“Cassandra always went above and beyond. She was very knowledgeable, and gave us a peace of mind. Didn't matter the time of day it was, she was always quick with responding. Would definitely use her again and recommend her to anyone looking to sell or purchase a property.”
- Agent Pronto
- Florida
- Four Corners
- Windwood Bay
The best way to find top real estate agents in Windwood Bay, Four Corners, FL
Skip the search. We analyze thousands of real estate agents in Four Corners’ Windwood Bay neighborhood and nationwide to find you proven local pros, for free.
Compare top Windwood Bay real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for December 2025. *
* 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.
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“Tony is the best !..answered my questions & was very patient when i was confused about the process”
“Working with David Dorman has been an exceptional experience from start to finish. David is extremely responsive—we primarily communicated via text, and he always replied promptly and thoughtfully. Throughout the entire process, he kept me well informed and ensured that I understood every step along the way. What I appreciated most was our open and honest dialogue. I truly felt that David was on my side, always advocating for me and working hard to achieve the best outcome for the sale of my home. His knowledge and expertise were evident in every interaction, and his professionalism truly stands out in the industry. I was so pleased with the experience that I am now using David’s services to purchase my next home—and we were under contract in no time! I would not hesitate to recommend David to anyone seeking a dedicated, knowledgeable, and trustworthy real estate professional.”
“Once again Paula came through for us. She was always available for us whenever we needed her. Second home purchase for us with Paula, and once again she was on top of everything.”
“Kimberly has been wonderful throughout this entire process of selling my home. I can't say enough about how awesome she was in answering questions or anything I needed during this time. I highly recommend Kimberly”
“Zach has been nothing but 100% professional. He answers all correspondence quickly and effectively. I must also say that his ability to get a deal finished is unparalleled. He truly has a gift with working in real estate.”
“It was a very great experience with Debra Meyers representing my property. She was always available to discuss property & offers presented on the property, would gladly look forward to working with her on a future purchase.”
“Excellent experience”
“I had the pleasure of working with Claudia Garzón as my realtor, and I couldn't be more satisfied with her work. From the very beginning, she showed a high level of professionalism, responsibility, and an inspiring motivation that made the entire process much smoother and more manageable. Claudia has an exceptional ability to solve any issues that may arise, always finding quick and effective solutions. Her experience and dedication made a real difference at every stage of the transaction. I highly recommend her with complete confidence. Thank you, Claudia, for your outstanding work!”
“Charles listened to all of our wants, showed us an amazing house that we instantly loved and was more helpful then we could have imagined”
“Sam sheen realty was FANTASTIC !! I COULDN'T HAVE ASKED FOR BETTER AGENTS”
“Enjoyed working with Stanley Watts, he was very professional, friendly, knowledgeable and was always there to answer my questions and made my experience in buying my home a quick and pleasant experience. I highly recommend him. Thank you Stanley!”
“Daniel is an amazing person to work with. The level of communication and knowledge that he brings to the table everyday is top notch. I would recommend him to anyone looking to purchase a new home or sell their existing home. People say they care about their clients, Daniel shows this in his actions and commitment. It was a pleasure having the opportunity to work with him!”
“Zac Hernandez was brilliant in the entier process and I cannot thank him enough. You are lucky to have him on the Keller Williams team. He guided me through every step of the way and was not only professional, but very kind and patient with me. Thank you, Zac!”
“We would like to commend Alan on the great job he did handling all the details and processes of our homebuying experience. He is a valuable representative to the Coldwell Banker name. Alan was attentive to our needs and took the stress out of purchasing a home. He was able to spell out in advance all of the details we would have to cover. He was always upbeat and had a tremendous attitude. I would highly reccomend him to anyone we know that is interested in buying a home in the state of Florida.”
“Great Experience!”
“Fabio was very professional, open, transparent, and reliable throughout the entire process. He really cared about us, understood our entire needs... Best realtor I've ever met.”
“A friend of mine suggested that I speak with Lance about selling my Condo. Once I spoke with him in person, I knew that he would be my agent. He is very professional, knowledgeable and ready to get the job done. He showed me his Marketing Plan for my Condo and I liked it. With my prior home sales, my previous agents had never explained or even spoke of their marketing plan with me. I was very impressed with Lance's suggestions and plans. My Condo went under contract within approximately 2 weeks of being on the market. Thank you for a job well done, Lance!!”
“Chaz and Chi Chi Tyler were very helpful and understood very well what we needed for our new home. They were able to find a great house for us in a matter of days. I would highly recommend them.”
“We have been of clients of Danny’s for many years, and we will continue to work with him in the future. He is very knowledgeable about the real estate market and its processes and is extremely responsive to any questions/requests. He goes above and beyond to help out in any situation. We trust his judgment, knowing he has our best interests at heart. We would not hesitate to recommend Danny to anyone.”
Windwood Bay real estate Market Report.
Information and statistics on the latest trends in the Windwood Bay real estate market, updated for December 2025. *
The typical home value in Windwood Bay is projected to be $506,750 for the month of November. October’s finalized data reported the typical value of a home in the neighborhood to be $450,000—up 0.45% over the previous 12 months. For comparison, city-level data pegged home values at $410,000 in Four Corners for the most recent reporting period. That number is expected to float around $415,000 in November.
Windwood Bay had 4 new listings and 3 listings that went under contract in October, decreasing the area’s total available inventory to 8—down 20.0% from the previous month. Inventory is projected to have further decreased in November.
The median listing price for homes in Windwood Bay grew 11.04% from September to October, bringing the current median listing price to $427,500. Based on projected data for November, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In October 2025, the median time for a listed property to go pending was 152 days, compared to 222 days in October 2024. In recent months the median number of days from listed to pending appears to be decreasing. That trend is predicted to have carried through to this November.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Windwood Bay has to offer.
Windwood Bay offers residents a welcoming, family-friendly community with well-kept parks, convenient amenities, and a balanced mix of tranquil streets and opportunities for social connection.
Windwood Bay draws homebuyers and residents seeking a welcoming community in the heart of Four Corners. Set among winding preserve areas and shimmering ponds, this neighborhood provides a tranquil escape from the bustle while ensuring you're just minutes from the attractions of Davenport and Osceola County. Families appreciate the access to strong educational opportunities, including Davenport School of the Arts and Four Corners Charter School, both popular choices for their academic and creative programs.
Those with a passion for the outdoors enjoy proximity to Lake Davenport, ideal for fishing and kayaking, and nearby Northeast Regional Park, offering walking trails, sports courts, and playgrounds. When you crave a day of shopping or dining, the vibrant retail hubs of ChampionsGate await, featuring diverse cuisines and local boutiques.
Windwood Bay is also it for those desiring easy commutes; Orlando and Kissimmee are both within a short drive, placing world-class entertainment and professional opportunities within reach. Weekend adventures can start at the Magic Kingdom in minutes or unwind at a nearby golf course like ChampionsGate Golf Club.
If you’re considering buying or selling in Windwood Bay, Agent Pronto connects you with knowledgeable real estate professionals who know the area well and can find the right fit for your needs. Discover your next chapter in this community where natural beauty and convenience truly combine.
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 Windwood Bay. 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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