South Deering, Chicago IL · Curated MLS Search

Homes for Sale in South Deering, Chicago IL

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

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About Homes for Sale in South Deering, Chicago IL

South Deering sits on the far southeast side, where old steel mill history still shapes the streets. A working neighborhood. It's quiet in ways that surprise people who only know Chicago's busier corners, with wide lots, detached homes, and blocks where the same families have stayed put for generations.

The pace runs slower than the North Side, and for a lot of buyers that's the whole point. Lake Calumet and the wetlands around it give the area an odd mix of smokestacks and marsh grass. Getting downtown takes some planning. But the Bishop Ford and the nearby Metra keep you connected once you sort out the routine.

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

Your money goes further here than almost anywhere else in the city, plain and simple. You want space, a yard, and neighbors who wave from their porch and know your name? South Deering delivers without the premium. It rewards buyers who value roots over flash and don't mind sitting a little off the tourist map.

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

South Deering Market Snapshot

Live MLS data — South Deering

South Deering
inventory
Active Listings
18
Sold (Past 6 Mo.)
23
Under Contract
7
pricing
Avg. List Price
$144,233
Cost / Sq. Ft.
$142
typical home
Living Area
1,671 ft²
Avg. Beds
4.4
Avg. Baths
2.4
Days on Market
98

Homes for Sale in South Deering, 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 11 South Deering homes for sale priced at $100,000 or more, out of 18 active listings across every property type.

South Deering, Chicago IL homes for sale, October 20, 2026
MeasureValue
Active listings11
All active listings in South Deering, every property type18

Homes for Sale in other neighborhoods

Market questions

How many South Deering homes are for sale?

As of October 20, 2026, there were 11 South Deering homes for sale priced at $100,000 or more, out of 18 active listings across every property type, based on Chicago Real Estate Source's review of MLS data.

How do South Deering homes compare with other neighborhoods?

As of October 20, 2026, there were 11 South Deering homes for sale priced at $100,000 or more. In the same search, Chicago had 5,361 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.

How many South Deering homes are listed across every property type?

As of October 20, 2026, there were 18 active listings for South Deering homes across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in South Deering, Chicago IL

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Homes for Sale in South Deering, Chicago IL

10100 S Bensley Avenue, Chicago
$264,900
3 Beds ⋅ 2 Baths ⋅ 12791468 MLS ⋅ NEW Status
Welcome to 10100 S Bensley Avenue, a beautifully renovated home offering modern updates and peace of mind! Extensively rehabbed in 2023, this property features a new roof, windows, plumbing, electrical systems, and mechanicals, along with updated kitchens and bathrooms. With major improvements already completed, this home offers an excellent opportunity for buyers seeking a move-in-ready property without the hassle of extensive renovations. Schedule your private showing today!

10100 S Bensley Avenue, Chicago
10145 S Bensley Avenue, Chicago
$179,900
2 Beds ⋅ 1 Baths ⋅ 12790244 MLS ⋅ NEW Status
Welcome home to this beautifully updated brick raised ranch on a quiet tree lined street in the heart of South Deering! Step inside to a bright and inviting living room featuring hardwood floors. The remodeled kitchen is designed for both style and function, and chic shaker cabinetry perfect for everyday meals and entertaining. The main level offers two generously sized bedrooms and a tastefully updated full bathroom. Downstairs, the basement provides exceptional storage space, a third bedroom, a dedicated laundry area, and endless possibilities for future expansion, recreation space, or a home gym. Enjoy outdoor living in the private, fully fenced backyard, ideal for gatherings, pets, and gardening. A detached two-car garage provides convenient parking and additional storage. Located in Chicago's South Deering neighborhood, this home offers easy access to shopping, dining, schools, public transportation, and major expressways. Nearby attractions include Trumbull Park with its recreation center, sports fields, and fitness facilities, as well as Big Marsh Park, a popular destination for biking, walking trails, nature enthusiasts, and outdoor recreation. Don't miss this move-in ready opportunity to own a charming, updated home with room to grow in a convenient South Side location. Schedule your private showing today!

