South Shore, Chicago IL · Curated MLS Search

Homes for Sale in South Shore, Chicago IL

An editorially curated view of every active homes for sale listing in South Shore, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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About Homes for Sale in South Shore, Chicago IL

South Shore runs right along Lake Michigan on the southeast side, and the lake sets the rhythm of the place. Water at the end of the block. Wide parkland, open shoreline, the kind of access most neighborhoods this close to downtown just don't have. Housing goes from vintage courtyard buildings to brick single-family homes that were built to last.

The bones are good here. Walk into one of the older buildings and you feel it: hardwood underfoot, walls thick enough to muffle the street, masonry somebody actually took time on. And getting downtown is easy, whether you take the Metra Electric or ride Lake Shore Drive. People stay in this neighborhood for decades. That history isn't a footnote; it's half the reason to be here.

Why Buy Homes for Sale in South Shore, Chicago IL?

You're buying value near the lake and the Loop, and that combination barely exists anymore in this city. South Shore pays off for anyone who wants space, character, and neighbors who know your name without North Side price tags. If you'd rather have solid construction and a place that feels lived-in than something freshly staged, buy here. It's worth it.

Ready to find your ideal homes for sale in South Shore? Contact Chicago Real Estate Source today at (312) 788-7079 to schedule a showing or start your personalized home search.

South Shore Market Snapshot

Live MLS data — South Shore

South Shore
inventory
Active Listings
119
Sold (Past 6 Mo.)
138
Under Contract
55
pricing
Avg. List Price
$283,589
Cost / Sq. Ft.
$124
typical home
Living Area
1,297 ft²
Avg. Beds
3.3
Avg. Baths
2.2
Days on Market
169

Homes for Sale in South Shore, Chicago IL: Housing Market Data

Data as of (MLS snapshot; listings below update live)

As of October 20, 2026, Chicago Real Estate Source's review of MLS data shows 84 South Shore homes for sale priced at $100,000 or more, out of 119 active listings across every property type. The median asking price was $274,500, about $148 per square foot, for a median of 1,400 square feet. The middle half of the listings fell between $184,000 and $429,000. The median listing had been on the market 78 days, which usually gives buyers some room to negotiate on price.

South Shore, Chicago IL homes for sale, October 20, 2026
MeasureValue
Active listings84
All active listings in South Shore, every property type119
Median list price$274,500
Middle half of list prices$184,000 to $429,000
Median price per square foot$148
Median square feet1,400
Median days on market78

Homes for Sale in other neighborhoods

Market questions

How many South Shore homes are for sale?

As of October 20, 2026, there were 84 South Shore homes for sale priced at $100,000 or more, out of 119 active listings across every property type, based on Chicago Real Estate Source's review of MLS data.

What is the median price of South Shore homes?

The median list price of South Shore homes was $274,500 as of October 20, 2026.

What is the typical price range for South Shore homes?

The middle half of active listings for South Shore homes was priced between $184,000 and $429,000.

How much do South Shore homes cost per square foot?

The median price per square foot for South Shore homes was $148, for a median of 1,400 square feet.

What is the typical time on market for South Shore homes?

The median listing for South Shore homes had been on the market 78 days as of October 20, 2026.

How do South Shore homes stack up against other neighborhoods?

As of October 20, 2026, there were 84 South Shore homes for sale priced at $100,000 or more. In the same search, Chicago had 5,362 homes for sale at a median list price of $414,900, Naperville had 343 homes for sale at a median list price of $634,000 and Aurora had 328 homes for sale at a median list price of $399,875.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in South Shore, Chicago IL

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Reply from Chicago Real Estate Source

Homes for Sale in South Shore, Chicago IL

7719 S Merrill Avenue, Chicago
$309,900
3 Beds ⋅ 3 Baths ⋅ 12795004 MLS ⋅ NEW Status
Looking for a gorgeous, just-rehabbed home in red-hot South Shore with great room sizes & curb appeal? Then come see this stunning brick tri-level home, which features 4 bedrooms & 2 1/2 bathrooms, on a beautiful, quiet block. The 1st floor is open & spacious, with gleaming hardwood floors & tons of light, & features the living room, kitchen, dining room, and a 1/2 bath. The gorgeous chef's kitchen boasts brand-new, higher-end stainless steel appliances, a granite counter top, tile back splash, & 42" soft-touch shaker cabinets. The upper level features 3 large bedrooms with plus-sized closets, & a full bath. The basement features the 2nd full bathroom, the 4th bedroom, a large family room, & a laundry room that includes a storage area. Out back is a huge back yard, & a large side yard features a brand-new outdoor patio. Professional landscaping, tuck pointing, new roof, a sump pump & ejector pump for flood control, all new central heating, central air, electrical, plumbing etc. - too much to list! This is truly a must see!

