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
- 4743 N CLARK Street #4S
- Chicago IL 60640
- $595,000
- 3 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 60 E MONROE Street #3808
- Chicago IL 60603
- $595,000
- 2 Beds | 2 Baths | 1,342 SqFt
- 0 Acres
- 111 E Chestnut Street #11K
- Chicago IL 60611
- $595,000
- 2 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 3920 N Lake Shore Drive #3S
- Chicago IL 60613
- $595,000
- 3 Beds | 4 Baths | 3,000 SqFt
- 0 Acres
- 523 W 65th Place
- Chicago IL 60621
- $595,000
- 8 Beds | 4 Baths | SqFt
- 0 Acres
- 1657 N Monticello Avenue
- Chicago IL 60647
- $595,000
- 4 Beds | 2 Baths | SqFt
- 0 Acres
- 322 S Kostner Avenue
- Chicago IL 60624
- $595,000
- 7 Beds | 3 Baths | SqFt
- 0 Acres
- 860 N LAKE SHORE Drive #4M
- Chicago IL 60611
- $595,000
- 2 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 5343 S Drexel Avenue
- Chicago IL 60615
- $595,000
- 3 Beds | 3 Baths | 2,000 SqFt
- 0 Acres
- 850 N Lake Shore Drive #301
- Chicago IL 60611
- $594,000
- 1 Beds | 2 Baths | 1,416 SqFt
- 0 Acres
- 401 N Wabash Avenue #2526
- Chicago IL 60611
- $590,900
- 1 Beds | 2 Baths | 1,362 SqFt
- 0 Acres
- 7552 S Lafayette Avenue
- Chicago IL 60620
- $590,000
- 1 Beds | 2 Baths | SqFt
- 0 Acres
- 4044 W Kamerling Avenue
- Chicago IL 60651
- $590,000
- 8 Beds | 3 Baths | SqFt
- 0 Acres
- 1439 S Michigan Avenue #104
- Chicago IL 60605
- $590,000
- 2 Beds | 2 Baths | 1,650 SqFt
- 0 Acres
- 3059 N Lincoln Avenue #B
- Chicago IL 60657
- $590,000
- 2 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 4855 W Wolfram Street
- Chicago IL 60641
- $590,000
- 6 Beds | 3 Baths | SqFt
- 0 Acres
- 4918-22 W Diversey Avenue
- Chicago IL 60639
- $590,000
- Beds | Baths | SqFt
- 0 Acres
- 2326 S Sacramento Avenue
- Chicago IL 60623
- $589,900
- 2 Beds | 1 Baths | SqFt
- 0 Acres
- 4633 W Grace Street
- Chicago IL 60641
- $589,900
- 3 Beds | 2 Baths | 1,700 SqFt
- 0 Acres
- 60 E Monroe Street #1604
- Chicago IL 60603
- $589,900
- 2 Beds | 2 Baths | 1,430 SqFt
- 0 Acres
- 6046 N Oriole Avenue
- Chicago IL 60631
- $589,900
- 4 Beds | 3 Baths | 2,124 SqFt
- 0 Acres
- 5913 W Addison Street
- Chicago IL 60634
- $589,900
- 5 Beds | 3 Baths | SqFt
- 0 Acres
- 2336 W Taylor Street
- Chicago IL 60612
- $589,900
- 4 Beds | 3 Baths | SqFt
- 0 Acres
- 5829 W Irving Park Road
- Chicago IL 60634
- $589,000
- Beds | Baths | SqFt
- 0 Acres





