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
- 219 E Lake Shore Drive #8C
- Chicago IL 60611
- $1,475,000
- 3 Beds | 3 Baths | 2,200 SqFt
- 0 Acres
- 1433 W Winnemac Avenue
- Chicago IL 60640
- $1,475,000
- 3 Beds | 4 Baths | 4,000 SqFt
- 0 Acres
- 3809 N Kenmore Avenue
- Chicago IL 60613
- $1,475,000
- 7 Beds | 4 Baths | SqFt
- 0 Acres
- 1534 E Marquette Road
- Chicago IL 60637
- $1,460,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 850 N Lake Shore Drive #204
- Chicago IL 60611
- $1,455,000
- 3 Beds | 3 Baths | 3,249 SqFt
- 0 Acres
- 1447 W Roscoe Street #1
- Chicago IL 60657
- $1,450,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 154 W Hubbard Street #603
- Chicago IL 60654
- $1,450,000
- 2 Beds | 2 Baths | 2,284 SqFt
- 0 Acres
- 1455 W Melrose Street #1
- Chicago IL 60657
- $1,450,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 2042 W Walton Street
- Chicago IL 60622
- $1,450,000
- 8 Beds | 3 Baths | SqFt
- 0 Acres
- 360 W Erie Street #5A
- Chicago IL 60654
- $1,449,995
- 3 Beds | 3 Baths | 2,273 SqFt
- 0 Acres
- 100 E Huron Street #4503
- Chicago IL 60611
- $1,449,995
- 3 Beds | 3 Baths | 4,354 SqFt
- 0 Acres
- 600 N LAKE SHORE Drive #2105
- Chicago IL 60611
- $1,449,000
- 3 Beds | 4 Baths | 2,540 SqFt
- 0 Acres
- 3034-3042 W Montrose Avenue
- Chicago IL 60618
- $1,449,000
- Beds | Baths | SqFt
- 0 Acres
- 505 N LAKE SHORE Drive #5104-5
- Chicago IL 60611
- $1,445,000
- 3 Beds | 3 Baths | 2,900 SqFt
- 0 Acres
- 111 W ELM Street
- Chicago IL 60610
- $1,425,000
- 4 Beds | 4 Baths | 2,800 SqFt
- 0 Acres
- 401 N Wabash Avenue #66G
- Chicago IL 60611
- $1,425,000
- 2 Beds | 3 Baths | 1,952 SqFt
- 0 Acres
- 2832 N Racine Avenue #1E
- Chicago IL 60657
- $1,425,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 600 N Lake Shore Drive #1105
- Chicago IL 60611
- $1,425,000
- 3 Beds | 4 Baths | 2,540 SqFt
- 0 Acres
- 2235 W Oakdale Avenue #10-C
- Chicago IL 60618
- $1,405,400
- 4 Beds | 4 Baths | 3,423 SqFt
- 0 Acres
- 9999 CONFIDENTIAL S Pulaski Road
- Chicago IL 60632
- $1,400,000
- Beds | Baths | SqFt
- 0 Acres
- 3527 N Milwaukee Avenue
- Chicago IL 60641
- $1,400,000
- Beds | Baths | SqFt
- 0 Acres
- 2945 W Harrison Street
- Chicago IL 60612
- $1,400,000
- Beds | Baths | 11,900 SqFt
- 0 Acres
- 9915 S torrence Avenue
- Chicago IL 60617
- $1,400,000
- Beds | Baths | SqFt
- 0 Acres

























