South Side Homes with Condo Style

South Side Homes with Condo Style

Welcome to the vibrant South Side of Chicago, a neighborhood rich in history, culture, and community spirit. Nestled within Cook County, the South Side is known for its diverse population and a unique blend of urban living and green spaces, making it a sought-after destination for homebuyers looking for condo-style homes.

The South Side boasts an array of charming condominiums that cater to various lifestyles, whether you’re a young professional seeking the buzz of city life or a family looking for a welcoming community. These condos often feature modern amenities, spacious layouts, and stunning views of the Chicago skyline, providing both comfort and convenience. With a variety of styles and price points, there's something for everyone in this dynamic neighborhood.

Residents of the South Side enjoy easy access to an array of local attractions, including the iconic Museum of Science and Industry, the picturesque Washington Park, and the lively 63rd Street corridor filled with shops and eateries. The area is also well-connected by public transportation, making it easy to commute to downtown Chicago or explore nearby neighborhoods.

Community engagement is a hallmark of the South Side, with numerous local events, farmers' markets, and cultural festivals that celebrate the rich heritage of the area. Whether you’re strolling through historic streets or enjoying a meal at a local eatery, the South Side offers a warm and welcoming atmosphere that feels like home.

If you’re considering a move to Chicago, the South Side’s condo living presents an excellent opportunity to immerse yourself in a vibrant community while enjoying the comforts of modern urban living. Come discover the charm of this remarkable neighborhood!

Newest South Side Homes with Condo Style

$140,000
1 Beds ⋅ 1 Baths ⋅ 12718501 MLS ⋅ NEW Status
Spacious and well-maintained 1-bedroom condo in the South Commons complex. This bright unit offers lots of natural light, wood laminate flooring throughout, an expansive open-concept living and dining area, and a private balcony overlooking the pool-ideal for relaxing on summer days and evenings. The kitchen features granite countertops, updated cabinetry, ceramic tile flooring, and stainless steel appliances. Additional highlights include generous closet space and custom window treatments. The building provides on-site management, an outdoor pool, laundry facilities, and additional storage. Owner-occupied building with no rentals permitted. Prime location near 31st Street Beach, IIT, McCormick Place, and the lakefront. Convenient access to CTA bus lines, Green and Red Line trains, and Metra, along with nearby expressways (I-90/94, I-55). Close to Mariano's, Jewel, restaurants, parks, and just minutes to the South Loop, Downtown, Wintrust Arena, and Guaranteed Rate Field.

2901 S Michigan Avenue Unit #405, Chicago
$199,000
3 Beds ⋅ 2 Baths ⋅ 12718485 MLS ⋅ NEW Status
Spacious and sun filled top floor condo includes three nice sized bedrooms, two full baths, recessed lighting, hardwood floors, dishwasher and en suite with jetted tub and stand alone shower. In unit washer/dryer hook-up and central air. Large gated backyard for summertime enjoyment! Only minutes to Hyde Park, The University of Chicago and downtown Chicago. Conveniently located near shopping, dining and transportation.

4949 S Calumet Avenue Unit #3S, Chicago
$149,000
2 Beds ⋅ 2 Baths ⋅ 12718492 MLS ⋅ NEW Status
Spacious 2 bedroom garden style condo with two full baths, recessed lighting and en suite with jetted tub and stand alone shower. In unit washer/dryer hook-up and central air. Large gated backyard for summertime enjoyment! Only minutes to Hyde Park, The University of Chicago and downtown Chicago. Conveniently located near shopping, dining and transportation.

4947 S Calumet Avenue Unit #4N, Chicago
$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 ⋅ ACTIVE 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. Video is available upon request.

238 W 31St Street Unit #4W, Chicago
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