South Side Homes for Sale

South Side Homes for Sale

Welcome to the vibrant neighborhood of South Side in Chicago, Illinois! Known for its rich history and diverse community, South Side offers a wide range of opportunities for those looking to call this area home.

Situated in Cook County, South Side is a bustling region that boasts a variety of homes for sale. Whether you're in search of a cozy townhouse, a spacious single-family home, or a modern condominium, South Side has something to suit every taste and budget.

One of the key advantages of living in South Side is its convenient location. With easy access to downtown Chicago and major highways, commuting to work or exploring the city's attractions is a breeze. Additionally, the neighborhood is well-served by public transportation, making it easy to navigate and explore the surrounding areas.

South Side is also home to a plethora of amenities and attractions. From beautiful parks and recreational facilities to trendy shopping districts and renowned restaurants, there is always something to see and do. Residents can enjoy a leisurely stroll along the lakefront, catch a game at one of the nearby stadiums, or immerse themselves in the vibrant arts and cultural scene that South Side has to offer.

If you're in the market for a new home, South Side presents an array of options to choose from. With its rich history, diverse community, and convenient location, South Side is a fantastic place to put down roots and experience the best that Chicago has to offer.

Newest South Side Homes for Sale

$409,999
4 Beds ⋅ 3 Baths ⋅ 12716212 MLS ⋅ NEW Status
Come see this beautifully renovated, move-in-ready home. It features a brand-new roof, soffit, fascia, gutters, windows, tuckpointing, updated flooring, high efficiency furnace and genuine wood moldings throughout. The main level boasts a spacious living room, a formal dining room, three bedrooms, a full bathroom, a den and a large kitchen with a full pantry. Upstairs, you will find a private primary bedroom suite complete with its own wet bar area and a separate den. The fully finished basement offers a massive open family room, an ample recreation room, a full bathroom, a utility room, and a laundry room. For extra convenience, the garage includes a rear overhead door that opens directly to the backyard and pavers patio, perfect for entertaining. A truly unique feature of this home is that every floor has its own direct exit to the backyard. Conveniently located near public transportation, restaurants, expressways, and shopping, this home has absolutely everything you need. Don't miss out!

3507 W 60Th Place, Chicago
$259,900
7 Beds ⋅ 3 Baths ⋅ 12716205 MLS ⋅ NEW Status
Completely Reimagined & Move-In Ready: Expansive 7-Bedroom Gem! Welcome home to this breathtaking, fully gut-rehabbed 2-story residence offering an incredibly rare 7 bedrooms, 3 full bathrooms, and an expansive layout designed for modern living. Stripped down and completely reimagined in 2026, this turn-key property seamlessly blends historic charm with sleek, contemporary upgrades. Step inside to discover a bright, airy main level boasting high ceilings, brilliant modern lighting, and gleaming new flooring throughout. The flowing floor plan is perfect for hosting gatherings of any size. The modern aesthetic continues with fresh, designer-curated paint and the perfect finishing touches. Need space? You'll love the fully finished basement, offering incredible flexibility for multigenerational living. Enjoy total peace of mind with brand-new central heating and A/C, updated plumbing and electric, and brand-new energy-efficient windows that flood the home with natural light. Situated on a generous 3,123 sq. ft. lot, the exterior features an easy-access rear entry with a dedicated off-alley parking pad. With every detail meticulously updated, all that's left to do is move in! Schedule your private tour today.

