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

$389,999

4 Beds ⋅ 3 Baths ⋅ 12793649 MLS ⋅ NEW Status

An exceptional opportunity awaits in this masterfully renovated home, seamlessly blending timeless character with high-end modern updates. Highlighted by genuine wood moldings, fresh flooring, a high-efficiency furnace, and all-new exterior infrastructure, including a new roof, windows, tuckpointing, gutters, soffit, and fascia. This residence is completely turn-key. Designed with versatility in mind, the main level features an expansive living room, formal dining space, three bedrooms, a den, and a chef-friendly kitchen with a full pantry. The upper level is exclusively dedicated to a sophisticated primary suite, complete with its own lounge/den area and wet bar. The finished basement provides unmatched extra living space with a massive family room, recreation area, and third full bath. Entertaining is effortless with a rear-overhead garage door leading directly to the paver patio, complimented by a unique layout where each floor enjoys direct access to the private backyard. Minutes from major expressways, transit, and shopping. Easy to Show!!!

3507 W 60Th Place, Chicago

$334,900

4 Beds ⋅ 3 Baths ⋅ 12793602 MLS ⋅ NEW Status

Welcome to this charming Chicago home featuring comfortable living spaces, a functional layout, and a convenient location near schools, parks, shopping, public transportation, and major expressways. A $10,000 credit toward the buyer's closing costs is available with this property, providing an excellent opportunity to reduce upfront expenses. Don't miss this opportunity! Schedule your private showing today!

9112 S Aberdeen Street, Chicago

$950,000

5 Beds ⋅ 4 Baths ⋅ 12793342 MLS ⋅ NEW Status

A rare opportunity to experience elevated city living in Oakland's newest collection of six fee-simple luxury row homes. Designed for those who appreciate architecture, exceptional craftsmanship, and sophisticated modern living, Collection SIX pairs expansive interiors with thoughtfully curated finishes and remarkable outdoor spaces. Spanning three beautifully appointed levels and crowned by a massive 1,000-square-foot private roof deck, each residence offers an extraordinary sense of scale, light, and privacy. Lofty ceilings, clean architectural lines, generously proportioned bedrooms, exceptional closet and storage space, and private yards create a sophisticated living experience that is as functional and comfortable as it is impressive. At the heart of the home is a spectacular chef's kitchen featuring custom cabinetry, oversized quartz countertops, and a premium appliance package, including a Bertazzoni 36-inch range and Dacor refrigerator. The elegant semi-open floor plan seamlessly connects the kitchen to expansive, light-filled living and dining spaces, creating an ideal setting for both everyday living and entertaining while still maintaining a sense of privacy. The luxurious primary suite is a true retreat, offering ample space for a king-sized bed, generous closets, and a spa-inspired en-suite bath featuring a walk-in wet room, curbless shower, and double vanity. The second level also includes two additional bedrooms, a full bath, and a beautifully appointed laundry room with side-by-side washer and dryer, cabinetry, and a utility sink. The fully finished lower level expands the possibilities with a light-filled recreation room, wet bar, beverage cooler, custom cabinetry and shelving, two additional bedrooms, a guest bath, and an exceptionally large storage room-offering the flexibility today's lifestyle demands. And then there is the showstopping rooftop deck. Designed for unforgettable entertaining and effortless outdoor living, this private rooftop retreat features water, electric, and gas connections, along with a convenient indoor wet bar. Imagine summer dinners, evening cocktails, skyline views, and gatherings with friends-all from the comfort of home. Ideally positioned in sought-after Oakland, Collection SIX places you moments from the lakefront, 39th and 41st Street beaches, neighborhood dining, and some of the best of Chicago's South Side. Enjoy easy access to Lake Shore Drive, I-90/94, I-55, and convenient CTA bus and train routes. Downtown Chicago, the South Loop, Hyde Park, the University of Chicago, Museum Campus, and the Griffin Museum of Science and Industry are all within easy reach. A Collection SIX home is more than a residence-it is a sophisticated urban sanctuary where every detail tells a story of quality, comfort, and intention. Discover your oasis in the city at Collection SIX

1012 E 41St Street, Chicago

$1,100,000

5 Beds ⋅ 4 Baths ⋅ 12774843 MLS ⋅ NEW Status

1006 E 41St Street, Chicago

$720,000

4 Beds ⋅ 5 Baths ⋅ 12791424 MLS ⋅ NEW Status

This distinguished four-level graystone sits in the heart of Chicago's historic Bronzeville community and seamlessly blends classic architecture with modern comforts. The home's interior boasts an OPEN FLOOR PLAN accentuated by high ceilings and abundant natural light. HARDWOOD FLOORS flow throughout the main living areas, complemented by TWO FIREPLACES that add warmth and character. The gourmet kitchen is a chef's dream, featuring a central ISLAND WITH COOKTOP, DUAL WALL OVENS, granite countertops, and stainless steel appliances. The luxurious PRIMARY SUITE serves as a private retreat, complete with a spacious WALK-IN CLOSET and a deluxe bathroom outfitted with DOUBLE SINKS, a soaking tub, and a separate shower. Additional amenities include HEATED BATHROOM FLOORS. The FINISHED BASEMENT houses a WET BAR, the fifth bedroom and a RECREATION ROOM. Home has dual heating and air conditioning systems and a THREE CAR, BRICK garage

439 E 48Th Street, Chicago

$135,000

3 Beds ⋅ 2 Baths ⋅ 12792405 MLS ⋅ NEW Status

Single family 3 bedroom 1 1/2 bath home ,2 1/2 car garage,central air,new hot water tsnk (10/21/2026),,working furnace,pull out aluminum vinyl windows, finished basement,washer,dryer, stove, refrigerator,huge backyard,next to private park.Ready for your rehabbing touches,sold As-Is,no survey,no termite,,seller will not do clean out,strictly sold As-Is.Property has the potential for you to buy it and slowly do your upgrades.close to schools, playgrounds, and well maintained homes.

