South Side Condos for Sale

South Side Condos for Sale

Welcome to the vibrant South Side of Chicago, a neighborhood rich in history, culture, and community spirit. Nestled in Cook County, this area boasts a unique blend of urban charm and suburban tranquility, making it an ideal destination for those seeking a dynamic lifestyle. Known for its diverse population, the South Side is home to a variety of cultural institutions, parks, and local eateries that reflect the neighborhood's rich heritage.

As you explore the South Side, you’ll discover an array of condos for sale that cater to different tastes and budgets. Whether you're a first-time homebuyer or looking to downsize, the South Side offers modern amenities, spacious layouts, and stunning views of the city skyline. Many of these condos are situated in well-maintained buildings, providing residents with access to fitness centers, rooftop terraces, and community lounges—perfect for social gatherings or unwinding after a long day.

Living in the South Side means embracing a lifestyle filled with convenience and connectivity. With easy access to public transportation, you can effortlessly navigate the city, whether you're commuting to work or enjoying a day out in downtown Chicago. The neighborhood is also home to numerous parks and recreational areas, ideal for outdoor enthusiasts and families alike.

Discover the charm of South Side living today! Explore our available condos for sale and find your perfect home in this thriving community. Experience the warmth and vibrancy of a neighborhood that truly feels like home. Your dream condo awaits!

Newest South Side Condos for Sale

$150,000
1 Beds ⋅ 1 Baths ⋅ 12717033 MLS ⋅ NEW Status
Top-floor unit with 9-ft ceilings throughout - significantly taller than standard floors. East-facing windows offer open views overlooking the athletic fields. Located within a gated community surrounded by multiple sports facilities: soccer, basketball, track, tennis - all steps away. Directly adjacent to IIT; residents may enjoy access to campus amenities. Exceptionally bright and open floor plan. Unbeatable location - minutes to South Loop, Chinatown, and Lake Michigan. Just a 5-minute walk to the CTA station, 20 minutes to the lakefront, and 5-minute drive to Chinatown. Close to everything: dining, shopping, and everyday conveniences. A rare find that combines space, light, and unparalleled convenience.

3021 S Michigan Avenue Unit #510, Chicago
$119,900
1 Beds ⋅ 1 Baths ⋅ 12717039 MLS ⋅ NEW Status
WELCOME HOME TO THIS BEAUTIFULLY UPDATED 1-BEDROOM, 1-BATH CONDO OFFERING THE PERFECT COMBINATION OF STYLE, COMFORT, AND LOCATION! THIS MOVE-IN READY UNIT FEATURES GORGEOUS HARDWOOD FLOORING, QUARTZ COUNTERTOPS, MODERN CABINETRY, STAINLESS STEEL APPLIANCES, AND A SPACIOUS OPEN LAYOUT FILLED WITH NATURAL LIGHT. ENJOY A COZY FIREPLACE, IN-UNIT LAUNDRY, AND PEACEFUL COURTYARD VIEWS FROM YOUR PRIVATE PATIO. THE BUILDING OFFERS A SECURE GATED ENTRANCE, GATED PARKING, LOW PROPERTY TAXES, AND A LOW HOA FEE, MAKING THIS AN AFFORDABLE OPPORTUNITY FOR BOTH HOMEOWNERS AND INVESTORS. IDEALLY LOCATED JUST MINUTES FROM THE NEWLY OPENED OBAMA PRESIDENTIAL CENTER, THE UNIVERSITY OF CHICAGO, WASHINGTON PARK, PUBLIC TRANSPORTATION, SHOPPING, AND DINING. PERFECT FOR A FIRST-TIME HOMEBUYER LOOKING FOR A MOVE-IN READY HOME OR AN INVESTOR SEEKING A STRONG RENTAL OPPORTUNITY IN A RAPIDLY GROWING AREA. DON'T MISS YOUR CHANCE TO OWN IN ONE OF CHICAGO'S MOST EXCITING AND UP-AND-COMING NEIGHBORHOODS!

5148 S King Drive Unit #C1, Chicago
$225,000
1 Beds ⋅ 1 Baths ⋅ 12716689 MLS ⋅ NEW Status
Chicago penthouse condo living with amazing lake and city skyline views with two garage parking spaces. This completely upgraded one-bedroom features open foyer, hardwood floors, floor to ceiling windows in the living space, raised panel wood cabinets, granite countertops, stainless farmhouse sink, island with seating and stainless-steel appliances. Spacious bedroom with large closet. The bath has been completely renovated with stone shower and frameless glass door and updated vanity. Private balcony for grilling or taking in the gorgeous views. Two premiere garage parking spaces included in the price. This full amenity building offers friendly full-time doorperson, exercise facility, fabulous sundeck and outdoor pool, landscaped garden, bike room, storage and professional management. Easy access to all the city's entertainment venues, restaurants and transportation.

