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Century 21 Circle
- Agent Pronto
- Florida
- Clearwater
- On Top of the World
The best way to find top real estate agents in On Top of the World, Clearwater, FL
We analyze thousands of real estate agents in Clearwater’s On Top of the World neighborhood and nationwide to find you proven local professionals, for free.
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Compare top On Top of the World real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
The easiest way to find a top agent you can trust.
Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.
- Tell us what you need.
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- Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Learn more about what On Top of the World has to offer.
On Top of the World offers residents an active, connected lifestyle through resort-style amenities, a robust slate of clubs and activities, and expansive green spaces.
On Top of the World in Clearwater tends to attract active adults, downsizers, and seasonal residents who want low‑maintenance living with strong community ties. With its 55+ focus, organized activities, and on‑site amenities, it suits buyers who value convenience, social connection, and predictable housing costs.
The neighborhood offers condos and villas in a range of sizes and building ages, making it appealing for both budget‑minded buyers and those looking for updated, move‑in ready homes. Two private golf courses, recreation centers, and pools give residents plenty of options close to home. Nearby, the expansive Moccasin Lake Nature Park and the Ream Wilson Clearwater Trail add easy access to walking and biking.
Everyday needs are straightforward, with shopping and dining along U.S. 19 and short drives to Downtown Clearwater and Clearwater Beach. Cultural and educational options such as Ruth Eckerd Hall and the Clearwater Main Library round out the area. Medical facilities and specialists in nearby Largo and Pinellas County are another key draw for many residents.
Because buildings, pet rules, fees, and renovation standards vary from one section of On Top of the World to another, working with an agent who knows the neighborhood block by block is essential. Agent Pronto can connect both buyers and sellers with a local real estate professional who understands these details and how they affect value and lifestyle.
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“Paula understood our needs and knew we had little time. She found several houses that hit our criteria and made time to show all of them to us. Even after we put an offer in on a house, she checked in periodically to make sure everything was good until we were closed.”
Century 21 Affiliated
“Sarah went above and beyond helping me sell my property. She was always available and answered all of my questions. I would recommend Sarah to anyone who is looking to sell or buy property. It was a pleasure working with her!”
Real Living Real Estate Real Living Casa Fina Realty
“Dan was extremely professional throughout the entire process. He provided a continuous line of communication and was very knowledgeable about the entire buying process. He was always respectful and listened to our thoughts and concerns. Another advantage I found with Dan was that he works with a network of people who are outstanding. Of course he never pressures you to use his referrals but we found that his inspector, insurance, and mortgage broker connections were the most informed and affordable. This made buying even better because everyone around us was an expert in their craft, explained everything well, and looked out for our best interest.”
Keller Williams Realty Portfolio Collection
“Keith and Jillian helped us purchase our new home and sell our existing home, and we’re so glad we worked with them! They communicated clearly throughout the process, were always readily available, and helped us navigate obstacles along the way with both transactions. They are also genuinely nice people, which made the entire experience even more enjoyable. We truly appreciated their guidance and support and would definitely work with them again. Highly recommend!”
Lipply Real Estate
“Working with Bradley was an absolute pleasure from start to finish. He is incredibly knowledgeable about the market, highly communicative, and patient throughout the entire process. He made sure I felt informed and confident at every step without ever feeling rushed. Even when I asked silly questions, he was right there to answer every one. I highly recommend him to anyone looking to buy or sell! I couldn’t imagine buying my first home without him by my side along the way.”
Seaside Realty & Associates
“We worked with Robby to purchase and sell our first home. We looked at a good amount of homes back in 2025 and eventually found the one we wanted. Robby walked us through the process and made it feel very easy! Due to work reasons, we had to sell the house less than 2 years later. In a very interesting 2026 market, Robby managed to sell our house very quickly! My favorite part about working with Robby is that you don't need to worry if anything will slip through the cracks. He is professional, organized and keeps you posted on anything you need to know. If you're looking to buy or sell, do yourself a favor and give Robby a call!”
Bianchi Realty & Property Management Inc.
