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

$290,000
3 Beds ⋅ 2 Baths ⋅ 12755379 MLS ⋅ NEW Status
LOOK AT THIS BEAUTY!!! THIS WELL MAINTAIN CHICAGO BUNGALOW HAS MANY UPDATES AND ROOM TO EXPAND UP OR DOWN. THIS PROPERTY IS LOCATED IN THE CHICAGO LAWN AREA NEAR A HUGE PARK, SHOPPING AND SCHOOLS. THE HOME FEATURES THE FOLLOWING: 1 FAMILY'S HOME FOR OVER 30 YRS, MODERN KITCHEN AND BATH, PRISTINE HARDWOOD FLOORS, ENCLOSED BACK PORCH, PLENTY OF STORAGE, FULL FINISHED BASEMENT WITH A 2ND KITCHEN, 2 CAR GARAGE (2016), ROOF (2016), WINDOWS (2025) LARGE FAMILY ROOM IN BASEMENT, A 4TH BDRM OR OFFICE OR EXERCISE ROOM IN BASEMENT THE CHOICE IS YOURS, BEAUTIFUL BACKYARD FOR SMALL GATHERING, POTENTIAL TO DUPLEX UP OR DOWN OR BOTH THE SKY IS THE LIMIT IN THIS HOME AND FRESHLY PAINTED THROUGHOUT. NEED I SAY ANYMORE? PROPERTY TAXES SHOWN; TAX YR 2025 WITH 1 EXEMPTION $2,648.73, BUT W/O $3,337.01. COME SEE AND MAKE US AND OFFER.

6523 S Fairfield Avenue, Chicago
$135,000
3 Beds ⋅ 1 Baths ⋅ 12756651 MLS ⋅ NEW Status
Incredible potential in this brick bungalow! Property offers functional layout with separate living and dining room, 3 bedrooms, spacious kitchen and full bath on the main floor plus partially finished basement and unfinished attic . The property is located near schools, parks, retail, and public transportation. Sold AS IS. No survey.

5738 S Ada Street, Chicago
$299,900
3 Beds ⋅ 2 Baths ⋅ 12755911 MLS ⋅ NEW Status
ONLY THE BEST IN THIS THOUGHTFULLY REMODELED TOP TO BOTTOM 5 BEDROOM, 2.5 BATH RANCH HOME ! STEP IN AND NOTICE AMAZING CRAFTSMANSHIP AND ATTENTION TO DETAIL. DESIGNER LIGHTING THROUGHOUT. CUSTOM MILLWORK. BEAUTIFUL KITCHEN WITH WHITE CABINETS QUARTZ COUNTERS, STAINLESS STEEL APPLIANCES, FULL FINISHED BASEMENT WITH TWO BEDROOMS AND A FULL BATHROOM. CUSTOM TILE WORK IN BATHS. 2 CAR GARAGE. EVERYTHING HAS BEEN DONE. YOUR CLIENTS WILL NOT BE DISAPPOINTED. BRING YOUR BUYERS TODAY!!! IT WILL NOT LAST.

1146 E 90Th Street, Chicago
$349,900
3 Beds ⋅ 4 Baths ⋅ 12634181 MLS ⋅ NEW Status
Welcome to sort out "Chatham Park Place." This beautifully refreshed, move-in-ready townhome boasts charm in a desirable gated community! This spacious 3-bedroom, 2 full and 2 half-bath home offers comfortable living with thoughtful updates throughout. The interior has been freshly painted from top to bottom, creating a bright, clean, inviting atmosphere. Developed by renowned Chicago developer Dempsey Travis as "Chatham Park Place," recent improvements include a new microwave, new window treatments, a new roof installed 7/31/2025, a 40-gallon hot water tank installed in 2012, Ceiling fans, and a chandelier attention to the details that make a home feel truly move-in ready. Attached garage and added security and privacy of a gated community. This spacious multi-level residence offers a distinctive layout with generous room sizes throughout. The entry level steps down to an expansive recreation room, complete with a convenient bathroom and plenty of space for entertaining, a home office, or additional living space. The second level features a dramatic hallway with a full mirrored wall opening into an oversized living room. A striking two-sided wood-burning and electric fireplace connects the living and dining areas, creating a warm focal point for both spaces. The dining room opens to a breakfast nook and spacious kitchen, creating an excellent layout for everyday living and entertaining. Upstairs, the third level features three generously sized bedrooms. The primary suite includes a walk-in closet and private en-suite bath. The two additional bedrooms each offer two closets, providing exceptional storage. A unique, spacious home with multiple living areas and an impressive floor plan ready for its next owner. Property "Sold As Is"; the dishwasher has not been used. This property boasts premium access to this gated community.

