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, Chicago IL Market Snapshot

Inventory here shifts week to week. The listings on this page pull straight from the MLS, so what you see is what's actually for sale right now.

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Homes for Sale in South Shore, Chicago IL

$184,999

2 Beds ⋅ 2 Baths ⋅ 12755925 MLS ⋅ NEW Status

Looking for extra income!! This is the perfect rental opportunity for your next tenant. Just minutes from the lake, easy transportation and a great home!!

7208 S East End Avenue Unit #B, Chicago

$615,000

9 Beds ⋅ 3 Baths ⋅ 12755397 MLS ⋅ NEW Status

7741 S Yates Boulevard, Chicago

$269,900

3 Beds ⋅ 2 Baths ⋅ 12740230 MLS ⋅ NEW Status

Need a Turn-Key Penthouse, 3 Bed, 2 Bath with Garage Included? This is it. Open floor plan and premium upgrades throughout. Steps from the lake, beaches, and public transit, this residence blends luxury finishes with everyday convenience. Living & Dining: Sun-drenched open layout, solid oak hardwood flooring throughout, bay windows, and designer light fixtures. Granite countertops, stainless steel appliances, and richly stained custom cabinetry. Spacious bedroom with a private balcony, walk-in closets, and an en-suite bath featuring a jetted tub and separate walk-in shower. Don't wait and make an appointment today!

2363 E 70Th Street Unit #3, Chicago

$329,900

12752241 MLS ⋅ ACTIVE Status

Six Units. Twelve Bedrooms. One Serious Investment Opportunity. If you've been looking for a multifamily property with size, consistency, and room to create value, 7133-7135 S East End Avenue deserves your attention. This substantial 6-unit building features six 2-bedroom, 1-bath apartments, giving an investor a consistent unit mix throughout the property. Each unit offers a living room, separate dining room, sunroom, and individual heating, providing spacious layouts with features that can help distinguish these apartments once renovated and repositioned. The opportunity here is in the transformation. The property requires repairs and updates, allowing the next owner to develop a renovation plan, select finishes, improve the individual units, and prepare the building for its next chapter. With 12 total bedrooms across six apartments, there's already a significant multifamily footprint in place-the vision is what comes next. The sunrooms provide additional flexible space beyond the traditional living and dining areas, while individual heating gives each apartment greater independence and functionality. Located in Chicago's popular South Shore community, the property offers convenient access to shopping, dining, public transportation, major thoroughfares, Lake Michigan, Jackson Park, and other South Side destinations. Whether the strategy is to renovate and stabilize, build a long-term rental portfolio, or reposition a multifamily asset, this is an opportunity to start with six established units and create value through thoughtful improvements. Six units. Six consistent floor plans. Twelve bedrooms. One building ready for its next chapter. Bring your contractor. Bring your renovation strategy. And bring your calculator-there's plenty here to consider.

7135 S East End Avenue, Chicago

$135,000

12752092 MLS ⋅ ACTIVE Status

2234-2240 E 73Rd Street, Chicago

$255,000

3 Beds ⋅ 3 Baths ⋅ 12751914 MLS ⋅ CLOSED Status

Welcome to this newer construction GORGEOUS SERENE TRI-LEVEL Rowhome in a GATED COMMUNITY, nestled between the lakefront, golf course, boating dock, and South Shore Cultural Center, minutes away from the new Obama Library. Quick access to LSD, Metra, and neighborhood amenities make this townhome unbeatable. This cozy tri-level townhome features 3 bedrooms, 3 FULL baths, balcony and a rooftop deck The ground floor offers 1 bedroom, full bathroom, 2-car garage and in-unit laundry. The second floor offers a living area with a cozy fireplace, a dedicated dining room, and an eat-in kitchen with custom granite countertops, ample cabinets with beautiful accents and the balcony. The third floor boasts pristine floors, a large primary bedroom with an ensuite bathroom. There's also another spacious bedroom and full bathroom to complete this level. The top level accesses a private walkout deck overlooking the community and in the direction of the lake. Not to mention ample closet space throughout and abundant windows pouring natural light, this townhome truly has it all! With off-site management and maintenance, this home offers great convenience and ease of living. Enjoy a comfortable and hassle-free lifestyle. Feel free to reach out if you have any questions or need assistance. Enjoy a comfortable and hassle-free lifestyle with condominium living at Lakeshore Point. Decorating rebate available.