7719 S Merrill Avenue, Chicago
7617 S Crandon Avenue, Chicago
$389,000
3 Beds ⋅ 2 Baths ⋅ 12794050 MLS ⋅ NEW Status
This one checks the boxes people are looking for - space, updates, a finished basement, and a brand-new 2.5-car garage. With 4 bedrooms and 2 full baths, this home has been renovated from top to bottom with new windows and doors, new flooring, fresh paint, electrical updates with a new subpanel, new A/C, an updated kitchen with new cabinetry and appliances, and refreshed bathrooms including a new upstairs tub and downstairs shower. The finished basement gives you even more room to spread out, entertain, work from home, or create the extra space you've been needing. Fully electric, move-in ready, and located near Lake Michigan, parks, shopping, dining, and transportation - homes with this many updates already completed do not come around often.transportation, and Lake Michigan, this is a turn-key home with extensive improvements already completed.

7617 S Crandon Avenue, Chicago
7821 S Oglesby Avenue, Chicago
$361,000
3 Beds ⋅ 2 Baths ⋅ 12792448 MLS ⋅ ACTIVE Status

7821 S Oglesby Avenue, Chicago
7521 S Ridgeland Avenue, Chicago
$180,000
4 Beds ⋅ 3 Baths ⋅ 12792220 MLS ⋅ ACTIVE Status
This "AS IS" property could be a great monthly cash flowing asset with an ARV of almost 400K. It has had some work completed (removal of boiler and radiators, partial interior demo and repair, removal of back porch and illegal back room). It is now time for some saavy owner/investor to complete the gut rehab and enjoy a cash flowing 2 Flat in a growing part of Chicago. 24 hour advance to show.

7521 S Ridgeland Avenue, Chicago
7741 S Paxton Avenue, Chicago
$275,000
3 Beds ⋅ 2 Baths ⋅ 12786682 MLS ⋅ ACTIVE Status
This two-story brick Colonial sits on an extraordinary lot on a quiet street. Enjoy the generous backyard for gardening, outdoor dining, or play - with room to create a private retreat. Offered as-is, the home has solid traditional features and plenty of potential for a buyer ready to update and personalize. Craftsmanship and character are on display throughout with original details such as built-in bookshelves, china hutches, and a laundry chute with access on each floor. The open-flow floor plan is great for entertaining. The home offers three upstairs bedrooms, one-and-a-half bathrooms, a partially finished basement with a wood-burning fireplace, and a detached brick two-car garage with alley access. On the first floor, the dine-in kitchen has a cozy breakfast nook, and the vintage chandelier in the formal dining room will convey. Cuddle up in front of the wood-burning fireplace from the comfort of the large, bright living room. An additional flexible ground floor living space opens to the large backyard. Upstairs, the spacious primary bedroom has three closets and overlooks the beautiful backyard. The full bathroom includes a separate tub and shower. The third bedroom - with natural wood bookcases - could also serve as a home office. All three bedrooms have original hardwood floors. Ample storage abounds throughout the home. The location offers easy access to DuSable Lake Shore Drive. This home is minutes away from major Chicago attractions such as the lakefront, Obama Presidential Center, and University of Chicago. Bring your ideas and explore the possibilities of this distinctive South Shore home. It is waiting for your creativity and vision to make it your very own!

7741 S Paxton Avenue, Chicago
7719 S Oglesby Avenue, Chicago
$130,000
3 Beds ⋅ 1 Baths ⋅ 12792092 MLS ⋅ ACTIVE Status
Classic brick bungalow in Chicago's South Shore offering an excellent opportunity for renovation and value-add potential. This property features 3 bedrooms, 1 bathroom, a finished attic with 2 additional rooms, and a large finished basement. The main level offers separate living and dining rooms, a cozy sunroom, a spacious kitchen, and original hardwood flooring in good condition. Large front windows provide abundant natural light, while the rear porch adds to the home's classic character. Situated on Oglesby Avenue, a street known for its historic Chicago brick architecture, this property offers charm, solid bones, and an opportunity to restore its original appeal. Ideal for investors seeking their next rehab project or buyers looking to customize a home to their vision. Property is being sold as a renovation opportunity. Buyer to perform due diligence regarding property condition, room use, and renovation requirements.

