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
- 1921 N Dayton Street
- Chicago IL 60614
- $4,200,000
- 6 Beds | 7 Baths | 5,122 SqFt
- 0.07 Acres
- 2658 N Mildred Avenue
- Chicago IL 60614
- $4,200,000
- 6 Beds | 7 Baths | 6,400 SqFt
- 0.08 Acres
- 11 E Walton Street #4202
- Chicago IL 60611
- $4,150,000
- 3 Beds | 5 Baths | 4,000 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
- 211 N Harbor Drive #4602
- Chicago IL 60601
- $4,095,000
- 3 Beds | 4 Baths | 3,695 SqFt
- 0 Acres
- 1111 W Randolph Street
- Chicago IL 60607
- $4,000,000
- Beds | Baths | SqFt
- 0 Acres
- 1316 E 53rd Street
- Chicago IL 60615
- $4,000,000
- Beds | Baths | SqFt
- 0 Acres
- 629 N Ashland Avenue
- Chicago IL 60622
- $4,000,000
- Beds | Baths | SqFt
- 0 Acres
- 442-444 E 48th Street
- Chicago IL 60615
- $4,000,000
- 12 Beds | 1 Baths | SqFt
- 0 Acres
- 2719 N Dayton Avenue
- Chicago IL 60614
- $4,000,000
- 6 Beds | 7 Baths | 5,200 SqFt
- 0 Acres
- 1447 N Dearborn Street #2N
- Chicago IL 60610
- $4,000,000
- 4 Beds | 4 Baths | 4,273 SqFt
- 0 Acres
- 53 E Division Street
- Chicago IL 60610
- $3,999,000
- 5 Beds | 9 Baths | 7,500 SqFt
- 0.04 Acres
- 4711 N Lamon Avenue
- Chicago IL 60630
- $3,999,000
- Beds | Baths | SqFt
- 0 Acres
- 3801 N Clark Street
- Chicago IL 60613
- $3,995,000
- Beds | Baths | SqFt
- 0 Acres
- 536 W Barry Avenue
- Chicago IL 60657
- $3,995,000
- 5 Beds | 6 Baths | 10,580 SqFt
- 0 Acres
- 1550 N State Parkway #LIB-ABC
- Chicago IL 60610
- $3,995,000
- 6 Beds | 9 Baths | 8,500 SqFt
- 0 Acres
- 1000 N LAKE SHORE Plaza #47AB
- Chicago IL 60611
- $3,995,000
- 5 Beds | 6 Baths | 6,600 SqFt
- 0 Acres
- 435 N Michigan Avenue #406
- Chicago IL 60611
- $3,995,000
- 4 Beds | 5 Baths | 4,229 SqFt
- 0 Acres
- 1816 N Lincoln Park West
- Chicago IL 60614
- $3,995,000
- 5 Beds | 6 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
- 1352 N La Salle Drive
- Chicago IL 60610
- $3,950,000
- 5 Beds | 6 Baths | 9,200 SqFt
- 0 Acres
- 1109 W WASHINGTON Boulevard #8A
- Chicago IL 60607
- $3,900,000
- 4 Beds | 5 Baths | 4,835 SqFt
- 0 Acres