“My husband and I used Christian to sell our condo. Christian worked extremely efficiently in getting us listed and conducted two open houses in a short period of time. Market conditions were not the best, but throughout the process, Christian kept us informed of any progress and was very quick to respond to the questions we had along the way. Christian assisted us in negotiating a fair price for our property and his hard work also provided us with a quick and painless closing. I highly recommend Christian and will absolutely use him again for any of our future real estate transactions.”
Horizons By the Sea, Inc.
“Carly was awesome throughout our home purchase experience. Very knowledgeable, helpful, and available! Extremely responsive and has a genuine care for her clients! Really appreciate all she did for us!”
KELLER WILLIAMS TAMPA CENTRAL
“When it came to buying our home, Ashley was the best realtor that could have happened to us. She is observant and truly listens to what you want and how you want it; she made the process pleasant and stress-free, and most importantly she helped us find our dream home. I wish everyone could enjoy this process the way we did, without stress and with someone like Ashley. Thank you.”
RE/MAX REMAX Champions
“Maryann did such an amazing job finding my forever home. She was so helpful, knowledgeable and available when I needed questions answered. I would always recommend her for any realtor needs. She made the it so easy to purchase a home. I am very impressed on how much knowledge she has concerning the entire process. Thank you”
Viewpoint Realty International
“Taylor was great through the whole process. Helped us identify our options and what made sense in the current market. Even helped us move into the new house!!”
VanBeek Realty
“He is very professional and a great negotiator. He got me a great deal on my house and was a pleasure to work with, his lender included. Highly recommend to anyone in SWFL.”
Knowledge Base Real Estate
“Nik was amazing throughout the process of buying our first home. We immediately loved his calm & confident personality and felt like he truly wanted us to take our time and make the right purchase, no matter how long it took. During the buying process he went above and beyond to help us make the deal happen, even when he was out of town. I would recommend Nik to anyone in the Tampa Bay Area, he really cares about his clients and is knowledgeable and super responsive!”
RE/MAX Champions
“Christina and Chris were truly amazing!! They were so invested in helping us find the perfect home, no matter how long it took. They are both extremely knowledgeable about the market and houses in general, making them the perfect team. They always made us feel comfortable and were super transparent, so there were never any surprises. They were also super responsive! Couldn’t recommend them enough!”
Dalton Wade Real Estate Group Team Richardson with Dalton Wade Inc
“Liz was very knowledgeable regarding the local market. She was very responsive to my questions and explained the process to me in language I understood. She went above and beyond to advocate for the best possible offer for me. Liz and her company kept me updated on the various stages of the process. I felt supported and informed throughout the entire process.”
Horizon Palm Realty Group
“I bought a condo with the help of Greg in downtown St. Pete. I am a business owner and don’t have a lot of free time, Greg was able to help me in every way possible and made the process about as stress free as buying a home can be. Thank you for all your hard work Greg!”
LPT Realty
“First time home buyer here. From day one Michelle ensured I was taken care of. She took the time to walk me through all the processes and gave valuable input that helped me find my beautiful new home! Grateful for the time and energy she and her team put in to make the process easy and smooth. 10/10! I will be recommended all my my friends and family looking to purchase property out this way to work with Michelle.”
LPT Realty
“Larry was an absolute gem during our home buying process. He actively sought out properties that met our needs/desires and brought them to the table ASAP. We placed multiple offers on properties and Larry guided us with his expertise of the market and leveraged practical comparisons to make the correct offers. In the end, we found our new home in under 3 weeks of working with Larry, and we couldn't be happier. We would gladly use Larry again on a future buy, and highly recommend him to others.”
eXp Realty
“I cannot say enough wonderful things about Deb. She seamlessly handled both the sale of my home and the purchase of my new one. Her dedication is unmatched—she answered every late-night text and early-morning call without hesitation. She truly goes above and beyond for her clients and feels like family by the end of the process. Thank you, Deb!”
CanZell Realty
Frequently Asked Questions
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There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around On Top of the World. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your On Top of the World Realtor® or real estate agent today.