2605 S Indiana Avenue Unit #2205, Chicago
$179,900
2 Beds ⋅ 2 Baths ⋅ 12716586 MLS ⋅ NEW Status ⋅ Stratford South Commons BLDG.
Best Condo deal in the area! Experience the best of urban living in this impeccably maintained condo at The Stratford at South Commons. Enjoy breathtaking north-facing views of Chicago's downtown skyline from two private balconies, perfect for relaxing or entertaining. This spacious unit features parquet floors throughout, a modern kitchen with appliances, and a generously sized master bedroom with an ensuite full bath and abundant closet space. Conveniently located within walking distance to banks, restaurants, shopping, and the lakefront, with quick access to the Chicago Loop. Garage parking included. Easy to show-this rare opportunity won't last! Move in Ready. AS IS.

2605 S Indiana Avenue Unit #402, Chicago
$190,000
3 Beds ⋅ 2 Baths ⋅ 12716058 MLS ⋅ NEW Status
Spacious 3 bedroom and 2 full bath condominium features a large open living area with balcony access, mantel fireplace and kitchen with oak cabinetry, granite countertops and peninsula. New Frigidaire Gallery series stainless steel wall oven, range top, dishwasher and microwave oven. Recessed lighting throughout with exposed brick. Master suite also has a private full bath and rear deck access. In unit washer/dryer hook-up, nice closet space and central air. Gated parking. Steps to green line and Washington Park. Easy access to the expressway, Hyde Park and the lakefront.

5928 S Prairie Street Unit #3, Chicago
$145,000
1 Beds ⋅ 1 Baths ⋅ 12715671 MLS ⋅ NEW Status
CASH only offer, priced to sell. Welcome to Bronzeville! Rarely available top-floor one-bedroom "penthouse" condo in a 1920s French-style elevator building. This well-maintained home features soaring 14' ceilings, 7' window bays, original hardwood floors, and skyline views. The open layout includes a gourmet kitchen with granite countertops, island seating, and stainless steel appliances. Spacious bedroom fits a king bed with organized closets. HOA allows washer/dryer installation; community laundry and storage available. Deeded heated garage parking included. Pet-friendly, non-smoking building professionally managed. Prime location-1/2 block to Mariano's, near CTA Green Line, Mandrake Park, and the lakefront. Easy access to LSD, I-90/94 & I-55. Don't miss this excellent opportunity to be an owner or investor!

405 E Oakwood Boulevard Unit #4L, Chicago
$549,000
3 Beds ⋅ 2 Baths ⋅ 12715672 MLS ⋅ NEW Status ⋅ Opera Lofts BLDG.
A truly one-of-a-kind loft offering an extraordinary blend of history, scale, and architectural character. Once home to the original hardware used by the Lyric Opera to construct production sets, this remarkable residence showcases breathtaking 27-foot ceilings at their highest point, creating an unforgettable sense of volume and light. Thoughtfully designed across three levels, the unique open-concept layout offers exceptional flexibility with three open bedrooms, two dedicated office spaces-including one that can easily serve as an expansive walk-in dressing room-and two full bathrooms. Designed for both everyday living and effortless entertaining, the dramatic main living area flows seamlessly into the dining space and spacious kitchen. The kitchen features a large island with breakfast bar seating, abundant cabinetry, granite countertops, and stainless steel appliances. The natural stone bathrooms provide a spa-like retreat, highlighted by a luxurious primary bath with a double vanity, separate shower, and oversized jetted soaking tub. Completing this exceptional home is a private balcony showcasing city and lake views to the east, in-unit laundry, impressive storage throughout, and an attached garage parking space included in the price. Ideally located with convenient access to Lake Shore Drive, I-55, I-90/94, the lakefront, downtown Chicago, and everything the city has to offer, this is a rare opportunity to own one of Chicago's most distinctive loft residences.

2545 S Dearborn Street Unit #702, Chicago
$255,000
3 Beds ⋅ 2 Baths ⋅ 12715641 MLS ⋅ NEW Status
Welcome home to this meticulously maintained 3-bedroom, 2-bath garden unit offering an impressive 1,500 square feet of comfortable living space in the heart of Bronzeville. Hardwood floors flow throughout the home, while the spacious kitchen features stainless steel appliances and opens seamlessly to the living area, creating an inviting space for everyday living and entertaining. The private primary suite offers its own en-suite bath, and the convenience of in-unit laundry makes daily life even easier. Low monthly assessments and an investor-friendly association add exceptional value, whether you're searching for your next home or an investment opportunity. Ideally located near parks, restaurants, shopping, and public transportation, this move-in-ready home combines comfort, convenience, and a prime location. A wonderful place to call home-or a smart addition to your investment portfolio!

