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
- 124 W Polk Street #100
- Chicago IL 60605
- $611,000
- Beds | Baths | SqFt
- 0 Acres
- 5555 N Cumberland Avenue #901
- Chicago IL 60656
- $610,000
- 3 Beds | 2 Baths | 1,800 SqFt
- 0 Acres
- 6901 N Oleander Avenue
- Chicago IL 60631
- $610,000
- 4 Beds | 2 Baths | 1,945 SqFt
- 0 Acres
- 4521 S Hermitage Avenue
- Chicago IL 60609
- $610,000
- 1 Beds | 5 Baths | SqFt
- 0 Acres
- 930 N Howe Street
- Chicago IL 60610
- $610,000
- 2 Beds | 3 Baths | 1,205 SqFt
- 0 Acres
- 2170 N Moody Avenue
- Chicago IL 60639
- $610,000
- 9 Beds | 3 Baths | SqFt
- 0 Acres
- 1214 W WEBSTER Avenue #2E
- Chicago IL 60614
- $610,000
- 2 Beds | 1 Baths | 1,400 SqFt
- 0 Acres
- 3143 W Augusta Boulevard
- Chicago IL 60622
- $609,900
- 3 Beds | 3 Baths | SqFt
- 0 Acres
- 1522 S Prairie Avenue #Q
- Chicago IL 60605
- $609,000
- 2 Beds | 3 Baths | SqFt
- 0 Acres
- 5052 W Irving Park Road
- Chicago IL 60641
- $608,800
- Beds | Baths | SqFt
- 0 Acres
- 5141 S Wabash Avenue
- Chicago IL 60615
- $605,000
- 4 Beds | 4 Baths | 3,100 SqFt
- 0.12 Acres
- 2456 W Lithuanian Plaza Court
- Chicago IL 60629
- $604,900
- 1 Beds | 6 Baths | SqFt
- 0 Acres
- 1801 W Diversey Parkway #23
- Chicago IL 60614
- $600,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 1329 S Avers Avenue
- Chicago IL 60623
- $600,000
- 4 Beds | 3 Baths | 2,090 SqFt
- 0 Acres
- 625 S Cicero Avenue
- Chicago IL 60644
- $600,000
- Beds | Baths | SqFt
- 0 Acres
- 2114 W Devon Avenue
- Chicago IL 60659
- $600,000
- Beds | Baths | SqFt
- 0 Acres
- 2424 W Chicago Avenue #201
- Chicago IL 60622
- $600,000
- 3 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 1348 S Avers Avenue
- Chicago IL 60623
- $600,000
- 4 Beds | 3 Baths | 2,090 SqFt
- 0 Acres
- 2237 W Coulter Street #4
- Chicago IL 60608
- $600,000
- 3 Beds | 3 Baths | 1,850 SqFt
- 0 Acres
- 2144 N Wood Street
- Chicago IL 60614
- $600,000
- Beds | Baths | SqFt
- 0 Acres
- 8231 S South Shore Drive
- Chicago IL 60617
- $600,000
- Beds | Baths | SqFt
- 0.79 Acres





