About Oliver

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Oliver Regan

Distinctive Qualities Rarely Found In One Real Estate Professional

With real-world business experience and first hand equestrian knowledge, Oliver Regan is the go-to equestrian real estate professional in Florida.

A Broad Spectrum of Knowledge and Proficiency

Oliver Regan stands out in the Wellington real estate market due to a unique combination of skills and experiences. Not only has he sold millions of dollars in real estate, but he also brings valuable business acumen from his background working with a New York City based private equity firm, where he was on the executive management team of three portfolio companies during his tenure. This real-world expertise enhances his ability to think big picture, protect his clients’ best interests, and help them achieve their investment goals. In addition, Oliver has a lifelong passion for equestrian sport, having ridden competitively since the age of six. This deep knowledge of the equestrian world makes him particularly attuned to the needs of clients in the Wellington area, where the horse industry is a major influence on the real estate market. Whether you’re looking to buy or sell, Oliver offers a proven track record, strong marketing strategies, and valuable international connections. His ability to blend business strategy with equestrian insight creates a rare advantage for his clients and ensures a seamless transaction.

World-Class Service

Oliver operates out of the Douglas Elliman office in Wellington, Florida, and is highly regarded for his expertise in the equestrian real estate market across the state. With years of experience as a real estate professional, he has earned a reputation for helping clients achieve their investment objectives and for delivering outstanding service before, during, and long after the transaction. For sellers, Oliver provides tailored, effective marketing strategies, along with the global network of Douglas Elliman. Known for his determination, loyalty, and unwavering commitment to excellence, Oliver is a trusted ally for clients navigating the real estate market.

WHAT CLIENTS
ARE SAYING

Working with Oliver to find a home in Wellington was an exceptional experience! His expertise on the area made the search easy, and the whole process stress free. He ensured all aspects were taken care of and streamlined the process. I will trust Oliver with all of my real estate needs going forward. Thank you!

Cailin Drexler

Having worked with Oliver for multiple WEF seasons in Florida, the experience has been nothing but exceptional. He is a true professional - always punctual and paying attention to the details while keeping track of everything with timely reminders and consistent communication. We highly recommend Oliver’s services to anyone who is looking to work with a trustworthy and reliable realtor.

Team Alexandra Crown

As a 35-year attorney with 1,000’s of real estate transactions under my belt, I see a lot of real estate agents. I can honestly say that Oliver is amongst the best I have dealt with. Professional, prompt, caring and thorough. Oliver is a real pleasure to deal with and I highly recommend him.

Craig Galle

I worked with Oliver on the purchase of my farm in Wellington. He understands Equestrian needs and is an absolute pleasure to work with. He is honest and extremely hard working. I highly recommend him.

Simon Nizri

Working with Oliver Regan has been an exceptional experience. He is everything you could hope for in a realtor—honest, thorough, and incredibly diligent. From start to finish, Oliver approached every detail with care and integrity, making sure I felt informed and supported at every step. His professionalism is matched only by his genuine character, and I wouldn’t hesitate to recommend him to anyone looking for a trustworthy partner in real estate.

Sarah Scheiring

When I went to go buy my first home, I knew there was only one person to call. Oliver was everything I knew I needed and more. His professionalism and ability to turn my nervousness of purchasing into an excitement for my future was remarkable. He held my hand through the steps and showed me the way through everything as I was also a remote buyer that has a busy travel schedule. My time to look at homes was extremely limited and Oliver met all of my hectic demands. Oliver has a wealth of knowledge and experience working with a wide variety of people and places. I couldn’t have been happier with the ease of the process and his competence on every step, especially with him handling most of the process due to my absence. From a real estate agent to a friend there is no one better to count on for all your real estate needs.

Maggie Gampfer

It was such a pleasure working with Oliver. He had all the answers to my real estate questions, concerns, and goals. I would recommend him to any fellow real estate investor or first time buyer since he made everything so easy and painless which is the best way to do any business. His effort, work ethic, and consideration are incomparable. Thank you!

Chelsea Moss

When my friend and I needed a seasonal rental home, Oliver did a great job helping us locate the perfect match. He is very knowledgeable about the Florida real estate market, is easy to work with, and has a calm, professional demeanor. Thank you so much, Oliver!

Jen Buchan

I worked with Oliver in December of ‘23 and he exceeded expectations. He was able to deliver with closing above asking price helping me capitalize on my investment. His professionalism during the whole process simplified my role in all of it. Highly recommend.

Michael Murphy

I have worked with Oliver for the last three years getting seasonal rentals for my clients. He goes above and beyond finding the perfect houses that fit all my client’s needs. Anytime we have a question or issue during the rental period, he answers immediately and helps us get things resolved. His professionalism and kindness are what keeps me coming back!