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Patrick O'Brien

Patrick O'Brien

Get to Know Me

Patrick O’Brien is a top-producing NAR member with over a decade of success in the Chicago real estate market, known for delivering results with expertise, integrity, and a client-first approach. In 2024 alone, Patrick closed over $13.5M in residential sales and was recognized as a Top Producing Agent by the Chicago Association of REALTORS®—a distinction he also earned in 2019.

Patrick brings a unique perspective to the industry, combining deep neighborhood knowledge, business savvy, and strategic marketing insight. He represents buyers, sellers, and investors across Chicago’s North Side, specializing in both residential transactions and property development opportunities. His background as the founder of three successful Pilates studios and a nationally accredited teacher training program reflects his entrepreneurial mindset and long-standing commitment to education and service.

In addition to his work in real estate, Patrick serves as a host for The American Dream TV, a national lifestyle and real estate show. His segments spotlight Chicago’s iconic architecture, vibrant neighborhoods, and local businesses—further positioning him as a trusted voice in both real estate and community storytelling.

Whether guiding a first-time buyer, marketing a luxury listing, or producing on-camera content, Patrick leads with professionalism, creativity, and care. His clients and colleagues value his integrity, strategic thinking, and unwavering work ethic.
Hear From My Happy Clients

Patrick helped me find my first condo (one I never even would’ve noticed had he not used his excellent listening skills to pinpoint a fitting property for me that didn’t 100% match my on-paper list). I was so impressed by his insight, thoroughness, and professionalism that I asked for his help again when I went to sell a few years later. With his patient guidance and candor, I was able to relax and trust...

— Devon C.

Hear From My Happy Clients

Patrick is simply the best. He is professional, understanding, patient, and thorough. He is a real estate expert, and it shows. He walked me through each step of the home-buying process, answered all of my questions, and advocated for me. As a first-time home owner, his attention to detail, responsiveness, and overall expertise made the process seamless. Thank you for all that you do, Patrick!

— Ashley V.

Hear From My Happy Clients

Patrick was helpful, reassuring, and honest throughout the process. I felt that I could trust him with all negotiations. He was definitely working for me! When he was needed, he was available. If he couldn't be available, he got right back to me. I would highly recommend him. On occasion, he wrote some strange emails, only because he didn't review the changes that auto-correct made! That's the worst crit...

— Lauri M.

Hear From My Happy Clients

Patrick was a pleasure to work with and was extremely helpful and very quick to respond to any and all of my questions. He is very clear and upfront with everything throughout the entire process. He was very quick to point out the good and bad for each place and was on time for every appointment. I felt like I was not blind sided by anything, as he was very explicit in his instructions and explanations, ...

— Melissa K.

Hear From My Happy Clients

Patrick was an absolute profession and pleasure to work with. As a first-time home buyer, it was very important to find someone who had the patience and willingness to explain all the nuances and fine details of the buying process. Not only did Patrick answer every question I had, but he also made sure to ask the questions that I hadn't even thought of. His experience and neighborhood expertise allowed u...

— Jeremy V.

Hear From My Happy Clients

Patrick and Danilo are the best advocates for buying a home you could wish for. This was my first time buying a home, and I was full of questions about the process and what to expect. Patrick walked me through everything on our first call. Afterwards, my nerves were calmed, and I felt heartened that I had Patrick representing me. I went from not knowing if I could actually buy a home to seeing a clear pa...

— Karim M.

Hear From My Happy Clients

Patrick is so genuine and knowledgeable. He has been doing this for almost a decade, and in that decade, he's asked a lot of questions of the contractors he works with, and now he knows in incredible detail what to look for in the details of a home to make sure it's safe and durable. And he is shrewd in his judgement. Even if you're charmed by a place, if it's a lemon, he'll let you know and he'll point ...

— Crystal L.

Hear From My Happy Clients

Patrick was very helpful in providing me with information on how to prepare for my sale, since I had lived in my property for 25 years. Patrick ran a comparative analysis of the area and walked through a strategy with me for getting my property sold. Patrick is a very professional agent. What I like most is that I felt like I was his only client, though I knew I was not. I appreciate the time we were abl...

— Larry B.

Hear From My Happy Clients

Patrick took on a challenge as I was in a difficult scenario with a condo I was trying to sell. He was constantly positive and communicated with me through the entire process, even if there was bad news. He's one of the most knowledgeable agents in the city. I would highly recommend him to anyone with real estate needs.

— Avannucci

Hear From My Happy Clients

Patrick is the hardest-working, most knowledgeable real estate professional I've ever worked with. He went above and beyond by helping to tidy up and stage my home to be listed, coordinating and being present for a repair I needed done while I was at work, and he stayed for my extremely thorough new home inspection, which lasted 4+ hours, when I needed to leave. Patrick also has a deep and nuanced knowle...

— Buyer | Seller

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Whether guiding a first-time buyer, marketing a luxury listing, or producing on-camera content, Patrick leads with professionalism, creativity, and care. His clients and colleagues value his integrity, strategic thinking, and unwavering work ethic.