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
- 6058 S Massasoit Avenue
- Chicago IL 60638
- $650,000
- 7 Beds | 4 Baths | SqFt
- 0.09 Acres
- 4020 N Central Avenue
- Chicago IL 60634
- $650,000
- Beds | Baths | SqFt
- 0 Acres
- 3508 W Armitage Avenue
- Chicago IL 60647
- $650,000
- Beds | Baths | SqFt
- 0 Acres
- 4400-4402 S HONORE Crest
- Chicago IL 60609
- $650,000
- Beds | Baths | SqFt
- 0 Acres
- 2001 W Howard Street
- Chicago IL 60645
- $650,000
- Beds | Baths | SqFt
- 0 Acres
- 7721 S Colfax Avenue
- Chicago IL 60649
- $650,000
- 2 Beds | 1 Baths | SqFt
- 0 Acres
- 2821 W 25th Street
- Chicago IL 60623
- $650,000
- 1 Beds | 6 Baths | SqFt
- 0.06 Acres
- 1721 W 18th Street
- Chicago IL 60608
- $650,000
- Beds | Baths | SqFt
- 0 Acres
- 4746-48 N Milwaukee Avenue
- Chicago IL 60630
- $650,000
- Beds | Baths | SqFt
- 0 Acres
- 111 E CHESTNUT Street #30C
- Chicago IL 60611
- $650,000
- 2 Beds | 2 Baths | 1,425 SqFt
- 0 Acres
- 160 E ILLINOIS Street #1302
- Chicago IL 60611
- $650,000
- 2 Beds | 2 Baths | 1,508 SqFt
- 0 Acres
- 1908 W Irving Park Road #201
- Chicago IL 60613
- $650,000
- 3 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 3140 N Richmond Street #1
- Chicago IL 60618
- $650,000
- 4 Beds | 4 Baths | 2,400 SqFt
- 0 Acres
- 3907 N Damen Avenue #2
- Chicago IL 60618
- $650,000
- 3 Beds | 2 Baths | 1,300 SqFt
- 0 Acres
- 1841 N California Avenue #2A
- Chicago IL 60647
- $650,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 1840 W Diversey Parkway #B
- Chicago IL 60614
- $650,000
- 2 Beds | 2 Baths | 1,500 SqFt
- 0 Acres
- 3140 N SHEFFIELD Avenue #602
- Chicago IL 60657
- $650,000
- 2 Beds | 2 Baths | 1,342 SqFt
- 0 Acres
- 1801 W DIVERSEY Parkway #14
- Chicago IL 60614
- $650,000
- 3 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 121 E 47th Street
- Chicago IL 60653
- $650,000
- Beds | Baths | SqFt
- 0.4 Acres
- 4106 N MOBILE Avenue
- Chicago IL 60634
- $650,000
- Beds | Baths | SqFt
- 0.39 Acres
- 3265 W Armitage Avenue
- Chicago IL 60647
- $650,000
- Beds | Baths | SqFt
- 0 Acres
- 1716 N Clybourn Avenue
- Chicago IL 60614
- $650,000
- Beds | Baths | SqFt
- 0 Acres
- 6415 S Evans Avenue
- Chicago IL 60637
- $650,000
- 7 Beds | 3 Baths | SqFt
- 0 Acres





