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
- 9935 S Winston Avenue
- Chicago IL 60643
- $599,900
- 4 Beds | 4 Baths | 3,300 SqFt
- 0.18 Acres
- 234 W Polk Street #2905
- Chicago IL 60607
- $599,900
- 2 Beds | 2 Baths | 1,159 SqFt
- 0 Acres
- 3041 N Davlin Court
- Chicago IL 60618
- $599,900
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 641-645 E 43rd Street
- Chicago IL 60653
- $599,900
- Beds | Baths | SqFt
- 0 Acres
- 4343 S Ellis Avenue
- Chicago IL 60653
- $599,900
- 3 Beds | 4 Baths | 2,400 SqFt
- 0 Acres
- 5147 W Cullom Avenue
- Chicago IL 60641
- $599,900
- 5 Beds | 2 Baths | SqFt
- 0 Acres
- 4026 N Kimball Avenue
- Chicago IL 60618
- $599,900
- 5 Beds | 3 Baths | SqFt
- 0 Acres
- 60 E Monroe Street #1903
- Chicago IL 60603
- $599,900
- 2 Beds | 2 Baths | 1,497 SqFt
- 0 Acres
- 1408 W Taylor Street #301
- Chicago IL 60607
- $599,900
- 3 Beds | 2 Baths | 1,525 SqFt
- 0 Acres
- 2248 W Foster Avenue #4
- Chicago IL 60625
- $599,900
- 3 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 2713 S Crowell Street
- Chicago IL 60608
- $599,900
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 3640 S Lowe Avenue
- Chicago IL 60609
- $599,900
- 4 Beds | 4 Baths | 2,960 SqFt
- 0 Acres
- 2332 W Belmont Avenue #4
- Chicago IL 60618
- $599,900
- 3 Beds | 2 Baths | 1,744 SqFt
- 0 Acres
- 1359 W Hubbard Street #1
- Chicago IL 60642
- $599,900
- 3 Beds | 3 Baths | 1,835 SqFt
- 0 Acres
- 1723 W North Avenue #3
- Chicago IL 60622
- $599,900
- 2 Beds | 2 Baths | 1,400 SqFt
- 0 Acres
- 2751 W Giddings Street #1W
- Chicago IL 60625
- $599,900
- 3 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 648 W 16th Street #2
- Chicago IL 60616
- $599,900
- 3 Beds | 3 Baths | 1,901 SqFt
- 0 Acres
- 2052 E 80th Street
- Chicago IL 60617
- $599,900
- 7 Beds | 5 Baths | SqFt
- 0 Acres
- 6552 S Evans Avenue
- Chicago IL 60637
- $599,900
- 5 Beds | 4 Baths | SqFt
- 0 Acres
- 6600 N LEHIGH Avenue
- Chicago IL 60646
- $599,900
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 4107 S Archer Avenue
- Chicago IL 60632
- $599,900
- 8 Beds | 4 Baths | SqFt
- 0 Acres
- 3936 W Cornelia Avenue
- Chicago IL 60618
- $599,500
- 5 Beds | 3 Baths | SqFt
- 0 Acres
- 401 N WABASH Avenue #45D
- Chicago IL 60611
- $599,500
- 1 Beds | 2 Baths | 1,046 SqFt
- 0 Acres




