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
- 5400 S Hyde Park Boulevard #1c
- Chicago IL 60615
- $585,000
- 4 Beds | 3 Baths | 2,700 SqFt
- 0 Acres
- 1001 W MADISON Street #212
- Chicago IL 60607
- $585,000
- 2 Beds | 2 Baths | 1,466 SqFt
- 0 Acres
- 5054 S Woodlawn Avenue #3C
- Chicago IL 60615
- $585,000
- 4 Beds | 3 Baths | 3,500 SqFt
- 0 Acres
- 100 E Huron Street #1506
- Chicago IL 60611
- $585,000
- 2 Beds | 2 Baths | 1,365 SqFt
- 0 Acres
- 130 S Canal Street #9F
- Chicago IL 60606
- $585,000
- 2 Beds | 3 Baths | 1,800 SqFt
- 0 Acres
- 1542 N WOOD Street #2R
- Chicago IL 60622
- $585,000
- 2 Beds | 3 Baths | SqFt
- 0 Acres
- 3209 N Elston Avenue #3N
- Chicago IL 60618
- $585,000
- 3 Beds | 2 Baths | 1,601 SqFt
- 0 Acres
- 1254 W Diversey Parkway #2
- Chicago IL 60614
- $585,000
- 2 Beds | 2 Baths | SqFt
- 0 Acres
- 5942 S Calumet Avenue
- Chicago IL 60637
- $585,000
- 12 Beds | 4 Baths | SqFt
- 0.07 Acres
- 440 N Monticello Avenue
- Chicago IL 60624
- $584,900
- 6 Beds | 4 Baths | SqFt
- 0 Acres
- 4529 S Vincennes Avenue
- Chicago IL 60653
- $580,000
- 11 Beds | 7 Baths | SqFt
- 0.7 Acres
- 7515 S Essex Avenue
- Chicago IL 60649
- $580,000
- 12 Beds | 3 Baths | SqFt
- 0.08 Acres
- 3139 W Washington Boulevard
- Chicago IL 60612
- $580,000
- 5 Beds | 4 Baths | SqFt
- 0 Acres
- 2922 N New England Avenue
- Chicago IL 60634
- $580,000
- 4 Beds | 4 Baths | 1,875 SqFt
- 0.09 Acres
- 1507 W CHESTNUT Street
- Chicago IL 60642
- $580,000
- 2 Beds | 3 Baths | 1,585 SqFt
- 0 Acres
- 3912 W Jackson Boulevard
- Chicago IL 60624
- $580,000
- 9 Beds | 5 Baths | SqFt
- 0.08 Acres
- 816 S California Avenue
- Chicago IL 60612
- $580,000
- Beds | Baths | SqFt
- 0 Acres
- 600 N Lake Shore Drive #3109
- Chicago IL 60611
- $580,000
- 2 Beds | 2 Baths | 1,290 SqFt
- 0 Acres
- 1327 W Washington Boulevard #105
- Chicago IL 60607
- $580,000
- Beds | 2 Baths | 3,125 SqFt
- 0 Acres
- 3115 W Flournoy Street
- Chicago IL 60612
- $580,000
- 6 Beds | 3 Baths | SqFt
- 0 Acres
- 3000 N Hoyne Avenue #2
- Chicago IL 60618
- $580,000
- 3 Beds | 2 Baths | SqFt
- 0 Acres
- 1803 W HURON Street #2
- Chicago IL 60622
- $580,000
- 2 Beds | 2 Baths | SqFt
- 0 Acres
- 860 N LAKE SHORE Drive #4M
- Chicago IL 60611
- $579,900
- 2 Beds | 2 Baths | 1,600 SqFt
- 0 Acres
- 3241 S Parnell Avenue
- Chicago IL 60616
- $579,900
- 6 Beds | 3 Baths | SqFt
- 0 Acres





