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
- 189 E LAKE SHORE Drive #PH18
- Chicago IL 60611
- $7,250,000
- 5 Beds | 6 Baths | 7,462 SqFt
- 0 Acres
- 3920-34 S Calumet Avenue
- Chicago IL 60653
- $6,995,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 451 E Grand Avenue #PH66
- Chicago IL 60611
- $6,995,000
- 4 Beds | 6 Baths | 7,147 SqFt
- 0 Acres
- 800 N Michigan Avenue #63PH
- Chicago IL 60611
- $6,950,000
- 5 Beds | 6 Baths | 8,400 SqFt
- 0 Acres
- 1865 N Burling Street
- Chicago IL 60614
- $6,950,000
- 4 Beds | 7 Baths | 6,000 SqFt
- 0 Acres
- 451 E Grand Avenue #6111
- Chicago IL 60611
- $6,900,000
- 3 Beds | 4 Baths | 4,798 SqFt
- 0 Acres
- 1508-1512 W Farwell Avenue
- Chicago IL 60626
- $6,500,000
- 7 Beds | 6 Baths | SqFt
- 0 Acres
- 1438 N Dearborn Street
- Chicago IL 60610
- $6,500,000
- 5 Beds | 8 Baths | SqFt
- 0 Acres
- 1755 N Mohawk Street
- Chicago IL 60614
- $6,500,000
- 6 Beds | 6 Baths | 6,500 SqFt
- 0 Acres
- 2528 S Kedzie Avenue
- Chicago IL 60623
- $6,499,000
- Beds | Baths | SqFt
- 0 Acres
- 5200 S Woodlawn Avenue
- Chicago IL 60615
- $6,290,000
- 11 Beds | 9 Baths | SqFt
- 0 Acres
- 1728 N Clybourn Avenue
- Chicago IL 60614
- $6,255,000
- Beds | Baths | SqFt
- 0 Acres
- 3001 W 26th Street
- Chicago IL 60623
- $6,200,000
- Beds | Baths | SqFt
- 0 Acres
- 363 E Wacker Drive #5806
- Chicago IL 60601
- $6,178,474
- 4 Beds | 1 Baths | 4,568 SqFt
- 0 Acres
- 401 N Wabash Avenue #86A
- Chicago IL 60611
- $6,000,000
- 4 Beds | 6 Baths | 4,029 SqFt
- 0 Acres
- 363 E Wacker Drive #6106
- Chicago IL 60601
- $6,000,000
- 4 Beds | 6 Baths | 4,708 SqFt
- 0 Acres
- 159 E WALTON Place #31A
- Chicago IL 60611
- $5,995,000
- 3 Beds | 4 Baths | 5,500 SqFt
- 0 Acres
- 1524 N Astor Street
- Chicago IL 60610
- $5,995,000
- 3 Beds | 6 Baths | 6,500 SqFt
- 0 Acres
- 1447 N Dearborn Street #4N
- Chicago IL 60611
- $5,850,000
- 4 Beds | 5 Baths | 5,846 SqFt
- 0 Acres
- 1019 N WOLCOTT Avenue
- Chicago IL 60622
- $5,750,000
- 6 Beds | 8 Baths | 9,740 SqFt
- 0 Acres
- 7428 N Rogers Avenue
- Chicago IL 60626
- $5,500,000
- 6 Beds | 5 Baths | SqFt
- 0 Acres
- 4660 N Ravenswood Avenue
- Chicago IL 60640
- $5,500,000
- Beds | Baths | SqFt
- 1 Acres
- 950 N Michigan Avenue #4605
- Chicago IL 60611
- $5,500,000
- 6 Beds | 11 Baths | 9,000 SqFt
- 0 Acres