7719 S Oglesby Avenue, Chicago
7625 S Clyde Avenue, Chicago
$529,900
4 Beds ⋅ 3 Baths ⋅ 12791462 MLS ⋅ ACTIVE Status
Modern Luxury Reimagined in South Shore Stunning fully rehabbed 5bed, 3bath South Shore luxury home offering 3,130 sq ft of modern living. Enjoy an open concept layout with hardwood floors, recessed lighting, and a designer kitchen featuring quartz counters with matching backsplash, shaker cabinets, and stainless steel appliances. Upstairs an "en suite" bedroom. Spa quality bathrooms with porcelain tile and matte black fixtures. Expansive finished basement with an additional bedroom and flex space. New roof, windows, electrical, plumbing, HVAC, water heater, New Samsung Front Load Washer/Dryer, New Drain Tile System, New Electric Fireplace, New 2.5car garage with additional asphalt parking. Minutes from the lake, Jackson Park, South Shore Golf Course and the New Obama Center.

7625 S Clyde Avenue, Chicago
7450 S Bennett Avenue, Chicago
$389,000
3 Beds ⋅ 3 Baths ⋅ 12791406 MLS ⋅ ACTIVE Status
THE SPACE YOU NEED. THE FLEXIBILITY YOU WANT. THE HOME YOU'VE BEEN WAITING FOR! Welcome to 7450 S Bennett, a spacious 5-bedroom, 2.5-bath brick home in Chicago's South Shore neighborhood that offers so much more than meets the eye! Inside, you'll find beautiful hardwood floors, inviting living spaces, and a heated sunroom that adds the perfect touch of charm and comfort. But what makes this home truly special is the finished lower level featuring an in-law arrangement with its own kitchen buildout! Whether you're looking to create additional privacy for extended household members, accommodate overnight guests, or simply enjoy separate spaces under one roof, this layout offers options that traditional homes simply don't. Complete with a spacious backyard, detached garage, and convenient access to South Shore's lakefront, parks, shopping, and transportation, this property checks the boxes for both comfort and convenience. One address, endless possibilities, and room to make it all your own. Don't just imagine what life could look like here. Come experience it for yourself. Schedule your showing today!

7450 S Bennett Avenue, Chicago
7717 S Saginaw Avenue Unit #H, Chicago
$149,900
2 Beds ⋅ 2 Baths ⋅ 12788969 MLS ⋅ ACTIVE Status
Classic brick end-unit townhouse in South Shore with 3 bedrooms, 1.5 baths, hardwood floors in the living room and bedrooms, and a basement with the third bedroom and storage. The living room has a double window, a wide closet behind six-panel bifold doors, the staircase to the second floor, and a hallway to the rest of the main level. The kitchen has dark cabinetry, a mosaic tile backsplash, a double-bowl stainless steel sink with a pull-down spring faucet, and a tile floor. Appliances include a gas range with a vent hood and a French-door refrigerator with an ice and water dispenser. The kitchen also has windows on two walls and track lighting. Two bedrooms are above grade. One is a corner room with a ceiling fan. The full bath has a tub with a tile surround and a mosaic accent band. The half bath has a white vanity and a medicine cabinet with an LED light bar. The third bedroom is in the basement. The laundry area there includes a washer and dryer beside a double laundry tub. As an end unit, the home has its own side entrance with a storm door. Saginaw Avenue is a few blocks west of Rainbow Beach Park and the lakefront. The Metra Electric stops at 79th Street (Cheltenham) and 75th Street (Windsor Park) on Exchange Avenue. The 79 bus stops two blocks south on 79th Street, and South Shore Drive leads north to Lake Shore Drive.

7717 S Saginaw Avenue Unit #H, Chicago
7370 S South Shore Drive Unit #3W, Chicago
$250,000
3 Beds ⋅ 3 Baths ⋅ 12790444 MLS ⋅ ACTIVE Status
This spacious 3 bedroom, 2.5 bathroom condo showcases stunning vintage details throughout, including beautiful hardwood floors, detailed crown molding, elegant archways, custom wood beam ceilings, and a statement fireplace that creates an unforgettable living space. The expansive floor plan offers oversized rooms, abundant natural light, and plenty of space for both everyday living and entertaining. The kitchen features stainless steel appliances with generous storage and functionality. Each bedroom offers impressive space, including a large primary suite for added comfort. Just steps from the lakefront, parks, beaches, transportation and 5 minutes from the Obama Center. With rare square footage, unique architectural character, and a prime location, this one-of-a-kind condo is a must see. Experience the charm, space, and elegance of South Shore living.

