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
- 232 E Walton Place #3E
- Chicago IL 60611
- $925,000
- 4 Beds | 4 Baths | 3,800 SqFt
- 0 Acres
- 968 W Cuyler Avenue
- Chicago IL 60613
- $925,000
- 3 Beds | 3 Baths | 2,650 SqFt
- 0 Acres
- 3151 N Honore Street #9
- Chicago IL 60657
- $925,000
- 3 Beds | 3 Baths | 2,850 SqFt
- 0 Acres
- 1525 N Wood Street #2
- Chicago IL 60622
- $925,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 2024 W Irving Park Road #404
- Chicago IL 60618
- $925,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 3737 N Damen Avenue #1
- Chicago IL 60618
- $925,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 4836 S Dorchester Avenue
- Chicago IL 60615
- $925,000
- 6 Beds | 5 Baths | SqFt
- 0 Acres
- 950 N Michigan Avenue #3805
- Chicago IL 60611
- $925,000
- 2 Beds | 4 Baths | 1,860 SqFt
- 0 Acres
- 2060 N Stave Street #2
- Chicago IL 60647
- $925,000
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 2939 N Hamlin Avenue
- Chicago IL 60618
- $925,000
- 8 Beds | 4 Baths | SqFt
- 0 Acres
- 3850 W Diversey Avenue
- Chicago IL 60647
- $925,000
- 1 Beds | 4 Baths | SqFt
- 0 Acres
- 2152 W 21st Street
- Chicago IL 60608
- $925,000
- 6 Beds | 3 Baths | SqFt
- 0.07 Acres
- 3101 N Natoma Avenue
- Chicago IL 60634
- $925,000
- 1 Beds | 2 Baths | SqFt
- 0 Acres
- 3625 N Lakewood Avenue #1N
- Chicago IL 60613
- $925,000
- 3 Beds | 3 Baths | 2,584 SqFt
- 0 Acres
- 1100 N Lake Shore Drive #27B
- Chicago IL 60611
- $925,000
- 3 Beds | 3 Baths | 2,200 SqFt
- 0 Acres
- 505 N LAKE SHORE Drive #5706
- Chicago IL 60611
- $924,900
- 3 Beds | 3 Baths | 1,800 SqFt
- 0 Acres
- 3319-21 W Fullerton Avenue
- Chicago IL 60647
- $924,000
- Beds | Baths | SqFt
- 0 Acres
- 3646 S Parnell Avenue
- Chicago IL 60609
- $920,000
- 5 Beds | 4 Baths | 3,661 SqFt
- 0 Acres
- 6729 W Ardmore Avenue
- Chicago IL 60631
- $915,000
- 5 Beds | 4 Baths | 3,790 SqFt
- 0 Acres
- 1530 N Dearborn Parkway #19S
- Chicago IL 60610
- $910,000
- 2 Beds | 2 Baths | 1,800 SqFt
- 0 Acres
- 850 N Lake Shore Drive #1702
- Chicago IL 60611
- $906,000
- 2 Beds | 2 Baths | 1,429 SqFt
- 0 Acres
- 5155 S Archer Avenue
- Chicago IL 60632
- $900,990
- Beds | Baths | SqFt
- 0 Acres
- 211 N Harbor Drive #2603
- Chicago IL 60601
- $900,000
- 2 Beds | 2 Baths | 1,408 SqFt
- 0 Acres
- 680 N Lake Shore Drive #1024
- Chicago IL 60611
- $900,000
- 3 Beds | 3 Baths | 2,800 SqFt
- 0 Acres




