The Dobbs Group welcomes you to South Deering!
South Deering is a unique and up and coming community on Chicago’s Southside, bordered by the Pullman porter district and the Hegewisch neighborhood. Here, you can find gorgeous views of the largest body of water within Chicago, Lake Calumet. South Deering is filled with nature and industrial sights that make this diverse neighborhood unlike any other. Whatever your real estate needs may be, South Deering is home to many unique homes that may be right for you.
Neighborhood Overview
South Deering is a developing area with lots of sporadic new buildings rapidly going up. Some of the typical kinds of housing styles that you can expect to find in South Deering include a fair share of historic mansions, condominiums, duplexes, loft style homes, townhomes, bungalows, single family homes, and new construction highrises. The median sales price for single family homes in South Deering is in the $92K range.
Our Favorite Places
There are some pretty good fishing and paddling spots in South Deering, located around the Calumet River. You can fish for catfish, pike, perch, muskie, and even salmon–depending on the season! Try befriending a local angler and try your luck! There are a number of landmark districts located within South Deering and there are tours available for sightseeing of the historical buildings in the area.
Harborside International Golf Center is a pristine and challenging 18-hole golf course that includes practice facilities, a clubhouse and a bar and restaurant on the property. It is a popular destination for golfers around the Chicagoland area, and happens to be located right in South Deering!
How the Dobbs Group can help you buying a home?
How the Dobbs Group can help you sell your home?
In Good Hands

What do you look for in the Top West Loop Real Estate Agents? Someone with a vast understanding of Chicago neighborhoods? How about an invaluable partner and fierce advocate? You should never settle for anyone who isn’t always striving to exceed your expectations!
What people are saying about working with Debra?
-
“Debra is an absolute joy to work with; she makes a process that can be overwhelming and frustrating relatively painless…when it came time for us to negotiate it was clear that Debra was our advocate. Debra has a strong intuition and is a great reader of people.” HOLLY WISNIEWSKI HAWES
-
“I can’t recommend Debra Dobbs enough for a buyer who needs a trustworthy, knowledgeable and professional real estate agent. She is more than an agent – she’s a well-respected consultant in her field and one of the best I have ever worked with.” KATIE SHANNON
-
“I have always found Debra to be professional, fair and sensitive to the needs of her clients. She puts her clients’ interests and needs first and foremost.” ELISSA SCRAFANO
-
“We never felt rushed to make a decision as Debra would routinely say: ‘I want you to get the property that’s right for you, and I’ll show you as many properties as it takes until you do’.” MITCH WALSH
-
“Debra was professional, knowledgeable and fought for us to get the deal closed when issues arose. Great job, Debra!” MICHAEL FEINGLASS
Homes For Sale in South Deering
- 5249 W Berteau Avenue
- Chicago IL 60641
- $450,000
- 3 Beds | 2 Baths | 1,419 SqFt
- 0 Acres
- 5322 W Addison Street
- Chicago IL 60641
- $315,000
- 3 Beds | 1 Baths | 920 SqFt
- 0 Acres
- 5237 S Michigan Avenue #1N
- Chicago IL 60615
- $355,000
- 3 Beds | 2 Baths | 2,000 SqFt
- 0 Acres
- 5247 S Rockwell S Street
- Chicago IL 60632
- $325,000
- 4 Beds | 3 Baths | 2,500 SqFt
- 0 Acres
- 8637 1/2 W FOSTER Avenue #1B
- Chicago IL 60656
- $199,900
- 2 Beds | 2 Baths | 900 SqFt
- 0 Acres
- 5252 S DREXEL Avenue #2A
- Chicago IL 60615
- $235,000
- 3 Beds | 2 Baths | 1,620 SqFt
- 0 Acres
- 7000 S Paxton Avenue #1N
- Chicago IL 60649
- $225,000
- 4 Beds | 2 Baths | 2,000 SqFt
- 0 Acres
- 5249 S Richmond Street #2
- Chicago IL 60632
- $0
- 2 Beds | 1 Baths | 1,600 SqFt
- 0 Acres
- 5251 S Keating Avenue
- Chicago IL 60632
- $0
- 4 Beds | 2 Baths | 2,016 SqFt
- 0 Acres
- 5246 S New England Avenue
- Chicago IL 60638
- $475,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 5241 W Galewood Avenue
- Chicago IL 60639
- $350,000
- 4 Beds | 3 Baths | 1,568 SqFt
- 0 Acres
- 5321 N Moody Avenue
- Chicago IL 60630
- $450,000
- 3 Beds | 3 Baths | 1,540 SqFt
- 0 Acres
- 5324 W Warner Avenue
- Chicago IL 60641
- $569,000
- 3 Beds | 2 Baths | 3,785 SqFt
- 0 Acres
- 5257 W Gladys Avenue
- Chicago IL 60644
- $119,999
- 3 Beds | 1 Baths | 1,408 SqFt
- 0 Acres
- 5252 W Adams Street
- Chicago IL 60644
- $139,999
- 3 Beds | 1 Baths | 1,596 SqFt
- 0 Acres
- 5258 S Drexel Avenue #3F
- Chicago IL 60615
- $219,000
- 2 Beds | 2 Baths | 750 SqFt
- 0 Acres
- 5245 W Diversey Avenue
- Chicago IL 60651
- $595,000
- Beds | Baths | SqFt
- 0 Acres
- 5257 W Van Buren Street
- Chicago IL 60644
- $489,000
- 6 Beds | 3 Baths | SqFt
- 0 Acres
- 7000 S South Shore Drive #303
- Chicago IL 60649
- $0
- 2 Beds | 3 Baths | 1,450 SqFt
- 0 Acres
- 7000 S East End Avenue #303
- Chicago IL 60649
- $125,000
- 2 Beds | 2 Baths | 1,200 SqFt
- 0 Acres
- 10327 S Calumet Avenue
- Chicago IL 60628
- $249,000
- 4 Beds | 1 Baths | 1,108 SqFt
- 0 Acres
- 7000 S South Shore Drive #801
- Chicago IL 60649
- $0
- 3 Beds | 2 Baths | 1,275 SqFt
- 0 Acres