Find the perfect real estate agent for veterans and active U.S. military members
We analyze top real estate agents in Clearwater’s Winding Wood Village neighborhood and across the country to find you the best veteran and military-friendly local agents, for free.
Compare the top real estate agents in Winding Wood Village
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for July 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.
The easiest way to find the best VA-specialist real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent. Here’s what some of them have had to say about our service.
“Agent Pronto matched the perfect Realtor for us. Jenna Kuzman was extremely helpful, knowledgeable and diligent. My husband and I are very pleased. Thank you.”
“They referred me to a local agent who contacted me and walked me thru all the steps including the virtual online closing! Highly recommended!”
“I was given the agent's name and contact information, and that's pretty much how it started. Sean McManamon is a very professional and patient realtor. I look forward to working with him next year.”
“We had a great experience with our agent. She was knowledgeable and always very helpful and professional. We will recommend her to family and friends.”
“I contacted Agent Pronto to assist with finding a realtor to purchase a condo out of state. Since I wasn't from the area, I didn't know of any realtors. About 30 minutes after I first reached out to Agent Pronto I was on the phone speaking with Brian, the realtor I was referred to. Brian Genest from the Leugers Group was a great fit for us. He was able to help us find the perfect beach condo to purchase. Overall I was very pleased with the service we received from Agent Pronto and Brian from the Leugers Group.”
“Janelle was professional and excellent to work with.”
“Mike King gave us his full attention throughout the selection to closing. His expertise was appreciated as we had not bought a home in many years. His real estate and financing connections came into play; thus saving us time. He went out of his way to answer questions and resolve concerns.”
“From the first time we met, he made me feel comfortable and assured. No matter what time I called, he would always call back or text, always let me know what I was facing, would never tell me what to do...if I had to do all over again he is the person I want to deal with!”
“I was very pleased with the Broker/Agent recommended to me- Doug and Yoly Pierson (Tampa, FL). They were knowledgeable, professional and a pleasure to work with.”
“Gerry was very helpful from the beginning. He assisted me with all phases of the sale including getting a loan officer and insurance agent. Gerry was always available and replied promptly to text messages or phone calls. I was able to see the properties I requested and he always gives his feedback or input on each. He was a pleasure to work with and I greatly recommend him.”
Winding Wood Village real estate Market Report.
Information and statistics on the latest trends in the Winding Wood Village real estate market, updated for July 2025. *
The typical home value in Winding Wood Village is projected to be $222,500 for the month of June. May’s finalized data reported the typical value of a home in the neighborhood to be $230,000—down 12.38% over the previous 12 months. For comparison, city-level data pegged home values at $403,500 in Clearwater for the most recent reporting period. That number is expected to float around $419,750 in June.
Winding Wood Village had 8 new listings and 6 listings that went under contract in May, decreasing the area’s total available inventory to 11—down 0.0% from the previous month. Inventory is projected to have further decreased in June.
The median listing price for homes in Winding Wood Village grew 5.12% from April to May, bringing the current median listing price to $257,450. Based on projected data for June, 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 May 2025, the median time for a listed property to go pending was 101 days, compared to 188 days in May 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 June.
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 Winding Wood Village has to offer.
Winding Wood Village offers residents a charming and welcoming community atmosphere with convenient access to local amenities and outdoor recreation.
Winding Wood Village offers a sophisticated blend of comfort and convenience in the heart of Clearwater, where tree-lined lanes and tranquil living merge effortlessly with the energy of urban amenities. This neighborhood enjoys proximity to celebrated attractions like Coachman Park, an ideal spot for waterfront concerts and community festivals. The sandy shores of Clearwater Beach are a short drive away, making sun-soaked weekends a regular delight for residents.
Families in Winding Wood Village appreciate the high-caliber education offered by schools such as Skycrest Elementary School, Dunedin Highland Middle School, and Clearwater High School, which are recognized for their supportive environments and extracurricular programs. Nature enthusiasts find themselves close to the picturesque Moccasin Lake Nature Park, a favorite local haven for birdwatching and nature walks.
Everyday life in Winding Wood Village is accented by easy access to retail and dining at Westfield Countryside, as well as nearby essentials and medical centers. The neighborhood’s well-maintained surroundings foster a welcoming atmosphere, while its central location allows for effortless commutes to downtown Clearwater or neighboring Largo.
Whether you are searching for your perfect home or seeking the right buyer, Agent Pronto can connect you with knowledgeable, local real estate agents to guide your journey in Winding Wood Village.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Winding Wood Village to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Clearwater. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Clearwater real estate journey a success.
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. 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.