We analyze thousands of real estate agents in Jacksonville’s Windy Hill neighborhood and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for April 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.
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Information and statistics on the latest trends in the Windy Hill real estate market, updated for April 2026. *
Windy Hill is seeing a relatively small pool of homes for sale, with 51 properties on the market in February 2026. That inventory is down about 3.77% from the prior month and more than 20% lower than a year ago, suggesting fewer options for buyers. Contract activity is also slower, with 24 pending sales and new listings down 45.61% year over year, which points to a calmer pace overall.
Prices are adjusting in response to this environment. The typical home value in Windy Hill is about $203,000, down 7.73% from last year and 1.93% from the prior month, and it is notably below Jacksonville’s typical value of $299,990. Sellers are often accepting less than list, with homes selling for about 95.4% of asking price and only around 10% of sales closing above list.
Homes are taking longer to move, sitting a median of 77 days on the market, which is over 36% higher than a year ago. Even with that longer timeline, the area still leans toward a seller’s market, reflected in a market gauge of 21. Looking ahead to March 2026, projections show typical values near $201,000, a median list price around $226,250, and inventory close to 50 homes. With these shifting dynamics for both buyers and sellers, Agent Pronto can connect you with an agent who understands Windy Hill’s numbers and trends.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Windy Hill offers residents a welcoming, close-knit community with easy access to parks, schools, shopping, and efficient commutes, all wrapped in a relaxed, family-friendly vibe.
Windy Hill in Jacksonville stands out for its blend of established residential streets, major employment centers, and quick access to everyday conveniences. Unlike nearby beach communities or historic districts, it offers a practical, central location between Downtown Jacksonville and the Southside, with a wide mix of single family homes, townhomes, and apartments that appeal to a range of budgets and lifestyles.
Residents appreciate being minutes from shopping and dining along Southside Boulevard and the St. Johns Town Center, while still having neighborhood parks and schools close by. Windy Hill Elementary School and nearby Twin Lakes Academy Middle give families local public education options, and commuters value straightforward routes to Interstate 95 and JTA bus connections. Outdoor time often centers around area green spaces and larger regional destinations such as Hanna Park.
For buyers, understanding how Windy Hill compares to other nearby neighborhoods like Baymeadows or Mandarin can shape pricing expectations and competition. Sellers benefit from knowing current demand from renters and relocating professionals tied to local business hubs. In a neighborhood where convenience and value drive interest, timing and preparation matter. Agent Pronto connects both buyers and sellers with an agent who knows Windy Hill’s trends and can help them move at the right moment.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“I don't have enough great things to say about Casey. Attention to detail, ability to work with my mom and I from a distance as I'm in the military and wasn't even in the state or even see the property before purchasing. Kept me well informed. Toured multiple properties with my mom in my absence. This is my second home purchase and I wish I had this great of an experience the first time. Cannot be more thannful!”
“Cat is fantastic to work with, she has a very Pleasant personality, is knowledgeable and responsive . Cat and her partner Gail are the dynamic duo and both know how to get deals done. I would highly recommend working with this team.”
“Nicole is awesome sauce! Best realtor EVER! We love her. I highly recommend her! Super knowledgeable, and helpful. She knows how to get it done....and fast!! 👏 Bravo 👏 Thank you so much 🙂”
“Jose worked tirelessly for a couple of years searching for a very unique property that would meet my needs. He went out of his way to accommodate all my many requests for showings, info, etc.”
“Cyndy was great to work with and managed all the pieces to get us to market, from presentation, pictures and pricing. Excellent in the offer and negotiations with the buyers. Smooth and painless!”
“Yuranhi Quinones was absolutely amazing throughout my home buying process. She was professional, knowledgeable, and always available to answer my questions. Her dedication and support made everything smooth and stress-free. I’m so grateful for her help in finding my new home – highly recommend!”
“Lara was amazing from start to finish. This was my first time selling and she made this such an easy process.”
“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.”
“The agent, Patricia, was professional, energetic, and empathetic to my needs. She went the extra mile to make sure I had the place that was right and then made sure all details were taken care of, so I could move in without worry.”
“There are not enough words to express how amazing Jody was in helping us find our new home. From the moment we met him, we knew he was the best. Not only is he extremely knowledgeable in his field, he truly cares for you and what you are looking for. He was available to us 24/7 whether it was to show us a property or just answer questions. We have bought and sold many homes and his care and attention to detail was absolutely the best. We would highly recommend that anyone who is looking for the best, use Jody!”
“Lesley was amazing to work with. She guided me throughout the process with honesty, professionalism, and excellent communication. I would highly recommend her to anyone looking to buy or sell a home.”
“Tonya did a great job. She kept up informed throughout the process.”
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”
“We had an excellent experience with Donna. She was very responsive and always available. Would give us great advice. We enjoyed working with her and would highly recommend her to anyone looking or selling property! ”
“Ryan Ford was excellent!!”
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 Windy Hill. 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.
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 Windy Hill Realtor® or real estate agent today.
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