South Side Real Estate

Welcome to the vibrant South Side of Chicago, a neighborhood rich in history, culture, and community spirit. Nestled in Cook County, this iconic area is known for its diverse population and a unique blend of urban living and green spaces. The South Side is a tapestry of neighborhoods, each with its own character, from the historic charm of Hyde Park to the artistic vibes of Pilsen.

One of the South Side's most notable features is its commitment to preserving its cultural heritage. The area has been home to numerous influential figures, including the great poet Gwendolyn Brooks and former President Barack Obama. The streets are lined with stunning architecture, from grand historic homes to modern developments, offering a variety of housing options for potential homeowners.

The South Side also boasts an array of parks and recreational spaces, perfect for outdoor enthusiasts. From the expansive Washington Park to the picturesque Jackson Park, residents can enjoy walking trails, playgrounds, and scenic picnic spots. The neighborhood is also home to several cultural institutions, including the DuSable Museum of African American History and the Museum of Science and Industry, providing endless opportunities for exploration and learning.

With a strong sense of community, the South Side is not just a place to live; it’s a place to thrive. Local businesses, farmers' markets, and community events foster connections among residents, creating a welcoming environment for families and individuals alike. Whether you’re looking for a bustling urban lifestyle or a peaceful retreat, the South Side of Chicago has something for everyone. Come discover the charm and vitality of this remarkable neighborhood!

Newest Listings in South Side

4441 S Vincennes Avenue Unit #1, Chicago

$509,900

3 Beds ⋅ 3 Baths ⋅ 12796857 MLS ⋅ NEW Status

THE LAST ONE. THE FINAL OPPORTUNITY. YOUR NEXT CHAPTER COULD BEGIN HERE! This is it! The last available home at 4441 S Vincennes Avenue, and once it's gone, this opportunity is gone with it. Imagine owning nearly 1,900 square feet of beautifully designed, brand-new luxury living, all on one level, with two private outdoor spaces, garage parking, and an exciting 5.99 interest rate opportunity for qualified buyers. The other homes have found their owners. Now it's your turn to discover why. Some homes simply check the boxes. Others make you imagine an entirely different way of living. This is one of those homes. Picture your first Saturday morning here. Sunlight pours through oversized European tilt windows as coffee brews in your gorgeous kitchen. Your favorite playlist fills the room. You open the doors to your private front patio, settle into your favorite chair, and enjoy the feeling of finally being home. Now imagine Friday evening. Friends are arriving. Dinner is underway. Laughter fills the living room while everyone gathers around your stunning kitchen island. Someone pours another glass of wine, the music gets a little louder, and eventually the evening moves outdoors to your private rear patio. This is the home where everyone wants to gather, where celebrations become traditions, and where everyday moments turn into lasting memories. Inside, nearly 1,900 square feet of sophisticated new construction delivers the space and comfort of a single-family home with the effortless convenience of single-level condo living. Expansive open-concept living and dining areas are flooded with natural light, creating an atmosphere that's warm, inviting, and undeniably beautiful. THE KITCHEN IS AN ABSOLUTE SHOWSTOPPER! Sleek white glass appliances, quartz countertops, contemporary cabinetry, generous storage, and a spacious island create the perfect setting for everything from quiet mornings to unforgettable dinner parties. Whether you're preparing Sunday brunch or hosting the holidays, this kitchen was made for gathering. When the day winds down, escape to your private primary suite, complete with a spacious walk-in closet and a beautifully appointed, spa-inspired bathroom. Two additional bedrooms connected by a Jack-and-Jill bathroom offer endless possibilities for guests, family, a home office, or a creative retreat. A separate powder room adds another thoughtful touch, allowing guests to enjoy their own space without entering the private bedroom areas. AND DID WE MENTION THE TWO PRIVATE PATIOS? Morning coffee surrounded by greenery. Summer dinners beneath the evening sky. Fresh flowers, comfortable seating, intimate conversations, and peaceful moments that belong entirely to you. With both front and rear outdoor spaces, you can create two completely different experiences without ever leaving home. Your dedicated garage parking space adds the everyday convenience that makes city living even better. Set in historic Bronzeville, this home places you near the lakefront, Hyde Park, neighborhood restaurants, parks, cultural attractions, and downtown Chicago. Enjoy the energy of the city while having a beautiful private retreat to call your own. AND HERE'S ANOTHER REASON TO MAKE YOUR MOVE! A participating lending partner is offering qualified buyers an interest rate as low as 5.99, subject to loan qualifications, program terms, and rate availability. Ask for details about this exciting financing opportunity. Three bedrooms. Two and one-half bathrooms. Nearly 1,900 square feet. Two private patios. Garage parking. Brand-new construction. All on one level. ONE HOME REMAINS. ONE OPPORTUNITY TO MAKE IT YOURS. Imagine your first dinner party. Your first holiday celebration. Your first quiet Sunday morning when you realize you've found exactly what you've been searching for. The other homes have found their owners. The final chapter of this building's story is waiting to be written. Will it be yours?

