South Side Condos for Sale

South Side Condos for Sale

Welcome to the vibrant South Side of Chicago, a neighborhood steeped in rich history and cultural significance. Known for its diverse communities and dynamic atmosphere, the South Side offers a unique blend of urban living and suburban charm. From the iconic architecture that lines its streets to the lush parks that provide a breath of fresh air, this area is a true gem within Cook County.

The South Side is home to a variety of attractions, including world-class museums, lively music venues, and delicious dining options that reflect the melting pot of cultures found here. Residents enjoy easy access to public transportation, making commuting a breeze and connecting you to the heart of Chicago's bustling downtown. Whether you’re exploring the historic Pullman District or taking a leisurely stroll along the scenic Lake Michigan shoreline, there’s always something new and exciting to discover.

For those considering a move to this vibrant neighborhood, the South Side boasts an impressive selection of condos for sale. These modern living spaces offer a perfect blend of comfort and style, catering to both first-time buyers and seasoned investors alike. With spacious layouts, contemporary finishes, and stunning views of the city skyline, these condos provide the ideal backdrop for urban living.

Don’t miss your chance to become part of the thriving South Side community. Explore the available condos for sale and find your perfect home in this culturally rich and welcoming neighborhood. Experience the best of Chicago living right here on the South Side!

Newest South Side Condos for Sale

6621 S Wabash Avenue Unit #C, Chicago
$39,000
3 Beds ⋅ 2 Baths ⋅ 12803049 MLS ⋅ NEW Status
Excellent opportunity for investors, rehabbers, and experienced renovators looking to bring new life to a property in Chicago's Park Manor neighborhood. This 3-bedroom, 1.5-bath, two-story townhouse offers approximately 1,160 square feet of living space and is in need of significant interior renovation and updating. The property presents an opportunity for buyers to reimagine the space, customize the interior, and add value through improvements. Conveniently located near shopping, public transportation, major roadways, and neighborhood amenities. Bring your vision, renovation plans, and imagination. Property is being sold as-is. Don't miss the potential!

6621 S Wabash Avenue Unit #C, Chicago
4850 S Lake Park Avenue Unit #308B, Chicago
$39,900
2 Beds ⋅ 1 Baths ⋅ 12803217 MLS ⋅ NEW Status
With today's interest rates, a cash purchase can make more sense than taking on a 30-year mortgage. If you've saved a down pyment, those savings may be enough to buy this move-in-ready home at Harper Square Coperative, with no mortgage pyment and no interest. This beautifully updated 2-bedroom, 1-bath home has a remodeled bathroom, updated flooring, and custom closets throughout, designed to maximize storage. The north-facing unit offers comfortable living and dining areas and peaceful treetop views over the courtyard. Its third-floor location adds everyday convenience: elevator rides are short; groceries and packages are easy to bring in, and the leafy courtyard views make the home feel private. When you buy into a coperative, you purchase shares in the corpp that owns the building, and those shares come with a proprietary lease that gives you the right to live in your unit. One of the biggest advantages is that the $1,377 monthly assessment covers costs most homeowners submit separately. It includes real estate taxes, heat, air conditioning, gas, water, cable TV, interior and building maintenance, 24-hour door staff, the fitness center, and community spaces. Residents responsible only for electricity, internet, and optional rental parking. The location is hard to beat. You're steps from the University of Chicago, the Lakefront Trail, Whole Foods, Trader Joe's, Michelin-starred restaurants, parks, schools, the Museum of Science and Industry, CTA buses, and the Metra Electric Line. Downtown is about 15 minutes away by Metra or car, and Soldier Field and the Museum Campus are about 10 to 15 minutes by car via DuSable Lake Shore Drive. Whether you're commuting to work, catching a Bears game, or spending a day along the lake, Chicago is right at your doorstep. This is a cash purchase only. Co-op board approval is required, and rentals are not permitted. In addition to the purchase price, a $5,620 share deposit to Harper Square Coperative is due at purchase and returned to you when you sell.

