Far South Chicago Homes under $500,000

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Newest Far South Chicago Homes under $500,000

$144,900

2 Beds ⋅ 1 Baths ⋅ 12784151 MLS ⋅ NEW Status

Hot investment opportunity in a CHA Mobility Area! Bring your vision and unlock the potential of this charming 2-bedroom, 1-bathroom bungalow featuring a full basement with plenty of additional space and possibilities. This property is ready for some cleanup, cosmetic updates, and a little TLC to bring it back to life! Whether you're an investor looking for your next fix-and-flip, a landlord seeking a rental property in a desirable rental market, or a homeowner ready to put your personal touch on a home, this property offers plenty of upside. With its functional layout, full basement, and excellent value-add potential, this is a great opportunity to build equity and make it your own. Don't miss your chance to turn this diamond in the rough into something special!

11443 S Aberdeen Street, Chicago

$100,000

2 Beds ⋅ 2 Baths ⋅ 12779215 MLS ⋅ NEW Status

The **Riverdale Community Land Trust** is proud to bring this beautifully **fully rehabbed 4-bedroom, 1.5-bath, 1.5-story home** to the market, creating an opportunity for an eligible buyer to move beyond renting and plant roots through sustainable homeownership. Homeownership is more than having an address-it's about having a stake in the future of your community. This project represents something bigger than one home. It is about creating pathways to ownership, strengthening neighborhood stability, preserving affordability, and ensuring that residents have an opportunity to participate in the future of Riverdale. **13110 S. St. Lawrence Avenue is move-in ready after a full rehabilitation and is waiting for its next homeowner.** **SPECIAL LENDING AND INCOME RESTRICTIONS APPLY DUE TO RIVERDALE COMMUNITY LAND TRUST GUIDELINES. OWNER-OCCUPANT ONLY. ALL BUYERS MUST MEET PROGRAM ELIGIBILITY REQUIREMENTS BEFORE WRITING AN OFFER.** See Additional Info for Details **Exclusive Listing Agency: EXIT Strategy Realty** Interested in becoming a homeowner in Riverdale? Contact us to learn more about the property, eligibility requirements, and steps to prepare for this unique homeownership opportunity.

13110 S Saint Lawrence Avenue, Chicago

$319,900

4 Beds ⋅ 3 Baths ⋅ 12784032 MLS ⋅ NEW Status

ABSOLUTELY STUNNING! REMODELED HOME OFFERS AN OPEN-CONCEPT RENOVATION THAT GREETS THE GUESTS WITH RICH HARDWOOD FLOORING, RECESSED LIGHTING, SPACIOUS ISLAND WITH EXTRA SEATING, BUILT-IN STAINLESS STEEL STOVE, WITH RANGE HOOD AND STAINLESS-STEEL PACKAGE! QUARTZ COUNTERTOPS, WARM PENDENT LIGHTING, SUBTILE BACKSPLASH, AND 36" GREY SHAKER CABINETS ARE IMMACULATE! SPACIOUS 1ST FLOOR BEDROOMS AND FULL BATH WITH SOAKING TUB. 2ND FLOOR OASIS DELIVERS COZY BEDROOMS AND FULL BATH FOR THE ADDED CONVENIENCE. FULL FINISHED BASEMENT WILL ENTERTAIN THE EXTENDED GUESTS WITH HUGE FAMILY ROOM, ANOTHER FULL BATH, AND A PRIVATE ROOM WITH LARGE CLOSET SPACE. NEW ROOF, HIGH-EFFICIENCY HVAC AND TANKLESS WATER HEATER. NEW CEMENT WALKWAYS, CEMENT PATIO, PRIVACY FENCE, AND 2 CAR GARAGE! LOCATED WITHIN WALKING DISTANCE TO WENDELL PARK, BASKET COURTS, AND PLAYGROUND. BIKERIDE TO I-57 AND I-94

433 W 100Th Street, Chicago

$234,900

3 Beds ⋅ 1 Baths ⋅ 12783976 MLS ⋅ NEW Status

Welcome home to this beautifully renovated all-brick 1.5-story residence offering approximately 1,200 square feet of comfortable, move-in-ready living space! This charming home features 3 spacious bedrooms, 1 updated full bathroom, a bright and inviting living room, and a generously sized eat-in kitchen complete with brand-new appliances. The property has been thoughtfully updated with numerous upgrades and enhancements throughout, combining modern finishes with everyday comfort and functionality. Major improvements include a newer roof and newer furnace, providing added value and peace of mind. The full, partially finished basement offers flexible space for entertaining, a home office, fitness area, recreation, or additional storage. Step outside to enjoy the expansive backyard, perfect for gatherings, gardening, or simply relaxing outdoors. Conveniently located near schools, parks, shopping, restaurants, public transportation, and major expressways, this home offers both comfort and convenience. The seller welcomes offers from qualified buyers utilizing eligible down pymt assistance and homeownership grant programs, making this an excellent opportunity for buyers looking to maximize available resources. Beautifully renovated, thoughtfully upgraded, and ready for its new owner! Schedule your private showing today. Room sizes and square footage are approximate and should be independently verified by the buyer.