8125 S Prairie Park Place, Chicago
$384,900
5 Beds ⋅ 3 Baths ⋅ 12756587 MLS ⋅ NEW Status
Step into this beautifully remodeled home and be greeted by a stunning accent wall and refinished hardwood floors. The main level features three bedrooms, a full bathroom, and a completely remodeled kitchen. Upstairs, the spacious attic boasts beautiful cathedral ceilings and offers the perfect setting for a primary bedroom. The additional room can be converted into a walk-in closet, nursery, or extra storage space.The fully finished basement includes a family room, laundry area, and an additional room that can be used as an office, guest room, or flex space. Additional features include two furnaces, two central air-conditioning systems, a two-car garage, and a generously sized yard.Situated in a highly sought-after area, this home is conveniently located near shopping, dining, and transportation.

3531 W 73Rd Place, Chicago
$325,000
3 Beds ⋅ 3 Baths ⋅ 12756214 MLS ⋅ NEW Status
Stop the car!!! This elegant greystone is built to last and ready for you to move into, featuring hardwood floors 5 bedrooms and 2.5 baths for your family needs. Home also features a FULL inlaw space in the finished basement ready for a growing family. outside features a spacious deck great for entertaining plus a gazebo on the patio and a 2 car garage. Gas forced air heat and central air for those warm nights...Pool table stays, don't pass this one by. easy to show. All appliances listed stays !!!

514 W 66Th Street, Chicago
$154,900
3 Beds ⋅ 2 Baths ⋅ 12756137 MLS ⋅ NEW Status
Attention all investors and savvy home buyers! Add instant sweat-equity to incredibly charming 3-bed, 2-bath home in the heart of Englewood. This home has many recent updates and just needs TLC to shine. Conveniently located near schools, parks, shopping, and public transportation. Sold strictly AS-IS. No survey. Cash or renovation loans only. Water will not be activated due to missing plumbing.

1508 W 72Nd Street, Chicago
$339,900
5 Beds ⋅ 2 Baths ⋅ 12756062 MLS ⋅ NEW Status
Beautifully remodeled brick bungalow. Welcome to this beautiful, recently remodeled brick bungalow offering seven bedrooms across three levels, along with spacious and versatile living areas. The main floor features three bedrooms, a comfortable living room, and formal dining room, perfect for everyday living and entertaining. The finished attic provides two additional bedrooms, offering excellent flexibility for guests, a home office, or extended family. The finished basement includes two more bedrooms, a spacious family room, a full bathroom, and a convenient summer kitchen, creating an ideal additional living space. Additional features include an enclosed porch, mostly new windows, and a two-car brick garage with a new roof. With its classic brick exterior, updated features, generous bedroom count, and multiple living spaces, this home offers both character and functionality for a growing or extended family.