4850 S Lake Park Avenue Unit #308B, Chicago
2731 S Michigan Avenue, Chicago
$375,000
4 Beds ⋅ 3 Baths ⋅ 12803194 MLS ⋅ NEW Status
*Instant equity...priced below market value! Spacious and sunny three-story townhome with four bedrooms. Private courtyard entry leads into this home. Beautiful hardwood floors in the living room and dining room. Living room balcony overlooks the fenced backyard. Spacious kitchen with plenty of cabinets and counter space with room for a table too. All bedrooms upstairs have hardwood floors. Master bedroom suite with private bath. Additional bedrooms with easy access to the hall bath. Main level family room, fourth bedroom, guest bath, laundry, and plenty of storage. Access to the back yard and assigned parking. HOA fee includes cable and internet! Gated community and a courtyard park. Great location with a short commute to the loop, easy access to the lake, highways, and public transportation. Outstanding value, sold "as-is". Bring your paint brush, HGTV decorating ideas and make this home you own!

2731 S Michigan Avenue, Chicago
7740 S Lowe Avenue, Chicago
$174,900
3 Beds ⋅ 2 Baths ⋅ 12802324 MLS ⋅ NEW Status
Welcome to this beautifully updated 3-bedroom townhouse offering approximately 1,810 sq. ft. of living space! This move-in-ready home combines generous room sizes, modern updates, and plenty of additional potential.The main level features a spacious living room and formal dining area, perfect for everyday living and entertaining. The updated kitchen is a standout, featuring white shaker soft-close cabinetry and a fresh, modern design.Upstairs, you'll find a spacious primary bedroom with ample closet space, along with two additional generously sized bedrooms and a full bathroom.The full unfinished basement provides excellent additional space and is ready for your creative ideas-whether you envision a recreation room, home gym, office, or additional storage.Bring your pre-qualified buyers and schedule your private showing today. This townhouse is a must-see!

7740 S Lowe Avenue, Chicago
4132 S Calumet Avenue Unit #301, Chicago
$479,000
3 Beds ⋅ 2 Baths ⋅ 12801765 MLS ⋅ NEW Status
BRONZEVILLE | Refined Living New Construction by APMW Development Immediate Delivery. Top-floor penthouse residence in an intimate boutique setting - an expansive 3-bedroom, 2-bath full-floor home of an elite caliber offering fluid integration of modernity and grounded transitional design. Professional oversized slim-line cabinetry, full-slab finished backsplash, under-cabinet lighting, waterfall-edge quartz on an expansive peninsula. Curated built-in bar extends the entertaining wing, anchored by an acoustic panel feature wall with floating media center, floor-to-ceiling windows pulling light deep into the plan. Resort-quality bathrooms in a cohesive configuration of porcelain and subway tile, built-in niches, frameless glass, primary spa shower with trifecta rain head, handheld and wall mount, and built-in bench. Four-inch wide white oak hardwood throughout, premium millwork, smart thermostat, CAT 6, custom closets, in-unit full-size laundry center. Entertainment-sized terrace opens off the main living space, and a dramatic floating staircase rises to a private bonus room with direct access to a rare, dramatic sequestered roof deck - gas, water and power run, with a portion covered by a cantilever off the bonus room architecture. One covered, remote-access secured carport space. Two blocks to the Green Line, two blocks to the future Bronzeville Trail and The Forum. Minutes to the Lakefront, U of C, UIC, the Medical District and South Loop. Exceptional hands-on developer with over 25 years of experience. One-year unit builder warranty and common element warranty. Breathe rare air. Ask about preferred lender incentives. VA/FHA welcome

4132 S Calumet Avenue Unit #301, Chicago
4829 S Prairie Avenue Unit #4, Chicago
$1
3 Beds ⋅ 3 Baths ⋅ 12801679 MLS ⋅ AUCTION Status
GREAT LOCATION! CONVENIENTLY TO THE L 90/94 AND LAKE SHORE DRIVE.CLASSY 3 BED/2.5 BATH PENTHOUSE UNIT WITH CATHEDRAL CEILINGS IN LIVING ROOM AND HIGH CEILINGS THROUGHOUT.

