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
- 505 N Lake Shore Drive #616-617
- Chicago IL 60611
- $875,000
- 2 Beds | 2 Baths | 1,800 SqFt
- 0 Acres
- 118 E ERIE Street #20D
- Chicago IL 60611
- $875,000
- 1 Beds | 2 Baths | 1,423 SqFt
- 0 Acres
- 3507 N Reta Avenue #1
- Chicago IL 60657
- $875,000
- 3 Beds | 3 Baths | 2,023 SqFt
- 0 Acres
- 1656 N BOSWORTH Avenue #3N
- Chicago IL 60642
- $875,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 877 N Hermitage Avenue #1
- Chicago IL 60622
- $875,000
- 3 Beds | 3 Baths | 2,400 SqFt
- 0 Acres
- 628 W WRIGHTWOOD Avenue #3W
- Chicago IL 60614
- $875,000
- 3 Beds | 2 Baths | 1,800 SqFt
- 0 Acres
- 3140 N Sheffield Avenue #709
- Chicago IL 60657
- $875,000
- 3 Beds | 2 Baths | 1,834 SqFt
- 0 Acres
- 2922-2926 S Wentworth Avenue
- Chicago IL 60616
- $875,000
- Beds | Baths | SqFt
- 0.21 Acres
- 1654 N Artesian Avenue
- Chicago IL 60647
- $875,000
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 5158 W Agatite Avenue
- Chicago IL 60630
- $875,000
- 4 Beds | 4 Baths | SqFt
- 0.09 Acres
- 2312 W Taylor Street
- Chicago IL 60612
- $874,900
- 9 Beds | 4 Baths | SqFt
- 0 Acres
- 1016 W Madison Street #4S
- Chicago IL 60607
- $873,000
- 2 Beds | 2 Baths | 1,953 SqFt
- 0 Acres
- 7650 S Ashland Avenue
- Chicago IL 60620
- $872,000
- Beds | Baths | SqFt
- 0 Acres
- 301 W 79th Street
- Chicago IL 60620
- $870,000
- Beds | Baths | SqFt
- 0 Acres
- 2738 N Racine Avenue #1w
- Chicago IL 60614
- $870,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 5037-39 W Diversey Avenue
- Chicago IL 60639
- $869,900
- Beds | Baths | SqFt
- 0 Acres
- 850 N Lake Shore Drive #707
- Chicago IL 60611
- $869,000
- 2 Beds | 2 Baths | 1,444 SqFt
- 0 Acres
- 1660 N Hudson Avenue #1E
- Chicago IL 60614
- $869,000
- 2 Beds | 3 Baths | SqFt
- 0 Acres
- 1211 S Prairie Avenue #3205
- Chicago IL 60605
- $865,000
- 2 Beds | 2 Baths | 1,495 SqFt
- 0 Acres
- 3222 N Drake Avenue
- Chicago IL 60618
- $865,000
- 2 Beds | 1 Baths | SqFt
- 0 Acres
- 1203 W Superior Street #1B
- Chicago IL 60642
- $864,950
- 3 Beds | 3 Baths | 3,000 SqFt
- 0 Acres
- 6016 N Ionia Avenue
- Chicago IL 60646
- $861,000
- 4 Beds | 3 Baths | 2,664 SqFt
- 0.18 Acres
- 3302 N Racine Avenue #3
- Chicago IL 60657
- $860,000
- 2 Beds | 2 Baths | SqFt
- 0 Acres
- 211 N Harbor Drive #1003
- Chicago IL 60601
- $860,000
- 2 Beds | 2 Baths | 1,400 SqFt
- 0 Acres












