Explore Chicago’s Real Estate with Debra Dobbs

Debra Dobbs is a trusted real estate expert with a focus on elevated real estate experience and lifestyle-driven homes. With decades of experience, deep neighborhood knowledge, and a distinctly human approach, Debra and her team help buyers and sellers navigate the city’s diverse and dynamic real estate market. Working with Debra means partnering with a professional who is approachable, responsive, and genuinely invested in your success every step of the way.

41
Years of Experience
Top Realtor
Chicago
RELOCATION
Expert
$760M
in Sales
Market Knowledge
Data-Driven Results
Debra Dobbs - Top Chicago Realtor

OUR MISSION

An award-winning Chicago realtor for more than 41 years, DEBRA DOBBS is a trusted advisor for real estate buyers and sellers. Known for meticulous and authentic attention to client needs and sharp negotiating expertise, Debra and her experienced team at The Dobbs Group strive to provide a remarkable, tailored buying or selling experience that exceeds client expectations. With integrity at the core of our ethos, we are fierce defenders of our clients’ interests, ensuring each transaction is met with unwavering dedication and expertise. Debra’s association with Compass, the #1 residential brokerage in the USA by sales volume, allows her to leverage their vast resources and expertise to enhance the client experience. Whether prepping a home to sell, supporting a buyer in finding their dream home, or securing a competitive market return for a seller, The Dobbs Group is committed to excellence in every aspect of real estate.

Let’s chat about real estate and our love for Chicago!
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Testimonials

Debra Dobbs is a true professional who works tirelessly and passionately on behalf her clients. She is intuitive and helped my husband and me make absolutely the perfect choice for us in a city home. Debra is also an energetic person who is simply a pleasure to work with!
I recommend her without reservation.”
Sandra B. | Buyer

I’d give her all the stars in the galaxy if I could! Amazing realtor and wonderful person.”
Marianne B. | Buyer

My husband and I had a fantastic experience with Debra and her team. Not only were they extremely responsive, and professional but also so delightful to work with.”
Taylor S. | Buyer

We have bought three homes with Debra. She’s utterly fabulous. She’s patient and very good at both understanding your unique situation and making you feel like you are the only person in the world. She knows Chicago. I cannot recommend Debra highly enough if you are looking to buy a home or sell a home, or do anything else related to real estate in Chicago.”
Rachel B. & Eric O. | Buyers & Sellers

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Chicago Neighborhoods We ❤

Debra Dobbs is a top realtor in Lincoln Park, boasting over 20 years as a resident in this iconic Chicago neighborhood. Debra and her team cater to a wide array of clients, with real estate services designed to meet any budget and lifestyle, from luxury estates in The Loop to cozy family dwellings in Rogers Park. Debra’s deep-seated knowledge of Chicago’s distinctive neighborhoods is backed by a solid history of successful sales across both central and northern sections of the city. Explore the vast array of neighborhoods we serve.

Homes For Sale
in Top Residential Buildings in Chicago

Browse all active MLS listings to find homes for sale in Chicago’s buildings and subdivisions on our active MLS listings page. Reach out for assistance in setting up a custom search, and for exclusive access to private listings not available on MLS or Zillow.

Get Exclusive Access to Hundreds of Private Listings
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Latest News

Common Questions

What neighborhoods does Debra Dobbs specialize in?

Debra has deep roots in Lincoln Park, and works extensively in neighborhoods like Gold Coast, Lakeview, Bucktown, and throughout downtown Chicago.

What areas of real estate does Debra focus on?

With over 41 years of experience, Debra has represented hundreds of sellers and buyers in transactions ranging from $122,000 to $12,500,000. She’s passionate about helping first-time buyers find their first home, and she negotiates complex deals for high-net-worth clients and seasoned property owners. Her portfolio includes everything from condos to luxury single-family homes throughout Chicago.

Does Debra Dobbs offer virtual consultations?

Absolutely. Debra and The Dobbs Group regularly works with local, national, and international clients and can coordinate virtual tours and online consultations.

Can Debra and The Dobbs Group help with relocations to Chicago?

Yes. Debra has extensive experience helping people relocate to the beautiful city of Chicago from all around the globe, guiding clients through every step of the process with insight and care.

Is Debra known for her expertise in Chicago’s luxury home market? What are her credentials?

With a decades-long history of standout sales, Debra Dobbs is widely recognized as one of Chicago’s top luxury real estate experts. She has guided clients through hundreds of high-value transactions and is a multi-year recipient of the Platinum and Gold Level Sales Awards from the Chicago Association of REALTORS®. Her reputation is built on deep local knowledge, strategic negotiation skills, and a level of concierge service that makes her a trusted advisor to both new and seasoned luxury home buyers and sellers.

What is it like to work with Debra?

Clients say that working with Debra feels like teaming up with a trusted friend who happens to be one of the most experienced agents in the city. She takes the time to listen, ask the right questions, and fully understand your needs and priorities—then she gets to work. Known affectionately as “the Lioness,” Debra is fiercely protective of her clients’ interests and a sharp, strategic negotiator. With her, you can expect candor, compassion, and a hands-on, detail-oriented experience from start to finish.