South Side Homes under $750,000

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 suburban charm. This area boasts a variety of architectural styles, from classic bungalows to modern townhomes, making it an appealing choice for homebuyers at all stages of life.

For those seeking homes under $750,000, the South Side offers an impressive range of options. Whether you’re a first-time buyer looking for a cozy starter home or a growing family in need of more space, you’ll find properties that fit your budget without compromising on quality or location. Many homes in this price range feature spacious layouts, inviting backyards, and proximity to local parks, schools, and public transportation.

The South Side is also home to several vibrant neighborhoods, each with its own unique character. From the historic streets of Bronzeville, known for its rich African American heritage, to the artistic vibe of Pilsen, you’ll discover a community that embraces diversity and creativity. Additionally, the South Side is conveniently located near downtown Chicago, offering easy access to the city’s best dining, shopping, and entertainment options.

Living in the South Side means becoming part of a welcoming community that values connection and support. With a strong sense of neighborhood pride and a commitment to growth and development, the South Side is not just a place to live; it’s a place to thrive. Come explore the possibilities and discover your dream home in this enchanting part of Chicago!

Newest South Side Homes under $750,000

$159,900

4 Beds ⋅ 2 Baths ⋅ 12774196 MLS ⋅ NEW Status

Let's face it....this market has really been a challenge for some buyers when it comes to finding their own place and space in todays market. Coupled with low property taxes, this is the perfect opportunity to own. This very quaint hidden gem is ready for it's new owner. Perfect for a first time home buyer. Even though its a house, it gives you a condo/duplex feel. Few places offer an all-brick, four-bedroom, two-bath home at this price point without requiring some work. Or perhaps you are an investor looking for a great return on your investment. You could actually recoup your initial investment in a very short amount of time with tenants. Plenty of yard space for family gatherings......The possibilities are endless....come take a look! PERFECT FOR FIRST TIME HOME BUYERS AND INVESTORS sold as -is.. you won't be disappointed.

7204 S Rhodes Avenue, Chicago

2901 S Michigan Avenue Unit #405A, Chicago

$130,000

1 Beds ⋅ 1 Baths ⋅ 12778986 MLS ⋅ NEW Status

Corner unit, 1 BD/1 BA condo (in an elevator building), with a covered a balcony over looking the pool. The condo has southern and western sun exposures. There is wood laminate flooring throughout the unit. The kitchen features granite countertops, a breakfast bar, updated cabinetry, ceramic tile flooring, and stainless steel appliances. Additional condo highlights include: 2 wall units for heat/air, a jetted bathtub, generous closet space, and roller solar shades. The building provides on-site management & maintenance, an outdoor swimming pool, and card-operated laundry facilities. There is 1 storage cage included in the price. Prime location near 31st Street Beach, IIT, McCormick Place, and the Lakefront Trail. Convenient access to CTA bus lines, CTA 35th-Bronzeville-IIT Green Line Station, CTA Sox-35th Red Line Station, 35th St - Lou Jones METRA Station, and multiple expressways (I-90/94, I-55). Close to Mariano's & Jewel Osco. Just minutes to the South Loop, the Loop, Wintrust Arena, and Guaranteed Rate Field. Samsung Top Freezer Refrigerator (2017). GE Gas Range (2010). Parking is currently on a waitlist. Rentals are NOT permitted. Sellers offering 2-1 Interest Rate Buydown!

2901 S Michigan Avenue Unit #405A, Chicago

2605 S Indiana Avenue Unit #1007A, Chicago

$140,000

1 Beds ⋅ 1 Baths ⋅ 12778978 MLS ⋅ NEW Status ⋅ Stratford South Commons BLDG.

836 sq. ft. 1 BD/1 BA southeast corner unit condo + 1 uncovered parking spot in the parking structure @ "The Stratford at South Commons". Cats OK - 2 pet count maximum. No dogs allowed! Rentals NOT allowed for new unit owners. Non-refundable move-in/move-out charge: $275. Refundable elevator deposit: $250. There are 2 wall-units for air conditioning. The unit is heated by a central boiler system located on the top floor of the building. The boiler supplies hot water that radiates heat to the condo through coils in the floor and ceiling surfaces. The temperature cannot be adjusted individually for any unit. Garbage disposals + in-unit washers & dryers are NOT allowed by the HOA. Electric or propane grills are permitted on unit balconies. No Sunday or Holiday moves allowed. Monthly Assessment: $853 (Internet, Cable TV, Heat, Doorstaff, Common Area & Exterior Maintenance, Lawn Care, Parking, Snow Removal, Water, & Trash Removal). There is an additional storage cage located off of the main lobby area. No ongoing or upcoming special assessments. Reserves: $1.1 million (as of 06/04/2026). Kenmore Range (2019). Kenmore Refrigerator (2019). Panasonic Microwave (2024). The building has gone through many recent renovations since 2023 including: facade & garage repairs, pool updates, and riser upgrades. The building has an exercise room, a bike room, a laundry room, and an outdoor pool with a grilling area. Windows are HOA responsibility. Easy access to I-90/94, I-55, Wintrust Arena, Rate Field, Chinatown Square, Illinois Institute of Technology McCormick Place, Soldier Field, Northerly Island, and Burnham Park Harbor. 0.6 miles from the CTA Green Line Cermak-McCormick Place Station. 0.7 miles from the METRA 27th Street Station. Sellers offering 2-1 Interest Rate Buydown!