6318 S Fairfield Avenue, Chicago
$390,000
6 Beds ⋅ 3 Baths ⋅ 12754612 MLS ⋅ NEW Status
Welcome to this beautifully maintained and thoughtfully updated home in the desirable Chicago Lawn neighborhood! Offering a unique and versatile layout, this property features a full top-floor in-law suite, making it an excellent opportunity for extended family living, guests, or additional living flexibility. Each level offers bright and inviting living spaces, generously sized bedrooms, eat-in kitchens, and stylishly updated bathrooms designed for both comfort and everyday functionality. The home also includes an partially finished basement, providing plenty of potential for additional storage, a recreation area, workshop, or future customization. Outside, you'll find a detached 2-car garage with convenient parking and additional storage space. Whether you're looking for a home that can accommodate a growing household, create a private space for family members, or simply want a property with plenty of possibilities, this home is ready to impress. The property is being sold **AS-IS** and is subject to any open violations. With its spacious layout, flexible living arrangements, updates, and great potential, this is an opportunity you won't want to miss. Come see everything this home has to offer and schedule your private showing today!

6207 S California Avenue, Chicago
$329,900
4 Beds ⋅ 2 Baths ⋅ 12752494 MLS ⋅ NEW Status
Fabulous Chicago Lawn Cape Cod - 4 Bedrooms | 2 Full Baths | Full Unfinished Basement Welcome home to this charming and beautifully maintained Cape Cod nestled in the heart of Chicago's sought-after "Chicago Lawn" neighborhood! This spacious 4-bedroom, 2-full-bath home offers classic character, generous living space, and an abundance of opportunity for the next owner to make it their own. From the moment you arrive, the home's classic yellow-brick exterior, manicured front lawn, mature landscaping, and welcoming front porch create wonderful curb appeal.. This is the kind of home that gives you the best of both worlds-beautifully livable today with plenty of room to add value tomorrow. Whether you're looking for space for your family, room to entertain, or a property with future finishing potential, this Chicago Lawn Cape Cod deserves a place at the top of your list. Come see it for yourself-this one has the space, character, outdoor living, and potential you've been waiting for!

7212 S Christiana Avenue, Chicago
$229,900
4 Beds ⋅ 3 Baths ⋅ 12754903 MLS ⋅ NEW Status
Property requires a significant amount of work and updating and is being sold AS-IS. Cash or renovation loan only. Excellent opportunity for an investor, rehab buyer, or owner-occupant looking to renovate and add value. Space, Potential & Opportunity Await! Expansive 5-bedroom, 3-full-bath home offering three levels of living space, a flexible layout, and detached 2-car garage. Features include a spacious kitchen with granite countertops and stainless-steel appliances, multiple living areas, and a lower level with a bedroom, full bath, and private entrance. Recent improvements include a new roof (2024), new water line (February 2026), and new insulation (2026).

8618 S Aberdeen Street, Chicago
$240,000
3 Beds ⋅ 3 Baths ⋅ 12741781 MLS ⋅ NEW Status
INVESTOR & SAVVY BUYER OPPORTUNITY! This is the kind of property that offers space, flexibility, and room to create value! This solid brick 2-story home was once a legal 2-unit building and is currently being used as a single-family home, giving the next owner options for how to maximize its potential. Featuring 3 bedrooms and 2.5 baths, the home offers generous room sizes, beautiful hardwood flooring, abundant natural light, and a functional layout. The main level features comfortable living and gathering spaces, a spacious kitchen with ample cabinet and counter space, and a convenient half bath for guests. Upstairs, you'll find two generously sized bedrooms, each with space that could serve as a sitting area, dressing room, or personal walk-in closet. An additional room offers flexibility as a third bedroom, home office, or creative space, along with a full bathroom. The full-length basement provides even more possibilities, with laundry hookups and an additional full bathroom. Outside, enjoy a private, fully fenced yard, a private driveway, and plenty of space for outdoor activities or future improvements. For the investor or savvy buyer, the possibilities are where this property gets exciting. Rental income, a future two-unit conversion, renovation and resale, or a customized home-the choice is yours. Solid brick construction and a flexible layout provide a great foundation for bringing your vision to life. Come see the possibilities for yourself-this one is worth a look! The current tenant is month-to-month and prepared to vacate by closing, providing flexibility for potential owner occupants. Property is being sold AS-IS.

7538 S Eggleston Avenue, Chicago
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