South Side Condos for Sale

South Side Condos for Sale

Welcome to the vibrant South Side neighborhood in Chicago, Illinois! Known for its rich cultural heritage and diverse community, South Side offers a unique blend of history, art, and entertainment.

As you explore this dynamic area in Cook County, you'll discover a wide range of condos for sale that cater to various lifestyles and preferences. Whether you're looking for a cozy one-bedroom unit or a spacious penthouse with breathtaking city views, South Side has something for everyone.

True to its reputation as a hub of creativity and innovation, South Side boasts a thriving real estate market with options to suit first-time buyers, seasoned investors, and everyone in between. From modern high-rise developments to charming historic buildings, the condos for sale in South Side showcase the neighborhood's architectural diversity and charm.

Living in South Side means immersing yourself in a vibrant community with an abundance of amenities, including trendy cafes, boutique shops, and beautiful parks. With easy access to public transportation and major highways, getting around the city is a breeze from this conveniently located neighborhood.

Whether you're drawn to the cultural attractions, the lively nightlife, or the close-knit community spirit, South Side offers a one-of-a-kind living experience that's hard to resist. Explore the condos for sale in this dynamic neighborhood and find your perfect place to call home in the heart of Chicago.

Newest South Side Condos for Sale

$210,000
3 Beds ⋅ 2 Baths ⋅ 12756905 MLS ⋅ NEW Status
Beautifully updated 3-bedroom, 2-bath condo in Chicago's Washington Park neighborhood with 1 included parking space. Open living and dining area features a gas fireplace, a curved bay-window wall, and hardwood floors throughout. Spacious kitchen offers stone countertops, cherry-tone cabinetry, and a full stainless steel appliance package. Primary suite includes a private ensuite bath with double-sink vanity and separate tub and shower. Two additional bedrooms with ample closet space share a second full bath. In-unit washer/dryer. Private rear deck access. Close to Hyde Park and Lake Shore Drive.

5207 S Indiana Avenue Unit #2, Chicago
$350,000
3 Beds ⋅ 2 Baths ⋅ 12757156 MLS ⋅ NEW Status ⋅ Ellington Place BLDG.
Welcome to Ellington Place! This immaculately maintained spacious 3 Bed - 2 Full Bath condo offers a unique contemporary layout overlooking a beautiful gated courtyard on a quiet residential street. As the second-largest unit in the entire Ellington Place community, this home delivers an impressive combination of space, comfort, and convenience. Step inside to warm hardwood floors and an inviting living area highlighted by a cozy fireplace and access to your private balcony-perfect for relaxing or enjoying fresh air at home. The kitchen features 42-inch maple cabinetry, granite countertops, and stainless steel appliances, providing plenty of storage and workspace for everyday living and entertaining. The spacious primary suite includes a large walk-in closet, while the home's thoughtful layout provides comfortable separation between living and sleeping areas. Additional conveniences include in-unit laundry, individual heating and air conditioning, and secured gated parking included. With generous living space, a private balcony, gated courtyard setting, and included parking, this Ellington Place residence offers a rare opportunity to enjoy space, privacy, and convenience in one distinctive Chicago home.

1021 E 46Th Street Unit #2N, Chicago
$220,000
3 Beds ⋅ 2 Baths ⋅ 12756762 MLS ⋅ NEW Status
Discover this beautifully maintained 3-bedroom, 2-bathroom condo in the heart of Bronzeville, tucked away in an intimate 4-unit building. The thoughtfully designed open floor plan creates a seamless flow between the spacious living and dining areas and the stylish kitchen, complete with stainless steel appliances, granite countertops, and ample cabinetry. Vaulted ceilings and impressive ceiling height throughout help create an airy, open feel, minimizing the typical below-grade feel often associated with lower-level living. The spacious primary suite provides a private retreat with an en-suite bath featuring dual vanities, while two generously sized additional bedrooms share a well-appointed full bath. Recent updates include a new furnace installed in February 2026. Additional features include in-unit laundry and an assigned exterior parking space in a secure gated lot. Ideally located just minutes from public transportation, expressways, shopping, dining, and everything Bronzeville has to offer, this move-in-ready condo combines comfort, style, and convenience. Don't miss the opportunity to make this exceptional Bronzeville residence your new home!

