South Chicago Real Estate

South Chicago Real Estate

South Chicago is a vibrant neighborhood located in the city of Chicago, in Cook County, Illinois. Known for its rich history and diverse community, South Chicago offers a unique blend of urban living and natural beauty.

One of the highlights of South Chicago is its proximity to Lake Michigan. Residents can enjoy stunning waterfront views, sandy beaches, and a variety of recreational activities. The neighborhood's parks, such as Calumet Park and Rainbow Beach Park, provide ample space for picnicking, jogging, and playing sports.

South Chicago is also home to a thriving arts and culture scene. The South Chicago Art Center showcases the work of local artists and offers classes for aspiring creatives. The neighborhood's annual South Chicago Art Festival attracts visitors from all over the city.

For those seeking a taste of the local cuisine, South Chicago boasts an array of dining options. From authentic Mexican taquerias to cozy Italian trattorias, there is something to satisfy every palate.

In terms of housing, South Chicago offers a mix of architectural styles, from charming bungalows to modern townhouses. The neighborhood is known for its affordability, making it an attractive option for first-time homebuyers and young professionals.

With its rich history, stunning natural surroundings, and diverse community, South Chicago is a neighborhood that truly has something for everyone. Whether you're looking for outdoor adventures, cultural experiences, or a close-knit community, South Chicago is a place to call home.

Newest Listings in South Chicago

$450,000
9 Beds ⋅ 4 Baths ⋅ 12755495 MLS ⋅ NEW Status
Legal 4-unit property in South Chicago featuring a rare, self-contained ADU - and an outstanding investment opportunity! The main building offers a 3-bedroom/1-bath on the first floor and two 2-bedroom/1-bath units on the upper floors, each with a full living room, dining room, kitchen, and pantry. The 2nd floor unit was fully rehabbed in 2025. All units are separately metered, keeping operating costs low for the owner. The ADU features its own entrance, full basement, updated electric and plumbing, a furnace under 4 years old, and laundry hookup - a truly turnkey additional income stream that is hard to come by in this market. Additional features include a 3-story rear deck, entertainer's concrete pad, alley-access exterior parking, modern green siding, and a front deck makeover currently pending city approval. Major mechanicals include a 2018 HVAC, 2010 roof, and insulated attic. Most appliances are included. Ideally suited for investors seeking strong rental income or owner-occupants looking to house hack. Located less than 5 minutes from the Quantum Computing & Microelectronics Park, Lake Shore Drive, I-90, and the Chicago Skyway. Walking distance to Bessemer Park, the South Chicago Branch Public Library, and everyday shopping and dining.

9018 S Houston Avenue, Chicago
$300,000
3 Beds ⋅ 2 Baths ⋅ 12755768 MLS ⋅ NEW Status
Welcome to 8418 S Essex Ave, a spacious and beautifully updated home offering an impressive 6 bedrooms, 2 full bathrooms. It lives like a multi-family, perfect for multi generational families. From the moment you enter, you'll appreciate the open living and dining areas, creating a comfortable flow that's perfect for everyday living and entertaining. The remodeled kitchen features updated cabinetry, countertops, modern fixtures, appliances, and new flooring. Major improvements have already been completed throughout the home, including updated electrical and plumbing, along with two beautifully renovated full bathrooms. The main level also offers a versatile bonus room that can easily function as a home office, guest room, playroom, or additional flex space. Downstairs, the finished basement provides even more usable living space with laundry hookups and plenty of room for a family room, recreation area, or additional entertaining space. Outside, enjoy a large fenced backyard with plenty of space for summer gatherings, pets, gardening, or simply relaxing outdoors. With six bedrooms, multiple flexible living spaces, extensive updates, and a generous backyard, this home offers the space and versatility that's hard to find. Conveniently located near shopping, schools, parks, public transportation, and other neighborhood amenities. Schedule your private showing and come see everything 8418 S Essex has to offer. ***CLICK ON THE VIRTUAL TOUR LINK***