4829 S Prairie Avenue Unit #4, Chicago
4900 S Forrestville Avenue Unit #2, Chicago
$230,000
2 Beds ⋅ 2 Baths ⋅ 12800742 MLS ⋅ NEW Status ⋅ Bronzeville BLDG.
Bronzeville Beauty! Nestled on a quiet, tree-lined block in the heart of historic Bronzeville, this spacious and sun-drenched 2-bedroom, 2-bathroom corner condominium offers the perfect blend of character, comfort, and convenience-with private outdoor space and parking! Step inside and discover a home that is anything but ordinary. A striking exposed brick accent wall, cozy fireplace, beautifully detailed hardwood floors, and an impressive wall of windows create a warm, inviting atmosphere filled with natural light. The generous living area offers plenty of room to relax and entertain, while the private balcony provides the perfect retreat to enjoy your morning coffee or unwind with an evening cocktail. The spacious kitchen features abundant cabinetry, an island, and a charming dining nook, offering both functionality and flexibility for everyday living and entertaining. The generously sized primary suite is a peaceful escape, complete with ample closet space and a spacious private en-suite bathroom. The versatile second bedroom is ideal for guests, a home office, or whatever suits your lifestyle. Located in a well-maintained building, this wonderful home checks all the boxes-space, style, natural light, outdoor living, and parking! Enjoy the best of Bronzeville living with convenient access to public transportation, neighborhood restaurants, shopping, Hyde Park, the University of Chicago, and downtown. A unique home in a fantastic location. Welcome home!

4900 S Forrestville Avenue Unit #2, Chicago
3918 S King Drive Unit #3S, Chicago
$575,000
3 Beds ⋅ 3 Baths ⋅ 12794838 MLS ⋅ NEW Status
Luxury Elevated. City Living Reimagined. Prepare to be impressed by this extraordinary and rare triplex residence at Flats on the Drive, where contemporary design, sophisticated style, and exceptional space converge in the heart of Bronzeville. Offering approximately 2,400 square feet, 3 bedrooms, and 3 full bathrooms, this distinctive residence was built in 2019 and delivers the scale and privacy of single-family living with the convenience of condominium ownership. The moment you enter the main level, dramatic 14-foot ceilings and expansive open-concept living and dining areas create an unforgettable first impression. Hardwood flooring, sleek finishes, and an abundance of natural light establish a refined yet welcoming atmosphere. A private balcony just off the living room extends the entertaining space outdoors, offering the perfect spot to enjoy your morning coffee or unwind. Designed for both effortless everyday living and elevated entertaining, the stylish kitchen features premium stainless-steel appliances, generous counter space, and an island with ample seating perfect for casual mornings, intimate dinners, or gathering with guests. Thoughtfully designed across three distinct levels, this exceptional home offers a desirable separation of living, entertaining, and private retreat spaces. The lower level features three (3) bedrooms, including a spacious primary suite, while the upper level family room provides an inviting retreat for movie nights, relaxation, or hosting friends. Glass doors lead to your private rooftop deck, creating the perfect setting for morning coffee, sunset cocktails, and memorable evenings beneath the Chicago skyline. Beyond the impressive interiors, the lifestyle is just as compelling. Enjoy the convenience of garage parking, in-unit laundry, and a pet-friendly building. Ideally located along historic and picturesque King Drive, you are moments from the lakefront, Mariano's, Wintrust Arena, McCormick Place, and the vibrant dining, cultural, and entertainment destinations of Chicago's South Side. With convenient access to Hyde Park and downtown Chicago, this location puts the best of city living within reach. More than a condominium, this is a statement in modern urban living. Sophisticated, spacious, and designed to impress, this exceptional residence offers the perfect blend of architectural character, contemporary comfort, and private outdoor living. Your next chapter deserves an extraordinary address. Welcome home to Flats on the Drive. Please note that some photos are virtually staged.

