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
- 840 N LAKE SHORE Drive #202
- Chicago IL 60611
- $795,000
- 1 Beds | 2 Baths | 1,800 SqFt
- 0 Acres
- 340 E RANDOLPH Street #2102
- Chicago IL 60601
- $795,000
- 2 Beds | 2 Baths | 1,500 SqFt
- 0 Acres
- 850 N Lake Shore Drive #802
- Chicago IL 60611
- $795,000
- 2 Beds | 2 Baths | 1,429 SqFt
- 0 Acres
- 234 W Polk Street #2310
- Chicago IL 60607
- $791,000
- 2 Beds | 2 Baths | SqFt
- 0 Acres
- 2927 N Rockwell Street
- Chicago IL 60618
- $790,000
- 3 Beds | 3 Baths | 1,850 SqFt
- 0 Acres
- 150 W Superior Street #1404
- Chicago IL 60610
- $790,000
- 2 Beds | 2 Baths | 1,563 SqFt
- 0 Acres
- 11241 S Central Park Avenue
- Chicago IL 60655
- $790,000
- 3 Beds | 4 Baths | 3,461 SqFt
- 0 Acres
- 5419 S Michigan Avenue
- Chicago IL 60615
- $789,999
- 5 Beds | 5 Baths | 3,600 SqFt
- 0 Acres
- 1428 W Grand Avenue #2
- Chicago IL 60642
- $789,900
- 3 Beds | 2 Baths | 1,700 SqFt
- 0 Acres
- 2914 N Sheffield Avenue #4N
- Chicago IL 60657
- $789,000
- 2 Beds | 2 Baths | 1,700 SqFt
- 0 Acres
- 4525 S Evans Avenue
- Chicago IL 60653
- $789,000
- 8 Beds | 6 Baths | SqFt
- 0 Acres
- 6470 N Newcastle Avenue
- Chicago IL 60631
- $789,000
- 3 Beds | 3 Baths | 2,500 SqFt
- 0.07 Acres
- 1323 E 61st Street
- Chicago IL 60637
- $789,000
- 3 Beds | 4 Baths | 3,000 SqFt
- 0 Acres
- 4537 N Clark Street #3C
- Chicago IL 60640
- $785,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 1000 N Lake Shore Plaza #24C
- Chicago IL 60611
- $785,000
- 2 Beds | 3 Baths | 2,100 SqFt
- 0 Acres
- 1041 N Leavitt Street #2
- Chicago IL 60622
- $785,000
- 2 Beds | 3 Baths | 2,300 SqFt
- 0 Acres
- 1160 S Michigan Avenue #3107
- Chicago IL 60605
- $785,000
- 2 Beds | 3 Baths | 1,928 SqFt
- 0 Acres
- 1212 N Lake Shore Drive #28CS
- Chicago IL 60610
- $785,000
- 2 Beds | 2 Baths | 1,850 SqFt
- 0 Acres
- 630 N Lorel Avenue
- Chicago IL 60644
- $785,000
- 12 Beds | 4 Baths | SqFt
- 0 Acres
- 3901 S Lake Park Avenue #D
- Chicago IL 60653
- $785,000
- 4 Beds | 3 Baths | 2,800 SqFt
- 0 Acres
- 228 E Cullerton Street
- Chicago IL 60616
- $785,000
- 3 Beds | 3 Baths | 2,084 SqFt
- 0 Acres
- 21 E Huron Street #2104
- Chicago IL 60611
- $785,000
- 2 Beds | 2 Baths | 1,555 SqFt
- 0 Acres
- 3036 N Kedzie Avenue
- Chicago IL 60618
- $785,000
- 5 Beds | 4 Baths | SqFt
- 0 Acres





