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
- 5029 S Dorchester Avenue
- Chicago IL 60615
- $1,295,000
- 4 Beds | 4 Baths | 3,460 SqFt
- 0.06 Acres
- 401 N Wabash Avenue #57F
- Chicago IL 60611
- $1,295,000
- 2 Beds | 3 Baths | 2,000 SqFt
- 0 Acres
- 2832 N Mozart Street
- Chicago IL 60618
- $1,295,000
- 8 Beds | 4 Baths | SqFt
- 0 Acres
- 6350 W 63rd Street
- Chicago IL 60638
- $1,295,000
- Beds | Baths | SqFt
- 0 Acres
- 310 S MICHIGAN Avenue #1705
- Chicago IL 60604
- $1,295,000
- 3 Beds | 4 Baths | 2,706 SqFt
- 0 Acres
- 340 E Randolph Street #5504
- Chicago IL 60601
- $1,295,000
- 2 Beds | 3 Baths | 1,902 SqFt
- 0 Acres
- 100 E Huron Street #3705
- Chicago IL 60611
- $1,290,000
- 3 Beds | 4 Baths | 2,880 SqFt
- 0 Acres
- 5530 S Kimbark Avenue
- Chicago IL 60637
- $1,285,000
- 3 Beds | 4 Baths | 3,000 SqFt
- 0 Acres
- 4206 S Calumet Avenue
- Chicago IL 60653
- $1,285,000
- 9 Beds | 6 Baths | SqFt
- 0 Acres
- 3122 S Morgan Street
- Chicago IL 60608
- $1,280,000
- Beds | Baths | SqFt
- 0 Acres
- 2748 N Austin Avenue
- Chicago IL 60639
- $1,275,000
- 5 Beds | 3 Baths | SqFt
- 0.13 Acres
- 415 E North Water Street #1901
- Chicago IL 60611
- $1,275,000
- 2 Beds | 3 Baths | 2,740 SqFt
- 0 Acres
- 332 W Goethe Street
- Chicago IL 60610
- $1,275,000
- 4 Beds | 5 Baths | SqFt
- 0 Acres
- 2235 W Oakdale Avenue #12-D
- Chicago IL 60618
- $1,275,000
- 4 Beds | 4 Baths | 3,269 SqFt
- 0 Acres
- 3927 N Paulina Street
- Chicago IL 60613
- $1,275,000
- 6 Beds | 4 Baths | 3,185 SqFt
- 0 Acres
- 1609-11 N Wood Street
- Chicago IL 60622
- $1,275,000
- 8 Beds | 4 Baths | SqFt
- 0 Acres
- 1742 W School Street
- Chicago IL 60657
- $1,274,900
- 5 Beds | 4 Baths | SqFt
- 0 Acres
- 2237 N Western Avenue
- Chicago IL 60647
- $1,270,000
- Beds | Baths | SqFt
- 0 Acres
- 1825 N Wilmot Avenue
- Chicago IL 60647
- $1,269,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 50 E Washington Street
- Chicago IL 60602
- $1,250,000
- Beds | Baths | SqFt
- 0 Acres
- 2711 W Haddon Avenue
- Chicago IL 60622
- $1,250,000
- 8 Beds | 5 Baths | SqFt
- 0 Acres