7037 S Oglesby Avenue, Chicago

$239,900

3 Beds ⋅ 3 Baths ⋅ 12750606 MLS ⋅ ACTIVE Status

Spacious 3 bedroom, 2.5 bath Condo located in the desirable South Shore neighborhood. This unit offers a functional layout with generous room sizes, a cozy fireplace in the living room, and plenty of natural light throughout. This newly remodeled unit features fresh paint, new carpeting, new light fixtures with ceiling fans! Features include a 1 car detached garage for added convenience and ample storage space. Conveniently located near parks, schools, shopping public transportation and Lake Michigan. Property is being sold in AS IS condition, no surveys nor disclosures provided. Taxes prorated. Don't miss this opportunity to add your personal touches and make this condo your own. (Room sizes are estimates) Illinois Condominium Act applies.

2363 E 70Th Place Unit #B, Chicago

$975,000

12750401 MLS ⋅ ACTIVE Status

PREMIUM 7 unit building new to the market in the highly desirable Jackson Park Highlands neighborhood. The building features an excellent unit mix of six 2-bedrooms and 1 studio. Attached 1-car garage for extra income. All of the heavy lifting has been completed due to a recent gut renovation in 2021, including all major mechanical systems. Each unit features individual furnaces with central A/C. The property has an excellent location on a cul de sac block and is close to the Metra stop as well as a 20-minute drive to downtown.

1619 E 70Th Street, Chicago

$205,000

4 Beds ⋅ 3 Baths ⋅ 12745607 MLS ⋅ ACTIVE Status

Welcome to 6700 S. Crandon Ave. the CrandonMinium. Enjoy lakefront condominium living at its finest. The proximity to lake Michigan is premier and unparalleled living with unmatched views. Unit 3A is a 4-bedroom 3 bath condominium ideally located in the South Shore community, one of Chicago's esteemed lakefront neighborhoods. This mid-rise vintage building offers a semi-private elevator for your unit with only two units per floor. After stepping off the elevator open the door to a phenomenal, mirrored foyer with 2 walk-in closets, one being a full cedar closet. All the closets are generous and walk-ins. The primary suite has an ensuite bath. The second and third bedrooms are equally spacious with a convenient Jack and Jill layout and a full bath. One of the bedrooms can easily be used as a spacious den. The 4th bedroom and nearby third bath are perfect to host overnight guests. The living room is large and grand with an electric fireplace. The generous dining room for family gatherings is adjacent to the unit's galley kitchen. The kitchen with spacious counters and cabinets and a walk-in pantry is ready for your kitchen decor inspiration. This home offers unobstructed views of the Jackson park golf course to the north, to the east are panoramic views of Lake Michigan to Indiana to the South and Navy pier to the north. The South Shore community offers immediate access to the Obama presidential center, the Du sable museum, the Museum of Science and industry, other museum campuses. Minutes to the University of Chicago and hospital campus. South Shore is adjacent to the Hyde Park community with its plethora of restaurants and quaint shopping in a walkable commute. Year-round family fun at the Cultural Center is mere steps away. Summer family fun at the Rainbow and the 63rd St. beaches make 6700 S. Crandon the perfect enclave for lakefront living in Chicago. Downtown Chicago is at your doorstep just 10 minutes away by car, shared rides, CTA or metro train, makes this a perfect setting to create your dream home. Sold As Is.

