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
- 1040 N Lake Shore Drive #4C
- Chicago IL 60611
- $1,695,000
- 3 Beds | 5 Baths | 3,000 SqFt
- 0 Acres
- 5636-48 W Division Street
- Chicago IL 60651
- $1,690,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 2334 W Medill Avenue
- Chicago IL 60647
- $1,690,000
- 6 Beds | 6 Baths | 3,800 SqFt
- 0 Acres
- 1646 N Orchard Street #2
- Chicago IL 60614
- $1,689,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 363 E Wacker Drive #3404
- Chicago IL 60601
- $1,685,000
- 2 Beds | 2 Baths | 1,711 SqFt
- 0 Acres
- 55 W Delaware Place #1011
- Chicago IL 60610
- $1,679,000
- 3 Beds | 3 Baths | 3,110 SqFt
- 0 Acres
- 1743 W Newport Avenue
- Chicago IL 60657
- $1,675,000
- 4 Beds | 6 Baths | 4,200 SqFt
- 0 Acres
- 2216 N Talman Avenue
- Chicago IL 60647
- $1,675,000
- 3 Beds | 4 Baths | 3,200 SqFt
- 0 Acres
- 5820 N Milwaukee Avenue
- Chicago IL 60646
- $1,650,000
- Beds | Baths | SqFt
- 0 Acres
- 1908 S Loomis Street
- Chicago IL 60608
- $1,650,000
- 9 Beds | 4 Baths | SqFt
- 0 Acres
- 2514 W Moffat Street
- Chicago IL 60647
- $1,650,000
- 3 Beds | 4 Baths | 3,300 SqFt
- 0 Acres
- 421 W Melrose Street #18BC
- Chicago IL 60657
- $1,650,000
- 4 Beds | 5 Baths | 4,500 SqFt
- 0 Acres
- 1502 W School Street #2
- Chicago IL 60657
- $1,650,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 1300 N Lake Shore Drive #5A
- Chicago IL 60610
- $1,650,000
- 3 Beds | 3 Baths | 2,250 SqFt
- 0 Acres
- 640 W Fulton Street #A
- Chicago IL 60661
- $1,649,747
- 4 Beds | 5 Baths | 3,400 SqFt
- 0 Acres
- 1201 E 56th Street
- Chicago IL 60637
- $1,649,000
- 5 Beds | 4 Baths | 3,564 SqFt
- 0 Acres
- 1359 W Fullerton Avenue #PH
- Chicago IL 60614
- $1,649,000
- 4 Beds | 3 Baths | 3,200 SqFt
- 0 Acres
- 5611 S Kenwood Avenue
- Chicago IL 60637
- $1,649,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 1443 W Roscoe Street #PH
- Chicago IL 60657
- $1,649,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 4916 S Blackstone Avenue
- Chicago IL 60615
- $1,645,000
- 4 Beds | 4 Baths | 4,250 SqFt
- 0.37 Acres
- 403 N Wabash Avenue #14B
- Chicago IL 60611
- $1,640,000
- 3 Beds | 4 Baths | 2,517 SqFt
- 0 Acres
- 4242 N Sacramento Avenue
- Chicago IL 60618
- $1,625,000
- 5 Beds | 5 Baths | 4,300 SqFt
- 0 Acres