2605 S Indiana Avenue Unit #1007A, Chicago

$299,000

6 Beds ⋅ 2 Baths ⋅ 12778931 MLS ⋅ NEW Status

Discover the possibilities on Parnell! Situated on a quiet, well-maintained, tree-lined street, this renovated two-flat offers an excellent opportunity for an owner-occupant or investor. The second floor is currently tenant occupied. This property offers income-producing potential and flexibility for your future. Convenient access to public transportation and major highways makes commuting throughout the city easy. Whether you're purchasing your first home or expanding your investment portfolio, this two-flat is an opportunity worth exploring!

6923 S Parnell Avenue, Chicago

$394,900

8 Beds ⋅ 2 Baths ⋅ 12766045 MLS ⋅ NEW Status

COMPLETE GUT REHAB. UPSCALE FINISHES. EXCEPTIONAL RENTAL OPPORTUNITY! Welcome to 7044 S Morgan, a stunning three-unit building offering substantial square footage and beautifully updated interiors in Chicago's Englewood neighborhood. Completely gut rehabbed with upscale finishes throughout, this property presents an exciting opportunity to invest in an area attracting renewed interest and investment. The expansive first-floor duplex down is a standout, delivering generous living space across two levels. Whether you're expanding your rental portfolio or looking to live in one unit while renting the others, this building combines space, style, and income potential. Explore the possibilities and make this impressive property your next investment!

7044 S Morgan Street, Chicago

$319,900

4 Beds ⋅ 3 Baths ⋅ 12778861 MLS ⋅ NEW Status

Beautifully Newly Remodeled Home with an EXTRA LOT (separate pin) as your private garden. A Rare Opportunity! You can enjoy your extra large yard, make an entirely new addition on it or sell it off! Open concept house with Modern Upgrades on a quiet street featuring 4 Beds & 2.5 Baths and over 2500 sq ft of living space (Finished Attic & Basement) 3 living Areas (First Floor, 1 Attic, 1 Basement) Master Bed with Walk in closet & En-Suite attached Bathroom. Gut Remodel. Every detail has been thoughtfully upgraded, including new kitchen with quartz countertops, stainless steel appliances (installed before closing), new flooring, new bathrooms, Jacuzzi, stylish finishes. New Plumbing, New Electric, New HVAC, New Windows etc etc What truly sets this property apart is the included extra fenced lot, offering endless possibilities...build a guest house, expand your garden, create an outdoor oasis, or simply enjoy the privacy of added space. Whether you're an investor, a family looking to grow, or someone who loves outdoor living, this is a unique chance to own a property with room to dream. Located in a quiet, desirable neighborhood close to schools, shopping, parks, and commuter routes, this move-in ready home won't last long. Broker owned interest.

8423 S Carpenter Street, Chicago

$259,900

3 Beds ⋅ 2 Baths ⋅ 12778706 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

3021 S Michigan Avenue Unit #407, Chicago

$165,000

1 Beds ⋅ 1 Baths ⋅ 12776581 MLS ⋅ NEW Status

Location, location, location! Bright, spacious 1-bedroom, 1-bath condo in Bronzeville's South Commons community. Enjoy north and east-facing floor-to-ceiling windows that provide abundant natural light. The large balcony offers a front row view of Dunbar park with tennis courts, playgrounds, sports fields, and running tracks. This beautifully maintained unit features spacious rooms, radiant heated floors, stainless steel appliances, and generous closet space. Concrete between floors provides further sound insulation. Building-wide riser project with copper piping completed in 2024. Unbeatable convenience with close proximity to Jewel-Osco, IIT campus, McCormick Place, Museum Campus, Rate Field, 31st Street Beach, Dan Ryan (I-90/94), DuSable Lakeshore Drive, Metra 35th Street station, and CTA buses. Owner-occupied building, no rentals. Garage and outdoor parking are available to lease; currently there is a waitlist. Street parking is also plentiful. Don't miss this one!