6700 S Crandon Avenue Unit #3A, Chicago

$425,000

4 Beds ⋅ 4 Baths ⋅ 12746777 MLS ⋅ ACTIVE Status

THIS RARE VINTAGE SOUTH SHORE VICTORIAN WILL NOT BE AROUND LONG!!! ELEGANT AND SPACIOUS 5 BEDROOM 3.5 BATH AND NEARLY 3000 SQUARE FEET OF ROYALTY. LIVING ROOM, DINING ROOM AND FAMILY ROOM ON MAIN LEVEL WITH GLEAMING HARDWOOD FLOORS. KITCHEN FEATURES SHAKER STYLE KITCHEN CABINETS, GRANITE COUNTER TOPS, BLACK PACKAGE SS APPLIANCES AND ISLAND!! ENJOY A TOTALLY PRIVATE 3RD LEVEL MASTER SUITE OASIS WITH LARGE WALK-IN CLOSET AND MASTER BATH!! MASSIVE 2ND FLOOR BEDROOMS WITH GREAT CLOSET SPACE AND HUGE BATHROOM. FULL FINISHED BASEMENT FEATURES FAMILY ENTERTAINMENT AREA, BEDROOM, FULL BATHROOM AND LAUNDRY ROOM. NEW WINDOWS, NEW HIGH EFFICIENCY HOT WATER TANK/FURNACE, NEW HVAC SYSTEM, NEW PLUMBING/ELECTRICAL, NEW PRIVACY FENCE. NEW 3-CAR GARAGE.

2050 E 73Rd Street, Chicago

$345,000

3 Beds ⋅ 2 Baths ⋅ 12745632 MLS ⋅ ACTIVE Status

Sick and tired of cookie cutter remodels.... Well, you've come to the right place! This one is anything but.... This beautifully renovated oversized bungalow in the heart of South Shore is offering the perfect blend of classic Chicago character and modern updates. As a spacious 4-bedroom, 2-bath home, it features over 2,400 square feet of finished living space with thoughtfully designed interiors ideal for both everyday living and entertaining. Step inside to discover gleaming hardwood floors, abundant natural light, and a flowing open-concept layout. The inviting living room showcases a decorative fireplace and seamlessly connects to a formal dining area and updated kitchen complete with stainless steel appliances, modern cabinetry, and ample prep space. The main level offers generously sized bedrooms and a beautifully updated full bath, while the fully finished basement expands your living space with a massive family room, wet bar, additional bedroom, full bath, laundry area, and flexible space perfect for guests, a home office, gym, or media room. Recent improvements include updated mechanicals, central air, newer windows, and contemporary finishes throughout, providing true move-in-ready convenience. Outside, enjoy a private backyard and detached 2-car garage. Located on a quiet, well-maintained block near the lakefront, Lake Shore Drive, The New Obama Center, Jackson Park, South Shore Cultural amenities, shopping, public transportation, and major expressways, this home offers exceptional value and lifestyle in one of Chicago's most rapidly evolving neighborhoods. A must-see South Shore gem combining space, style, and location. Zone B for Homegrown program up to $50k downpayment assistance available.

