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Patrick O'Brien smiling in a navy suit and blue tie.

Patrick O'Brien

Get to Know Me

Patrick O'Brien is an experienced Chicago real estate broker representing buyers and sellers throughout the city, with particular expertise across Chicago's North Side and extensive experience with condominiums, single-family homes and residential investment properties.

With more than a decade in residential real estate, Patrick brings a detailed, thoughtful approach to every transaction. His work is concentrated across Chicago's North Side, including Edgewater, Uptown, Lakeview, Lincoln Park, Andersonville, Rogers Park, Ravenswood and Lincoln Square.

Patrick's experience spans a broad range of price points, from first-time condominium buyers to sellers of luxury and higher-value residences. Regardless of price, his approach remains the same: understand the client's goals, know the market, pay attention to the details and provide clear guidance throughout the process.

For sellers, Patrick takes a strategic approach to pricing, property preparation, positioning, marketing and negotiation. For buyers, he looks beyond the surface of a property to help clients better understand what they are purchasing and the factors that may affect its value and ownership.

Patrick has been recognized as a Chicago Association of REALTORS® Top Producer and has built his business through long-term client relationships, referrals and a commitment to informed, highly personal representation.

Before entering real estate, Patrick spent more than two decades as the owner of From the Center Pilates, a Chicago-based business he founded in 1994. His years as a business owner and instructor shaped the client-focused approach he brings to real estate today: listening carefully, communicating clearly and helping people make well-informed decisions.

Experience That Goes Beyond the Listing

Chicago real estate—particularly condominiums—requires understanding more than square footage and finishes. Patrick helps clients evaluate the larger picture, including association finances and reserves, special assessments, rental restrictions, building condition, property taxes, comparable sales and other factors that can affect both value and ownership.

For sellers, that same attention to detail informs pricing, preparation, positioning and negotiation. For buyers, it means looking beyond the photographs to understand the property they're actually purchasing.

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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