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
- 1646 N Orchard Street #2
- Chicago IL 60614
- $1,599,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 1040 N Lake Shore Drive #16C
- Chicago IL 60611
- $1,599,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 4924 N Seeley Avenue
- Chicago IL 60625
- $1,599,000
- 3 Beds | 3 Baths | 2,650 SqFt
- 0 Acres
- 1446 W Summerdale Avenue
- Chicago IL 60640
- $1,599,000
- 5 Beds | 4 Baths | 3,500 SqFt
- 0 Acres
- 403 N Wabash Avenue #3A
- Chicago IL 60611
- $1,599,000
- 3 Beds | 4 Baths | 2,424 SqFt
- 0 Acres
- 21 E Huron Street #706
- Chicago IL 60611
- $1,595,000
- 2 Beds | 2 Baths | 1,771 SqFt
- 0 Acres
- 2237 W Winona Street
- Chicago IL 60625
- $1,595,000
- 3 Beds | 4 Baths | 3,068 SqFt
- 0 Acres
- 5801 S Blackstone Avenue
- Chicago IL 60637
- $1,595,000
- 5 Beds | 5 Baths | 4,580 SqFt
- 0.07 Acres
- 1931 N Whipple Street
- Chicago IL 60647
- $1,595,000
- 5 Beds | 4 Baths | 4,000 SqFt
- 0.13 Acres
- 2440 N Lakeview Avenue #13B
- Chicago IL 60614
- $1,595,000
- 3 Beds | 3 Baths | 2,800 SqFt
- 0 Acres
- 1145 W Monroe Street
- Chicago IL 60607
- $1,595,000
- 4 Beds | 5 Baths | 3,204 SqFt
- 0 Acres
- 21 E HURON Street #2705
- Chicago IL 60611
- $1,588,000
- 3 Beds | 4 Baths | 3,033 SqFt
- 0 Acres
- 1922 W Cortland Street
- Chicago IL 60622
- $1,585,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 2638 W Superior Street
- Chicago IL 60612
- $1,575,000
- 3 Beds | 4 Baths | 4,300 SqFt
- 0 Acres
- 600 N Lake Shore Drive #3011
- Chicago IL 60611
- $1,575,000
- 3 Beds | 3 Baths | 2,124 SqFt
- 0 Acres
- 3500 N Lake Shore Drive #11C
- Chicago IL 60657
- $1,575,000
- 4 Beds | 4 Baths | 4,000 SqFt
- 0 Acres
- 5873 N Forest Glen Avenue
- Chicago IL 60646
- $1,575,000
- 3 Beds | 4 Baths | 4,153 SqFt
- 0 Acres
- 1631 N Halsted Street
- Chicago IL 60614
- $1,570,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 2742 N Kenmore Avenue
- Chicago IL 60614
- $1,570,000
- 4 Beds | 3 Baths | SqFt
- 0 Acres
- 2475 N Clybourn Avenue
- Chicago IL 60614
- $1,569,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 2249 N Lincoln Avenue
- Chicago IL 60614
- $1,550,000
- Beds | Baths | SqFt
- 0 Acres
- 3265 S Archer Avenue
- Chicago IL 60608
- $1,550,000
- Beds | Baths | SqFt
- 0 Acres
- 1344 W 19th Street
- Chicago IL 60608
- $1,550,000
- 6 Beds | 4 Baths | SqFt
- 0.07 Acres