4441 S Vincennes Avenue Unit #1, Chicago

$839,900

4 Beds ⋅ 4 Baths ⋅ 12796850 MLS ⋅ NEW Status

SOME HOMES CHANGE YOUR ADDRESS. OTHERS CHANGE THE WAY YOU LIVE. Welcome to Rowhaus, where your next chapter comes with a private rooftop, an attached heated 2-car garage, and an exclusive opportunity for qualified buyers to secure a 5.99 interest rate through a participating lender! Imagine Friday evenings when the workweek is finally behind you. You pull into your private, heated garage, step inside your beautiful new home, and leave the rest of the world outside. No searching for parking. No shared hallways. No compromising on space or privacy. Just the feeling of being exactly where you belong. Welcome to Rowhaus Private Residences, an exclusive collection of newly constructed rowhomes in the heart of Bronzeville, thoughtfully designed for people who believe home should be more than somewhere to sleep. It should be somewhere you love to live. Picture the life you'll create here. Slow Sunday mornings with coffee and music playing in the background. Friends gathered in your beautiful kitchen, laughing over brunch. Holiday dinners, celebrations, and those spontaneous evenings when everyone ends up at your house because it's everyone's favorite place to be. With approximately 3,100 square feet of thoughtfully designed living space, contemporary architecture, and generous entertaining areas, Rowhaus gives you the freedom to live beautifully without sacrificing comfort or functionality. And with the developer now including professionally designed closet installations, even the everyday details are being elevated. BUT WAIT UNTIL YOU EXPERIENCE THE ROOFTOP. Imagine stepping onto your own private rooftop as the sun begins to set, the Chicago skyline glowing in the distance. Your favorite playlist is playing. Friends are arriving. Glasses are raised. Dinner is being served beneath the evening sky. Or perhaps it's just you, a cup of coffee, and a quiet Saturday morning above the city. Create the rooftop you've always wanted-an outdoor lounge, a beautiful dining area, a garden retreat, or the ultimate setting for unforgettable celebrations. With gas, water, and electrical connections already in place, along with a wet bar, this space is ready for your vision. Summer nights. Birthday celebrations. Rooftop brunches. Sunset cocktails. Memories you haven't made yet. And the luxury doesn't end when you come back inside. Enjoy the privacy of owning your own rowhome, the convenience of your attached heated garage, and the freedom of having a home that feels distinctly yours. Nestled on a quiet Bronzeville street near Mandrake Park, Rowhaus offers an extraordinary balance of neighborhood charm and city convenience, with easy access to the lakefront, Hyde Park, restaurants, cultural destinations, and downtown Chicago. AND NOW, ANOTHER REASON TO FALL IN LOVE WITH ROWHAUS: A 5.99 INTEREST RATE! A participating lending partner is offering qualified buyers an interest rate as low as 5.99, subject to loan qualifications, program terms, and rate availability. Ask for details about this financing opportunity. There will always be another restaurant to try, another vacation to plan, another reason to wait. But how often do you find a home that gives you the space, privacy, lifestyle, and location you've been searching for? This is where you'll host your first rooftop dinner. Where friends become family. Where ordinary Tuesdays feel a little more extraordinary. Where you'll celebrate milestones, create traditions, and build a life filled with moments worth remembering. You aren't just buying a home. You're making room for the life you want to live. Maybe it begins here. ROWHAUS | BRONZEVILLE | SCHEDULE YOUR PRIVATE TOUR TODAY.

704 E 41 Street, Chicago

$249,500

3 Beds ⋅ 2 Baths ⋅ 12796836 MLS ⋅ NEW Status

Completely Updated 4 bedroom 2 bath home that offers modern finishes. NEW furnace , A/C, and tankless water heater. This property is in move in condition. Brand new SS Appliance package. The basement offers a large party room, perfect for the upcoming holidays. Taxes are super low. Make your Apt. today.

