MLS Listings for Sale in South Shore, IL

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ABOUT THIS HOME
MLS Listings for Sale in South Shore, IL
Pleased to present the multifamily property at 7270 S. South Shore Dr. This asset represents a compelling investment opportunity in a vibrant community. The subject property is a 53-unit multifamily elevator building with a rooftop space located in the heart of Chicago's tree-lined South Shore neighborhood. It is conveniently situated fifteen minutes from the Loop and one block from the Lakefront, offering easy access to Lake Shore Drive. The property underwent a comprehensive gut renovation in 2018 and provides excellent in-place cash flow with potential for value-add investors. The property sits on a 20,555 square foot parcel. The property was fully renovated in 2018, featuring new plumbi

$7,000,000

28 beds20 baths40,000 sq ft

7270 S South Shore Dr, Chicago, IL 60649

Gut renovation • New plumbing • New baths

ABOUT THIS HOME
MLS Listings for Sale in South Shore, IL
Live an enchanted lakefront life in this beautiful 3-bedroom, 3-bath corner unit at the iconic Windsor Beach - a rare blend of 1920's glamour and sophistication. With incredible lakefront views, this unit is spectacular. Designed by renowned architect Robert S. DeGolyer for Chicago's well-heeled families, this coveted "A" tier home offers dramatic views of Lake Michigan from nearly every room. A barrel-vaulted foyer sets a tone of quiet opulence, leading to expansive living and dining rooms where waves from 300 feet of private beach below can be heard through open windows. A private passage leads to two spacious bedrooms, with a third bedroom facing the lake directly. Gleaming har

$179,900

3 beds2.5 baths2,000 sq ft

7321 S South Shore Dr Unit 5A, Chicago, IL 60649

Private beach • Gated parking space • Corner unit

ABOUT THIS HOME
MLS Listings for Sale in South Shore, IL
Classic brick 2-flat offering income, space, and long-term potential. Each unit features 3 bedrooms, 1.5 baths, and separate utilities with solid structure throughout. Great option for an owner occupant or anyone looking to start building wealth through real estate ownership.

$260,000

6 beds3 baths— sq ft

7407 S Kenwood Ave, Chicago, IL 60619

Built 1878 • Listed 31 days

ABOUT THIS HOME
MLS Listings for Sale in South Shore, IL
Solid brick 2-unit in South Shore! This property is perfect for owner-occupants or investors. The 1st floor offers 2 bedrooms, 1 bath, a formal dining room, spacious living room, and eat-in kitchen. The 2nd floor has been recently renovated with 3 bedrooms, 1 bath, and a modern kitchen with white quartz countertops. Full unfinished basement offers storage or expansion potential. Recent updates include a freshly recoated main roof and newer garage roof. Great location, just one block from Jackson Park Hospital, near public transportation, shops, restaurants, the lakefront, and only 15 minutes to downtown.

$324,900

5 beds2 baths— sq ft

7631 S Cornell Ave, Chicago, IL 60649

Formal dining room • Eat-in kitchen • Recently renovated

ABOUT THIS HOME
MLS Listings for Sale in South Shore, 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 7816 S Jeffery Blvd, Chicago, IL 60649, 4 beds, 2 baths

$149,900

4 beds2 baths— sq ft

7816 S Jeffery Blvd, Chicago, IL 60649

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 6843 S Cornell Ave, Chicago, IL 60649, 6 beds, 3 baths

