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
- 850 N Lake Shore Drive #405
- Chicago IL 60611
- $1,550,000
- 2 Beds | 3 Baths | 2,193 SqFt
- 0 Acres
- 224 N Elizabeth Street #T2-3B
- Chicago IL 60607
- $1,550,000
- 2 Beds | 3 Baths | SqFt
- 0 Acres
- 600 N Lake Shore Drive #4211
- Chicago IL 60611
- $1,550,000
- 3 Beds | 3 Baths | 2,124 SqFt
- 0 Acres
- 600 N Lake Shore Drive #1305
- Chicago IL 60611
- $1,550,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 1404 W George Street #PH
- Chicago IL 60657
- $1,550,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 1324 W Wrightwood Avenue
- Chicago IL 60614
- $1,550,000
- Beds | Baths | SqFt
- 0.07 Acres
- 21 N May Street #405
- Chicago IL 60607
- $1,550,000
- 2 Beds | 3 Baths | 1,828 SqFt
- 0 Acres
- 3744 N Bosworth Avenue
- Chicago IL 60613
- $1,550,000
- 5 Beds | 4 Baths | 3,800 SqFt
- 0 Acres
- 600 N LAKE SHORE Drive #1011
- Chicago IL 60611
- $1,549,000
- 3 Beds | 3 Baths | 2,124 SqFt
- 0 Acres
- 2675 W Grand Avenue
- Chicago IL 60612
- $1,549,000
- Beds | Baths | SqFt
- 0 Acres
- 600 N Lake Shore Drive #2411
- Chicago IL 60611
- $1,535,000
- 3 Beds | 3 Baths | 2,124 SqFt
- 0 Acres
- 6010 N Neva Avenue
- Chicago IL 60631
- $1,527,000
- 4 Beds | 5 Baths | 4,518 SqFt
- 0.18 Acres
- 211 N Harbor Drive #2402
- Chicago IL 60601
- $1,525,000
- 3 Beds | 2 Baths | 1,638 SqFt
- 0 Acres
- 161 E CHICAGO Avenue #49A
- Chicago IL 60611
- $1,525,000
- 3 Beds | 3 Baths | 2,510 SqFt
- 0 Acres
- 1443 W Roscoe Street #1
- Chicago IL 60657
- $1,525,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 1502 W School Street #1
- Chicago IL 60657
- $1,525,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 224 N Elizabeth Street #T2-2B
- Chicago IL 60607
- $1,525,000
- 2 Beds | 3 Baths | SqFt
- 0 Acres
- 508 W Melrose Street #PH-W
- Chicago IL 60657
- $1,525,000
- 3 Beds | 4 Baths | 3,500 SqFt
- 0 Acres
- 600 N Lake Shore Drive #3804
- Chicago IL 60611
- $1,520,000
- 3 Beds | 3 Baths | 2,159 SqFt
- 0 Acres
- 3739 N Clifton Avenue #1
- Chicago IL 60613
- $1,500,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 401 N Wabash Avenue #31J
- Chicago IL 60611
- $1,500,000
- 2 Beds | 3 Baths | 2,076 SqFt
- 0 Acres
- 1629 N Burling Street #1
- Chicago IL 60614
- $1,500,000
- 4 Beds | 4 Baths | 2,519 SqFt
- 0 Acres
- 2132 W Washington Boulevard
- Chicago IL 60612
- $1,500,000
- Beds | Baths | SqFt
- 0 Acres











