About Us

From Humble Beginnings to Big Heights in Winter Garden’s Real Estate Market

Welcome to Winter Garden Real Estate and Property Management, a dedicated team serving you with the best possible experience during your real estate journey. Led by Anthony O'Reilly-Brookes, our team brings a wealth of experience and knowledge to the table.

With over a decade of experience in sales and marketing and a Master's degree from Oxford Business School, Anthony can take care of all your real estate needs. He moved his family to the U.S. in 2011 and since then, has worked tirelessly in the local area to assist buyers and sellers with their real estate needs. In 2013, he earned his real estate license, and during the start of the pandemic in 2020, he earned his broker license. Finally, he launched Winter Garden Real Estate.

Here, we understand that buying, selling, or renting a property can be a complex and overwhelming process. We’ll make your experience as seamless and stress-free as possible with key knowledge about the local area, the housing market, and the real estate process to help you achieve your goals. We also believe in honesty, transparency, and providing solutions to our clients' problems.

Your search for agents who’ll fight for you and look out for your best interests ends here. If you're looking to buy, sell, or rent property in the Winter Garden area and surrounding areas, call us first. We’d be honored to join your real estate dream team.

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REVIEWS

Vincent Guarino
Vincent Guarino
2022-12-20
Anthony was a pleasure to work with through out the entire homebuying process! Would 100% recommend his services!
Beth Womersley
Beth Womersley
2022-11-16
Anthony is amazing to work with! He listens to all your needs and spends countless hours helping you find the right house, not just any house!! We are new to Florida and he took the time to explain what was important to look for when purchasing a house in Florida and even making sure to tell us great places to eat and things to do. He’s a great negotiator and makes sure his clients needs come first!! He is very patient, extremely knowledgeable and very responsive. He’s the best realtor, I’ve ever worked with!! I highly recommend him for all your buying and selling needs.
joey usery
joey usery
2022-11-16
Anthony is just flat amazing! We put him through the ringer and he 100% always was Johnny on the spot to help. We were under contract twice and put in 8 different offers. Each offer takes him hours to prepare. He never once complained and was always willing to do what was needed. He followed through with all the offers and always kept us in the loop so we knew exactly what he did and where we were at in the process. He went out of his way to help us, sometimes postponing his personal plans. He fought for us in negotiations and had some brilliant tactics on how we could save $. He was very knowledgeable of the area and we never felt like he would lead us astray. He put us first. He kept saying if it’s not right, it’s not right.I would hire Anthony a hundred times over!
Fr. Eamonn Power
Fr. Eamonn Power
2021-10-07
Dear friends, as a Catholic priest living and working in England, and being completely ignorant of US Real Estate law and procedure, I needed a lot of help to sell my property in Kissimmee, Florida. If I hadn't received the help the process would have been completely alien and totally incomprehensible to me! Thankfully, Tony O'Reilly Brookes was there to provide the necessary help and guidance and nothing was too much trouble for him. I am therefore most happy to recommend him to anyone who needs expert help in selling or buying property. God bless you all, Fr Eamonn J Power
Brian Cather
Brian Cather
2021-08-06
Anthony was wonderful to work with in finding the exact home I wanted. He was very trustworthy and honest with me about all of the properties I viewed. He did not rush me into a property that was not right for me. I would highly recommend him to anyone looking for a new home.
Ryan LaBounty
Ryan LaBounty
2021-08-03
Tony has been amazing to work with across the board. He worked tirelessly to get our deal done despite a number of bumps in the road. He has become not only our go to Agent for our business but for many of our employees. Will use him again on future purchases.
Serena Burger
Serena Burger
2021-05-04
Currently I'm out of state and my daughter was my eyes and feet on the ground in Florida. So, Anthony was working with the both of us. One in state and one out of state. Having an Agent one can trust was a blessing.
Jasmine Curran
Jasmine Curran
2021-05-04
We loved working with Anthony through Winter Garden Real Estate & Property Management. Anthony's knowledge of the Central Florida area gave us confidence in narrowing down where we wanted to buy-in. He made himself available to answer all our questions whether, via phone calls, texts, or emails, we could always get ahold of him. I highly recommend Winter Garden Real Estate & Property Management to anyone wanting to buy or sell in Central Florida!
Irene Zubillaga
Irene Zubillaga
2021-04-30
Anthony went above and beyond for me to help me find a house! He traveled far distances multiple times just to accompany me to showings. Once I found my dream home he prepared a competitive offer and went above and beyond for me to get the house on a multiple offer situation. Due to covid the process of buying the house was delayed and took about 3 months. During this whole time Anthony kept me on the loop of everything that was going on and pushing the sale forward. I've been in my new home for 5 months now and couldn't be happier! It wouldn't be a reality if it wasn't for Anthony! Thanks for all your help and your amazing work.

Get Your FreeReal Estate or Property Management Consultation Today

Visit us in person or give us a call to start your real estate journey with our team. From buying and renting to selling and investing, we’ll help you get ahead in Central Florida’s market.

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