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
- 2330 W Thomas Street
- Chicago IL 60622
- $1,245,000
- 9 Beds | 6 Baths | SqFt
- 0 Acres
- 4855 W Cortez Street
- Chicago IL 60651
- $1,245,000
- 6 Beds | 3 Baths | SqFt
- 0 Acres
- 1201 N Astor Street #2W
- Chicago IL 60610
- $1,240,000
- 2 Beds | 3 Baths | 2,016 SqFt
- 0 Acres
- 3212 S Wallace Street
- Chicago IL 60616
- $1,239,900
- 11 Beds | 6 Baths | SqFt
- 0 Acres
- 5159 W Diversey Avenue
- Chicago IL 60639
- $1,239,000
- Beds | Baths | SqFt
- 0 Acres
- 4130 S calumet Avenue
- Chicago IL 60653
- $1,225,000
- 9 Beds | 6 Baths | SqFt
- 0 Acres
- 4948 N Winchester Avenue
- Chicago IL 60640
- $1,225,000
- 8 Beds | 4 Baths | SqFt
- 0 Acres
- 211 N Harbor Drive #4502
- Chicago IL 60601
- $1,225,000
- 2 Beds | 2 Baths | 1,558 SqFt
- 0 Acres
- 5309 S Greenwood Avenue
- Chicago IL 60615
- $1,225,000
- 7 Beds | 3 Baths | 3,000 SqFt
- 0 Acres
- 610 N Damen Avenue
- Chicago IL 60622
- $1,225,000
- 3 Beds | 4 Baths | SqFt
- 0.04 Acres
- 850 N Lake Shore Drive #1805
- Chicago IL 60611
- $1,223,000
- 2 Beds | 2 Baths | 1,737 SqFt
- 0 Acres
- 3059 S Pulaski Road
- Chicago IL 60623
- $1,200,000
- Beds | Baths | SqFt
- 0 Acres
- 6200 S Western Avenue
- Chicago IL 60636
- $1,200,000
- Beds | Baths | SqFt
- 0 Acres
- 5703-17 N Elston Avenue
- Chicago IL 60638
- $1,200,000
- Beds | Baths | SqFt
- 0 Acres
- 9520 S Jeffery Boulevard
- Chicago IL 60617
- $1,200,000
- Beds | Baths | SqFt
- 0 Acres
- 5820-24 W Roosevelt Road
- Chicago IL 60644
- $1,200,000
- Beds | Baths | SqFt
- 0 Acres
- 2542 W North Avenue
- Chicago IL 60647
- $1,200,000
- Beds | Baths | SqFt
- 0 Acres
- 619 E Groveland Park
- Chicago IL 60653
- $1,200,000
- 3 Beds | 6 Baths | SqFt
- 0 Acres
- 2946 N Keating Avenue
- Chicago IL 60641
- $1,200,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 2023 W Augusta Boulevard #3E
- Chicago IL 60622
- $1,200,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 333 N Canal Street #3404
- Chicago IL 60606
- $1,200,000
- 3 Beds | 3 Baths | 2,603 SqFt
- 0 Acres
- 2023 W Walton Street
- Chicago IL 60622
- $1,200,000
- 3 Beds | 2 Baths | 2,625 SqFt
- 0.07 Acres