7370 S South Shore Drive Unit #3W, Chicago
6700 S South Shore Drive Unit #2G, Chicago
$100,000
1 Beds ⋅ 1 Baths ⋅ 12788580 MLS ⋅ ACTIVE Status
Bright, spacious 1-bedroom, 1-bath condo at Quadrangle House with floor-to-ceiling windows, corner unit sweeping LAKE VIEWS and two walk-in closets. Enjoy a generous living area and building amenities including a 24-hour front desk, fitness center, community room and LAUNDRY facilities. Convenient South Shore location near the lakefront. Also the perfect RENTAL property for an investor! PARKING spot included!

6700 S South Shore Drive Unit #2G, Chicago
7542 S Colfax Avenue, Chicago
$450,000
9 Beds ⋅ 3 Baths ⋅ 12789461 MLS ⋅ ACTIVE Status
7452 S. Colfax is comprised of (3) 3bd 1ba units boasting approximately 1500 sf of living space. All of the units and building was completed renovated in 2016, 2017 and 2026. All of the in-unit improvements included, but limited to: Kitchen Cabinets, granite Counter Tops & Mosaic Tile Backsplashes, New Engineered Hardwood Floors, Brush Nickel Faucets. GE Appliances, Bathrooms, light fixtures, and ceiling fans. The capital improvements include, but not limited to: new electrical service with GFCI's, plumbing, new windows, HVAC, trim, doors, new porches (2021), and more! This fantastic 3-flat provides an investor the opportunity to acquire their first property or a seasoned investor who wants to add more units with low-density and grow their exiting portfolio.

7542 S Colfax Avenue, Chicago
2666 E 73Rd Street Unit #8W, Chicago
$225,000
3 Beds ⋅ 3 Baths ⋅ 12786786 MLS ⋅ ACTIVE Status
Rare 3-Bedroom Co-op in the Historic Coastland with Lake Views. One of South Shore's most coveted addresses, the Coastland is among the few buildings on the lakefront with a private beach and beach house. This spacious 3-bedroom, 2.5-bath residence offers triple exposure-west, north, and south - west-framing lake views from the living and dining rooms, primary bedroom and 1 guest room. Enjoy spectacular sunrises and sunsets! With only two apartments per floor, it's like having a private entrance. The expansive living and dining room flows into an eat-in kitchen with stainless steel appliances, ample cabinetry, a built-in butler's pantry, and banquette seating. Three bedrooms include two full en-suites; the third has a half bath and in-unit laundry. Graceful archways, crown molding, and hardwood floors complement generous closet space throughout. The building provides extra storage, on-site parking, and weekday door staff. Minutes to Trader Joe's, Whole Foods, Jackson Park Golf Course and Harbor, and the Obama Presidential Center. Express buses to downtown at your doorstep; Metra within walking distance.

2666 E 73Rd Street Unit #8W, Chicago
7806 S Cregier Avenue, Chicago
$365,000
5 Beds ⋅ 3 Baths ⋅ 12785251 MLS ⋅ ACTIVE Status
Great investment opportunity in South Shore! This brick legal 2-unit with a finished basement features 2 bedrooms 1 bathroom plus a bonus room in each unit! The finished basement includes a kitchen, full bath, bedroom. Newer windows (2023), and a boiler (2022). First floor is occupied by long-term tenant, second floor and basement are vacant. Property also has coin-operated laundry.

7806 S Cregier Avenue, Chicago
6844 S South Shore Drive Unit #3, Chicago
$258,888
3 Beds ⋅ 3 Baths ⋅ 12775451 MLS ⋅ ACTIVE Status
The jewel of South Shore Villa is here! This showpiece condo situated on Chicago's lakefront was originally designed by renowned architect Alfred S. Alschuler. A premier luxury building developed by Jacob Kulp features Italian Renaissance architecture and historically significant design elements in which each unit has a unique floor plan. Offering 3 bedrooms and 3 baths this vintage beauty has been recently renovated with generous sized bedrooms, spa-like baths, amazing natural light and elegant period details throughout. Steps to the South Shore golf course, Cultural Center, Jackson Park, and the Obama Presidential Center. You do not want to miss out on this! Low assessments, Healthy Reserves, Waitlisted Parking available to rent, on-site laundry. Storage, Sold as-is!