4426 S Calumet Avenue, Chicago
$299,999
3 Beds ⋅ 2 Baths ⋅ 12756118 MLS ⋅ NEW Status ⋅ Bronzeville BLDG.
Welcome to 4336 S Saint Lawrence Ave-a clean, well-maintained 3 bed/2 bath condo with 1,600 sq ft in a well-run, self-managed building. No rental restrictions. Move-in ready with high ceilings, functional layout, and abundant storage. Gated parking included. LOCATION: Heart of historic Bronzeville. Steps from Gwendolyn Brooks Park, minutes from Washington Park, Burnham Park, and lakefront. Red and Green Line CTA, multiple bus routes, and Metra RI nearby. Fast downtown commute. LSD and I-90 access.Convenient access to Trader Joe's, Whole Foods, and local grocers. Illinois Institute of Technology and University of Chicago within a few miles. Vibrant restaurant and retail scene including Pearl's Place. Bronzeville is on the move. Rentals allowed works for owner-occupants and investors building portfolios. Ready for qualified buyer. Move quickly.

4336 S Saint Lawrence Avenue Unit #G, Chicago
$339,000
3 Beds ⋅ 3 Baths ⋅ 12756805 MLS ⋅ NEW Status
Welcome to this spacious, beautifully upgraded 3-bedroom, 2.5-bath residence in a boutique condo building, where distinctive architectural character meets comfortable city living. The open-concept living area impresses with soaring vaulted ceilings, dramatic exposed beams with gold detailing, hardwood floors, and abundant natural light. The stylish kitchen features two-tone cabinetry, stainless steel appliances, dark countertops, a tiled backsplash, and a convenient island with breakfast seating-ideal for everyday meals and entertaining. A bright, window-lined dining nook creates an inviting space for gatherings. The well-proportioned primary bedroom offers room for a comfortable sitting area, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. Two full bathrooms-including one with a jetted tub and separate shower-are complemented by a convenient powder room. An in-unit washer and dryer and an assigned parking space in a gated parking area add everyday convenience. Step outside to the spacious covered balcony, offering neighborhood and skyline views. The fantastic location is within walking distance of CTA bus and train service, minutes from downtown Chicago and Chinatown, and conveniently located near the University of Chicago and Illinois Tech campuses. Thoughtfully upgraded throughout, this move-in-ready home allows you to settle in and enjoy from day one.

4825 S Prairie Avenue Unit #4, Chicago
$199,900
2 Beds ⋅ 2 Baths ⋅ 12756654 MLS ⋅ NEW Status
Beautiful 2-bedroom, 2-bath condo in Grand Boulevard/Bronzeville offering a spacious open-concept layout and great indoor/outdoor living. The kitchen features granite countertops, stainless steel appliances, abundant cabinetry, slate tile flooring, and a breakfast bar that opens to the living area. The bright living room features, a fireplace, recessed lighting, and direct access to a private covered balcony. The spacious primary suite includes new carpet, generous closet space, and a private bath with dual vanities, a jetted soaking tub, and separate glass-enclosed shower. Additional highlights include a second full bath, central air, in-unit laundry, and gated parking. Conveniently located near public transportation, the Green Line, expressways, restaurants, shopping, and everything Bronzeville has to offer

4424 S Indiana Avenue Unit #1N, Chicago
$399,000
2 Beds ⋅ 2 Baths ⋅ 12755533 MLS ⋅ NEW Status
Stunning 2-bed, 2-bath available in the sought-after Opera Lofts building. The Opera Lofts offer everything from rich architectural history to modern-day craftsmanship. Enjoy evening sunsets on your private west-facing balcony. This Unit also boasts HW flooring throughout and 17 ft ceilings with floor-to-ceiling windows. Updated KitchenAid appliances include: range, refrigerator, DW, that pairs well with the granite countertops and full-size backsplash. Also, LG THINQ W/D installed in unit. Fully updated main bathroom with Kohler and Madeli lighted mirror cabinet, as well as new double vanity and soaker tub, as well as an updated secondary bathroom. This unit features ample storage throughout with five custom buildouts for better storage, 3-bedroom closets, a pantry and a shoe closet. It's a must-see! The building has heated parking, fitness center, a roof deck, and dog run. Breathtaking skyline views of the city. Conveniently located for walkability to shops, McCormick, Chinatown, Lakefront, CTA Green Line, Soldier Field, and just minutes from the expressway and LSD. Garage space #86 is yours, included.

2545 S Dearborn Street Unit #608, Chicago
$47,500
2 Beds ⋅ 1 Baths ⋅ 12756600 MLS ⋅ NEW Status
Beautifully updated and move in ready 2 bed, 1 bath co-op in sought-after Hyde Park has custom closets throughout. North-facing unit offers peaceful tree-top views over the courtyard. Unbeatable location just steps to the University of Chicago, Lakefront Trail, Whole Foods, Trader Joe's, Metra Electric Line, CTA buses, and Michelin-starred restaurants. Cash transactions only; rentals not permitted. In addition to the purchase price, a $5,620 transfer shares deposit to Harper Square Cooperative is required.