10145 S Bensley Avenue, Chicago
2301 E 102Nd Street, Chicago
$174,900
3 Beds ⋅ 1 Baths ⋅ 12789093 MLS ⋅ ACTIVE Status
Every room is on one floor. The living room has recessed lighting and a ceiling fan, with a large picture window with sidelights faces the front lawn. The kitchen has granite counters, a beveled subway tile backsplash and open wood shelving between the upper cabinets. A gas range with a stainless steel hood and a refrigerator are included. There is room for a table, and a back door leads outside. All three bedrooms have hardwood floors. The full bath has a tub and shower with a large-format tile surround, a glass mosaic accent band, a glass block window, and a floating vanity. Heat is a natural gas forced-air furnace. Trumbull Park, with its fieldhouse and pool, is about three blocks south at 105th Street. The Bishop Ford Freeway (I-94) is a short drive west for the commute downtown.

2301 E 102Nd Street, Chicago
9655 S Commercial Avenue, Chicago
$399,000
7 Beds ⋅ 5 Baths ⋅ 12789169 MLS ⋅ ACTIVE Status
Exceptional investment opportunity! Legal 4-unit building with an additional non-conforming owner suite unit, potentially offering 5 total income streams. Ideal for investors or owner-occupants seeking strong cash flow with value-added potential. This property has so much potential for overall income and cap rate. Property features a full unfinished basement, brick 4-car garage, and a concrete car pad secured by a wrought iron gate for additional parking or storage. Two adjacent lots included in the sale. The fenced in lots features an open green space-perfect for outdoor enjoyment today with long-term potential for development, expansion, or additional income opportunities. Ideally located just minutes from the Illinois Quantum and Microelectronics Park, positioning the property for long-term growth and increased demand. Sold as-is.

9655 S Commercial Avenue, Chicago
10107 S Paxton Avenue, Chicago
$249,000
3 Beds ⋅ 2 Baths ⋅ 12773961 MLS ⋅ ACTIVE Status
Welcome home to this charming, move-in-ready two-story residence offering 4 bedrooms and 2 full bathrooms! Enjoy a spacious living room, formal dining area, and an inviting kitchen with an open-concept layout, perfect for everyday living and entertaining. Generously sized bedrooms and beautiful hardwood flooring add warmth and character throughout. The finished basement provides additional flexible living space, ideal for a recreation room, home office, or guest area. Step outside to a large, fully fenced backyard offering plenty of room for outdoor entertaining, gardening, pets, or simply enjoying your own private outdoor retreat. Conveniently located near neighborhood amenities, parks, public transportation, and major expressways. A wonderful opportunity to own a spacious, move-in-ready home with room to grow. Schedule your showing today!

10107 S Paxton Avenue, Chicago
10042 S Luella Avenue, Chicago
$154,900
3 Beds ⋅ 1 Baths ⋅ 12754219 MLS ⋅ CONTINGENT Status
Welcome Home! This charming all-brick 3-bedroom, 1-bath home combines comfort, updates, and convenience. The flexible dining room can easily serve as a family room or den. Enjoy an updated kitchen and bath, newer windows, and a full basement offering a laundry area, abundant storage and future possibilities. Outside, the large yard is perfect for entertaining, gardening, play, or relaxing. Conveniently located near a park and public transportation, this move-in-ready home is a wonderful opportunity! Come see for yourself all it has to offer!