343 W 102Nd Place, Chicago

$399,000

3 Beds ⋅ 2 Baths ⋅ 12783973 MLS ⋅ NEW Status

10116 S Malta Street, Chicago

$499,900

3 Beds ⋅ 3 Baths ⋅ 12783393 MLS ⋅ NEW Status

WOW WOW WOW! WHAT BEAUTIFUL REHAB! THIS HOME HAS 3 BEDROOMS AND 2 AND A HALF BATHROOMS. THE HOME HAS A GORGEOUS WRAP AROUND PORCH MAKES THIS HOUSE FEEL LIKE HOME! THE OPEN FLOOR PLAN EAT IN KITCHEN WITH A BREAKFAST BAR. THE MAIN LEVEL FAMILY ROOM HAS VAULTED CEILINGS, SKYLIGHTS AND ANOTHER SET OF PATIO DOORS THAT LEAD TO THE BEAUTIFUL BACK DECK. HOUSE HAS NEW OR NEWER KITCHEN, HARDWOOD FLOORS, BATHROOMS, LIGHTING, DOORS & TRIM, ETC. COME MAKE THIS HOUSE YOUR HOME! CURRENT TAXES DO NOT REFLECT A HOMEOWNER'S EXEMPTION.

10805 S Ridgeway Avenue, Chicago

$364,900

8 Beds ⋅ 3 Baths ⋅ 12777909 MLS ⋅ NEW 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

$499,900

8 Beds ⋅ 4 Baths ⋅ 12775061 MLS ⋅ NEW Status

Great investment opportunity! Well-maintained 4-unit building featuring four spacious 2-bedroom, 1-bath apartments. All units have spacious living areas and kitchens with some updates. All the units offer mostly hardwood flooring throughout and remodeled bathrooms. All four units are currently occupied with month-to-month tenants. Recent improvements include a new roof, soffit and fascia (January 2025), new exterior doors, and updated electrical throughout. The property features four separate electric meters plus a common meter, four gas meters, and four separate heating systems, with tenants responsible for their own gas and electric. Three of the four water heaters are newer. Additional amenities include five/six parking spaces; the basement has a great ceiling and great storage space; and a coin-operated washer and dryer. A solid opportunity for investors seeking a well-maintained multifamily property with separate utilities and established rental income but with the possibility with higher income.

8939 S Blackstone Avenue, Chicago

$285,000

6 Beds ⋅ 4 Baths ⋅ 12783867 MLS ⋅ NEW Status

Welcome to 7844 S Greenwood Ave, a spacious Chicago 2-flat located in the Greater Grand Crossing neighborhood, offering an excellent opportunity for real estate investors, owner-occupants, and buyers looking to house hack while building long-term equity. This South Side Chicago multi-family property features two generously sized 3-bedroom units, each offering approximately 1,000 square feet of living space, bright and inviting living rooms, attractive flooring, functional layouts, and convenient in-unit laundry. Ideal for multi-generational living or generating rental income, this property provides flexibility and investment potential. Recent improvements include partial roof repairs completed in 2026, a newly installed rear deck in 2026, a replaced exterior gate in 2026, and a basement furnace approximately one year old. Additional highlights include a private backyard, two dedicated exterior parking spaces, ample street parking, and an unfinished basement with separate exterior access, providing generous storage and potential for future improvements. Conveniently situated near the 79th Street/Chatham Metra Electric Station, CTA bus routes, I-90, and the Chicago Skyway, this property offers accessibility to Downtown Chicago and surrounding neighborhoods. Enjoy proximity to Grand Crossing Park, the South Shore Cultural Center, the University of Chicago, shopping, dining, schools, and everyday conveniences. Whether you're searching for a Chicago 2-flat for sale, an income-producing multi-family investment, or an owner-occupied property with rental income potential, 7844 S Greenwood Ave delivers an appealing combination of spacious living, recent updates, off-street parking, commuter convenience, and long-term investment opportunities. Don't miss your chance to own this versatile Greater Grand Crossing investment property. Schedule your private showing today!

7844 S Greenwood Avenue, Chicago

$389,900

3 Beds ⋅ 2 Baths ⋅ 12783842 MLS ⋅ NEW Status

Welcome to this beautifully maintained brick Georgian offering the perfect blend of character, space, and functionality in a highly desirable Chicago neighborhood. Step inside to find a bright and inviting layout featuring hardwood floors throughout, a spacious living room filled with natural light, and a dedicated dining area perfect for entertaining. The home's classic charm is complemented by tasteful updates, including Andersen windows and doors, washer & dryer, sump pump, and more. Upstairs, you'll find three well-proportioned bedrooms, offering flexibility for families, guests, or a home office. The finished basement provides additional living space ideal for a recreation room, workout area, or media lounge. Outside, enjoy a large backyard perfect for gatherings, play, or relaxation, along with a long driveway leading to a two-car garage - a rare and valuable feature in the area. This home is move-in ready with room to personalize, making it a perfect fit for today's buyers looking for both comfort and long-term value. Schedule your showing today!

10006 S Artesian Avenue, Chicago

6318 - 24 S Kimbark Avenue Unit #105, Chicago

$48,500

1 Beds ⋅ 1 Baths ⋅ 12783149 MLS ⋅ NEW Status

Welcome Home to 6318-24 S. Kimbark, Unit 105! This condo features one parking space! This is a Fannie Mae HomePath property. Sold AS-IS. Equal Housing Opportunity.

6318 - 24 S Kimbark Avenue Unit #105, Chicago

$65,000

3 Beds ⋅ 1 Baths ⋅ 12775623 MLS ⋅ NEW Status

Welcome to 11534 S Princeton Ave, a 2-story, 3-bedroom, 1-bathroom home located in Chicago's West Pullman neighborhood. This property offers an opportunity to create a home that fits your vision, with convenient access to neighborhood amenities, transportation, schools, and major roadways. Located on Chicago's South Side, this property is well positioned for buyers looking for space and potential in an established residential community. Schedule your showing today!

11534 S Princeton Avenue, Chicago

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