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
- 3227 S Halsted Street
- Chicago IL 60608
- $4,699,000
- Beds | Baths | SqFt
- 0 Acres
- 4300 N Knox Avenue
- Chicago IL 60641
- $4,699,000
- Beds | Baths | SqFt
- 1 Acres
- 4821 W Cortland Street
- Chicago IL 60639
- $4,500,000
- Beds | Baths | SqFt
- 0 Acres
- 420 W Huron Street
- Chicago IL 60654
- $4,500,000
- Beds | Baths | SqFt
- 0 Acres
- 1434 N Dearborn Street
- Chicago IL 60610
- $4,475,000
- 5 Beds | 7 Baths | 6,815 SqFt
- 0 Acres
- 6122 N CLARK Street
- Chicago IL 60660
- $4,449,000
- Beds | Baths | 36,590 SqFt
- 0 Acres
- 1925 N Halsted Street
- Chicago IL 60614
- $4,400,000
- Beds | Baths | SqFt
- 0 Acres
- 1425 N State Parkway
- Chicago IL 60610
- $4,395,000
- 7 Beds | 8 Baths | 7,607 SqFt
- 0 Acres
- 363 E Wacker Drive #5801
- Chicago IL 60601
- $4,350,000
- 3 Beds | 3 Baths | 3,725 SqFt
- 0 Acres
- 435 N Michigan Avenue #1112
- Chicago IL 60611
- $4,300,000
- 3 Beds | 4 Baths | 3,444 SqFt
- 0 Acres
- 800 N MICHIGAN Avenue #3501
- Chicago IL 60611
- $4,300,000
- 4 Beds | 4 Baths | 5,250 SqFt
- 0 Acres
- 551 W Grant Place
- Chicago IL 60614
- $4,300,000
- 7 Beds | 7 Baths | 6,300 SqFt
- 0 Acres
- 11 E Walton Street #4802
- Chicago IL 60611
- $4,299,000
- 3 Beds | 4 Baths | 4,000 SqFt
- 0 Acres
- 159 E WALTON Place #18A
- Chicago IL 60611
- $4,250,000
- 3 Beds | 4 Baths | 4,984 SqFt
- 0 Acres
- 4840 S Indiana Avenue
- Chicago IL 60615
- $4,240,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 1637 N Burling Street
- Chicago IL 60614
- $4,229,000
- 6 Beds | 8 Baths | 6,234 SqFt
- 0 Acres
- 1804 N Leavitt Street
- Chicago IL 60647
- $4,200,000
- 5 Beds | 5 Baths | 8,600 SqFt
- 0 Acres
- 531 W Grant Place
- Chicago IL 60614
- $4,200,000
- 7 Beds | 7 Baths | 6,300 SqFt
- 0 Acres
- 211 N Harbor Drive #4602
- Chicago IL 60601
- $4,195,000
- 3 Beds | 4 Baths | 3,695 SqFt
- 0 Acres
- 3751 N Marshfield Avenue
- Chicago IL 60613
- $4,150,000
- 9 Beds | 6 Baths | SqFt
- 0 Acres
- 545 W Grant Place
- Chicago IL 60614
- $4,100,000
- 7 Beds | 7 Baths | 6,300 SqFt
- 0 Acres
- 1447 N Dearborn Street #3N
- Chicago IL 60610
- $4,100,000
- 4 Beds | 4 Baths | 4,273 SqFt
- 0 Acres
- 6015 N Francisco Avenue
- Chicago IL 60659
- $4,000,000
- Beds | Baths | SqFt
- 1 Acres
- 1111 W Randolph Street
- Chicago IL 60607
- $4,000,000
- Beds | Baths | SqFt
- 0 Acres

























