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
- 4249 N Kolmar Avenue #4249
- Chicago IL 60641
- $995,000
- 5 Beds | 5 Baths | 4,200 SqFt
- 0 Acres
- 4848 W Eddy Street
- Chicago IL 60641
- $995,000
- 5 Beds | 5 Baths | 3,554 SqFt
- 0 Acres
- 2007 N Oakley Avenue
- Chicago IL 60647
- $995,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 3820 N Damen Avenue #2
- Chicago IL 60618
- $995,000
- 3 Beds | 3 Baths | 1,600 SqFt
- 0 Acres
- 1501 N State Parkway #5A
- Chicago IL 60610
- $995,000
- 3 Beds | 3 Baths | 2,300 SqFt
- 0 Acres
- 802 W WOLFRAM Street #3N
- Chicago IL 60657
- $995,000
- 3 Beds | 2 Baths | 2,100 SqFt
- 0 Acres
- 550 N Saint Clair Street #2503
- Chicago IL 60611
- $995,000
- 3 Beds | 3 Baths | 2,500 SqFt
- 0 Acres
- 339 W Barry Avenue #24A
- Chicago IL 60657
- $995,000
- 3 Beds | 3 Baths | 2,600 SqFt
- 0 Acres
- 3470 N Lake Shore Drive #22B
- Chicago IL 60657
- $995,000
- 3 Beds | 3 Baths | 2,300 SqFt
- 0 Acres
- 4149 N Wolcott Avenue
- Chicago IL 60613
- $995,000
- 4 Beds | 3 Baths | SqFt
- 0.03 Acres
- 4954 W Byron Street
- Chicago IL 60641
- $995,000
- 1 Beds | 5 Baths | SqFt
- 0 Acres
- 4612 N CLAREMONT Avenue
- Chicago IL 60625
- $995,000
- 5 Beds | 3 Baths | SqFt
- 0 Acres
- 5459 N Spaulding Avenue
- Chicago IL 60625
- $995,000
- 17 Beds | 6 Baths | SqFt
- 0.08 Acres
- 1527 W 18th Place
- Chicago IL 60608
- $995,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 2019 N Racine Avenue #3
- Chicago IL 60614
- $995,000
- 2 Beds | 2 Baths | SqFt
- 0 Acres
- 5333 S Calumet Avenue
- Chicago IL 60615
- $995,000
- 12 Beds | 8 Baths | SqFt
- 0 Acres
- 5331 S Calumet Avenue
- Chicago IL 60615
- $994,500
- 12 Beds | 8 Baths | SqFt
- 0 Acres
- 7133-7143 W Higgins Avenue
- Chicago IL 60656
- $990,000
- Beds | Baths | SqFt
- 0 Acres
- 5419 N Lincoln Avenue
- Chicago IL 60625
- $990,000
- Beds | Baths | SqFt
- 0 Acres
- 1651 N Karlov Avenue
- Chicago IL 60639
- $990,000
- Beds | Baths | SqFt
- 0.25 Acres
- 2624 W WILSON Avenue
- Chicago IL 60625
- $990,000
- 4 Beds | 2 Baths | SqFt
- 0 Acres
- 225 N Columbus Drive #5901
- Chicago IL 60601
- $990,000
- 3 Beds | 3 Baths | 1,800 SqFt
- 0 Acres
- 3804 W Ohio Street
- Chicago IL 60624
- $989,900
- 9 Beds | 6 Baths | SqFt
- 0 Acres
- 2849 W Monroe Street
- Chicago IL 60612
- $989,900
- 6 Beds | 7 Baths | SqFt
- 0 Acres