1401 W 72Nd Street, Chicago

4316 S Michigan Avenue Unit #3S, Chicago

$349,900

3 Beds ⋅ 3 Baths ⋅ 12796830 MLS ⋅ NEW Status

Your next chapter in Bronzeville begins here-and with an interest rate as low as 5.99 and up to $70,000 in grant assistance potentially available to qualified buyers, owning the home you've been dreaming of may be closer than you think! Welcome to 4316 S. Michigan Avenue, where contemporary design, generous living spaces, and an incredible location come together to offer the lifestyle you deserve. Imagine coming home to sunlight pouring through oversized windows, illuminating beautiful finishes and an open, airy living space that immediately feels like home. Picture Saturday mornings with coffee in your kitchen, Sunday brunch with friends gathered around the table, and evenings spent entertaining without ever feeling short on space. This is a home designed not just to impress, but to be lived in and enjoyed. The open-concept living and dining areas flow effortlessly into a beautifully appointed kitchen featuring sleek contemporary cabinetry, quartz countertops, stainless steel appliances, and generous preparation space. Whether you're perfecting your favorite recipe or hosting a holiday celebration, the kitchen is the natural gathering place. A conveniently located main-level powder room offers additional privacy and comfort for guests-an exceptional feature in condo living. When the day winds down, retreat upstairs to your own private sanctuary. The spacious primary suite welcomes you with a walk-in closet and a beautifully finished, spa-inspired bathroom featuring dual vanities and a glass-enclosed shower. Two additional bedrooms offer the freedom to create a lifestyle that works for you. Imagine a beautifully designed home office, a peaceful guest suite, a nursery, or even your own personal fitness studio. The possibilities are yours. With generous proportions, thoughtful design, abundant natural light, and an exterior parking space, this home delivers the comfort and functionality of single-family living with the convenience of a condominium. And then there's the neighborhood! Step outside and experience the energy, history, and culture of Bronzeville. Enjoy convenient access to the lakefront, neighborhood restaurants, parks, Hyde Park, the University of Chicago, the South Loop, and downtown Chicago. From morning walks along the lake to evenings exploring Chicago's incredible dining and entertainment scene, everything you love about city living is within reach. THE OPPORTUNITY GETS EVEN BETTER! Qualified buyers may be eligible for up to $70,000 in grant assistance, and a lending partner is offering an interest rate as low as 5.99 for eligible borrowers, subject to loan terms, qualifications, and rate availability. Additionally, the building is currently undergoing the FHA condominium approval process, which could create another financing option for future buyers if approved. Beautiful design. Room to grow. An extraordinary neighborhood. And financing opportunities that make homeownership even more attractive. Why keep imagining your dream home when you could be living in it? Schedule your private showing and discover what life at 4316 S. Michigan Avenue could look like!

4316 S Michigan Avenue Unit #3S, Chicago

$379,000

5 Beds ⋅ 3 Baths ⋅ 12796785 MLS ⋅ NEW Status

435 W 62Nd Street, Chicago

$259,900

3 Beds ⋅ 2 Baths ⋅ 12796763 MLS ⋅ NEW Status

Welcome to this beautifully renovated brick bungalow home, where classic charm meets modern elegance! This turnkey property offers a bright, inviting interior with a fresh neutral color palette, beautiful flooring, new carpet in bedrooms, recessed lighting, and stylish contemporary finishes throughout. The sun-filled living room features oversized windows that bring in abundant natural light, while the spacious dining area is perfect for everyday meals and entertaining. The updated kitchen showcases white shaker cabinetry, quartz countertops, subway tile backsplash, new stainless steel appliances (will be installed prior to closing), and sleek black hardware. Generously sized bedrooms, including a charming upper-level bedroom with vaulted ceilings and den/office or nursery. The beautifully updated bathrooms feature elegant tiles, modern vanities, and stylish matte black fixtures. The heated enclosed porch offers abundance of natural light and versatile possibilities and can be customized to suit a variety of needs, including a home office, fitness room, hobby room, or additional recreational space. The finished lower level provides additional living and entertaining space, with a spacious recreation room, 4th bedroom and full bath. Step outside to enjoy the expansive backyard, offering plenty of room for outdoor gatherings, gardening, and relaxation. A detached 2 car garage offers additional storage. Enjoy the convenience of I94, CTA Red line stop, parks, schools, shopping and dinings within walking distance. Move right in and enjoy! New roof, windows, HVAC system - seller to install central a/c unit prior to closing and more!

