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.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for January 2026. *
140 recent sales
$110K-$1.8M price range
$400K median price
* 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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“My name is Kenneth Martin my family and I had a really bad experience with a different real estate agent while trying to find a house and we stumbled upon Cassandra through days of research and reading every review on every realtor on the Internet and it was a blessing we closed on a house in two weeks and Cassandra was one of the best thing that happened to my family.”
“David was an absolute standout realtor and made buying our recent home an incredibly positive experience. He responded lightning-fast to every question or request—often within minutes—which gave us so much confidence throughout the process. His deep knowledge of the market and local area was clear from day one; he provided insightful, practical information that truly helped us make the smartest decisions for our family. What stood out most was how present and supportive he was every single step of the way—from the initial search and showings, through negotiations and inspections, all the way to closing. He explained everything clearly and patiently (no jargon overload!), anticipated potential issues before they became problems, and always put our best interests first. Thanks to David, what could have been a stressful process felt smooth, exciting, and even enjoyable. I can't recommend David highly enough!”
“Kimberley Beaudry was so knowledgable about the market and caring of my situation. She ket me informed throughout the process and made sure we got what the house was worth. I highly recommend her to anyone in the Central Florida area.”
“A Heartfelt Recommendation for Tony Fuentes, Realtor in Kissimmee, Florida! I recently had the pleasure of working with Tony Fuentes, and I can't express enough how remarkable my experience was! From the moment I reached out, Tony was quick to respond, returning my call in less than 30 minutes. His knowledge of the real estate market is awe-inspiring, and his enthusiasm for helping me get everything in order made the process feel effortless. What stood out most was that Tony never pressured me to sign anything. Instead, he provided valuable referrals to help get my villa ready for sale. In less than thirty days, my house was beautifully painted, thoroughly cleaned, and all those little fixes were taken care of. I was amazed at how smoothly everything went, especially considering I didn’t even live in the state! Thanks to Tony’s expertise, I was able to sign my paperwork remotely with a notary, making the entire experience incredibly convenient. He truly goes above and beyond!”
“Debra is a true Superstar! Not only did she help us find our forever home for retirement, she drove over an hour each way to get to the area we were looking at, and she did that several times over the course of two weeks for inspections and closing. Debra knows this business and is a true professional in every sense. Thank you so much for your hard work, and thank you for being our friend. (You too Dave 😁) Joel & Marlene”
“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.”
“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.”
“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.”
Information and statistics on the latest trends in the Windwood Bay real estate market, updated for January 2026. *
The typical home value in Windwood Bay is projected to be $435,000 for the month of December. November’s finalized data reported the typical value of a home in the neighborhood to be $440,000—up 2.33% over the previous 12 months. For comparison, city-level data pegged home values at $419,990 in Four Corners for the most recent reporting period. That number is expected to float around $424,990 in December.
Windwood Bay had 4 new listings and 4 listings that went under contract in November, decreasing the area’s total available inventory to 5—down 37.5% from the previous month. Inventory is projected to have further decreased in December.
The median listing price for homes in Windwood Bay fell 0.0% from October to November, bringing the current median listing price to $427,500. Based on projected data for December, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract fell year-over-year. In November 2025, the median time for a listed property to go pending was 152 days, compared to 212 days in November 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this December.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
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.
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.
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.
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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