8418 S Essex Avenue, Chicago
$379,000
5 Beds ⋅ 3 Baths ⋅ 12755295 MLS ⋅ NEW Status
What is it about this area? Lake Michigan is minutes away, and so is everything built around it. Rainbow Beach, the South Shore Cultural Center, 2 golf courses, and the lakefront harbors. The Obama Presidential Center just opened in Jackson Park in 2026, and reinvestment is visible up and down these blocks. Also roughly 35 minutes to the Loop by train, 20-30 by car. First thing the notice is the extra-wide lot you are sitting on. Walking into 6 bedrooms, 3 full baths. This 1915 brick bungalow was taken down to the studs and rebuilt in 2026, not a lipstick flip. The main level gives you 3 bedrooms, large spanning windows in the living room, you'll get tht factor upon entering, a separate dining room, and a brand-new kitchen with white shaker cabinets, quartz counters, stainless appliances, and a walk-in pantry. The new second level adds 2 more bedrooms off a stairway that makes a real first impression. Downstairs, the finished basement handles everything else: rec room, 6th bedroom, another full bath, laundry, storage. New central A/C, luxury flooring throughout, rear deck, white picket fence, 2-car detached garage..more.

7948 S Colfax Avenue, Chicago
$100,000
12754148 MLS ⋅ NEW Status
Rare commercial opportunity in the heart of south Chicago's commercial avenue corridor. This circa 1890 store building sits on a 3394 SF lot in one of the south sides most stoned retail district ideal for retail gallery or office. Currently used as a hair salon. Property being sold as is. Currently leased at $750/mo, below area market rents. Strong value, add upside for investors to reposition rent value.

8821 S Commercial Avenue, Chicago
$235,000
4 Beds ⋅ 2 Baths ⋅ 12754451 MLS ⋅ NEW Status
Welcome to 8233 S Escanaba Ave: a two-unit property offering versatility, space, and an excellent South Side location near Lake Michigan! Each unit features 2 bedrooms and 1 bathroom, providing a practical layout for rental income, owner occupancy, or multi-generational living. The property offers a spacious unfinished basement with excellent potential for additional storage, a workshop, recreation space, or future expansion. A detached 2-car garage adds valuable parking and storage. Location is where this property truly shines. Enjoy easy access to Lake Michigan, nearby beaches, parks, and the lakefront, including Rainbow Beach Park, a nearly 61-acre lakefront destination featuring a beach, fitness facilities, sports courts, playgrounds, a community garden, and beautiful views of the Chicago skyline. Commuters will appreciate convenient access to Lake Shore Drive and major South Side thoroughfares, making trips to downtown Chicago and surrounding neighborhoods more accessible. The area also offers a variety of local restaurants, shops, parks, recreational opportunities, and cultural attractions. Whether you're looking to house-hack, build your rental portfolio, live in one unit while generating income from the other, or accommodate extended family, 8233 S Escanaba Ave offers an opportunity to make the most of a two-flat in a location surrounded by Chicago's lakefront amenities. Bring your vision and explore the possibilities this property has to offer! *BROKER/AGENT IS RELATED TO THE SELLER.

8233 S Escanaba Avenue, Chicago
$144,900
5 Beds ⋅ 2 Baths ⋅ 12754196 MLS ⋅ NEW Status
Investor Special / Value-Add Opportunity! 5-bed, 2-bath all-brick 2-story home with a 3-car garage and side driveway, a rare find in Chicago. The property needs renovation but offers a strong opportunity for investors or buyers looking to build equity. Partially finished basement provides additional space and potential for an in-law suite/garden unit, subject to buyer due diligence and approvals. With an estimated ARV of approximately $300,000, this property is ideal for a flip, rental, or owner-occupant looking for a starter home with upside!

8443 S Manistee Avenue, Chicago
$599,000
8 Beds ⋅ 4 Baths ⋅ 12753612 MLS ⋅ NEW Status
Beautifully maintained and recently updated 4-unit investment property located in the rapidly developing South Shore neighborhood! This solid brick building features four spacious 2-bedroom, 1-bathroom units, offering an excellent opportunity for both investors and owner-occupants seeking strong rental potential and long-term appreciation. Each unit offers hardwood floors, forced heating and central A/C, along with individual laundry hookups for added tenant convenience. Additional laundry hookups are also available in the basement. The property includes dedicated storage space in the basement for each unit, providing extra functionality and value for residents. Two units is currently rented and generating $1,550/month in rental income, giving the next owner immediate cash flow with additional upside potential. Investors will also appreciate the possibility to duplex-up the two second-floor units, creating larger units and increasing future value and rental income potential. Property is equipped with privately owned security cameras that can transfer with the sale. Situated near the exciting future developments taking place throughout South Shore, including the highly anticipated Quantum Shore project, this property is positioned in an area experiencing major investment and revitalization. Excellent opportunity to own a cash-flowing multi-unit property in one of Chicago's emerging lakefront communities!