8534 S Rhodes Avenue, Chicago

$155,000

3 Beds ⋅ 2 Baths ⋅ 12796711 MLS ⋅ NEW Status

8842 S Michigan Avenue, Chicago

$1,295,000

12790264 MLS ⋅ NEW Status

Exceptional Gut Renovated Legal 5-Unit Greystone in booming Bronzeville. Fully occupied w/ annual gross income of $115,200 and NOI of over $96k. Building was completely rebuilt to the studs in 2020 under full architectural plans and permits, with City of Chicago Inspections. Features a premium unit mix of three 2BR/2BA units and two 1BR/1BA units. Thoughtfully designed with open layouts and upgraded finishes throughout. All with in unit laundry and individual mechanicals. Fully secured building with gated entry and security system. This renovation pairs the old-world character, aesthetic and craftsmanship of a classic Chicago Greystone solid brick building, with the infrastructure, systems and finishes of modern construction. A fully rebuilt, stabilized boutique multifamily in a highly sought after neighborhood, perfect turnkey investment opportunity. Offering Memorandum available by request.

5021 S Indiana Avenue, Chicago

$394,000

5 Beds ⋅ 3 Baths ⋅ 12796693 MLS ⋅ NEW Status

Beautifully updated and spacious brick bungalow offering a versatile layout with multiple living areas. The first floor features 3 bedrooms, 1 full bath, a living room, dining room, and a dedicated office, along with hardwood floors throughout and stainless steel appliances. The basement features an in-law unit with 3 bedrooms, 1 full bath, a laundry room, tile flooring, and its own separate exit, providing additional living space and flexibility. The attic offers even more space with a kitchen, 2 bedrooms, and 1 full bath. Exterior features include a 2-car garage and an additional concrete parking slab. With generous space and a flexible layout, this property offers plenty of possibilities for extended family living or investment potential. Property is being sold AS IS.

6540 S Artesian Avenue, Chicago

$419,900

5 Beds ⋅ 4 Baths ⋅ 12792510 MLS ⋅ NEW Status

Beautifully renovated in 2026, this spacious 3-story, 5-bedroom, 3.5-bathroom Chicago home blends modern luxury with comfortable living. The chef's kitchen features brand-new Samsung appliances, marble countertops and backsplash, and additional cabinetry. Enjoy 10-foot ceilings, oak hardwood floors, contemporary fixtures, and recessed LED lighting throughout. The spacious living room features an electric fireplace, creating a warm and inviting atmosphere. The expansive primary suite offers a separate sitting area and private deck, while the spa-inspired primary bathroom includes a soaking tub, separate shower, and double vanity. Two separate heating systems provide added comfort and flexibility. The finished walkout basement offers versatile space for an office, recreation, or fitness room. An additional 1-bedroom, 1-bathroom ADU offers flexibility for guests, extended family, or potential rental income, subject to applicable requirements. Outdoor entertaining space, ample storage, and three detached parking pads complete this exceptional property. Schedule your showing today!

7749 S Green Street, Chicago

$120,000

3 Beds ⋅ 1 Baths ⋅ 12791489 MLS ⋅ NEW Status

Calling all investors and experienced rehabbers! This single story, 3 bedroom,1 bathroom home presents an opportunity for buyers looking to renovate and add value. Situated on a corner lot, the property features a layout ready for a new vision. Property is being sold AS-IS.

8801 S Wood Street, Chicago

$160,000

5 Beds ⋅ 2 Baths ⋅ 12795389 MLS ⋅ NEW Status

Located in West Englewood on historic Marquette BLVD just blocks from Ogden Park you will find this spacious bungalow style two unit which offers an expansive layout and a great opportunity to live in one unit and rent the other out or rent them both out while collecting passive income. This home feels larger than it looks with classic modern updates while preserving the classic bungalow feel so many have grown to love. The first-floor unit features hardwood floors throughout, a large living room with decorative fireplace, formal dining room and two bedrooms with a modern kitchen offering newer cabinets/counters. The second-floor unit is slightly larger with similar layout while providing three bedrooms. Bathrooms in both units are newer and clean, each unit has individual HVAC, and the basement is finished offering additional living space with rental income potential! Off the rear of the home you will find space for two cars in the parking pad, the location is ideal being so close to the Red Line and Dan Ryan, this home offers tremendous upside and should not be overlooked!

1044 W Marquette Road, Chicago

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South Side Real Estate

Newest Listings in South Side

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