4520 S King Drive Unit #1B, Chicago
$299,000
3 Beds ⋅ 1 Baths ⋅ 12703952 MLS ⋅ NEW Status
Welcome to Armour Square Signature Residence | Willis Tower Vista-a spacious, completely renovated and rebuilt 3-bedroom, 1-bath residence that blends timeless Chicago red-brick character with modern luxury in the highly desirable Armour Square neighborhood. Thoughtfully designed with high-end finishes, designer lighting, an elegant electric fireplace, and the convenience of in-unit laundry, this home offers refined comfort and move-in-ready living. From your kitchen window, enjoy a view of the iconic Willis Tower while preparing appetizers for friends or your morning coffee. Filled with natural light and crafted for today's lifestyle, every detail has been carefully selected to create a warm, sophisticated living experience. Ideally located just minutes from Downtown, the South Loop, Chinatown, and Bridgeport, you'll enjoy easy access to major expressways, CTA and Metra transit, acclaimed restaurants, vibrant cafes, art galleries, Ping Tom Memorial Park, the Chicago Riverwalk, and Guaranteed Rate Field. Investor-friendly, the HOA permits rentals with no rental cap, offering exceptional flexibility for both owner-occupants and investment buyers. Whether you're looking for a stylish primary residence, a turnkey investment, or the perfect city retreat, this home offers the ideal blend of historic charm, modern elegance, and outstanding urban convenience.

238 W 31St Street Unit #4W, Chicago
$125,000
1 Beds ⋅ 1 Baths ⋅ 12714851 MLS ⋅ NEW Status

2901 S Michigan Avenue Unit #1610, Chicago
$229,900
2 Beds ⋅ 2 Baths ⋅ 12714238 MLS ⋅ NEW Status
Move right into this beautifully maintained top-floor 2-bedroom, 2-bath condo featuring an open and inviting layout. The updated white kitchen offers 42" cabinets, stainless steel appliances, granite countertops, and plenty of storage, making it perfect for everyday living and entertaining. The spacious primary suite is truly oversized, while the second bedroom, located adjacent to the living room, features elegant French doors, making it ideal as a bedroom, home office, or guest room. Recently refinished hardwood floors throughout, fresh paint, in-unit laundry, central air conditioning, and abundant natural light are a few highlights of the unit. This pet-friendly building offers low monthly HOA dues, low property taxes, and no rental restrictions, making it an excellent opportunity for both owner-occupants and investors. Conveniently located close to Metra, public transportation, shopping, dining, and more.

7209 N Damen Avenue Unit #3, Chicago
$449,900
4 Beds ⋅ 3 Baths ⋅ 12552430 MLS ⋅ NEW Status
At nearly 3,000 square feet, this spacious duplex-down condo offers the comfort and feel of a single-family home in the heart of Bronzeville. The home reflects normal wear and presents a wonderful opportunity for the next owner to add their own style through a few cosmetic updates. This 4 bedroom, 3 bath open-concept condo welcomes you with hardwood floors throughout the main floor and a beautiful walnut inlay that highlights the fireplace. A spacious kitchen with stainless steel appliances, granite countertops, and a center island that flows seamlessly into the dining and living areas perfect for everyday living and entertaining. The oversized primary suite includes a private deck and a spa-like bath with a whirlpool tub, separate shower, and double vanity. A second bedroom and full bath, along with flexible space for a home office or sitting area, complete the main level.The lower level offers 10-foot ceilings, a large family room with a second fireplace, two additional bedrooms, a full bath, in-unit laundry, and extra space for a home gym, playroom, or media room. Private storage and one gated parking space are included in this low monthly assessments, self-managed building. Located on a quiet, tree-lined block surrounded by historic and newer homes, you're just steps from King Drive and the annual Bud Billiken Parade. Enjoy easy access to the CTA Green Line, Metra, major expressways, Mariano's, Jewel-Osco, Guaranteed Rate Field, McCormick Place, the lakefront, downtown Chicago, restaurants, coffee shops, and Bronzeville's vibrant arts and cultural scene. Front and back exterior security cameras are included with this unit, a new owner monitoring subscription will be required. Come see why this isn't just another condo-it's a home with room to live.

435 E 42Nd Street Unit #1, Chicago
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