown Chicago! Welcome to this stunning, thoughtfully remodeled condo, offering the perfect combination of style, comfort, and vibrant city living! This bright, sun-filled residence features elegant light-colored flooring, expansive floor-to-ceiling windows, and a spacious living area that opens to a balcony with breathtaking views of the iconic Willis Tower, Chicago's impressive skyline, and the architecturally striking James R. Thompson Center. Natural light floods the living space, creating a warm, airy, and inviting atmosphere. Contemporary finishes and a fresh, neutral color palette add a touch of sophistication throughout. The tastefully updated kitchen features crisp white cabinetry, sleek quartz countertops, a stylish backsplash, and modern finishes. Enjoy your morning coffee, unwind with a glass of wine, or simply admire the spectacular skyline from your private balcony. Ideally located in the heart of Chicago's vibrant Loop, just steps from the Riverwalk, Millennium Park, theaters, restaurants, shopping, and public transportation. Experience the excitement and convenience of downtown living with everything Chicago has to offer right outside your door! Residents enjoy full-service amenities including a 24 hour doorman, fitness center, indoor pool, and more. Perfect for both owner occupants and investors, this building has no rental cap. Stylish interiors, incredible views, and an unbeatable location. This is city living at its finest!

200 N Dearborn Street Unit #4001, Chicago

400 E Randolph Street Unit #1223, Chicago

$309,900

1 Beds ⋅ 1 Baths ⋅ 12774511 MLS ⋅ NEW Status

An enviable east-facing exposure fills this 1-bedroom, 1-bath residence with natural light, showcasing beautiful lake views from both the living room and bedroom. Step outside onto your private 15-foot balcony with east facing lake views and New Eastside architecture. Space for morning coffee and a dining area. Modern kitchen with granite counters, all stainless steel appliances (2yrs old), gas cooking range, in-sink waste disposal, microwave, dishwasher, kitchen island with bar seating. Enjoy organized living with ample storage in the walk-in closet adjacent to the bathroom. Large light- filled bedroom with full wall of windows that allows for fresh air and space for both king size bedroom suite and office. Full wall closet in bedroom with shelving and depth. The bathroom features a shower and tub combination, along with a ceiling fan with integrated lighting. This prestigious and historic condo is just moments away from fine dining, upscale shopping, the lake and Monroe harbor. Nestled in the New Eastside neighborhood is Lakeshore East Park. This 6-acre oasis in the neighborhood's nucleus includes large grassy areas, a children's playlot, and a dog park.Steps to Millenium Park or Navy Pier, Bockwinkel's Harbor Market , 2-story Marianos, Avli & Wildberry. Parking is all rental at $220/month(indoor heated garage) Very easy to show. Vacant and furniture negotiable. Monthly association fees cover heating & AC, gas, TV & cable, internet. Building amenities include *Iconic Indoor Heated Pool & Whirlpool *Sundeck *Q Spa Plus (facials,skincare,waxing and brows) & Health Club *Sauna *Steam Room *Basket Ball Court *Racquet Ball Court *Ping-pong table *Bike room **24/7 Doorman, security, and onsite maintenance staff** Storage options include an assigned 4x4 locker issued by management upon availability or a public self storage facility on site.

400 E Randolph Street Unit #1223, Chicago

899 S Plymouth Court Unit #1505, Chicago

$199,000

1 Beds ⋅ 1 Baths ⋅ 12781015 MLS ⋅ NEW Status

Bright and spacious 1-bedroom, 1-bath south-facing condo in the heart of Printers Row! The open living and dining area is filled with natural light and features beautiful engineered hardwood floors, creating a warm and inviting space. The kitchen opens to the living area and offers a breakfast bar, granite countertops and stainless steel appliances. The generously sized bedroom provides plenty of room to relax, while the full bath and ample storage add everyday convenience. Enjoy full-service building amenities including a rooftop pool with skyline views, multiple outdoor spaces, grilling station, exercise room, coin laundry, door staff and more. Ideally located in Chicago's South Loop, just steps from parks, museums, restaurants, shopping, grocery stores and public transportation, with easy access to downtown and nearby college campuses. With its desirable Printers Row location, bright south-facing exposure and convenient building amenities, this condo is a great opportunity to enjoy all that city living has to offer!

