Design Forward.
Waterfront Ready.
Deeply Located.
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Roy Fillyaw is a trusted real estate advisor with Smith & Associates Real Estate
Tampa Bay’s premier locally owned luxury brokerage, serving buyers, sellers, and investors across the St. Petersburg and greater Tampa Bay area.
Based in St. Pete, Roy pairs deep market knowledge with an eye for architecture and design to help clients find homes that truly fit their lifestyle.
Whether he's guiding a first-time buyer through their largest investment yet, or helping a seasoned seller position a property in Tampa's competitive luxury market, clients appreciate Roy's calm, straightforward communication style, his knack for spotting opportunities, and his commitment to making the process feel organized, transparent, and genuinely enjoyable.
The water and sunshine is Roy’s happy place, and it's a huge part of why he chose to call St. Petersburg home.



Featured Listings
Roy was an absolute pleasure to work with, he was extremely knowledgeable and helpful. He went above and beyond to help us find our dream home. He was available every step of the way and did anything he could to make the process easier.
What can I say, I haven’t met a realtor like Roy! I had the best house hunting experience with him. He is super professional and committed to the client. I definitely recommend him to anyone for either buying or selling a house. Thank you Roy. I can’t wait for our next house!
Roy did an outstanding job with all the obstacles with the seller always found a solution to what problems arises . Great communication didn’t matter what time of the day I called he alway went above and beyond to make sure we closed in time.
Roy is professional, courteous, and an excellent communicator. I look forward to working with you on another sale, Roy!
As a lender, it is so important to work with a real estate agent that is knowledgeable, experienced and motivated- Roy is all of these things and more! He has a calming presence that went a long way with our client and my team. He is a true professional, and I cannot wait to tackle more deals with him moving forward. Thank you Roy!
Roy was spectacular in every way. When listing our home for rent, he listened to my wife and I, took notes and made sure we were informed every step of the way. He explained the process from start to finish and answered all of our questions since this was our first time renting out a property. Would highly recommend Roy to anyone looking to rent, buy or sell, without hesitation.
Flexible and attentive to our needs and changes to our time line.
Working with Roy was an exceptional experience from start to finish. He was incredibly knowledgeable and took the time to educate me on every step of the home buying process, which made me feel confident and informed. Roy was always available to answer questions and went above and beyond to ensure everything went smoothly. I couldn’t have asked for a better guide through such an important decision.
Roy is an amazing realtor to work with! He was incredibly knowledgeable, engaged and patient as he helped us find our perfect first home!
Great experience working with Roy and the team!
Roy is excellent at his work. Everything was explained to me clearly and transparently. I loved working with him and will continue to in my future endeavors. - Salman
As first-time homebuyers, my fiancé and I were nervous about the process, but Roy made everything feel simple and manageable. He was incredibly patient, answered all our questions, and guided us every step of the way. Thanks to his expertise and support, we found a home we love and felt confident throughout the entire journey. We couldn’t have asked for a better experience! Thanks again Roy!
We had the best experience with Smith and our realtor, Roy Fillyaw! Roy was extremely knowledgeable and worked closely with us during every step of the process. He always responded to us super quickly and was on top of anything that had to be done - paperwork, research, scheduling appointments, etc. He kept us organized and kept things moving for us on a tight timeframe. I would definitely recommend him and Smith to others! Thank you for your invaluable help.
We found Roy through a ChatGPT search. It was spot on. He helped us find the right house in 3 days. And he facilitated the easiest house buying experience we’ve ever had! 5 plus stars.
ChatGPT recommended Roy by name! And he's even better in real life than what AI already knew. He's amazing!
Roy is a great communicator who is very thorough and professional. He was very knowledgeable of the St Pete market and made a great choice/recommendation about staging. I would definitely use Roy again if I wanted to buy or sell a property in St Petersburg
I reached out to a phenomenal agent I had in the PCB area. I knew he didn’t work the Tampa area but was wondering if he had a colleague there. He interviewed Roy and he was very pleased. I wasn’t going to accept anything but a direct clone and Roy is exactly that I couldn’t be happier. Great agent!!