4850 S Lake Park Avenue Unit #308B, Chicago
$40,000
2 Beds ⋅ 1 Baths ⋅ 12741378 MLS ⋅ NEW Status
A well-maintained residence offering excellent value and strong long-term potential. Located on the 7th floor, this unit provides bright natural light and pleasant open views. The building features a fully renovated marble lobby, 24hour reception, and onsite security, creating a secure and welcoming environment for residents and guests. The home includes 2 bedrooms, 1 bathroom, and a functional combined living/dining/kitchen layout that offers flexibility for updates or customization. Ideal for buyers seeking an affordable entry into the Hyde Park/Kenwood market or investors looking for a value-add opportunity. Close to the lakefront, parks, public transit, and neighborhood amenities. Cash only!

4850 S Lake Park Avenue Unit #709, Chicago
$229,999
2 Beds ⋅ 2 Baths ⋅ 12755276 MLS ⋅ NEW Status
BEAUTIFUL TOP-FLOOR 2-BEDROOM, 2-BATH CONDO IN KENWOOD! This bright and spacious home features a desirable open-concept living and dining area with soaring ceilings and rich cherry hardwood floors throughout. The primary suite offers a private bath and a generous walk-in closet, creating the perfect retreat. The updated kitchen is equipped with stainless steel appliances, ample cabinetry, and an in-unit washer and dryer for added convenience. Low HOA assessments make this home an exceptional value. Ideally located in the heart of Kenwood, you'll enjoy easy access to the University of Chicago, shopping, restaurants, public transportation, Lake Shore Drive, and the expressway. Just minutes from downtown Chicago, this home offers the perfect combination of comfort, convenience, and location. Don't miss the opportunity to make this exceptional condo your new home!

4731 S Ingleside Avenue Unit #A3, Chicago
$124,900
1 Beds ⋅ 1 Baths ⋅ 12755040 MLS ⋅ NEW Status
Excellent central location and brightest southwest tier in the building. Residence 2105 offers clear, unobstructed views, of the parks and green space, some historical buildings, cityscape and sunsets. Newer wide plank wood laminate throughout this open floor plan residence. Abundant storage space. large kitchen with combined dining space. Stainless gas range, dishwasher. Sumptuous living space for multiple seating areas or home office. Sizable bathroom adjacent the bedroom with raised vanity. Enjoy a 16' private, recessed balcony for entertaining and relaxing. Dual, thermal paned windows. Sundrenched. Brilliant sunsets. Additional storage locker. This building is ideally located with direct gated access to Michigan Avenue buses and is within walking distance to the lakefront, IIT, the School of Optometry, De La Salle Institute, Jewel-Osco, VanderCook College of Music, and more. Nearby amenities include grocery stores, Lake Meadows Shopping Center, Mercy Hospital, and Dunbar Park, offering tennis courts, a running track, baseball fields, and a playground. Plus, you'll have easy access to Lake Shore Drive and the expressways. The unit also comes with additional storage, and the building features a large, updated laundry room, on-site management, and a dedicated security staff for peace of mind. On-site maintenance staff is available for repairs, and the HOA covers pool access, heat, water, and gas, with low electric bills averaging just $30/month. Garage or exterior parking is available for rent, and there's also plenty of street parking in the community. Association has $1,873,680 in Reserves as of December 31, 2025.

3001 S Michigan Avenue Unit #2105, Chicago
$369,000
4 Beds ⋅ 3 Baths ⋅ 12743607 MLS ⋅ NEW Status
Massive Duplex in Bronzeville! Enjoy the feel of single-family living in this beautifully updated duplex down with a private entrance on a quiet residential street with all new kitchen appliances. This extra-large condo offers the perfect balance of comfort, charm, and convenience. Inside, rich hardwood floors run throughout the main level, where you'll find a bright and welcoming living room with an abundance of natural light and overlooking a serene tree-lined street. The open-concept kitchen and dining area create a seamless space for everyday living or entertaining, with ALL new quartz countertops, 42" cabinets. On the main level, you also have THREE well-sized bedrooms and two full baths, including the primary en-suite. The lower level with sleek luxury vinyl offers even more space with a very large family room with dry bar, one additional bedroom, a full bathroom, side by side laundry, and tons of storage-perfect for extra living space, guests, a gym, or creative space. Out back, you have a nice-sized deck and one private parking space. Located near all that we love about Bronzeville: it is within walking distance to coffee, restaurants, shops, the Hyde Park 53rd St commercial corridor, and the inviting community vibes only found in Bronzeville.

4759 S Forrestville Avenue Unit #1W, Chicago
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