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
- 6106 N Hermitage Avenue
- Chicago IL 60660
- $1,199,000
- 2 Beds | 4 Baths | 3,300 SqFt
- 0 Acres
- 1024 W 18th Place
- Chicago IL 60608
- $1,199,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 3137 N Spaulding Avenue
- Chicago IL 60618
- $1,199,000
- 3 Beds | 4 Baths | 3,600 SqFt
- 0 Acres
- 1013 W 18th Place
- Chicago IL 60608
- $1,199,000
- 9 Beds | 7 Baths | SqFt
- 0 Acres
- 4739 S Indiana Avenue
- Chicago IL 60615
- $1,199,000
- 9 Beds | 6 Baths | SqFt
- 0 Acres
- 2228 W Augusta Boulevard
- Chicago IL 60622
- $1,199,000
- 9 Beds | 4 Baths | SqFt
- 0 Acres
- 4932 S Champlain Avenue
- Chicago IL 60615
- $1,199,000
- 9 Beds | 6 Baths | SqFt
- 0 Acres
- 1527 W Pearson Street
- Chicago IL 60642
- $1,198,900
- 3 Beds | 4 Baths | 3,100 SqFt
- 0.05 Acres
- 155 N HARBOR Drive #3008-09
- Chicago IL 60601
- $1,198,000
- 3 Beds | 4 Baths | 2,559 SqFt
- 0 Acres
- 7133-7143 W Higgins Avenue
- Chicago IL 60656
- $1,195,000
- Beds | Baths | SqFt
- 0 Acres
- 2718 N Southport Avenue #B
- Chicago IL 60614
- $1,195,000
- 4 Beds | 3 Baths | 2,700 SqFt
- 0 Acres
- 2114 W Roscoe Street
- Chicago IL 60618
- $1,195,000
- Beds | Baths | SqFt
- 0 Acres
- 225 N Columbus Drive #5905
- Chicago IL 60601
- $1,195,000
- 3 Beds | 3 Baths | 1,982 SqFt
- 0 Acres
- 1244 N Greenview Avenue #2
- Chicago IL 60642
- $1,195,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 2638 N SOUTHPORT Avenue
- Chicago IL 60614
- $1,195,000
- 3 Beds | 3 Baths | 2,510 SqFt
- 0 Acres
- 3820 N Damen Avenue #3
- Chicago IL 60618
- $1,195,000
- 3 Beds | 3 Baths | 1,720 SqFt
- 0 Acres
- 7007 W Hayes Avenue
- Chicago IL 60631
- $1,195,000
- 4 Beds | 5 Baths | 3,853 SqFt
- 0 Acres
- 400 N Racine Avenue #219
- Chicago IL 60642
- $1,195,000
- 3 Beds | 4 Baths | 2,650 SqFt
- 0 Acres
- 2658 N Southport Avenue #B
- Chicago IL 60614
- $1,195,000
- 3 Beds | 3 Baths | 2,600 SqFt
- 0 Acres
- 7301 N Oriole Avenue
- Chicago IL 60631
- $1,192,500
- 4 Beds | 5 Baths | 4,403 SqFt
- 0 Acres
- 1939 W Thomas Street
- Chicago IL 60622
- $1,190,000
- 7 Beds | 4 Baths | SqFt
- 0 Acres
- 2159 N Laramie Avenue
- Chicago IL 60639
- $1,190,000
- 9 Beds | 4 Baths | SqFt
- 0 Acres
- 20 N Carpenter Street #4N
- Chicago IL 60607
- $1,190,000
- 3 Beds | 3 Baths | 1,900 SqFt
- 0 Acres





