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
- 368 W Huron Street #1
- Chicago IL 60654
- $3,400,000
- Beds | Baths | 3,000 SqFt
- 0 Acres
- 225 W Division Street
- Chicago IL 60610
- $3,400,000
- Beds | Baths | SqFt
- 0 Acres
- 435 N Michigan Avenue #1703
- Chicago IL 60611
- $3,400,000
- 3 Beds | 4 Baths | 3,390 SqFt
- 0 Acres
- 14 W Superior Street #6002
- Chicago IL 60654
- $3,400,000
- 3 Beds | 4 Baths | 3,218 SqFt
- 0 Acres
- 1401 N Astor Street
- Chicago IL 60610
- $3,395,000
- 5 Beds | 7 Baths | 5,500 SqFt
- 0 Acres
- 1842 N Wolcott Avenue
- Chicago IL 60622
- $3,375,000
- 5 Beds | 7 Baths | 5,700 SqFt
- 0 Acres
- 2323 N Milwaukee Avenue
- Chicago IL 60647
- $3,300,000
- Beds | Baths | SqFt
- 0 Acres
- 1500 N Astor Street #6
- Chicago IL 60610
- $3,300,000
- 2 Beds | 3 Baths | 3,700 SqFt
- 0 Acres
- 505 N Lake Shore Drive #5106-5107-5108-5109
- Chicago IL 60611
- $3,300,000
- 5 Beds | 6 Baths | 6,160 SqFt
- 0 Acres
- 65 E GOETHE Street #3W
- Chicago IL 60610
- $3,299,000
- 3 Beds | 4 Baths | 4,390 SqFt
- 0 Acres
- 11 E Walton Street #3101
- Chicago IL 60611
- $3,275,000
- 3 Beds | 4 Baths | 4,008 SqFt
- 0 Acres
- 400 W Ontario Street #1801
- Chicago IL 60654
- $3,275,000
- 4 Beds | 5 Baths | 6,800 SqFt
- 0 Acres
- 2825 N Cicero Avenue
- Chicago IL 60641
- $3,250,000
- Beds | Baths | 5,600 SqFt
- 0 Acres
- 800 N MICHIGAN Avenue #4201
- Chicago IL 60611
- $3,250,000
- 3 Beds | 3 Baths | 4,200 SqFt
- 0 Acres
- 3711 N Magnolia Avenue
- Chicago IL 60613
- $3,250,000
- 6 Beds | 7 Baths | 5,539 SqFt
- 0 Acres
- 2010 S Wabash Avenue
- Chicago IL 60616
- $3,200,000
- Beds | Baths | SqFt
- 0 Acres
- 1511-1515 N Dearborn Parkway
- Chicago IL 60610
- $3,200,000
- Beds | Baths | SqFt
- 0 Acres
- 123 S Peoria Street #P2
- Chicago IL 60607
- $3,200,000
- 5 Beds | 6 Baths | 3,859 SqFt
- 0 Acres
- 2107 W Bradley Place
- Chicago IL 60618
- $3,200,000
- 6 Beds | 6 Baths | 6,300 SqFt
- 0 Acres
- 5704 S Dorchester Avenue
- Chicago IL 60637
- $3,200,000
- 5 Beds | 5 Baths | 5,000 SqFt
- 0 Acres
- 4425 N WINCHESTER Avenue
- Chicago IL 60640
- $3,200,000
- 4 Beds | 6 Baths | 6,272 SqFt
- 0 Acres
- 2103 N CLIFTON Avenue
- Chicago IL 60614
- $3,195,000
- 5 Beds | 6 Baths | 5,000 SqFt
- 0 Acres
- 435 N Michigan Avenue #1801
- Chicago IL 60611
- $3,175,000
- 3 Beds | 4 Baths | 3,374 SqFt
- 0 Acres
- 6415-33 N Ravenswood Avenue
- Chicago IL 60626
- $3,169,000
- Beds | Baths | SqFt
- 0 Acres














































