Chicago

$199,900

3 Beds ⋅ 2 Baths ⋅ 12793303 MLS ⋅ NEW Status

COME A TAKE A LOOK AT THIS WELL KEPT RANCH HOME WITH 3 BEDROOMS AND TWO FULL BATHS. THE 3 BEDROOMS ARE ON THE MAIN LEVEL WITH AMPLE CLOSET SPACE . BEAUTIFUL KITCHEN WITH LOTS OF WINDOWS THAT SUNBATH THE INTERIOR OF THIS HOME. FULL FINISHED BASEMENT WITH A FAMILY ROOM AND A FULL FULL BATH. A SEPARATE LAUNDRY ROOM AND UTILITY ROOM. MAKE YOUR APPOINTMENT TODAY

9035 S Parnell Avenue, Chicago

$159,500

5 Beds ⋅ 2 Baths ⋅ 12743639 MLS ⋅ NEW Status

Quality Brick Bunglow located on a quiet block in the heart of Auburn Gresham. Great Investor Opportunity for a Cash or Rehab loan with Large size rooms and additional living quarters in attic with kitchen and living area. Two car Garage, great potential ready for your ideas of Partial Rehab or Full Rehab. Make this into the home of your dreams, great for someone who enjoys rehabbing quality vintage finishings, Sold As Is, Room Sizes are Estimated. Schedule your showing today!!

8107 S Throop Street, Chicago

$119,900

5 Beds ⋅ 2 Baths ⋅ 12776453 MLS ⋅ NEW Status

Chicago

$300,000

6 Beds ⋅ 2 Baths ⋅ 12793201 MLS ⋅ NEW Status

Space, Style, Sophistication In Englewood. | This classic Chicago turn-of-the-century A-frame home has been thoughtfully reimagined to suit your modern lifestyle while retaining its timeless charm. The fully renovated kitchen(2024) is a true centerpiece, rebuilt from the studs with brand-new stainless steel Samsung appliances, custom cabinetry, and a chic tile backsplash. With six spacious bedrooms, three on the first floor and three upstairs there's room for everyone, and each bedroom comes with its own closet for added convenience. Two updated bathrooms, one on each level, combine function and flair. The formal dining room is a multi-purpose space perfect for family meals, hosting gatherings, homework sessions, or game nights. Outdoor living shines with a lemonade porch, patio, deck, and backyard ideal for entertaining friends and family. (Sorry the vacant lot next door is not included.) Upstairs, you'll find a large sitting area, perfect for reading or relaxing. A dry, unfinished basement with a office, or workout space. Major upgrades include a newer A/C condenser 2024, newer windows 2024, a newer roof 2024, a newer hot water heater 2024, and a 5-year-old furnace, so you can move in with confidence. Perfect for multi-generational living, this home balances historic charm with modern updates. And while it's over a century old, it lives like new. Conveniently located, this home is just blocks from St. Bernard Hospital, Englewood High School, Urban Prep Academy, the 63rd Street Red Line stop, and offers easy access to the highway. Schedule your tour today and discover the space, style, and sophistication this home has to offer!

6223 S Princeton Avenue, Chicago

$235,000

4 Beds ⋅ 3 Baths ⋅ 12789561 MLS ⋅ NEW Status

Don't miss this brick 2-story home in the heart of Auburn Gresham! Great curb appeal and a gated entry lead into the well-appointed floor plan with original hardwood floors, high ceilings and large windows. The spacious living room is the perfect place to gather with family and friends. Enjoy meals in the kitchen that conveniently flows into the large dining area. The enclosed porch just off the kitchen is ideal for a mudroom, walk-in pantry or storage. A comfortable bedroom and full hall bath with step-in shower complete the main level. Upstairs, you will find 3 generously-sized bedrooms with large closets and a full bath with tub. The finished basement provides even more living space with a family room, bedroom #5, another full bath, laundry room and more storage. Outside, enjoy the private and fully-fenced yard with a freshly painted oversized 2 car detached garage. Recent improvements include a new furnace, water heater and some appliances 2024, luxury vinyl plank flooring in basement and exterior of garage painted 2026. Conveniently located near shopping, dining, parks, schools, public transportation and more! Come see today!

8619 S Morgan Street, Chicago

$215,000

5 Beds ⋅ 2 Baths ⋅ 12792959 MLS ⋅ NEW Status

Fully updated 5 bedroom split-level home! This move in ready brick and frame home features a bright, functional layout with updated flooring, doors, lighting, and 1.5 modern baths. The refreshed kitchen offers stylish cabinetry, stone countertops, and a spacious dining area. Five generous bedrooms provide flexible space for family, guests, a home office, or gym. Major 2025 updates include thermal windows, a high-efficiency furnace, new siding, and a fully renovated garage with new roof, siding, doors, and built-in shelving. Conveniently located near Jackson Park, the Obama Presidential Center, public transportation, and major roadways. A great opportunity for homeowners or investors seeking a turnkey property in a growing area.

6909 S Ada Street, Chicago

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South Side Homes for Sale

Newest South Side Homes for Sale

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