10042 S Luella Avenue, Chicago
10335 S Hoxie Avenue, Chicago
$225,000
4 Beds ⋅ 3 Baths ⋅ 12776668 MLS ⋅ CONTINGENT Status
Welcome to this spacious two-story property situated on an impressive double lot, offering excellent space and versatility for a large or multi-generational family. The first level features a comfortable living room, two bedrooms, a full bathroom, kitchen, and an additional room that can be used as a home office, den, or flex space. The second level offers a family room, two additional bedrooms, full bathroom, and kitchen, providing a great opportunity for extended or related living. The full walkout basement adds even more versatility with ample storage, a full bathroom, and laundry area. Separate entrances for each level provide added privacy and convenience. Separate utilities (two electrical panels, two gas meters). Outside, enjoy the expansive double lot, perfect for family gatherings, entertaining, cookouts, gardening, or creating your own outdoor retreat. The detached two-car garage and huge storage shed provide plenty of parking and storage. A unique property with tremendous potential and space for the whole family! A few blocks from Trumbull park and the closest train station is the South Chicago (93rd) Metra Station. The nearby schools are Burnham Elementary Burnham Math & Science Academy and Sacred Heart School.

10335 S Hoxie Avenue, Chicago
9959 S Escanaba Avenue, Chicago
$369,000
3 Beds ⋅ 2 Baths ⋅ 12772573 MLS ⋅ PENDING Status

9959 S Escanaba Avenue, Chicago
10226 S Torrence Avenue, Chicago
$174,999
3 Beds ⋅ 2 Baths ⋅ 12752044 MLS ⋅ PENDING Status
Opportunity awaits in this 3-bedroom, 1.5-bath South Deering home offering a spacious footprint and plenty of potential for renovation and value-add. Ready for its next chapter, the property features three bedrooms, two full baths and a full basement providing additional space and possibilities. Nearby homes showcase the investment and improvements taking place throughout the immediate area. An ideal opportunity for investors, rehabbers or buyers looking for a project and the chance to bring their own vision to life. Whether you're planning a full renovation, rental investment or resale, the existing layout provides a great starting point. Estate sale. Property is being sold AS-IS. Bring your contractor and your ideas!

10226 S Torrence Avenue, Chicago
2303 E 100Th Street, Chicago
$125,000
3 Beds ⋅ 2 Baths ⋅ 12747047 MLS ⋅ PRICE CHANGE Status
This spacious 3-bedroom, 1.5-bath townhome offers an open main living area, updated flooring, a functional kitchen, and plenty of natural light. Upstairs you'll find three bedrooms and a full bath, while the full unfinished basement provides additional storage and plenty of potential for future use. Conveniently located near shopping, transportation, schools, and other neighborhood amenities. Schedule your showing today!

2303 E 100Th Street, Chicago
10152 S Bensley Avenue, Chicago
$139,900
3 Beds ⋅ 2 Baths ⋅ 12735550 MLS ⋅ ACTIVE Status
INVESTOR OPPORTUNITY IN HISTORIC JEFFREY MANOR! This tenant-occupied brick single-family home offers an excellent opportunity for a buy-and-hold investor looking to expand their rental portfolio. The home features 3 bedrooms, 1.5 bathrooms, a living room, separate dining room, kitchen, and one main-level bedroom. Two additional bedrooms are located upstairs. A full, partially finished basement provides additional usable space, and the property includes a one-car detached garage. Conveniently located near transportation, shopping, schools, and neighborhood amenities. Property is being sold as-is. Tenant rights apply. Schedule your showing and explore the possibilities!

10152 S Bensley Avenue, Chicago
10120 S Torrence Avenue, Chicago
$259,900
3 Beds ⋅ 2 Baths ⋅ 12724653 MLS ⋅ ACTIVE Status
Welcome to this well-maintained brick ranch, in the South Deering neighborhood, offering an impressive combination of space, comfort, and value. With approximately 2,160 square feet of total finished living space, including a full finished lower level, this 3-bedroom home provides far more room than meets the eye. The main level features beautiful hardwood flooring, abundant natural light through updated windows, comfortable bedrooms, and a functional layout designed for both everyday living and entertaining. The kitchen offers ample cabinetry, generous workspace, and a convenient dining area, while the finished lower level adds approximately 1,100 square feet of additional living space-perfect for a family room, recreation area, home theater, fitness space, home office, or other flexible uses. A dedicated laundry and utility area provides additional convenience and storage. Outside, enjoy a well-maintained backyard with space for relaxing, entertaining, or outdoor dining, along with an oversized 2.5-car detached garage. Central air, updated windows, solid brick construction, and exceptionally low 2024 property taxes of approximately $1,411 further enhance the home's appeal. Conveniently offered with FHA, VA, and conventional financing options, this move-in-ready property presents an excellent opportunity for buyers seeking space, functionality, and affordability in an established Chicago neighborhood. With approximately 2,160 total finished square feet, a full finished basement, 2.5-car garage, and low property taxes, 10120 S. Torrence Ave. is a home that deserves to be seen in person. **Thoughtfully priced with room for opportunity. Serious, qualified buyers are encouraged to submit offers. Seller IS receptive!

