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A passion for helping others and a true love for Chicago are two of the driving forces behind Debra Dobbs, whether in her real estate practice or personal life.
Respected by her clients and colleagues as one of Chicago’s preeminent agents, Debra deploys her wisdom, confidence, passion, and effective communication skills to ensure the best interests of every client are protected at every phase of the transaction. Throughout a career that has spanned 41 years, Debra has earned the trust, admiration, and respect of her clients and peers.
While buying or selling a home can be an exhilarating and joyful experience, it may also bring on unexpected stress. Debra draws upon her knowledge, experience, and instincts to help guide her clients through the business complexities and emotional aspects of the home buying and selling process, whether it be negotiating optimal deal terms, reviewing lengthy inspection reports, and providing advice on how to navigate inspection issues that arise, working with attorneys, or providing staging and design ideas to best present her listings to the market. Throughout the process, Debra remains a passionate advocate for her clients, ensuring their satisfaction every step of the way.
Beyond her work in Chicago real estate, Debra has made several neighborhoods in the city her home, including the Gold Coast, Lakeview, Bucktown, and, for the past 20 years, Lincoln Park.
She recently released v3 of her Little Black Book – a comprehensive, 80-page guide to all things local–service providers, vendors, restaurants, shops, and more. (Help yourself to a copy right here!)
Debra is accustomed to wearing several hats and not just in the real estate world. Debra has been a play producer, home builder, opened Chicago’s first gelateria, and is mom to 27 years old Katharine. Debra, Kat, and their four lovable doggies live in Lincoln Park, in a home Debra gut renovated 20 years ago.
Top Chicago Realtor
For decades, Debra Dobbs has been recognized as one of Chicago’s top real estate agents, known for her deep expertise, sharp negotiation skills, and warm, client-first approach. Over her career, she has guided hundreds of buyers and sellers through seamless transactions across Chicago’s most sought-after neighborhoods. From charming first homes to multimillion-dollar estates, Debra has successfully closed deals ranging from $150,000 to $12,500,000.
With an insider’s knowledge of the city, an extensive network, and a reputation built on trust, she is the go-to advisor for everyone from first-time buyers to high-net-worth individuals seeking the finest homes Chicago has to offer. Whether navigating the historic streets of Lincoln Park, the stunning Gold Coast, or the ultra-modern high-rises of the West Loop, Debra brings unmatched market insight and a concierge-level service that transforms real estate transactions into truly exceptional experiences.
"Debra is the best!!!! We have worked for over a decade on several real estate sales and purchases, some rather complicated, and her expertise and guidance in these deals was invaluable. She is incredibly hardworking and dedicated.” - David VERMYLEN, Past Buyer and Seller
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Debra Dobbs’ Listings
$1,200,000
- Bedrooms
- 3
- Bathrooms
- 3
- Square Feet
- Unavailable
$1,000,000
- Bedrooms
- 4
- Bathrooms
- 3
- Square Feet
- 2,600
$400,000
- Bedrooms
- 3
- Bathrooms
- 2
- Square Feet
- 1,800
- Acres
- Unavailable
Debra Dobbs’ Transactions
$3,900,000
- Bedrooms
- 3
- Bathrooms
- 4
- Square Feet
- 3,374
$3,350,000
- Bedrooms
- 4
- Bathrooms
- 7
- Square Feet
- 7,200
$2,710,000
- Bedrooms
- 3
- Bathrooms
- 4
- Square Feet
- 3,000
