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 #2106
- Chicago IL 60601
- $2,500,000
- 3 Beds | 3 Baths | 2,539 SqFt
- 0 Acres
- 1282 W Washington Boulevard #3B
- Chicago IL 60607
- $2,500,000
- 4 Beds | 4 Baths | 3,062 SqFt
- 0 Acres
- 1942 N Orchard Street #2
- Chicago IL 60614
- $2,500,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 401 N WABASH Avenue #2346
- Chicago IL 60611
- $2,500,000
- 2 Beds | 3 Baths | 2,100 SqFt
- 0 Acres
- 159 E Walton Place #14A
- Chicago IL 60611
- $2,500,000
- 2 Beds | 3 Baths | 2,832 SqFt
- 0 Acres
- 4740 N Hermitage Avenue
- Chicago IL 60640
- $2,499,000
- 6 Beds | 6 Baths | 4,925 SqFt
- 0 Acres
- 1040 N LAKE SHORE Drive #32D
- Chicago IL 60611
- $2,499,000
- 3 Beds | 4 Baths | 3,020 SqFt
- 0 Acres
- 1500 N North Park Avenue
- Chicago IL 60610
- $2,499,000
- 4 Beds | 4 Baths | 2,784 SqFt
- 0.06 Acres
- 41 E Elm Street
- Chicago IL 60611
- $2,499,000
- 4 Beds | 6 Baths | 4,200 SqFt
- 0.03 Acres
- 1460 W Byron Street
- Chicago IL 60613
- $2,495,000
- 6 Beds | 6 Baths | 6,502 SqFt
- 0 Acres
- 6465 N Avondale Avenue
- Chicago IL 60631
- $2,495,000
- Beds | Baths | SqFt
- 0 Acres
- 4841 N Western Avenue
- Chicago IL 60625
- $2,495,000
- Beds | Baths | SqFt
- 0 Acres
- 1912 W School Street
- Chicago IL 60657
- $2,495,000
- 6 Beds | 6 Baths | 4,000 SqFt
- 0 Acres
- 1705 W Leland Avenue
- Chicago IL 60640
- $2,495,000
- 7 Beds | 6 Baths | SqFt
- 0.13 Acres
- 1109 W WASHINGTON Boulevard #6D
- Chicago IL 60607
- $2,495,000
- 3 Beds | 4 Baths | 3,267 SqFt
- 0 Acres
- 3638 N WAYNE Avenue
- Chicago IL 60613
- $2,495,000
- 5 Beds | 5 Baths | 5,300 SqFt
- 0 Acres
- 211 N Harbor Drive #3502
- Chicago IL 60601
- $2,495,000
- 3 Beds | 4 Baths | 2,893 SqFt
- 0 Acres
- 4851 N Western Avenue
- Chicago IL 60625
- $2,495,000
- Beds | Baths | SqFt
- 0.31 Acres
- 1109 W WASHINGTON Boulevard #5C
- Chicago IL 60607
- $2,490,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 1728 S Halsted Street
- Chicago IL 60608
- $2,480,000
- Beds | Baths | SqFt
- 0 Acres
- 2550 N Lakeview Avenue #N1604
- Chicago IL 60614
- $2,475,000
- 3 Beds | 3 Baths | 2,301 SqFt
- 0 Acres
- 3923 N Janssen Avenue #2E
- Chicago IL 60613
- $2,475,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 9112 S Cottage Grove Avenue
- Chicago IL 60619
- $2,450,000
- Beds | Baths | SqFt
- 0 Acres