899 S Plymouth Court Unit #1505, Chicago

$399,900

2 Beds ⋅ 2 Baths ⋅ 12779809 MLS ⋅ NEW Status ⋅ Library Tower BLDG.

Experience Unparalleled Luxury in Printer's Row/South Loop Welcome to a meticulously upgraded condominium that blends modern elegance with urban sophistication. Located in the heart of Printer's Row/South Loop, this stunning two-bedroom, two-bathroom residence offers spacious living with refined finishes throughout. Step inside to discover cherry hardwood floors, stainless steel appliances, a striking mosaic backsplash, and a custom pantry, all crafted for modern living. The expansive, extra-wide floor plan is perfect for both entertaining and relaxation, featuring a built-in home office, custom closets, detailed millwork, a tiled fireplace, and memory foam carpet for added comfort. The primary bedroom serves as a private retreat, offering large windows with impressive skyline views, a walk-in custom closet, and an ensuite bathroom. The living area features floor-to-ceiling windows, showcasing breathtaking Chicago skyline vistas, including Willis Tower, the Board of Trade, and Harold Washington Library. Step onto the oversized balcony to fully immerse yourself in the vibrant cityscape. Residents enjoy premium amenities, including a state-of-the-art gym, roof deck, business center, theater room, 24-hour doorman, and an assigned storage unit. Ideally situated, this well-maintained building provides easy access to public transportation, renowned restaurants, and upscale shopping. Elevate your city living-schedule your private tour today. $25K additional for parking

520 S State Street Unit #1211, Chicago

$335,000

2 Beds ⋅ 2 Baths ⋅ 12732438 MLS ⋅ NEW Status ⋅ Dearborn Park BLDG.

Discover rarely available, beautifully renovated living in this 2-bedroom, 2-bathroom condo tucked into coveted Dearborn Park-South Loop's hidden planned community. Thoughtfully updated throughout, the home welcomes you with captivating north facing views overlooking the picturesque courtyard. The kitchen shines with stainless appliances, refreshed cabinetry, and a welcoming breakfast bar, opening to bright living and dining space made for entertaining or unwinding. Both baths were taken to the studs and finished with quality throughout. The primary en-suite (2020) offers a soaking tub, HansGrohe shower system, custom Bertch cabinetry, while the guest bath (2021) features a stainless steel shower panel with rainfall head and massage spa system, custom Bertch cabinetry, a Newport Brass faucet. Storage is a true standout-custom Closet Works buildouts throughout (2023), a primary walk-in, and a flexible entryway closet that easily converts to a large walk-in pantry or small home office. Full-sized in-unit laundry with a new LG washer/dryer (2025) seals the deal. Enjoy the ease of a same-floor storage cage. The professionally managed, secured building offers an outdoor pool and sun deck, party room, bike room, courtyard and green space, and updated elevators (both replaced 2019-2020)- Heated garage parking available for lease. Step outside to Dearborn and Roosevelt Parks, Trader Joe's and Mariano's within blocks, the Roosevelt Red/Orange/Green Line stop and LaSalle Street Metra, and Grant Park, the Museum Campus, and the lakefront just minutes away.

Chicago

$465,000

2 Beds ⋅ 3 Baths ⋅ 12779432 MLS ⋅ NEW Status ⋅ Wells Street Tower BLDG.

Rarely available 33rd-floor corner 2-bedroom, 2.5-bath residence at Wells Street Tower in the heart of Printers Row/South Loop. Floor-to-ceiling windows with three exposures showcase incredible Chicago River and skyline views, complemented by a wraparound balcony. The open floor plan features a spacious living and dining area with gas fireplace and a well-appointed kitchen. Generous primary suite with walk-in closet and private bath featuring dual sinks, separate tub, and shower. Assessments include cable, internet, gas, water, 24-hour doorman, management, and access to 8th-floor amenities including a renovated party room and terrace, yoga/meditation room, and fitness center. Incredible location near the Loop, Riverwalk, restaurants, shopping, parks, public transit, and expressways. Two side-by-side garage spaces (see photos) are available for $35k. A couple of photos are virtually staged.

