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
- 180 E Pearson Street #5601
- Chicago IL 60611
- $3,250,000
- 3 Beds | 3 Baths | 3,300 SqFt
- 0 Acres
- 2122 N Magnolia Avenue
- Chicago IL 60614
- $3,250,000
- 6 Beds | 6 Baths | SqFt
- 0.07 Acres
- 2054 W Grand Avenue
- Chicago IL 60612
- $3,249,000
- Beds | Baths | SqFt
- 0 Acres
- 2700 N Campbell Avenue
- Chicago IL 60647
- $3,200,000
- Beds | Baths | SqFt
- 0.38 Acres
- 2010 S Wabash Avenue
- Chicago IL 60616
- $3,200,000
- Beds | Baths | SqFt
- 0 Acres
- 1303 W Barry Avenue
- Chicago IL 60657
- $3,200,000
- 4 Beds | 6 Baths | 4,600 SqFt
- 0 Acres
- 4425 N WINCHESTER Avenue
- Chicago IL 60640
- $3,200,000
- 4 Beds | 6 Baths | SqFt
- 0 Acres
- 900 W Washington Boulevard #202
- Chicago IL 60607
- $3,200,000
- 4 Beds | 5 Baths | 3,660 SqFt
- 0 Acres
- 5944 W 65th Street
- Chicago IL 60638
- $3,195,000
- Beds | Baths | SqFt
- 1 Acres
- 2107 W Bradley Place
- Chicago IL 60618
- $3,175,000
- 6 Beds | 6 Baths | 6,300 SqFt
- 0 Acres
- 435 N Michigan Avenue #1801
- Chicago IL 60611
- $3,175,000
- 3 Beds | 4 Baths | 3,374 SqFt
- 0 Acres
- 1900 N Fremont Street
- Chicago IL 60614
- $3,125,000
- 6 Beds | 6 Baths | 5,390 SqFt
- 0 Acres
- 180 E Pearson Street #7203
- Chicago IL 60611
- $3,100,000
- 3 Beds | 4 Baths | 3,376 SqFt
- 0 Acres
- 2342 N Cleveland Avenue
- Chicago IL 60614
- $3,100,000
- Beds | Baths | SqFt
- 0 Acres
- 21 N May Street #501
- Chicago IL 60607
- $3,025,000
- 3 Beds | 4 Baths | 3,557 SqFt
- 0 Acres
- 2129 N Racine Avenue
- Chicago IL 60614
- $3,000,000
- 9 Beds | 5 Baths | SqFt
- 0 Acres
- 415 E North Water Street #3205
- Chicago IL 60611
- $3,000,000
- 3 Beds | 4 Baths | 9,279 SqFt
- 0 Acres
- 1282 W Washington Boulevard #2A
- Chicago IL 60607
- $3,000,000
- 5 Beds | 5 Baths | 3,433 SqFt
- 0 Acres
- 800 N MICHIGAN Avenue #4201
- Chicago IL 60611
- $3,000,000
- 3 Beds | 3 Baths | 4,200 SqFt
- 0 Acres
- 1634 W Surf Street
- Chicago IL 60657
- $3,000,000
- 6 Beds | 6 Baths | 6,000 SqFt
- 0 Acres
- 453 W Briar Place #2E
- Chicago IL 60657
- $3,000,000
- 3 Beds | 4 Baths | 2,459 SqFt
- 0 Acres