3918 S King Drive Unit #3S, Chicago
4800 S Lake Park Avenue Unit #709A, Chicago
$35,000
2 Beds ⋅ 1 Baths ⋅ 12800913 MLS ⋅ NEW Status
Affordable Homeownership in a Desirable Harper Square Community! Don't miss this opportunity to own a 2-bedroom, 1-bath home in a desirable neighborhood. This property offers comfortable living space with plenty of potential for improvements and personalization, allowing you to make it your own while adding your personal touch. Enjoy an affordable monthly assessment of $1,070, which includes water, heat, real estate taxes, and cable TV featuring HBO, Showtime, and Starz. Electricity is the only utility excluded. A $5,600 refundable shares/security deposit , payable directly to Harper Square, is required. Whether you're a first-time buyer, looking to downsize, or searching for an opportunity to create a home that reflects your style, this is an opportunity worth exploring. Schedule your showing today!

4800 S Lake Park Avenue Unit #709A, Chicago
no property photo
$273,000
2 Beds ⋅ 2 Baths ⋅ 12800415 MLS ⋅ NEW Status
Bring your decorating dreams to this 2 bedroom, 2 bathroom on historic King Drive in Bronzeville. Unit has modern, stainless steel appliances and some updated features in the bathrooms. Just needs some TLC. Sold AS-IS.

3546 S King Drive Unit #3A, Chicago
8140 S Drexel Avenue Unit #G, Chicago
$89,900
2 Beds ⋅ 1 Baths ⋅ 12797457 MLS ⋅ NEW Status
Recently rehabbed Charming two bedroom condo in vintage courtyard building. Freshly painted throughout, new LVP flooring and carpet, new kitchen with white cabinets, subway backsplash, granite countertops, and SS appliances. Newly refinished bathroom. in unit washer/dryer hookup. Central A/C. Close to shopping and public transportation. Don't miss!!.As

8140 S Drexel Avenue Unit #G, Chicago
5041 S Dorchester Avenue Unit #2N, Chicago
$394,900
3 Beds ⋅ 2 Baths ⋅ 12799508 MLS ⋅ NEW Status
Located in the historic South Kenwood Landmark District, this beautifully maintained 3-bedroom, 2-bath residence at 5041 S. Dorchester offers a blend of historic charm and modern comfort. Situated on the second floor of a boutique five-unit building, the home overlooks Madison Park with peaceful treetop views and includes TWO deeded parking spaces in a secure gated lot. The building was completely renovated and modernized in 2001, including all new building systems. Inside, you'll find a thoughtfully designed open-concept layout featuring hardwood floors throughout, a contemporary kitchen with stainless steel appliances, granite countertops, and the perfect amount of space for both everyday living and entertaining. The spacious floor plan includes three generous bedrooms, two outdoor spaces, elegant marble tile baths, and the convenience of in-unit laundry along with central heat & air conditioning. The primary bedroom leads to its own private balcony for relaxing or morning coffee. The primary bath has dual entry access to the primary and second bedrooms. The third bedroom opens to a second outdoor space and leads down to the parking area. Enjoy an unparalleled Hyde Park lifestyle just steps from Whole Foods, Madison Park, neighborhood dining and shopping, the lakefront, and the vibrant cultural and academic amenities of the University of Chicago. Nearby Metra and CTA transportation provide quick access to downtown Chicago. A happy and spacious home in one of Chicago's most architecturally significant and sought-after neighborhoods.

5041 S Dorchester Avenue Unit #2N, Chicago
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