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
- 401 N WABASH Avenue #44F
- Chicago IL 60611
- $1,150,000
- 2 Beds | 3 Baths | 2,022 SqFt
- 0 Acres
- 950 N Michigan Avenue #3106
- Chicago IL 60611
- $1,150,000
- 1 Beds | Baths | 3,000 SqFt
- 0 Acres
- 2156 W BELLE PLAINE Avenue
- Chicago IL 60618
- $1,149,900
- 7 Beds | 5 Baths | SqFt
- 0 Acres
- 110 W Superior Street #2603
- Chicago IL 60654
- $1,149,747
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 1830 N Saint Louis Avenue #1F
- Chicago IL 60647
- $1,149,000
- 3 Beds | 4 Baths | 3,000 SqFt
- 0 Acres
- 505 W Elm Street #5
- Chicago IL 60610
- $1,149,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 941 N Winchester Avenue #1
- Chicago IL 60622
- $1,149,000
- 4 Beds | 3 Baths | 2,800 SqFt
- 0 Acres
- 1808 W School Street
- Chicago IL 60657
- $1,149,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 6106 N Hermitage Avenue
- Chicago IL 60660
- $1,149,000
- 2 Beds | 4 Baths | 3,300 SqFt
- 0 Acres
- 827 N Fairfield Avenue
- Chicago IL 60622
- $1,149,000
- 6 Beds | 2 Baths | SqFt
- 0 Acres
- 545 N DEARBORN Street #3601
- Chicago IL 60654
- $1,139,000
- 3 Beds | 2 Baths | 2,500 SqFt
- 0 Acres
- 8729 W Summerdale Avenue
- Chicago IL 60656
- $1,130,000
- 9 Beds | 7 Baths | SqFt
- 0 Acres
- 3946 N Ravenswood Avenue #501
- Chicago IL 60613
- $1,129,000
- 4 Beds | 3 Baths | 2,656 SqFt
- 0 Acres
- 2529 N Kimball Avenue
- Chicago IL 60647
- $1,125,000
- 9 Beds | 4 Baths | SqFt
- 0 Acres
- 4841 S Prairie Avenue
- Chicago IL 60615
- $1,125,000
- 9 Beds | 6 Baths | SqFt
- 0 Acres
- 225 N Columbus Drive #7201
- Chicago IL 60601
- $1,125,000
- 3 Beds | 3 Baths | 1,800 SqFt
- 0 Acres
- 4915 S Martin Luther King Drive
- Chicago IL 60615
- $1,125,000
- 5 Beds | 5 Baths | 4,810 SqFt
- 0.08 Acres
- 5407 W Pensacola Avenue
- Chicago IL 60641
- $1,125,000
- 4 Beds | 4 Baths | 3,300 SqFt
- 0 Acres
- 5426 N Kildare Avenue
- Chicago IL 60630
- $1,115,000
- 3 Beds | 4 Baths | 3,900 SqFt
- 0 Acres
- 3100 W Lexington Street
- Chicago IL 60612
- $1,115,000
- 12 Beds | 5 Baths | SqFt
- 0 Acres
- 5319 W Belmont Avenue
- Chicago IL 60641
- $1,100,000
- Beds | Baths | SqFt
- 0 Acres
- 6247 N Clark Street
- Chicago IL 60660
- $1,100,000
- Beds | Baths | SqFt
- 0 Acres
- 2435 S California Boulevard
- Chicago IL 60623
- $1,100,000
- 9 Beds | 7 Baths | SqFt
- 0.07 Acres
- 7922 S Pulaski Road
- Chicago IL 60652
- $1,100,000
- Beds | Baths | SqFt
- 0 Acres