6843 S Carpenter Street, Chicago
$369,500
4 Beds ⋅ 3 Baths ⋅ 12716185 MLS ⋅ NEW Status
ABSOLUTELY STUNNING RECENTLY REHABBED FIVE BEDROOM HOME JUST MINUTES AWAY FROM 90/94 AND WALKING DISTANCE TO SHOPPING, RETAIL, SCHOOLS, PARKS, AND ALL THAT THE AREA HAS TO OFFER. THE MAIN LEVEL OF THIS METICULOUSLY MAINTAINED HOME FEATURES AN OPEN CONCEPT LIVING ROOM/DINING ROOM, UPDATED KITCHEN WITH AMPLE CABINET AND COUNTERTOP SPACE, TWO SPACIOUS BEDROOMS, AND FULL BATH. THE UPSTAIRS INCLUDES THE PRIMARY SUITE FEATURING A HUGE WALK-IN CLOSET/SITTING ROOM, FULLY REHABBED SHARED BATH, AND ADDITIONAL OVERSIZED BEDROOM. THE LOWER LEVEL OF THIS GEM INCLUDES A MASSIVE DEN/LIVING ROOM, ADDITIONAL BEDROOM WITH WALK-IN CLOSET, FULL BATH WITH BEAUTIFUL FULLY TILED SHOWER, ADDITIONAL STORAGE SPACE, AND LAUNDRY AREA. THIS HOME ALSO FEATURES UPDATED PLUMBING, ELECTRICAL, HVAC, NEWER DECK/PORCH, AND TWO CAR GARAGE.

7643 S Eberhart Avenue, Chicago
$149,999
3 Beds ⋅ 1 Baths ⋅ 12716012 MLS ⋅ NEW Status
Updated 3-bedroom, single-family home in Greater Grand Crossing featuring a spacious layout and comfortable living areas throughout. The home offers great natural light, and a functional floor plan designed for everyday living. Full basement provides additional space and flexibility for future finishing or storage. Convenient location near schools, parks, public transportation, and city amenities. Move-in ready and a great opportunity for both homeowners and investors.

7553 S Saint Lawrence Avenue, Chicago
$409,900
5 Beds ⋅ 3 Baths ⋅ 12715551 MLS ⋅ NEW Status
Stunning 5-Bedroom, 3-Full-Bath Home with Finished Basement and Designer Upgrades! Featuring 5 spacious bedrooms, 3 full bathrooms, and three finished levels of living space, this exceptional property is designed to impress. The upper level showcases a luxurious primary suite with a cozy fireplace, creating the perfect private retreat. The spa-inspired en-suite bathroom features a double-sink vanity, while two additional bedrooms, a full hall bathroom, and laundry room complete the second floor. On the main level, you'll find a stunning custom kitchen showcasing elegant quartz countertops, stainless steel appliances, a center island, and beautiful cabinetry-perfect for everyday living and entertaining. The inviting living room features a modern electric fireplace, while the separate dining room provides the ideal setting for family meals and special occasions. The full bathroom and extra bedroom on the main level adds extra convenience for guests and everyday use. The fully finished basement offers family room with another fireplace, an additional bedroom, and recreation room that can easily serve as a home office, playroom or gym. Additional highlights include a profesionally installed 200 amp electrical service, 2-car garage, new roof, beautiful wood privacy fence, a nicely sized backyard, and a charming front deck perfect for relaxing outdoors. This move-in-ready home offers space, quality finishes, and flexible living areas to meet all your needs. Don't miss the opportunity to make this exceptional property your next home!

1039 W 97 Street, Chicago
$135,000
3 Beds ⋅ 2 Baths ⋅ 12715905 MLS ⋅ NEW Status
Summer is calling, and so is your new home at 1146 W 88th Street. This warm and inviting 3-bedroom, 1.5-bath home sits on an expansive 5,625 sq ft total lot, nearly double the size of a standard Chicago lot. The sale includes a separate side lot on its own PIN, offering endless possibilities to expand, garden, add an ADU, or simply enjoy the rare, sprawling outdoor space. As summer winds down, imagine hosting a Labor Day barbecue or outdoor gathering in your spacious yard just in time for the season's last warm days. Lovingly maintained by the same family for over 50 years, this home is ready for your personal touch. It boasts a solid foundation and a classic layout, full of character from another era, that can be lived in comfortably while you work on modernizing and updating the space. You will find an abundance of versatile space throughout, including a bright main level with a living and dining area, a functional kitchen, a comfortable bedroom, and a family room perfect for gatherings. The upper level features two generously sized bedrooms with ample closet space. The lower level offers even more value with a massive recreation room, a bonus room, and a dedicated utility and storage area. Located in a friendly, established neighborhood where long-term homeowners take pride in their community, this home is a true blank canvas. Step outside and imagine summer barbecues and backyard gatherings in your own spacious outdoor retreat. For those who commute, the Brainerd Metra Station on the Rock Island District line is just a short walk away, making travel into the city a breeze. Homes with this much potential and land do not come around often, so schedule your private showing today.