Roy is a great agent. Very professional and responded very well to my needs. I would highly recommend Roy to anyone looking for a real estate agent. An 11+ in my book.
Our experience was fantastic! Roy guided us through every step. His market knowledge, communication, and negotiating skills were indispensable. We appreciate all of his hard work!
Roy was an absolute pleasure to work with, he was extremely knowledgeable and helpful. He went above and beyond to help us find our dream home. He was available every step of the way and did anything he could to make the process easier.
What can I say, I haven’t met a realtor like Roy! I had the best house hunting experience with him. He is super professional and committed to the client. I definitely recommend him to anyone for either buying or selling a house. Thank you Roy. I can’t wait for our next house!
Roy did an outstanding job with all the obstacles with the seller always found a solution to what problems arises . Great communication didn’t matter what time of the day I called he alway went above and beyond to make sure we closed in time.
Roy is professional, courteous, and an excellent communicator. I look forward to working with you on another sale, Roy!
As a lender, it is so important to work with a real estate agent that is knowledgeable, experienced and motivated- Roy is all of these things and more! He has a calming presence that went a long way with our client and my team. He is a true professional, and I cannot wait to tackle more deals with him moving forward. Thank you Roy!
Roy was spectacular in every way. When listing our home for rent, he listened to my wife and I, took notes and made sure we were informed every step of the way. He explained the process from start to finish and answered all of our questions since this was our first time renting out a property. Would highly recommend Roy to anyone looking to rent, buy or sell, without hesitation.
Flexible and attentive to our needs and changes to our time line.
Working with Roy was an exceptional experience from start to finish. He was incredibly knowledgeable and took the time to educate me on every step of the home buying process, which made me feel confident and informed. Roy was always available to answer questions and went above and beyond to ensure everything went smoothly. I couldn’t have asked for a better guide through such an important decision.
Roy is an amazing realtor to work with! He was incredibly knowledgeable, engaged and patient as he helped us find our perfect first home!
Great experience working with Roy and the team!
Roy is excellent at his work. Everything was explained to me clearly and transparently. I loved working with him and will continue to in my future endeavors. - Salman
As first-time homebuyers, my fiancé and I were nervous about the process, but Roy made everything feel simple and manageable. He was incredibly patient, answered all our questions, and guided us every step of the way. Thanks to his expertise and support, we found a home we love and felt confident throughout the entire journey. We couldn’t have asked for a better experience! Thanks again Roy!
We had the best experience with Smith and our realtor, Roy Fillyaw! Roy was extremely knowledgeable and worked closely with us during every step of the process. He always responded to us super quickly and was on top of anything that had to be done - paperwork, research, scheduling appointments, etc. He kept us organized and kept things moving for us on a tight timeframe. I would definitely recommend him and Smith to others! Thank you for your invaluable help.
We found Roy through a ChatGPT search. It was spot on. He helped us find the right house in 3 days. And he facilitated the easiest house buying experience we’ve ever had! 5 plus stars.
ChatGPT recommended Roy by name! And he's even better in real life than what AI already knew. He's amazing!
Roy is a great communicator who is very thorough and professional. He was very knowledgeable of the St Pete market and made a great choice/recommendation about staging. I would definitely use Roy again if I wanted to buy or sell a property in St Petersburg
I reached out to a phenomenal agent I had in the PCB area. I knew he didn’t work the Tampa area but was wondering if he had a colleague there. He interviewed Roy and he was very pleased. I wasn’t going to accept anything but a direct clone and Roy is exactly that I couldn’t be happier. Great agent!!
Roy is a great agent. Very professional and responded very well to my needs. I would highly recommend Roy to anyone looking for a real estate agent. An 11+ in my book.
Our experience was fantastic! Roy guided us through every step. His market knowledge, communication, and negotiating skills were indispensable. We appreciate all of his hard work!