10120 S Torrence Avenue, Chicago
10118 S Luella Avenue, Chicago
$250,000
3 Beds ⋅ 2 Baths ⋅ 12727365 MLS ⋅ CLOSED Status
Step into worry-free living with this beautifully renovated home, complete with a home warranty. This impressive all brick home features 3 spacious bedrooms and 1 full bath on the second level, plus an additional half bath in the finished basement for added convenience. The updated kitchen shines with new appliances, modern finishes, and stylish cabinetry, making it perfect for everyday living and entertaining. Designed for connection and everyday living, the spacious dining room flows seamlessly off the kitchen and features a charming pass-through view window that is perfect for entertaining, staying connected with guests, and creating an open, and inviting feel. Enjoy elegant hardwood flooring, recessed can lighting, and beautiful light fixtures throughout that add warmth and sophistication to every room. The finished basement offers additional living space ideal for a family room, recreation area, home office, or guest space. This move-in-ready gem combines comfort, style, and functionality This is a must-see for buyers seeking modern updates and extra living space! BOOK YOUR SHOWINGS NOW!

10118 S Luella Avenue, Chicago
10106 S Crandon Avenue, Chicago
$235,000
3 Beds ⋅ 2 Baths ⋅ 12718961 MLS ⋅ CLOSED Status
Welcome to this charming 3 bed/1.5 bath Cape Cod in Jeffrey Manor. From the moment you step inside, you'll appreciate the warmth of the wood floors flowing through the living and dining rooms-perfect for cozy evenings or hosting family and friends. The updated kitchen shines with custom white shaker cabinets and granite countertops, blending timeless style with everyday functionality. The finished basement expands your living space with a inviting family room for movie nights, hobbies, or working from home. This move-in-ready home offers charm, comfort, and space to truly make it your own.*Owner is an Illinois Licensed Real Estate Broker

10106 S Crandon Avenue, Chicago
10358 S Torrence Avenue, Chicago
$260,000
5 Beds ⋅ 2 Baths ⋅ 12670882 MLS ⋅ CLOSED Status

10358 S Torrence Avenue, Chicago
10508 S Bensley Avenue, Chicago
$259,511
3 Beds ⋅ 2 Baths ⋅ 12713244 MLS ⋅ CLOSED Status
GREAT SPLIT-LEVEL SINGLE-FAMILY HOME WITH 3 BEDROOMS, 1 FULL BATH, AND 1 HALF BATH, LOCATED IN A GREAT NEIGHBORHOOD! MANY RECENT UPDATES INCLUDE A NEW KITCHEN WITH QUARTZ COUNTERTOPS, UPDATED BATHROOMS, REFINISHED HARDWOOD FLOORS, ALL-NEW LIGHT FIXTURES, NEW VINYL TILE FLOORING IN THE LOWER LEVEL, NEW RECESSED LIGHTING IN THE LIVING ROOM, AND NEW WINDOWS ON THE SECOND FLOOR. THE MAIN LEVEL FEATURES A SUNNY, SPACIOUS LIVING ROOM AND DINING ROOM WITH RECESSED LIGHTING, PLUS A NICE KITCHEN WITH AN EAT-IN BREAKFAST SPACE. THE UPPER LEVEL OFFERS 3 SPACIOUS BEDROOMS AND A FULL BATH. THE LOWER LEVEL INCLUDES A LARGE FAMILY ROOM, HALF BATH, LAUNDRY ROOM, AND UTILITY ROOM. LARGE STORAGE IN THE CRAWL BASEMENT. ENJOY A 2-CAR GARAGE WITH A PARTY DOOR, A LARGE YARD, AND A PATIO-PERFECT FOR ENTERTAINING. CONVENIENT LOCATION! A NICE HOME IN A NICE NEIGHBORHOOD. PRE-APPROVED BUYERS-DON'T MISS THIS OPPORTUNITY! SHOW AND SELL NOW!!!