3021 S Michigan Avenue Unit #407, Chicago

$449,000

6 Beds ⋅ 3 Baths ⋅ 12778692 MLS ⋅ NEW Status

Beautifully updated two-unit building in Chicago's desirable Woodlawn neighborhood, offering an excellent opportunity for both investors and owner-occupants. This well-maintained property features spacious units, modern updates, and flexible living arrangements. The duplexed-down main-level unit offers 4 large bedrooms and 2 full baths, while the upper-level unit features 3 bedrooms and an updated full bath. Both units offer bright, inviting living spaces, generous bedrooms, ample storage and renovated finishes throughout. The refreshed eat-in kitchens feature breakfast nooks, newer cabinetry, modern quartz countertops, stainless-steel appliances, and custom tiled backsplashes creating a clean, contemporary feel. Large windows fill the units with natural light, while updated flooring throughout adds to their move-in appeal. Classic Chicago architecture blends seamlessly with modern updates, creating a property that is both charming and practical. Ideally located near public transportation, parks, shopping, restaurants, and major roadways, this property provides convenient access to surrounding neighborhoods and downtown Chicago. Its proximity to the University of Chicago, Jackson Park, and the Obama Presidential Center further enhances its appeal. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this versatile property is an opportunity worth exploring.

7026 S Eberhart Avenue, Chicago

4837 S Forrestville Avenue Unit #G, Chicago

$125,000

2 Beds ⋅ 2 Baths ⋅ 12778316 MLS ⋅ NEW Status

EXCEPTIONAL BRONZEVILLE VALUE-ADD OPPORTUNITY WITH APPROXIMATELY $191,000 RENOVATED VALUE! Motivated international owner is looking to liquidate before year-end, creating an opportunity to acquire an approximately 1,600-square-foot, 2-bedroom, 2-full-bath condominium at only $125,000, approximately $66,000 below the seller's estimated renovated value before improvement and transaction costs. The spacious garden-level residence offers a large, functional floor plan with a separate den that can serve as a home office, additional lounge or flex space, hardwood flooring, central air, gas-log fireplace, stainless steel appliances, in-unit washer and dryer, two full bathrooms, and an assigned exterior parking space that comes with the unit. The property has been successfully operated as a rental by the current owner for more than a decade, including long-term participation with the Chicago Housing Authority, and the other owners in this intimate three-unit building also rent their units, creating an appealing setup for a buyer considering a long-term rental strategy. Another unique aspect of ownership is the historically low carrying cost: the current owner has never been charged or paid monthly association dues during ownership and has never been charged a special assessment. The unit offers an opportunity for thoughtful cosmetic updating and TLC rather than starting from scratch, allowing a new owner to modernize the space and potentially capitalize on the spread between the $125,000 acquisition price and the approximately $191,000 after-repair value supported by comparable garden unit condo sales within a 1 mile radius. The Bronzeville location adds another layer of appeal, with neighborhood favorites including Sip & Savor, Ain't She Sweet Cafe, Peach's Restaurant, Two Fish Crab Shack and Bronzeville Winery nearby, along with the Harold Washington Cultural Center, Washington Park, neighborhood shopping, public transportation and convenient access to Chicago's lakefront. Healthcare is also exceptionally convenient, with Provident Hospital of Cook County, the Northwestern Medicine Bronzeville Outpatient Center, and the larger University of Chicago Medicine Hyde Park campus all within the surrounding area. Bronzeville continues to offer a distinctive combination of historic architecture, cultural significance, neighborhood dining, coffee shops, recreation and proximity to Hyde Park. Whether the next owner's strategy is to refresh and rent, renovate and hold, or create a spacious personal residence, this property offers substantial square footage, two full baths, private laundry, included parking, proven rental history and significant potential upside at an unusually low acquisition basis. Property is being sold as-is and requires a cash acquisition due to condominium financing limitations. Seller is motivated and seeking a clean year-end transaction.

4837 S Forrestville Avenue Unit #G, Chicago

$227,000

5 Beds ⋅ 2 Baths ⋅ 12778646 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

4858 S Indiana Avenue Unit #204, Chicago

$253,000

3 Beds ⋅ 2 Baths ⋅ 12777001 MLS ⋅ NEW Status

Spacious 3-bedroom, 2-bath condo offering a bright and functional layout with plenty of natural light throughout. This rehabbed unit offers an open living and dining area. The kitchen has ample cabinetry, granite countertops, and stainless steel appliances. Generously sized bedrooms provide flexibility for sleeping, office, or guest space, while two full bathrooms add everyday convenience. Neutral finishes throughout make this home easy to personalize. Conveniently located in Chicago with access to nearby transportation, shopping, dining, and neighborhood amenities. Great opportunity for an owner-occupant or investor looking for a well-sized condo with a versatile layout.

4858 S Indiana Avenue Unit #204, Chicago

Start Your Search

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.