7707 S Ridgeland Avenue, Chicago

$639,000

3 Beds ⋅ 3 Baths ⋅ 12722253 MLS ⋅ ACTIVE Status

Offered for the first time by its original owner, this tri-level brick-and-frame residence reflects decades of meticulous stewardship and pride of ownership. Designed for both everyday comfort and gracious entertaining, it features 3 bedrooms, 2.5 bathrooms, hardwood floors, and timeless architectural details throughout. Set in the prestigious Jackson Park Highlands Historic District, one of Chicago's most architecturally significant neighborhoods, this residence blends classic craftsmanship with inviting indoor-outdoor living, offering a rare opportunity to own a legacy home in an iconic community. THE ENTRY LEVEL | Welcoming & Versatile A gracious foyer welcomes you home while providing direct access to the attached 2.5-car garage-a rare convenience. This level also features a spacious bedroom, a full bathroom, a dedicated laundry room, and a utility room, making it ideal for guests, multigenerational living, or a private home office. THE MAIN LEVEL | The Heart of the Home Designed for gathering, the expansive main living level showcases a spacious eat-in kitchen with abundant cabinetry and workspace. Rich porcelain floor flows throughout the adjoining living and dining rooms, creating an open, inviting atmosphere centered around a beautiful wood-burning fireplace and providing the perfect backdrop for everyday living and memorable entertaining. A conveniently located powder room completes this level. THE UPPER LEVEL | Elevated Living: The upper level features beautiful hardwood floors throughout and offers a spacious primary bedroom, a generously sized secondary bedroom, plus a generously sized den. The home offers exceptional flexibility, with the den ideally suited for use as a 4th bedroom, private home office, guest suite, or additional living space. A thoughtfully positioned wet bar adds a distinctive touch, creating the perfect space for morning coffee, evening cocktails, or entertaining family and friends. A well-appointed full bathroom serves this level. OUTDOOR LIVING | Your Private Backyard Retreat. Step outside to your own peaceful sanctuary, where a covered patio overlooks a beautifully landscaped backyard accented by a tranquil ornamental pond. An installed sprinkler system helps maintain the lush landscaping with ease. Whether hosting summer gatherings, enjoying your morning coffee, or unwinding at the end of the day, this private outdoor retreat offers a beautiful, seamless extension of the home's living and entertaining spaces. THE LOCATION | Historic Character. Exceptional Convenience. Situated in the highly sought-after Jackson Park Highlands, this home is ideally located near Jackson Park, the Obama Presidential Center, the Griffin Museum of Science and Industry, the University of Chicago, Lake Michigan, the Beach, Jackson Park Golf Course, Hyde Park's acclaimed restaurants and shopping, the Metra Electric, CTA transit, DuSable Lake Shore Drive, and downtown Chicago.

6822 S Cregier Avenue, Chicago

$119,900

3 Beds ⋅ 2 Baths ⋅ 12734101 MLS ⋅ PENDING Status

Exceptional opportunity in South Shore! This 3-bedroom, 1.1-bath single-family home features a finished basement and a functional layout filled with space and versatility. Whether you are an owner-occupant looking to customize your ideal home or an investor seeking a strong South Side addition to your portfolio, this property offers a solid foundation and endless potential. Located near Lake Michigan, local parks, dining, and public transit. Property is being sold AS-IS. Schedule your private showing today!

1749 E 71St Place, Chicago

$165,000

2 Beds ⋅ 2 Baths ⋅ 12736434 MLS ⋅ ACTIVE Status

Welcome home! to this beautifully renovated, spacious unit designed for comfortable living and entertaining. The updated kitchen opens to the dining area and offers abundant cabinetry, generous counter space, and excellent storage. Both oversized bedrooms feature walk-in closets and private en-suite bathrooms. The second bathroom also includes hallway access for guests. Additional highlights include in-unit laundry, security doors, gated entry, and a private garage with ample storage space. Rentals are permitted, making this property an excellent option for homeowners and investors alike. Located just one block from Lake Michigan and near the South Shore Cultural Center, golf course, Metra, and express bus service, this property offers the perfect combination of city convenience and neighborhood charm. Schedule your showing.

2315 E 70Th Place Unit #213, Chicago

$575,000

9 Beds ⋅ 3 Baths ⋅ 12740640 MLS ⋅ ACTIVE Status

This classic all-brick 3-flat in the desirable Hyde Park/South Shore area. Each of the three spacious, units features, 3 bedrooms and 1 updated full bathroom, an oversized living room with a decorative fireplace, a Formal Dining room ideal for entertaining, and a newly updated kitchen with an efficient layout and ample cabinet space. All units have been freshly painted The enclosed rear porches provide valuable year-round living space, while the full unfinished basement offers excellent potential for additional storage or future development. Recent improvements include a new roof and parapet, new heating systems, a completely rebuilt 3-car garage with a new floor, roof, and doors, a gated front yard, a new rear patio, and new tuckpointing. With spacious units, significant recent improvements, and strong income potential, this property is truly an investor's dream and a fantastic opportunity in a desirable Chicago neighborhood.

