40
Years of Experience
Top Realtor
Chicago
EXPERT
Marketing
$700M
in Sales
Market Knowledge
Data-Driven Results
Debra Dobbs - Top Chicago Realtor

OUR MISSION

An award-winning Chicago realtor for more than 40 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 Debra 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 Debra Dobbs Group is committed to excellence in every aspect of real estate.

Let’s chat about real estate and our love for Chicago!
CONTACT DEBRA TODAY!

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

(READ MORE TESTIMONIALS)

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
CONTACT DEBRA TODAY!

Latest News

Listing · Active

509 W Menomonee St
Lincoln Park | $2,350,000

This absolutely stunning rowhome is located in the highly sought-after Old Town area, nestled in the heart of East Lincoln Park. Positioned on one of…
Listing · Active

2506 N Southport #2
Lincoln Park | $815,000

Gorgeous Halcyon condo with beautiful finishes and a coveted, covered front terrace in Lincoln Park’s DePaul neighborhood! Custom, tasteful, luxurious, on-trend finishes, designer lighting, and…
Listing · Pending

3140 N Sheffield #507
Lakeview | $625,000

This beautifully appointed 3 bed / 3 bath unit offers 1,750 sqft of living space, featuring 10-foot ceilings, a private balcony, and captivating city skyline…
Chicago Real Estate Blog

Case Study: Winning the deal in a multiple offer negotiation

Meghan and Mark, newly minted parents of a darling baby boy and an energetic doggie, outgrew their condo and were excited to find a single-family…
Chicago Real Estate Blog

Debra’s Insight into the Rise of Chicago’s Top 5 Affluent Neighborhoods

Having traversed the streets of Chicago’s most affluent neighborhoods for over 40 years as a realtor, and even longer as a resident, I’ve witnessed their…
Chicago Real Estate Blog ·

Our Signature Limoncello Recipe

 The smell of grated lemon evokes a swirl of memories for me (right up there with garlic, basil, and rosemary). One such fond memory…
Chicago Real Estate Blog

Case Study: Overcoming Financing Challenges for a First-Time Out-of-State Buyer

Jessica, a freelance practitioner whose business had transitioned to Zoom sessions post-COVID, faced significant stress during her relocation to Chicago. With her child starting a…
Chicago Real Estate Blog

From First Meeting to Besties: Why Alison Fragale’s “Likeable Badass” Is a Must-Read

My introduction to Alison was anything but ordinary. A trusted friend and long-time client called me with: “D, sending you a referral. The husband is…
Chicago Real Estate Blog

Fun And Creative Ways To Declutter Your Home

Decluttering your home can be a daunting task, but it doesn’t have to be boring or tedious. With a little creativity, you can make decluttering…
Listing · Closed 2024

2106 N Hudson Ave
Lincoln Park | $1,800,000

Completely reimagined, design-forward home on one of East Lincoln Park’s most delightful blocks. The cottage exterior belies the unique vibe of this spacious, 3-level open…
Listing · Active

509 W Menomonee St
Lincoln Park | $2,350,000

This absolutely stunning rowhome is located in the highly sought-after Old Town area, nestled in the heart of East Lincoln Park. Positioned on one of…
Listing · Active

2506 N Southport #2
Lincoln Park | $815,000

Gorgeous Halcyon condo with beautiful finishes and a coveted, covered front terrace in Lincoln Park’s DePaul neighborhood! Custom, tasteful, luxurious, on-trend finishes, designer lighting, and…
Listing · Pending

3140 N Sheffield #507
Lakeview | $625,000

This beautifully appointed 3 bed / 3 bath unit offers 1,750 sqft of living space, featuring 10-foot ceilings, a private balcony, and captivating city skyline…
Chicago Real Estate Blog

Case Study: Winning the deal in a multiple offer negotiation

Meghan and Mark, newly minted parents of a darling baby boy and an energetic doggie, outgrew their condo and were excited to find a single-family…
Chicago Real Estate Blog

Debra’s Insight into the Rise of Chicago’s Top 5 Affluent Neighborhoods

Having traversed the streets of Chicago’s most affluent neighborhoods for over 40 years as a realtor, and even longer as a resident, I’ve witnessed their…
Chicago Real Estate Blog ·

Our Signature Limoncello Recipe

 The smell of grated lemon evokes a swirl of memories for me (right up there with garlic, basil, and rosemary). One such fond memory…
Chicago Real Estate Blog

Case Study: Overcoming Financing Challenges for a First-Time Out-of-State Buyer

Jessica, a freelance practitioner whose business had transitioned to Zoom sessions post-COVID, faced significant stress during her relocation to Chicago. With her child starting a…
Chicago Real Estate Blog

From First Meeting to Besties: Why Alison Fragale’s “Likeable Badass” Is a Must-Read

My introduction to Alison was anything but ordinary. A trusted friend and long-time client called me with: “D, sending you a referral. The husband is…
Chicago Real Estate Blog

Fun And Creative Ways To Declutter Your Home

Decluttering your home can be a daunting task, but it doesn’t have to be boring or tedious. With a little creativity, you can make decluttering…
Listing · Closed 2024

2106 N Hudson Ave
Lincoln Park | $1,800,000

Completely reimagined, design-forward home on one of East Lincoln Park’s most delightful blocks. The cottage exterior belies the unique vibe of this spacious, 3-level open…