Thank you for finding us in your search for a top realty agent in Chicago! I am Debra Dobbs and I have been the go-to source for exceptional real estate services in the Windy City for over 41 years. My team of skilled professional agents and I are here to help you navigate the Chicago real estate market with confidence. Explore our offerings and let’s embark on your real estate journey together.
About Debra Dobbs and The Dobbs Group
Debra Dobbs is one of Chicago’s most respected real estate professionals, consistently recognized among the top 1% of agents nationwide and honored with designations including CRS, ABR, and GRI. With decades of experience, deep market knowledge, and a long record of above-market sales, she is known for being a fierce advocate for her clients’ best interests – strategic, tenacious, and unwaveringly committed to delivering outstanding results.
The Dobbs Group is a small, highly skilled team built around that same standard of excellence. Every member brings specialized expertise, warm professionalism, and a genuine dedication to each client’s success. Together, The Dobbs Group offers the boutique feel of personalized service paired with the strength of smart marketing, skilled negotiation, and thoughtful guidance at every step of the journey.
What You Get When You Work With Us
Working with The Dobbs Group means you get a team that cares about you, and treats your goals like our own. You get Debra’s sharp instincts and relentless advocacy, paired with a group of specialists who anticipate needs before you voice them, handle details before they become problems, and make the entire process feel calm, clear, and human. You get smart strategy, honest guidance, and people who genuinely want you to feel supported every step of the way – because your success isn’t just the outcome, it is the experience we build with you.

Chicago Real Estate Listings
- 5359 S Sawyer Avenue
- Chicago IL 60632
- $524,900
- 1 Beds | 6 Baths | SqFt
- 0 Acres
- 2404 E 79TH Street
- Chicago IL 60649
- $524,000
- Beds | Baths | SqFt
- 0 Acres
- 2922 N Kilpatrick Avenue
- Chicago IL 60641
- $524,000
- 3 Beds | 3 Baths | 2,650 SqFt
- 0 Acres
- 910 N Lake Shore Drive #2220
- Chicago IL 60611
- $520,000
- 3 Beds | 2 Baths | 1,436 SqFt
- 0 Acres
- 1360 N Sandburg Terrace #1212C
- Chicago IL 60610
- $520,000
- 2 Beds | 2 Baths | SqFt
- 0 Acres
- 420 W Ontario Street #404
- Chicago IL 60654
- $520,000
- 2 Beds | 2 Baths | 1,400 SqFt
- 0 Acres
- 838 E 52nd Street #1W
- Chicago IL 60615
- $520,000
- 4 Beds | 4 Baths | 2,600 SqFt
- 0 Acres
- 550 N Saint Clair Street #1701
- Chicago IL 60611
- $520,000
- 2 Beds | 2 Baths | 1,200 SqFt
- 0 Acres
- 1355 N Western Avenue #4D
- Chicago IL 60622
- $520,000
- 2 Beds | 2 Baths | SqFt
- 0 Acres
- 758 N Larrabee Street #408
- Chicago IL 60654
- $520,000
- 2 Beds | 2 Baths | 1,200 SqFt
- 0 Acres
- 4331 S Evans Avenue
- Chicago IL 60653
- $520,000
- 3 Beds | 4 Baths | 2,100 SqFt
- 0 Acres
- 3926 W ARTHINGTON Street
- Chicago IL 60624
- $520,000
- 6 Beds | 3 Baths | SqFt
- 0 Acres
- 5326 S Nagle Avenue
- Chicago IL 60638
- $519,900
- 4 Beds | 2 Baths | 2,036 SqFt
- 0 Acres
- 6308 W Cornelia Avenue
- Chicago IL 60634
- $519,900
- 4 Beds | 3 Baths | SqFt
- 0 Acres
- 10030 S Washtenaw Avenue
- Chicago IL 60655
- $519,900
- 4 Beds | 2 Baths | 2,800 SqFt
- 0 Acres
- 4231 S Archer Avenue
- Chicago IL 60632
- $519,000
- Beds | Baths | SqFt
- 0 Acres
- 474 N Lake Shore Drive #3305
- Chicago IL 60611
- $519,000
- 2 Beds | 2 Baths | 1,250 SqFt
- 0 Acres
- 6321 N MERRIMAC Avenue
- Chicago IL 60646
- $519,000
- 5 Beds | 3 Baths | 2,756 SqFt
- 0 Acres
- 850 N Lake Shore Drive #1809
- Chicago IL 60611
- $516,500
- 1 Beds | 1 Baths | 1,035 SqFt
- 0 Acres
- 1629 S PRAIRIE Avenue #1904
- Chicago IL 60616
- $515,000
- 2 Beds | 2 Baths | 1,244 SqFt
- 0 Acres
- 7022 S Maplewood Avenue
- Chicago IL 60629
- $515,000
- 5 Beds | 5 Baths | SqFt
- 0 Acres
- 211 N Harbor Drive #3605
- Chicago IL 60601
- $515,000
- 1 Beds | 1 Baths | 687 SqFt
- 0 Acres
- 1460 N Sandburg Terrace #2001A
- Chicago IL 60610
- $515,000
- 2 Beds | 2 Baths | SqFt
- 0 Acres
- 512 N McClurg Court #1704
- Chicago IL 60611
- $515,000
- 2 Beds | 2 Baths | 1,425 SqFt
- 0 Acres



























