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
- 1201 E 56th Street
- Chicago IL 60637
- $1,550,000
- 5 Beds | 4 Baths | 3,564 SqFt
- 0 Acres
- 1919 S Prairie Avenue #3
- Chicago IL 60616
- $1,549,999
- 3 Beds | 3 Baths | 3,700 SqFt
- 0 Acres
- 2675 W Grand Avenue
- Chicago IL 60612
- $1,549,000
- Beds | Baths | SqFt
- 0 Acres
- 6305 N Keeler Avenue
- Chicago IL 60646
- $1,549,000
- 6 Beds | 6 Baths | SqFt
- 0 Acres
- 600 N LAKE SHORE Drive #1011
- Chicago IL 60611
- $1,549,000
- 3 Beds | 3 Baths | 2,124 SqFt
- 0 Acres
- 4916 S Blackstone Avenue
- Chicago IL 60615
- $1,545,000
- 4 Beds | 4 Baths | 4,250 SqFt
- 0.37 Acres
- 2334 N Oakley Avenue
- Chicago IL 60647
- $1,539,900
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 211 N Harbor Drive #2402
- Chicago IL 60601
- $1,525,000
- 3 Beds | 2 Baths | 1,638 SqFt
- 0 Acres
- 1443 W Roscoe Street #1
- Chicago IL 60657
- $1,525,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 1502 W School Street #1
- Chicago IL 60657
- $1,525,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 508 W Melrose Street #PH-W
- Chicago IL 60657
- $1,525,000
- 3 Beds | 4 Baths | 3,500 SqFt
- 0 Acres
- 600 N Lake Shore Drive #3804
- Chicago IL 60611
- $1,520,000
- 3 Beds | 3 Baths | 2,159 SqFt
- 0 Acres
- 855 W Lill Avenue #2
- Chicago IL 60614
- $1,500,000
- 3 Beds | 3 Baths | 1,850 SqFt
- 0 Acres
- 21 N May Street #503
- Chicago IL 60607
- $1,500,000
- 2 Beds | 3 Baths | 1,861 SqFt
- 0 Acres
- 1831 N Larrabee Street #1
- Chicago IL 60614
- $1,500,000
- 4 Beds | 3 Baths | SqFt
- 0 Acres
- 1321 W Wrightwood Avenue #3
- Chicago IL 60614
- $1,500,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 4636 S KING Drive
- Chicago IL 60653
- $1,500,000
- Beds | Baths | SqFt
- 0 Acres
- 401 N Wabash Avenue #37K
- Chicago IL 60611
- $1,500,000
- 2 Beds | 3 Baths | 2,063 SqFt
- 0 Acres
- 401 N Wabash Avenue #31J
- Chicago IL 60611
- $1,500,000
- 2 Beds | 3 Baths | 2,076 SqFt
- 0 Acres
- 2245 W Shakespeare Avenue
- Chicago IL 60647
- $1,500,000
- 11 Beds | 8 Baths | SqFt
- 0.05 Acres
- 1734 N Artesian Avenue
- Chicago IL 60647
- $1,500,000
- 3 Beds | 4 Baths | 3,500 SqFt
- 0 Acres
- 3323 W Belden Avenue
- Chicago IL 60647
- $1,500,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 2324 W MCLEAN Avenue
- Chicago IL 60647
- $1,500,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 2641 N Marshfield Avenue
- Chicago IL 60614
- $1,500,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres





