Fixer Upper homes for sale & real estate in South Side, IL

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ABOUT THIS HOME
Fixer Upper for sale in South Side, IL:
Exceptional investment opportunity in a prime Hyde Park location. Solid all-brick 2-unit building with a potential bonus garden apartment presents the perfect opportunity for investors or owner-occupants looking to build sweat equity. The main floor features a spacious 3-bedroom, 1-bath unit, while the upper level offers a generous 4-bedroom, 1-bath layout. The finished walk-out basement was configured as a 2-bedroom, 1-bath unit with laundry hookups-ideal for added rental income. Situated on an extra-deep, fully fenced lot with a 2-car garage, this property is just blocks from the University of Chicago campus and the future Chicago Medicine cancer center, ensuring a steady stream of studen

$499,000

9 beds3 baths— sq ft

5239 S Ingleside Ave, Chicago, IL 60615

Fully fenced lot • 3,920 sq ft lot • 2 garage spots

ABOUT THIS HOME
Fixer Upper for sale in South Side, IL:
Attention Investors! Handyman special! Don't miss the 6 Bedroom, 2 Bath home with a full basement! Rehab Loans Or Cash Only. Schedule a viewing today! Sold AS-IS. Seller will remove debris inside of the home if the offer makes sense.

$109,999

6 beds2 baths2,126 sq ft

318 W 75th St, Chicago, IL 60620

3,125 sq ft lot • Built 1893 • Listed 7 days

ABOUT THIS HOME
Fixer Upper for sale in South Side, IL:
Welcome home to this 3-story townhouse in the heart of Bronzeville! 3-bed, 3.5 bath home offers a bright sun-filled living room with hardwood flooring and a cozy fireplace, a formal dining area, a large eat-in kitchen with loads of storage and counter space, spacious bedrooms including a luxurious primary suite, a finished basement, rear deck and 2 garage parking spaces. This home needs a little TLC but has incredible potential. This is a must see! Sold strictly as-is. No survey. Buyer may be responsible for 6 months HOA fees per IL Act 94-1049. This property is NOT for rent. Beware of rental scams.

$360,000

3 beds3.5 baths2,800 sq ft

804 E 41st St Unit NA, Chicago, IL 60653

Hardwood flooring • Large eat in kitchen • 3 story townhouse

ABOUT THIS HOME
Fixer Upper for sale in South Side, IL:
Excellent opportunity in the South Shore neighborhood of Chicago! This 6-unit brick building features six spacious 2-bedroom, 1-bathroom apartments, each with great potential once updated. The property boasts a full finished basement and detached garage parking for up to 8 cars. Brick construction with strong sructural potential. Located near schools, shopping, public transportation and the lakefront. Property needs work and is being sold in AS IS condition, no surveys nor disclosures, taxes prorated.

$309,900

12 beds6 baths— sq ft

7816 S Phillips Ave, Chicago, IL 60649

Near schools • Near shopping • Brick construction

ABOUT THIS HOME
Fixer Upper for sale in South Side, IL:
Bring Your Vision to Life on Kenwood Avenue! Unlock the potential of this 3-bedroom, 1-bath home that's ready to become your masterpiece. Featuring a full basement with room to expand, this blank canvas invites you to reimagine every detail-whether you're creating a cozy retreat, modern entertainer's haven, or income-producing opportunity. The open rear yard is perfect for designing your own outdoor oasis, garden, or gathering space. No garage? No problem-this property offers plenty of options to add one and increase long-term value. Neighborhood Highlights: Located in a historic area, you'll enjoy proximity to Jackson Park, the future Obama Presidential Center, and Lake Michigan's lakefro

