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
- 333 W Hubbard Street #1006
- Chicago IL 60654
- $2,350,000
- 3 Beds | 4 Baths | 5,020 SqFt
- 0 Acres
- 4846 N Hermitage Avenue
- Chicago IL 60640
- $2,350,000
- 4 Beds | 5 Baths | 4,800 SqFt
- 0.09 Acres
- 2679 N Orchard Street #PHN
- Chicago IL 60614
- $2,350,000
- 4 Beds | 4 Baths | SqFt
- 0 Acres
- 363 E Wacker Drive #6403
- Chicago IL 60601
- $2,349,000
- 3 Beds | 3 Baths | 2,333 SqFt
- 0 Acres
- 3644 N Bosworth Avenue
- Chicago IL 60613
- $2,345,000
- 4 Beds | 6 Baths | 3,600 SqFt
- 0.07 Acres
- 363 E Wacker Drive #6303
- Chicago IL 60601
- $2,323,000
- 3 Beds | 3 Baths | 2,334 SqFt
- 0 Acres
- 7621 S Cottage Grove Avenue
- Chicago IL 60619
- $2,300,000
- Beds | Baths | SqFt
- 0 Acres
- 7661 N Sheridan Road
- Chicago IL 60626
- $2,300,000
- 6 Beds | 5 Baths | SqFt
- 0.18 Acres
- 800 N Michigan Avenue #5401
- Chicago IL 60611
- $2,300,000
- 3 Beds | 4 Baths | 4,200 SqFt
- 0 Acres
- 211 N Harbor Drive #TH01
- Chicago IL 60601
- $2,300,000
- 3 Beds | 3 Baths | 3,134 SqFt
- 0 Acres
- 2909 W McLean Avenue
- Chicago IL 60647
- $2,300,000
- 4 Beds | 5 Baths | 4,800 SqFt
- 0 Acres
- 1220 N Damen Avenue
- Chicago IL 60622
- $2,300,000
- 4 Beds | 5 Baths | 5,000 SqFt
- 0 Acres
- 1445 W Lill Avenue
- Chicago IL 60614
- $2,300,000
- 4 Beds | 5 Baths | SqFt
- 0 Acres
- 1915 W Henderson Street
- Chicago IL 60657
- $2,300,000
- 5 Beds | 5 Baths | 5,479 SqFt
- 0 Acres
- 4132 N CLAREMONT Avenue
- Chicago IL 60618
- $2,300,000
- 4 Beds | 6 Baths | SqFt
- 0 Acres
- 2042 W Berteau Avenue
- Chicago IL 60618
- $2,299,000
- 3 Beds | 5 Baths | 4,086 SqFt
- 0 Acres
- 453 W Briar Place #3W
- Chicago IL 60657
- $2,299,000
- 3 Beds | 4 Baths | SqFt
- 0 Acres
- 453 W Briar Place #2W
- Chicago IL 60657
- $2,299,000
- 3 Beds | 4 Baths | 2,459 SqFt
- 0 Acres
- 132 E Delaware Place #5201
- Chicago IL 60611
- $2,297,747
- 4 Beds | 5 Baths | 5,592 SqFt
- 0 Acres
- 363 E Wacker Drive #3709
- Chicago IL 60601
- $2,295,000
- 3 Beds | 4 Baths | 2,763 SqFt
- 0 Acres
- 400 W HURON Street #801
- Chicago IL 60654
- $2,295,000
- 3 Beds | 3 Baths | 3,065 SqFt
- 0 Acres
- 2150 W Monroe Street
- Chicago IL 60612
- $2,285,000
- 6 Beds | 5 Baths | 3,586 SqFt
- 0 Acres
- 3900 W 26th Street
- Chicago IL 60623
- $2,250,000
- Beds | Baths | SqFt
- 0 Acres
- 4130 S Wabash Avenue
- Chicago IL 60653
- $2,250,000
- Beds | Baths | SqFt
- 1.14 Acres





