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
- 401 N Wabash Avenue #74D
- Chicago IL 60611
- $2,290,000
- 3 Beds | 4 Baths | 3,102 SqFt
- 0 Acres
- 4150-4158 S Western Avenue
- Chicago IL 60609
- $2,275,000
- 5 Beds | 4 Baths | SqFt
- 0 Acres
- 55 W DELAWARE Place #1120
- Chicago IL 60610
- $2,275,000
- 3 Beds | 5 Baths | 5,500 SqFt
- 0 Acres
- 4130 S Wabash Avenue
- Chicago IL 60653
- $2,250,000
- Beds | Baths | SqFt
- 1.14 Acres
- 3542 N Halsted Street
- Chicago IL 60657
- $2,250,000
- Beds | Baths | SqFt
- 0 Acres
- 3632-52 N Cicero Avenue
- Chicago IL 60641
- $2,250,000
- Beds | Baths | SqFt
- 0 Acres
- 1235 W Foster Avenue
- Chicago IL 60640
- $2,250,000
- 14 Beds | 6 Baths | SqFt
- 0 Acres
- 1157 W Wrightwood Avenue
- Chicago IL 60614
- $2,250,000
- Beds | Baths | SqFt
- 0 Acres
- 403 N Wabash Avenue #12B
- Chicago IL 60611
- $2,250,000
- 3 Beds | 4 Baths | 2,517 SqFt
- 0 Acres
- 363 E Wacker Drive #2109
- Chicago IL 60601
- $2,250,000
- 3 Beds | 3 Baths | 2,446 SqFt
- 0 Acres
- 224 N Elizabeth Street #T1-5C
- Chicago IL 60607
- $2,250,000
- 2 Beds | 3 Baths | SqFt
- 0 Acres
- 4442 N Greenview Avenue
- Chicago IL 60640
- $2,250,000
- 4 Beds | 5 Baths | 4,560 SqFt
- 0 Acres
- 5708 W IRVING PARK Road
- Chicago IL 60634
- $2,249,000
- Beds | Baths | SqFt
- 0 Acres
- 1256 S Independence Boulevard
- Chicago IL 60623
- $2,249,000
- 9 Beds | 3 Baths | SqFt
- 0 Acres
- 2150 W Monroe Street
- Chicago IL 60612
- $2,249,000
- 6 Beds | 5 Baths | 3,586 SqFt
- 0 Acres
- 461 W Melrose Street
- Chicago IL 60657
- $2,240,000
- 6 Beds | 5 Baths | 5,246 SqFt
- 0 Acres
- 4431 N Racine Avenue
- Chicago IL 60640
- $2,232,000
- 7 Beds | 4 Baths | SqFt
- 0.14 Acres
- 1920 W Fletcher Street
- Chicago IL 60657
- $2,229,000
- 4 Beds | 6 Baths | 4,200 SqFt
- 0 Acres
- 1725 S Ashland Avenue
- Chicago IL 60608
- $2,225,000
- Beds | Baths | SqFt
- 0 Acres
- 7621 S Cottage Grove Avenue
- Chicago IL 60619
- $2,200,000
- Beds | Baths | SqFt
- 0 Acres
- 3252 W 31st Street
- Chicago IL 60623
- $2,200,000
- Beds | Baths | SqFt
- 0 Acres
- 1337 W Walton Street
- Chicago IL 60642
- $2,200,000
- 1 Beds | 8 Baths | SqFt
- 0 Acres
- 1032 W Montana Street
- Chicago IL 60614
- $2,200,000
- 5 Beds | 4 Baths | 4,500 SqFt
- 0 Acres
- 401 N Aberdeen Street #4S
- Chicago IL 60642
- $2,200,000
- 3 Beds | 3 Baths | 3,100 SqFt
- 0 Acres