$75,000

3 beds1 bath1,020 sq ft

7327 S Kenwood Ave, Chicago, IL 60619

Historic area • Full basement • Open rear yard

Property at 7444 S Merrill Ave, Chicago, IL 60649, 4 beds, 2.5 baths

$179,900

4 beds2.5 baths1,350 sq ft

7444 S Merrill Ave, Chicago, IL 60649

Property at 7047 S Eberhart Ave, Chicago, IL 60637, 5 beds, 2.5 baths

$139,900

5 beds2.5 baths2,400 sq ft

7047 S Eberhart Ave, Chicago, IL 60637

Property at 6928 S Kimbark Ave, Chicago, IL 60637, 3 beds, 2 baths

$155,000

3 beds2 baths1,454 sq ft

6928 S Kimbark Ave, Chicago, IL 60637

Property at 2115 E 72nd Pl, Chicago, IL 60649, 6 beds, 2.5 baths

$135,000

6 beds2.5 baths— sq ft

2115 E 72nd Pl, Chicago, IL 60649

Property at 3624 S Parnell Ave, Chicago, IL 60609, 3 beds, 1 bath

$299,999

3 beds1 bath1,092 sq ft

3624 S Parnell Ave, Chicago, IL 60609

Property at 512-516 E 47th St, Chicago, IL 60653

$399,000

— beds— baths5,000 sq ft

512-516 E 47th St, Chicago, IL 60653

Property at 7008 S East End Ave, Chicago, IL 60649, 3 beds, 2 baths

$65,000

3 beds2 baths1,540 sq ft

7008 S East End Ave, Chicago, IL 60649

Property at 6810 S Indiana Ave, Chicago, IL 60637, 9 beds, 3 baths

$185,000

9 beds3 baths— sq ft

6810 S Indiana Ave, Chicago, IL 60637

Property at 7245 S Evans Ave, Chicago, IL 60619, 4 beds, 2 baths

$162,000

4 beds2 baths2,000 sq ft

7245 S Evans Ave, Chicago, IL 60619

Property at 7220 S Rhodes Ave, Chicago, IL 60619, 7 beds, 2 baths

$235,000

7 beds2 baths— sq ft

7220 S Rhodes Ave, Chicago, IL 60619

Property at 143 W 74th St, Chicago, IL 60621, 5 beds, 2.5 baths

$179,900

5 beds2.5 baths— sq ft

143 W 74th St, Chicago, IL 60621

Property at 5000 S East End Ave Unit 13A, Chicago, IL 60615, 3 beds, 3 baths

$140,000

3 beds3 baths2,600 sq ft

5000 S East End Ave Unit 13A, Chicago, IL 60615

Property at 6943 S Euclid Ave, Chicago, IL 60649, 4 beds, 2.5 baths

$260,000

4 beds2.5 baths2,420 sq ft

6943 S Euclid Ave, Chicago, IL 60649

Property at 142 W Swann St, Chicago, IL 60609, 5 beds, 2 baths

$329,000

5 beds2 baths798 sq ft

142 W Swann St, Chicago, IL 60609

Property at 7316 S Dante Ave, Chicago, IL 60619, 9 beds, 3 baths

$240,000

9 beds3 baths— sq ft

7316 S Dante Ave, Chicago, IL 60619

Property at 2658 E 78th St, Chicago, IL 60649, 4 beds, 2 baths

$55,000

4 beds2 baths— sq ft

2658 E 78th St, Chicago, IL 60649

Property at 7617 S Eggleston Ave, Chicago, IL 60620, 4 beds, 2 baths

$89,900

4 beds2 baths1,300 sq ft

7617 S Eggleston Ave, Chicago, IL 60620

Property at 7347 S Paxton Ave, Chicago, IL 60649, 3 beds, 2.5 baths

$180,000

3 beds2.5 baths1,196 sq ft

7347 S Paxton Ave, Chicago, IL 60649

Property at 7340 S Maryland Ave, Chicago, IL 60619, 8 beds, 2 baths

$200,000

8 beds2 baths— sq ft

7340 S Maryland Ave, Chicago, IL 60619

Property at 7526 S Merrill Ave, Chicago, IL 60649, 4 beds, 2.5 baths

$180,000

4 beds2.5 baths2,108 sq ft

7526 S Merrill Ave, Chicago, IL 60649

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Based on information submitted to the MLS GRID as of Sun Oct 26 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. 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.

Fixer Upper Homes for Sale in South Side

There are currently 25 fixer upper homes for sale in South Side at a median listing price of $275K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Side stay on the market for 76 days and receive 2 offers. Popular neighborhoods include Bronzeville, South Loop, West Loop, Bridgeport, and Hyde Park. This map is refreshed with the newest listings in South Side every 15 minutes.

In the past month, 122 homes have been sold in South Side. In addition to houses in South Side, there were also 477 condos, 50 townhouses, and 256 multi-family units for sale in South Side last month. Find your dream home in South Side using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in South Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Side. If you're looking to sell your home in the South Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Fixer Upper homes for sale & real estate in South Side, IL

Fixer Upper Homes for Sale in South Side

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