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
- 2235 W Oakdale Avenue #14-A
- Chicago IL 60618
- $1,500,000
- 4 Beds | 4 Baths | 3,426 SqFt
- 0 Acres
- 1511 W Roscoe Street #1
- Chicago IL 60657
- $1,500,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 1 E Cermak Road
- Chicago IL 60616
- $1,500,000
- Beds | Baths | SqFt
- 0.07 Acres
- 2948-2958 N Narragansett Avenue
- Chicago IL 60634
- $1,500,000
- 4 Beds | 3 Baths | SqFt
- 0.35 Acres
- 4823 N Oakley Avenue
- Chicago IL 60625
- $1,499,999
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 1136 N Milwaukee Avenue
- Chicago IL 60642
- $1,499,900
- Beds | Baths | SqFt
- 0 Acres
- 4128 W Belmont Avenue
- Chicago IL 60641
- $1,499,000
- Beds | Baths | SqFt
- 0 Acres
- 403 N Wabash Avenue #10C
- Chicago IL 60611
- $1,499,000
- 3 Beds | 3 Baths | 2,249 SqFt
- 0 Acres
- 1626 S prairie Avenue
- Chicago IL 60616
- $1,499,000
- 4 Beds | 5 Baths | 3,300 SqFt
- 0 Acres
- 2107 N Clark Street
- Chicago IL 60614
- $1,499,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 2144 N Fremont Street
- Chicago IL 60614
- $1,499,000
- 4 Beds | 2 Baths | 2,583 SqFt
- 0 Acres
- 5720 S Dorchester Avenue
- Chicago IL 60637
- $1,495,000
- 5 Beds | 4 Baths | 3,875 SqFt
- 0 Acres
- 2314 W McLean Avenue
- Chicago IL 60647
- $1,495,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 4715 W 63rd Street
- Chicago IL 60629
- $1,495,000
- Beds | Baths | SqFt
- 0 Acres
- 1634 W Fargo Avenue
- Chicago IL 60626
- $1,495,000
- 11 Beds | 7 Baths | SqFt
- 0 Acres
- 401 N wabash Avenue #74F
- Chicago IL 60611
- $1,495,000
- 2 Beds | 3 Baths | 1,952 SqFt
- 0 Acres
- 3740 N Racine Avenue #1
- Chicago IL 60613
- $1,495,000
- 4 Beds | 4 Baths | 2,500 SqFt
- 0 Acres
- 3820 N Damen Avenue #1
- Chicago IL 60618
- $1,495,000
- 4 Beds | 4 Baths | 2,900 SqFt
- 0 Acres
- 57 E Delaware Place #3804
- Chicago IL 60611
- $1,495,000
- 2 Beds | 3 Baths | 3,050 SqFt
- 0 Acres
- 1230 N State Parkway #28A
- Chicago IL 60610
- $1,495,000
- 3 Beds | 3 Baths | 2,450 SqFt
- 0 Acres
- 1042 W Altgeld Street #3
- Chicago IL 60614
- $1,495,000
- 3 Beds | 2 Baths | 2,000 SqFt
- 0 Acres
- 1319 N Sandburg Terrace
- Chicago IL 60610
- $1,495,000
- 4 Beds | 4 Baths | 2,850 SqFt
- 0 Acres
- 2759 S Pulaski Road
- Chicago IL 60623
- $1,490,000
- Beds | Baths | SqFt
- 0 Acres
- 1733 S Prairie Avenue
- Chicago IL 60616
- $1,490,000
- 4 Beds | 5 Baths | 3,797 SqFt
- 0 Acres




