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
- 161 E CHICAGO Avenue #54A
- Chicago IL 60611
- $1,499,000
- 3 Beds | 4 Baths | 2,550 SqFt
- 0 Acres
- 653 N Kingsbury Street #704
- Chicago IL 60654
- $1,499,000
- 3 Beds | 3 Baths | 2,000 SqFt
- 0 Acres
- 4715 W 63rd Street
- Chicago IL 60629
- $1,495,000
- Beds | Baths | SqFt
- 0 Acres
- 18 N Carpenter Street #PHN
- Chicago IL 60607
- $1,495,000
- 3 Beds | 3 Baths | 2,043 SqFt
- 0 Acres
- 189 E Lake Shore Drive #4E
- Chicago IL 60611
- $1,490,000
- 3 Beds | 4 Baths | 3,800 SqFt
- 0 Acres
- 3923 N Janssen Avenue #1N
- Chicago IL 60613
- $1,475,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 3923 N Janssen Avenue #1S
- Chicago IL 60613
- $1,475,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 3816 N Kenmore Avenue
- Chicago IL 60613
- $1,475,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 219 E Lake Shore Drive #8C
- Chicago IL 60611
- $1,475,000
- 3 Beds | 3 Baths | 2,200 SqFt
- 0 Acres
- 1124 W Addison Street #2
- Chicago IL 60613
- $1,475,000
- 4 Beds | 4 Baths | 2,400 SqFt
- 0 Acres
- 123 W Oak Street #K
- Chicago IL 60610
- $1,475,000
- 4 Beds | 4 Baths | 3,300 SqFt
- 0 Acres
- 1534 N Maplewood Avenue
- Chicago IL 60622
- $1,475,000
- 4 Beds | 4 Baths | 3,800 SqFt
- 0 Acres
- 1433 W Winnemac Avenue
- Chicago IL 60640
- $1,469,000
- 3 Beds | 4 Baths | 4,000 SqFt
- 0 Acres
- 1534 E Marquette Road
- Chicago IL 60637
- $1,460,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 211 N Harbor Drive #1702
- Chicago IL 60601
- $1,460,000
- 3 Beds | 2 Baths | 1,638 SqFt
- 0 Acres
- 5319 W Belmont Avenue
- Chicago IL 60641
- $1,450,000
- Beds | Baths | SqFt
- 0 Acres
- 1327 N Sutton Place
- Chicago IL 60610
- $1,450,000
- 4 Beds | 4 Baths | 3,824 SqFt
- 0 Acres
- 1447 W Roscoe Street #1
- Chicago IL 60657
- $1,450,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 1455 W Melrose Street #1
- Chicago IL 60657
- $1,450,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 211 N Harbor Drive #1602
- Chicago IL 60601
- $1,450,000
- 3 Beds | 2 Baths | 1,638 SqFt
- 0 Acres
- 1404 W George Street #1
- Chicago IL 60657
- $1,450,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 2429 W Pensacola Avenue
- Chicago IL 60618
- $1,450,000
- 4 Beds | 4 Baths | 3,300 SqFt
- 0 Acres
- 4500 N Saint Louis Avenue
- Chicago IL 60625
- $1,450,000
- 5 Beds | 6 Baths | 3,400 SqFt
- 0 Acres
- 2304 N Greenview Avenue
- Chicago IL 60614
- $1,450,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres





