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
- 442-444 E 48th Street
- Chicago IL 60615
- $4,000,000
- 12 Beds | 1 Baths | SqFt
- 0 Acres
- 1109 W WASHINGTON Boulevard #8A
- Chicago IL 60607
- $4,000,000
- 4 Beds | 5 Baths | 4,835 SqFt
- 0 Acres
- 1447 N Dearborn Street #2N
- Chicago IL 60610
- $4,000,000
- 4 Beds | 4 Baths | 4,273 SqFt
- 0 Acres
- 2719 N Dayton Avenue
- Chicago IL 60614
- $4,000,000
- 6 Beds | 7 Baths | 5,200 SqFt
- 0 Acres
- 629 N Ashland Avenue
- Chicago IL 60622
- $4,000,000
- Beds | Baths | SqFt
- 0 Acres
- 4711 N Lamon Avenue
- Chicago IL 60630
- $3,999,000
- Beds | Baths | SqFt
- 0 Acres
- 53 E Division Street
- Chicago IL 60610
- $3,999,000
- 5 Beds | 9 Baths | 7,500 SqFt
- 0 Acres
- 536 W Barry Avenue
- Chicago IL 60657
- $3,995,000
- 5 Beds | 6 Baths | 10,580 SqFt
- 0 Acres
- 800 N MICHIGAN Avenue #4801
- Chicago IL 60611
- $3,995,000
- 3 Beds | 3 Baths | 4,200 SqFt
- 0 Acres
- 1841 N Orleans Street
- Chicago IL 60614
- $3,990,000
- 5 Beds | 5 Baths | SqFt
- 0 Acres
- 415 W Surf Street
- Chicago IL 60657
- $3,975,000
- 12 Beds | 11 Baths | 14,893 SqFt
- 0 Acres
- 812 N Dearborn Street
- Chicago IL 60610
- $3,950,000
- Beds | Baths | SqFt
- 0 Acres
- 4740 N Clark Street
- Chicago IL 60640
- $3,900,000
- Beds | Baths | SqFt
- 1 Acres
- 1520 N DEARBORN Parkway
- Chicago IL 60610
- $3,895,000
- 5 Beds | 5 Baths | 7,065 SqFt
- 0 Acres
- 53 E Bellevue Place
- Chicago IL 60611
- $3,850,000
- 4 Beds | 6 Baths | 6,500 SqFt
- 0 Acres
- 5515 N NORTHWEST Highway
- Chicago IL 60630
- $3,800,000
- Beds | Baths | SqFt
- 1 Acres
- 435 N Michigan Avenue #1105
- Chicago IL 60611
- $3,800,000
- 4 Beds | 5 Baths | 3,950 SqFt
- 0 Acres
- 55 E Erie Street #5201
- Chicago IL 60611
- $3,800,000
- 3 Beds | 4 Baths | 4,165 SqFt
- 0 Acres
- 14 W Superior Street #6502
- Chicago IL 60654
- $3,800,000
- 3 Beds | 4 Baths | 3,240 SqFt
- 0 Acres
- 2209 N Seminary Avenue
- Chicago IL 60614
- $3,800,000
- 5 Beds | 7 Baths | 5,918 SqFt
- 0 Acres
- 548 W Oakdale Avenue
- Chicago IL 60657
- $3,750,000
- 7 Beds | 7 Baths | 6,304 SqFt
- 0 Acres
- 446 W Huron Street
- Chicago IL 60654
- $3,750,000
- 6 Beds | 9 Baths | SqFt
- 0 Acres
- 6500-08 S Ingleside Avenue
- Chicago IL 60637
- $3,700,000
- 3 Beds | 1 Baths | SqFt
- 0 Acres
- 435 N Michigan Avenue #405
- Chicago IL 60611
- $3,700,000
- 4 Beds | 5 Baths | 3,950 SqFt
- 0 Acres