701 S Wells Street Unit #3306, Chicago

$449,000

2 Beds ⋅ 2 Baths ⋅ 12779337 MLS ⋅ NEW Status

Discover a rarely available high-floor northwest corner residence in the iconic Joffrey Tower, elevated by striking designer updates. Expansive floor-to-ceiling windows frame panoramic views of the Chicago River and downtown skyline while flooding the home with natural light from morning to evening. This thoughtfully renovated residence features updated wide-plank hardwood floors and a beautifully remodeled kitchen built for both daily living and entertaining. Enjoy custom cabinetry, quartz countertops, and premium stainless-steel appliances in a space designed to impress. The spacious primary suite offers a serene retreat complete with an oversized walk-in closet and a spa-inspired bathroom with dual vanities, natural stone finishes, and a deep soaking tub. A generously sized second bedroom and fully updated second bath provide flexible space for guests, family, or a home office. Step outside to your private terrace and take in unobstructed Chicago River and architectural skyline views-ideal for morning coffee or evening sunsets.Residents of Joffrey Tower enjoy exceptional full-service amenities, including 24-hour door staff, one of the city's premier fitness centers, on-site management, dry cleaning services, and additional storage. Perfectly situated in the heart of downtown, you're just steps from the Riverwalk, Millennium Park, the Theater District, Michigan Avenue shopping, world-class dining, and convenient public transportation.

8 E Randolph Street Unit #2105, Chicago

780 S Federal Street Unit #1008, Chicago

$150,000

1 Baths ⋅ 12778314 MLS ⋅ NEW Status

The best value in the South Loop are the condos at the historic Printer's Square. This studio unit has unobstructed south views with brand new wood laminate floors and A/C. Live in one of downtown's most sought-after neighborhoods. This location is central to public transit, shopping, dining, theaters, business district, parks, lakefront, and more. Central heat/air, open galley kitchen with pantry and lots of closet space. Storage locker on the same floor included. Convenient laundry and fitness center in the building. Harrison redline 1 block away. Very pet friendly building with dog park across the street.

780 S Federal Street Unit #1008, Chicago

$450,000

2 Beds ⋅ 2 Baths ⋅ 12742504 MLS ⋅ NEW Status

Chicago

$215,000

1 Beds ⋅ 1 Baths ⋅ 12774663 MLS ⋅ ACTIVE Status

Loop living at its finest! Welcome home to this bright and inviting condo featuring an open-concept living and kitchen area with beautiful hardwood flooring and abundant natural light. The spacious layout provides plenty of flexibility for both living and dining areas, making it ideal for everyday living and entertaining. The kitchen offers generous cabinet and counter space, granite countertops, stainless steel refrigerator and dishwasher, built-in microwave, and a convenient breakfast bar. Warm wood cabinetry complements the new luxury vinyl floors, while the open design keeps the kitchen connected to the main living space. This condo offers a comfortable and versatile space ready for its next owner.

8 W Monroe Street Unit #1206, Chicago

901 S Plymouth Court Unit #1905, Chicago

$347,500

2 Beds ⋅ 2 Baths ⋅ 12774137 MLS ⋅ ACTIVE Status ⋅ Dearborn Park BLDG.

PANORAMIC DEARBORN PARK VIEWS! Enjoy sweeping views of the beautiful Dearborn Park neighborhood from this 2-bedroom, 1.5-bath residence at 901 S. Plymouth Court. Freshly painted throughout and featuring newly installed flooring, this home is move-in ready and offers an excellent opportunity to enjoy South Loop living in an amenity-rich building. The well maintained building features an attached parking garage, outdoor swimming pool, exercise room, party room and dedicated additional storage. HOA monthly assessments also include Wi-Fi and internet, adding convenience and value. Ideally located in the heart of the South Loop, with Dearborn Park right outside your door with easy access to transportation, dining, shopping, parking and Downtown Chicago. A wonderful combination of space, views, updates and amenities in one of the South Loop's established residential communities.

901 S Plymouth Court Unit #1905, Chicago

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