1146 W 88Th Street, Chicago
$250,000
2 Beds ⋅ 2 Baths ⋅ 12673496 MLS ⋅ NEW Status
BLONDE BRICK RANCH IN WASHINGTON HEIGHTS. 3 bdrm w/ 2 full bath! This home is move in ready. Finished basement with bedroom. Completely redecorated. 2 car garage and back yard for entertaining. Well kept neighborhood.

8955 S May Street, Chicago
$275,000
3 Beds ⋅ 2 Baths ⋅ 12715846 MLS ⋅ NEW Status
The seller is willing to buy down the buyer's interest, all-brick Home total of 5 bedrooms, 2 full bathrooms, Over sized Land (45X160) will NOT last, New kitchens, newer windows, new plumbing with copper pipes, new doors, newer finished hardwood floors, all new electrical wiring. The finished English basement includes a full bathrooms, and two bedrooms with a nice seating area & exterior access. The property features a fenced backyard and ample parking. ADT alarm equipment is included; service transfer to the buyer will be completed at closing. The home is easy to show. Broker-owned property. Buyer's pre-approval must be emailed or text prior to scheduling a showing. Property is protected by ADT Security; please follow showing instructions carefully. Upon contract acceptance, the seller requires a minimum $2,500 cashier's check payable to Dean Galanopoulos, Escrowee, delivered to the seller's attorney.

8117 S Michigan Avenue, Chicago
$354,900
5 Beds ⋅ 2 Baths ⋅ 12715715 MLS ⋅ NEW Status
seller credits available to assist with closing cost! Discover this oversized home with 8 bedrooms and 2 full bathrooms, located in the growing Gage Park area of Chicago, Illinois. It's larger than a typical home, offering ample space for your family. Conveniently located just 10 minutes from Midway Airport, it's also close to public transportation, shops, and dining. This is a fantastic opportunity-the house is in good condition and move-in ready! Don't miss out on this growing neighborhood!

6455 S California Avenue, Chicago
$160,000
3 Beds ⋅ 2 Baths ⋅ 12715610 MLS ⋅ NEW Status

9640 S Morgan Street, Chicago
$289,000
4 Beds ⋅ 2 Baths ⋅ 12715608 MLS ⋅ NEW Status
Tastefully renovated 4 bedroom, 2 bath home featuring modern finishes throughout. Step inside to find wood laminate flooring, an updated kitchen, and stylishly renovated bathrooms. Situated on a rare double lot, this property offers an expansive yard with endless possibilities for outdoor entertaining, gardening, or future expansion. Move-in ready and thoughtfully updated don't miss this exceptional opportunity!

8942 S Aberdeen Street, Chicago
$249,000
4 Beds ⋅ 3 Baths ⋅ 12708864 MLS ⋅ NEW Status
Welcome to 8438 S. Morgan Ave.-an outstanding short-sale opportunity in Auburn Gresham! Whether you're an investor looking for your next portfolio addition or a buyer ready to build quick sweat equity, this property offers a solid foundation and tasteful interior updates already underway. Step inside to a bright, airy living and dining area featuring rich dark hardwood floors and large windows that create a warm, inviting atmosphere. The seamless flow leads into an updated, spacious kitchen outfitted with modern white cabinetry, a striking mosaic tile backsplash, beautiful faux-marble counter surfaces, and sleek stainless steel refrigeration. The bedrooms offer comfortable retreats with original hardwood flooring, functional closet spaces, and ceiling fans. The tiled full bathroom provides a solid layout with traditional accents and built-in vanity storage. Bring your pre-approvals or proof of funds-don't miss out on this fantastic value opportunity!

8438 S Morgan Street, Chicago
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