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
- 363 E Wacker Drive #5505
- Chicago IL 60601
- $1,980,000
- 3 Beds | 3 Baths | 2,007 SqFt
- 0 Acres
- 363 E Wacker Drive #6805
- Chicago IL 60601
- $1,979,000
- 3 Beds | 3 Baths | 1,942 SqFt
- 0 Acres
- 1333 W Devon Avenue
- Chicago IL 60660
- $1,975,000
- Beds | Baths | SqFt
- 0 Acres
- 1422-1424 W Chicago Avenue
- Chicago IL 60642
- $1,975,000
- Beds | Baths | SqFt
- 0 Acres
- 401 N Wabash Avenue #49G
- Chicago IL 60611
- $1,975,000
- 2 Beds | 3 Baths | 2,754 SqFt
- 0 Acres
- 5801 S Blackstone Avenue
- Chicago IL 60637
- $1,975,000
- 5 Beds | 5 Baths | 3,919 SqFt
- 0 Acres
- 6845 W Addison Street
- Chicago IL 60634
- $1,950,000
- Beds | Baths | SqFt
- 0 Acres
- 5015 N Harding Avenue
- Chicago IL 60625
- $1,950,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 80 W Harrison Street
- Chicago IL 60605
- $1,950,000
- Beds | Baths | SqFt
- 0 Acres
- 5611 S Kenwood Avenue
- Chicago IL 60637
- $1,950,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 2753 N Hampden Court #3B
- Chicago IL 60614
- $1,950,000
- 4 Beds | 5 Baths | 2,902 SqFt
- 0 Acres
- 1344 W Wrightwood Avenue #2
- Chicago IL 60614
- $1,950,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 2213 W Huron Street
- Chicago IL 60612
- $1,950,000
- 6 Beds | 6 Baths | 4,200 SqFt
- 0 Acres
- 908 N Winchester Avenue
- Chicago IL 60622
- $1,949,900
- 5 Beds | 5 Baths | 4,300 SqFt
- 0 Acres
- 2036 W ERIE Street
- Chicago IL 60612
- $1,949,000
- 6 Beds | 6 Baths | 4,100 SqFt
- 0 Acres
- 2034 W ERIE Street
- Chicago IL 60612
- $1,949,000
- 6 Beds | 6 Baths | 4,100 SqFt
- 0 Acres
- 2203 W Huron Avenue
- Chicago IL 60622
- $1,925,000
- 6 Beds | 6 Baths | 4,100 SqFt
- 0 Acres
- 418 E 43rd Street
- Chicago IL 60653
- $1,900,000
- Beds | Baths | SqFt
- 0 Acres
- 1522 W Wolfram Street
- Chicago IL 60657
- $1,900,000
- 6 Beds | 5 Baths | 4,403 SqFt
- 0 Acres
- 401 N Wabash Avenue #84F
- Chicago IL 60611
- $1,900,000
- 2 Beds | 2 Baths | 1,952 SqFt
- 0 Acres
- 401 N Wabash Avenue #54E
- Chicago IL 60611
- $1,900,000
- 2 Beds | 3 Baths | 2,754 SqFt
- 0 Acres
- 401 N Aberdeen Street #3N
- Chicago IL 60642
- $1,900,000
- 3 Beds | 3 Baths | 3,100 SqFt
- 0 Acres
- 2235 W Oakdale Avenue #17-B
- Chicago IL 60618
- $1,900,000
- 4 Beds | 4 Baths | 3,885 SqFt
- 0 Acres
- 1242 W Dickens Avenue
- Chicago IL 60614
- $1,900,000
- 4 Beds | 5 Baths | 5,113 SqFt
- 0 Acres