6844 S South Shore Drive Unit #3, Chicago
1957 E 72Nd Street, Chicago
$499,000
8 Beds ⋅ 4 Baths ⋅ 12784501 MLS ⋅ ACTIVE Status

1957 E 72Nd Street, Chicago
7723 S Constance Avenue, Chicago
$364,900
8 Beds ⋅ 3 Baths ⋅ 12777909 MLS ⋅ ACTIVE Status
Located on the South Shore, just steps from the lakefront, this jumbo, turnkey, move-in-ready multi-unit property is one you won't want to overlook! Buildings this clean and well-maintained rarely hit the market, making this an exceptional opportunity for both homeowners and investors alike. This impressive property features two spacious residential units, along with a finished basement that was previously used as an additional apartment. Whether you choose to use the basement as an in-law suite or explore the possibility of renting it as a non-conforming unit, the additional finished living space offers tremendous flexibility and value. Both the first- and second-floor units feature similar, spacious layouts designed for comfortable living. Enjoy large living rooms filled with natural light streaming through beautiful bay windows, along with formal dining rooms perfect for entertaining. Refinished hardwood floors throughout both units add warmth and character, while three generously sized bedrooms in each unit provide plenty of space for families, roommates, or tenants. Both kitchens and bathrooms have been recently updated, giving the property a refreshed, modern feel. Most of the windows have also been replaced, adding to the home's overall appeal. To top it all off, the property includes a two-car brick garage, providing convenient parking and additional value. Whether you're looking to live in one unit while collecting rental income from the others or rent out all available units to build your investment portfolio, this property offers an excellent opportunity to make the most of multi-unit ownership. With its spacious layouts, thoughtful updates, additional finished basement space, and desirable South Shore location just steps from the lakefront, this is an opportunity you won't want to miss! Live in one unit, rent the others, or maximize your investment potential by renting the entire property. However you look at it, this is an opportunity worth exploring!

7723 S Constance Avenue, Chicago
6701 S Crandon Avenue Unit #8C, Chicago
$119,900
2 Beds ⋅ 2 Baths ⋅ 12782988 MLS ⋅ ACTIVE Status
Experience luxury and history at the Parkland Condominiums! This oversized 2-bedroom, 2-bathroom corner unit boasts 1,350 square feet of sun-drenched living space with breathtaking, unobstructed views of Lake Michigan, Jackson Park, and the city skyline. Situated in the heart of South Shore, this unit is just steps away from the new Obama Presidential Center, opening in Spring 2026. Enjoy the ultimate lakefront lifestyle with immediate access to the South Shore Cultural Center, Jackson Park Golf Course, and scenic bike trails. The interior features a spacious open-concept living and dining area, a large kitchen with table space, and a generous primary suite with a private bath. Building amenities include secure intercom entry, elevators, additional storage, a party room, and one assigned parking space included. Perfect for owner-occupants or investors looking to be at the center of Chicago's most exciting lakefront growth!

6701 S Crandon Avenue Unit #8C, Chicago
7659 S Bennett Avenue, Chicago
$429,900
5 Beds ⋅ 3 Baths ⋅ 12778645 MLS ⋅ ACTIVE Status
Large five bedroom home on a corner lot in rapidly appreciating South Shore! Two additional possible bedrooms in the basement. Property was previously used for related living and has front and rear entrances to the second floor. Basement finished with two possible additional bedrooms and a full bathroom. Two car detached garage with side driveway. Recently updated throughout and move-in ready. Broker Owned.

7659 S Bennett Avenue, Chicago
7237 S Stony Island Avenue, Chicago
$150,000
4 Beds ⋅ 2 Baths ⋅ 12780979 MLS ⋅ ACTIVE Status
Great investment or owner-occupant opportunity in Chicago's desirable South Shore neighborhood. This spacious 2-Flat brick building features 2 bedrooms in each unit, generous living rooms with fireplaces and high ceilings, formal dining room with built in China cabinet and kitchen with a walk in pantry. The property offers newer windows, an updated three-panel electrical system, and separate heat and hot water tank for each unit. The building needs some work, making it an excellent opportunity to renovate, add value, and create a home or income-producing property tailored to your vision. Conveniently located near the lake front, Hyde Park shopping, public transportation, the Obama Presidential Center and easy access to downtown Chicago. Bring your ideas and make this South shore Property Shine! Property sold as is.

7237 S Stony Island Avenue, Chicago
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