7730 S Essex Avenue, Chicago

$599,900

12741037 MLS ⋅ ACTIVE Status

UNLIMITED POTENTIAL & MASSIVE VALUE-ADD OPPORTUNITY IN PRIME SOUTH SHORE! Heavy-hitting investment package featuring a 31-unit mixed-use building in a rapidly developing neighborhood. Fantastic scale with 28 residential units (24 studios and 4 one-bedroom apartments) plus 3 street-level commercial retail spaces offering high visibility and foot traffic. Perfect for an experienced investor or developer looking to execute a full renovation, add value, and stabilize for maximum cash flow or long-term portfolio growth. Conveniently situated near public transportation, major thoroughfares, shopping, and lakefront amenities. Property needs work and is being sold in AS-IS / WHERE-IS condition. Seller will not provide surveys or disclosures; real estate taxes will be prorated. Bring your vision to unlock this property's true potential!

7850-7851 S Constance Avenue, Chicago

$345,000

4 Beds ⋅ 3 Baths ⋅ 12739390 MLS ⋅ ACTIVE Status

Welcome to 7408 S Yates Blvd, a beautifully renovated and spacious South Shore home featuring 5 bedrooms and 3 full bathrooms. This inviting property offers modern updates, a functional layout, and plenty of room for comfortable living, entertaining, or accommodating a growing household. The walkout basement provides additional flexible space and convenient outdoor access, while the generous bedroom count offers endless possibilities for families, guests, a home office, or additional living arrangements. Conveniently located near transportation, shopping, dining, parks, and neighborhood amenities, this move-in-ready home combines space, style, and functionality in a sought-after Chicago location. Don't miss the opportunity to make this beautifully updated property your next home!

7408 S Yates Boulevard, Chicago

$550,000

9 Beds ⋅ 6 Baths ⋅ 12740010 MLS ⋅ CONTINGENT Status

**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual

7414 S Chappel Avenue, Chicago

$260,000

4 Beds ⋅ 3 Baths ⋅ 12739613 MLS ⋅ PRICE CHANGE Status

Can you see yourself living in this beautiful grand beauty on this double lot? Perfect for living and entertaining. This diamond in the rough is going to make the pickiest/creative buyer excited about adding your touches. The home does need a person who is looking to make a house a home. This canvas is ready for your updates. This is that rare find that rewards someone who can see beyond the current condition and recognize the investment potential. This spacious American 4-Square offers the scale, character, and original details that are increasingly difficult to find. The home features beautiful millwork on both the first and second floors that are in good condition, there are entry and butler staircases, giving you a remarkable foundation to restore, modernize, and make your own. This isn't a turnkey property-and that's exactly the opportunity. Bring your team and turn this house into the home you've envisioned. With generous interior space and a spacious yard, garage slab there is room to create something truly special while building potential equity through thoughtful improvements. The basement could be duplexed or made into an accessory dwelling unit for a person with a vision for income or in-law suite. Location adds another layer of opportunity. Enjoy being a bike ride away from the Obama Presidential Center campus, golf facilities, beach options, harbors & marinas and the South Shore Cultural Center, with the surrounding community continuing to attract investment, development, and renewed interest. Move into the community while it is still affordable. Whether you're looking for an affordable home with room to grow, an investment project, or an opportunity to restore a piece of Chicago architectural character, this property is calling your name. The question isn't whether this house needs work. The question is: Can you see what it could become? If you have vision, resources, and an eye for transformation, come take a look and submit your offer on-site. The canvas is here. The space is here. The potential is here. Now it need, YOU, the right buyer here to make it outstanding again.

6845 S Chappel Avenue, Chicago

$289,900

11 Beds ⋅ 7 Baths ⋅ 12738865 MLS ⋅ ACTIVE Status

Rarely does an opportunity such as this arise in the sought after South Shore! This building is a jumbo, all brick, three unit building with a full basement and a three car all brick garage in which the renovations have been started but never finished. The units have all of the hard work completed, hardwood floors run through each unit, there are large octagon living rooms in each unit with a wall of windows that allow tons of natural light to shine into the unit. This building is in an ideal location, steps from Lake Michigan, close to train and much more! Buildings like this do not hit the market often and this one will not last long! Sold strictly as-is. No survey. Buyer to take subject to any violations/municipal requirements. Utilities will not be activated.

7726 S Kingston Avenue, Chicago

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