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
- 629 N Ashland Avenue
- Chicago IL 60622
- $3,500,000
- Beds | Baths | SqFt
- 0 Acres
- 270 E Pearson Street #701-801
- Chicago IL 60611
- $3,500,000
- 5 Beds | 8 Baths | 6,860 SqFt
- 0 Acres
- 1936 N Wilmot Avenue
- Chicago IL 60647
- $3,499,999
- 6 Beds | 6 Baths | 6,300 SqFt
- 0 Acres
- 75 E ELM Street
- Chicago IL 60611
- $3,499,990
- 7 Beds | 7 Baths | 7,150 SqFt
- 0.06 Acres
- 1211 S Prairie Avenue #5400
- Chicago IL 60605
- $3,499,000
- 4 Beds | 5 Baths | 9,542 SqFt
- 0 Acres
- 30 N Western Avenue
- Chicago IL 60612
- $3,499,000
- Beds | Baths | SqFt
- 0 Acres
- 2140 N Clifton Avenue
- Chicago IL 60614
- $3,490,000
- 5 Beds | 7 Baths | 5,500 SqFt
- 0 Acres
- 2440 N Lincoln Avenue
- Chicago IL 60614
- $3,450,000
- Beds | Baths | SqFt
- 0 Acres
- 11 E Walton Street #4102
- Chicago IL 60611
- $3,450,000
- 3 Beds | 4 Baths | 3,972 SqFt
- 0 Acres
- 403 N Wabash Avenue #15A
- Chicago IL 60611
- $3,434,000
- 4 Beds | 5 Baths | 3,434 SqFt
- 0 Acres
- 435 N Michigan Avenue #1703
- Chicago IL 60611
- $3,400,000
- 3 Beds | 4 Baths | 3,390 SqFt
- 0 Acres
- 10 E Delaware Place #34A
- Chicago IL 60611
- $3,399,500
- 3 Beds | 3 Baths | 3,100 SqFt
- 0 Acres
- 4854 W North Avenue
- Chicago IL 60639
- $3,395,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 1401 N Astor Street
- Chicago IL 60610
- $3,395,000
- 5 Beds | 7 Baths | 5,500 SqFt
- 0.07 Acres
- 1718 W Wrightwood Avenue
- Chicago IL 60614
- $3,390,000
- 4 Beds | 6 Baths | 8,000 SqFt
- 0 Acres
- 3902 N Hamilton Avenue
- Chicago IL 60618
- $3,350,000
- 7 Beds | 6 Baths | 5,500 SqFt
- 0 Acres
- 422 W Deming Place #4
- Chicago IL 60614
- $3,300,000
- 4 Beds | 4 Baths | 3,500 SqFt
- 0 Acres
- 2323 N Milwaukee Avenue
- Chicago IL 60647
- $3,300,000
- Beds | Baths | SqFt
- 0 Acres
- 2514 N Burling Street
- Chicago IL 60614
- $3,299,000
- 4 Beds | 6 Baths | SqFt
- 0 Acres
- 163 W Division Street
- Chicago IL 60610
- $3,275,000
- Beds | Baths | SqFt
- 0 Acres
- 11 E Walton Street #3101
- Chicago IL 60611
- $3,275,000
- 3 Beds | 4 Baths | 4,008 SqFt
- 0 Acres
- 2825 N Cicero Avenue
- Chicago IL 60641
- $3,250,000
- Beds | Baths | SqFt
- 0 Acres
- 800 N MICHIGAN Avenue #4201
- Chicago IL 60611
- $3,250,000
- 3 Beds | 3 Baths | 4,200 SqFt
- 0 Acres
- 800 N MICHIGAN Avenue #4801
- Chicago IL 60611
- $3,250,000
- 3 Beds | 3 Baths | 4,200 SqFt
- 0 Acres