10508 S Bensley Avenue, Chicago
9824 S Escanaba Avenue, Chicago
$274,900
3 Beds ⋅ 2 Baths ⋅ 12712250 MLS ⋅ CONTINGENT Status
WELCOME TO THIS BEAUTIFULLY UPDATED HOME OFFERING 3 BEDROOMS AND 1 BATH ON THE MAIN LEVEL, PLUS A NICELY FINISHED BASEMENT WITH AN ADDITIONAL BEDROOM AND FULL BATHROOM. THE HOME FEATURES MODERN UPDATES THROUGHOUT WHILE MAINTAINING A WARM, INVITING FEEL. THE EXTRA SPACE DOWNSTAIRS IS PERFECT FOR GUESTS, A PRIVATE RETREAT, OR FLEXIBLE LIVING. A TRUE MOVE IN READY GEM!

9824 S Escanaba Avenue, Chicago
10426 S Calhoun Avenue, Chicago
$239,000
4 Beds ⋅ 2 Baths ⋅ 12711921 MLS ⋅ ACTIVE Status

10426 S Calhoun Avenue, Chicago
10055 S Oglesby Avenue, Chicago
$228,000
3 Beds ⋅ 2 Baths ⋅ 12705190 MLS ⋅ CLOSED Status
Beautifully rehabbed 3bedroom, 2bath home in a quiet Chicago neighborhood, featuring a bright open concept layout and refinished hardwood floors throughout. The interior showcases a modern black and white design theme with brand new white cabinets, quartz countertops, stainless steel appliances, a new modern white backsplash, modern black ceiling fans, and sleek black hardware for a clean, contemporary feel. The home is equipped with a full forced-air HVAC system with central AC-no radiators, providing efficient heating and cooling year round. Both bathrooms have been fully updated with white tile, new modern vanities, and stylish black fixtures, creating a fresh, spa like look. The home sits on a fully gated lot and includes an extremely well maintained 2 car garage with a spacious concrete parking pad in front-perfect for extra parking or hosting family and friends outdoors. The backyard is very spacious, offering plenty of room for gatherings, gardening, or creating your own outdoor oasis. Enjoy a quick drive to downtown Chicago and the convenience of being able to reach Indiana quickly, plus easy access to major highways for a smooth commute. The library is just one block away, and parks are nearby. This move in ready home is truly a must see-don't miss this gem!

10055 S Oglesby Avenue, Chicago
10122 S Luella Avenue, Chicago
$145,000
3 Beds ⋅ 1 Baths ⋅ 12704282 MLS ⋅ CLOSED Status
Welcome to this charming brick home offering 3 bedrooms, 1 bathroom, and approximately 1,200 square feet of comfortable living space. Brand new flooring adds warmth and character throughout much of the home, while the functional floor plan provides plenty of space for everyday living. A full unfinished basement offers endless possibilities for storage, a workshop, or future expansion. Situated on a generously sized lot, this property is conveniently located near parks, shopping, schools, and major roadways, making commuting and daily errands a breeze. Whether you're an owner occupant or looking to add to your investment portfolio, this home is full of potential and ready for its next owner.

10122 S Luella Avenue, Chicago
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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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