$530,000

6 beds3 baths— sq ft

6843 S Cornell Ave, Chicago, IL 60649

Property at 7721 S Coles Ave Unit G, Chicago, IL 60649, 2 beds, 1.5 baths

$85,000

2 beds1.5 baths1,160 sq ft

7721 S Coles Ave Unit G, Chicago, IL 60649

Property at 7363 S South Shore Dr #409, Chicago, IL 60649, 1 bed, 1 bath

$64,900

1 bed1 bath800 sq ft

7363 S South Shore Dr #409, Chicago, IL 60649

Property at 6832 S South Shore Dr #1, Chicago, IL 60649, 2 beds, 2 baths

$129,000

2 beds2 baths1,500 sq ft

6832 S South Shore Dr #1, Chicago, IL 60649

Property at 7414 S Colfax Ave, Chicago, IL 60649, 4 beds, 1 bath

$159,000

4 beds1 bath1,224 sq ft

7414 S Colfax Ave, Chicago, IL 60649

Property at 7317-19 S Luella Ave, Chicago, IL 60649, 63 beds, 42 baths

$680,000

63 beds42 baths— sq ft

7317-19 S Luella Ave, Chicago, IL 60649

Property at 1519 E 68th St #1, Chicago, IL 60637, 3 beds, 1 bath

$64,000

3 beds1 bath1,900 sq ft

1519 E 68th St #1, Chicago, IL 60637

Property at 7337 S South Shore Dr #519, Chicago, IL 60649, 1 bed, 1 bath

$90,000

1 bed1 bath650 sq ft

7337 S South Shore Dr #519, Chicago, IL 60649

Property at Sign in for address, Chicago, IL 60649, 20 beds, 7 baths

$495,000

20 beds7 baths— sq ft

Property at 7845 S Yates Blvd, Chicago, IL 60649, 3 beds, 1.5 baths

$139,000

3 beds1.5 baths1,296 sq ft

7845 S Yates Blvd, Chicago, IL 60649

Property at 7337 S South Shore Dr #514, Chicago, IL 60649, 1 bed, 1 bath

$72,000

1 bed1 bath850 sq ft

7337 S South Shore Dr #514, Chicago, IL 60649

Property at 7725 S Kingston Ave, Chicago, IL 60649, 23 beds, 18 baths

$769,000

23 beds18 baths9,870 sq ft

7725 S Kingston Ave, Chicago, IL 60649

Property at 2706 E 78th St, Chicago, IL 60649, 4 beds, 2 baths

$249,999

4 beds2 baths1,800 sq ft

2706 E 78th St, Chicago, IL 60649

Property at 6700 S South Shore Dr Unit 10J, Chicago, IL 60649, 1 bed, 1 bath

$130,000

1 bed1 bath— sq ft

6700 S South Shore Dr Unit 10J, Chicago, IL 60649

Property at 7854 S South Shore Dr #405, Chicago, IL 60649, 2 beds, 2 baths

$139,500

2 beds2 baths— sq ft

7854 S South Shore Dr #405, Chicago, IL 60649

Property at 7251 S Ridgeland Ave Unit E, Chicago, IL 60649, 2 beds, 1.5 baths

$99,900

2 beds1.5 baths936 sq ft

7251 S Ridgeland Ave Unit E, Chicago, IL 60649

Property at 7727 S Colfax Ave, Chicago, IL 60649, 14 beds, 11 baths

$635,000

14 beds11 baths— sq ft

7727 S Colfax Ave, Chicago, IL 60649

Property at 7337 S South Shore Dr #515, Chicago, IL 60649, 2 beds, 1 bath

$82,000

2 beds1 bath1,000 sq ft

7337 S South Shore Dr #515, Chicago, IL 60649

Property at 7242 S East End Ave, Chicago, IL 60649, 4 beds, 2 baths

$185,000

4 beds2 baths— sq ft

7242 S East End Ave, Chicago, IL 60649

Property at 2650 E 77th St, Chicago, IL 60649, 3 beds, 1 bath

$39,000

3 beds1 bath1,789 sq ft

2650 E 77th St, Chicago, IL 60649

Property at 1942 E 74th St Unit 3B, Chicago, IL 60649, 5 beds, 2 baths

$189,900

5 beds2 baths2,087 sq ft

1942 E 74th St Unit 3B, Chicago, IL 60649

Property at 6700 S South Shore Dr Unit 2G, Chicago, IL 60649, 1 bed, 1 bath

$115,000

1 bed1 bath784 sq ft

6700 S South Shore Dr Unit 2G, Chicago, IL 60649

Property at 7337 S South Shore Dr #819, Chicago, IL 60649, 1 bed, 1 bath

$62,900

1 bed1 bath700 sq ft

7337 S South Shore Dr #819, Chicago, IL 60649

Property at Sign in for address, Chicago, IL 60649, 1 bed, 1 bath

$60,000

1 bed1 bath713 sq ft

Property at 7237 S Luella Ave, Chicago, IL 60649, 5 beds, 3.5 baths

$628,900

5 beds3.5 baths3,800 sq ft

7237 S Luella Ave, Chicago, IL 60649

Property at 6907 S Cornell Ave, Chicago, IL 60649, 4 beds, 2 baths

$200,000

4 beds2 baths— sq ft

6907 S Cornell Ave, Chicago, IL 60649

Property at 2430 E 73rd St, Chicago, IL 60649, 2 beds, 1 bath

$119,900

2 beds1 bath980 sq ft

2430 E 73rd St, Chicago, IL 60649

Property at 7000 S Paxton Ave Unit 1N, Chicago, IL 60649, 4 beds, 2 baths

$215,000

4 beds2 baths2,000 sq ft

7000 S Paxton Ave Unit 1N, Chicago, IL 60649

Property at 2030 E 72nd Pl Unit 3D, Chicago, IL 60649, 2 beds, 1 bath

$99,000

2 beds1 bath900 sq ft

2030 E 72nd Pl Unit 3D, Chicago, IL 60649

Property at 7608 - 10 S Phillips Ave, Chicago, IL 60649, 21 beds, 12 baths

$390,000

21 beds12 baths10,236 sq ft

7608 - 10 S Phillips Ave, Chicago, IL 60649

Property at 7517 S Chappel Ave, Chicago, IL 60649, 3 beds, 1.5 baths

$125,000

3 beds1.5 baths4,320 sq ft

7517 S Chappel Ave, Chicago, IL 60649

Property at 6727 S Merrill Ave #3, Chicago, IL 60649, 3 beds, 2 baths

$215,000

3 beds2 baths2,300 sq ft

6727 S Merrill Ave #3, Chicago, IL 60649

Property at 2445 E 74th Pl, Chicago, IL 60649, 16 beds, 8 baths

$344,999

16 beds8 baths— sq ft

2445 E 74th Pl, Chicago, IL 60649

Property at 1758 E 79th St, Chicago, IL 60649, 55 beds, 14 baths

$199,901

55 beds14 baths5,700 sq ft

1758 E 79th St, Chicago, IL 60649

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Based on information submitted to the MLS GRID as of Wed Nov 12 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.

MLS Listings for Sale in South Shore

There are currently 163 mls listings for sale in South Shore at a median listing price of $183K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Shore stay on the market for 94 days and receive 1 offers. Popular neighborhoods include Chatham, South Chicago, Washington Park, Jackson Park Highlands, Kenwood, Greater Grand Crossing, Englewood, East Side, Hyde Park, and Woodlawn. This map is refreshed with the newest listings in South Shore every 15 minutes.

In the past month, 32 homes have been sold in South Shore. In addition to houses in South Shore, there were also 91 condos, 8 townhouses, and 51 multi-family units for sale in South Shore last month. South Shore is a moderately walkable neighborhood in Cook County with a Walk Score of 63. South Shore is home to approximately 46,254 people and 3,653 jobs. Find your dream home in South Shore 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 Shore are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Shore. If you're looking to sell your home in the South Shore area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Shore with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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