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
- 840 N Lake Shore Drive #2102
- Chicago IL 60611
- $2,050,000
- 2 Beds | 3 Baths | 2,855 SqFt
- 0 Acres
- 1418 W Warner Avenue
- Chicago IL 60613
- $2,049,000
- 3 Beds | 6 Baths | 4,060 SqFt
- 0 Acres
- 2644 N Lakewood Avenue #2S
- Chicago IL 60614
- $2,030,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 3806 N Western Avenue
- Chicago IL 60618
- $2,000,000
- Beds | Baths | SqFt
- 0 Acres
- 323 S Racine Avenue #PHD
- Chicago IL 60607
- $2,000,000
- 5 Beds | 4 Baths | 3,103 SqFt
- 0 Acres
- 1282 W Washington Boulevard #4C
- Chicago IL 60607
- $2,000,000
- 4 Beds | 4 Baths | 2,489 SqFt
- 0 Acres
- 435 N Michigan Avenue #414
- Chicago IL 60611
- $2,000,000
- 2 Beds | 3 Baths | 2,000 SqFt
- 0 Acres
- 2851 W Rascher Avenue
- Chicago IL 60625
- $2,000,000
- 6 Beds | 7 Baths | 12,000 SqFt
- 0 Acres
- 179 E LAKE SHORE Drive #25W
- Chicago IL 60611
- $2,000,000
- 3 Beds | 4 Baths | 3,045 SqFt
- 0 Acres
- 2127 W Huron Street
- Chicago IL 60612
- $2,000,000
- 5 Beds | 6 Baths | 4,100 SqFt
- 0 Acres
- 4305 N Wolcott Avenue
- Chicago IL 60613
- $2,000,000
- 4 Beds | 6 Baths | 4,950 SqFt
- 0 Acres
- 4650 S Indiana Avenue
- Chicago IL 60653
- $2,000,000
- Beds | Baths | SqFt
- 0 Acres
- 2401 W Lawrence Avenue
- Chicago IL 60625
- $2,000,000
- Beds | Baths | SqFt
- 0 Acres
- 3317 N AVERS Avenue
- Chicago IL 60618
- $1,999,900
- 8 Beds | 6 Baths | SqFt
- 0 Acres
- 2026 N Orleans Street #2
- Chicago IL 60614
- $1,999,000
- 4 Beds | 3 Baths | SqFt
- 0 Acres
- 2638 N Seminary Avenue #PH
- Chicago IL 60614
- $1,999,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 4933-4935 W Fullerton Avenue
- Chicago IL 60639
- $1,999,000
- Beds | Baths | SqFt
- 0 Acres
- 1619 W Summerdale Avenue
- Chicago IL 60640
- $1,999,000
- 6 Beds | 6 Baths | 4,200 SqFt
- 0 Acres
- 800 N Michigan Avenue #2502
- Chicago IL 60611
- $1,999,000
- 3 Beds | 4 Baths | 3,025 SqFt
- 0 Acres
- 180 E PEARSON Street #4801
- Chicago IL 60611
- $1,995,000
- 3 Beds | 3 Baths | 2,754 SqFt
- 0 Acres
- 435 N Michigan Avenue #814
- Chicago IL 60611
- $1,995,000
- 2 Beds | 3 Baths | SqFt
- 0 Acres
- 1443 N Cleaver Street
- Chicago IL 60642
- $1,995,000
- 4 Beds | 5 Baths | 4,500 SqFt
- 0 Acres
- 1845 W Wellington Avenue
- Chicago IL 60657
- $1,995,000
- 6 Beds | 6 Baths | 4,200 SqFt
- 0 Acres