8153 S South Shore Drive, Chicago
$420,000
12746962 MLS ⋅ NEW Status
Value-Add Investment Opportunity: Solid 6-unit brick building comprised of (6) 2-bedroom, 1-bath units. Each unit offers a functional layout with separate living and dining areas, along with kitchens that include pantry space. The property presents a strong opportunity for a new owner to implement updates and add value over time, with the ability to increase rental income. Ideal for investors seeking to stabilize and grow the asset. Additional features include a 3-car detached garage. Located just south of the South Shore area, with easy access to South Shore Drive, Lake Michigan, major highways, and public transportation in multiple directions. Excellent opportunity to build equity and long-term cash flow. AS-IS

7951 S Burnham Avenue, Chicago
$24,900
2 Beds ⋅ 1 Baths ⋅ 12753301 MLS ⋅ NEW Status
This is a unique investment opportunity for a buyer with vision and experience. Much of the building is currently vacant, creating the potential for a long-term strategy of acquiring additional units within this 24-unit building as they become available. Located on Chicago's Southeast Side, this ground-level corner unit offers a functional floor plan with tremendous upside. The spacious living room opens to two rear bedrooms, while the generously sized kitchen provides plenty of room for customization and value-add improvements. The unit is in need of updates, making it an ideal project for an investor looking to renovate and add a cash-flowing rental to an expanding portfolio. With the possibility of acquiring additional units within the same building over time, this property presents a rare opportunity to establish a larger ownership position in a single asset. Don't miss the chance to unlock the potential this investment has to offer.

9126 S Buffalo Avenue Unit #1F, Chicago
$199,999
3 Beds ⋅ 2 Baths ⋅ 12752267 MLS ⋅ NEW Status
Beautifully maintained single family home. The home features three bedrooms, and Two bathrooms.The kitchen has new Stainless Steel Appliances. Finished basement with a bar. Central Air Conditioning.

2333 E 83Rd Street, Chicago
$175,000
4 Beds ⋅ 4 Baths ⋅ 12751355 MLS ⋅ ACTIVE Status
HUGE VACANT FOUR BEDROOM HOME WITH FOUR FULL BATHS. INTERIOR HAS RECENTLY BEEN REFRESHED. FINISHED ATTIC JUST NEEDS FLOORING FOR TONS OF EXTRA SPACE. BASEMENT WITH TALL CEILING IS FRAMED NEEDS DRYWALL, FLOORING, AND BATHROOM FINISHES. LOW PROPERTY TAXES - ONLY 1055 DOLLARS/YEAR! CONVENTIONAL OR REHAB LOANS ONLY.

8503 S Burnham Avenue, Chicago
$205,000
4 Beds ⋅ 3 Baths ⋅ 12751214 MLS ⋅ ACTIVE Status
Situated on a prominent corner lot in the historic South Shore neighborhood, this one-of-a-kind home is filled with timeless character, architectural charm, and endless potential. From the moment you step inside, you'll appreciate the warmth of the original hardwood floors, elegant arched doorways, and classic details that showcase the home's rich history. The spacious living room provides the perfect gathering space, while the formal dining room offers an ideal setting for entertaining. A rare first-floor primary suite adds convenience and flexibility to the home's thoughtfully designed layout. Upstairs, you'll find three generously sized bedrooms featuring high ceilings and ample closet space-an uncommon feature in many homes throughout the area. A bright four-season room connects to the attached garage, providing additional living space to enjoy year-round. The full basement boasts high ceilings and includes a full bathroom, offering outstanding potential for additional living or recreation space. Ideally located just minutes from the lakefront, the Chicago Skyway, parks, shopping, dining, and public transportation, this home combines an unbeatable location with incredible opportunity. Properties with this much character, space, and potential rarely become available in South Shore. Don't miss your chance to make this exceptional home your own-schedule your private showing today!

8156 S Paxton Avenue, Chicago
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