We analyze thousands of real estate agents in Wilmington’s Winter Park 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 July 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 Winter Park real estate market. *
Apr 1, 2026 - Jun 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Apr 2026 - Jun 2026).
Year-over-year, Winter Park’s rolling three-month typical home value has inched up, while the median list price has climbed more sharply, pointing to stronger seller expectations. At the same time, homes sold are down by nearly half compared with a year ago, and months of supply has expanded significantly, suggesting a less frenzied pace than before.
Looking at the most recent rolling three-month period ending in June 2026, the typical home value sits around $330,000, with a median list price near $362,000. Homes are taking about 29 days to go under contract, much longer than last year’s very fast pace, yet almost 43 percent of recent sales still closed above list price and the average sale-to-list ratio is just under 97 percent.
Compared with the broader Wilmington market, Winter Park’s home values are lower, but its 2.7 months of supply points to a tighter environment than the citywide 3.7 months. With 17 active listings, 11 new listings, and 10 pending sales in the latest period, buyers and sellers are operating in a relatively small but active local pool. Agent Pronto can connect buyers seeking opportunities and sellers aiming to stand out with an experienced Winter Park agent who understands these conditions.
Winter Park offers residents a close-knit, walkable community with tree-lined streets, convenient parks and local amenities, and a welcoming calendar of events that supports an active, balanced lifestyle.
Winter Park in Wilmington offers practical suburban living with strong connectivity to the rest of the city. Located between Independence Boulevard and College Road, the neighborhood provides quick access to downtown Wilmington, University of North Carolina Wilmington, midtown employment centers, and the beaches.
Residents appreciate everyday convenience. Winter Park is minutes from grocery stores, medical offices, and big box retailers along South College Road. Families are drawn to nearby schools such as Winter Park Elementary School and Roland-Grise Middle School, along with a variety of youth programs offered through Wilmington Parks & Recreation.
Green space and recreation are close at hand. Bradley Creek and Bradley Creek Elementary area are just to the south, while New Hanover County’s Hugh MacRae Park offers trails, playgrounds, athletic fields, and picnic shelters a short drive away. Dining options range from local favorites along Oleander Drive to cafes near Independence Mall, giving residents plenty of choices without long commutes.
Housing in Winter Park spans older brick ranches, renovated homes, and some infill construction, which can make pricing and value analysis more complex. A local real estate professional who understands street by street differences, school zones, and evolving traffic patterns can help reduce stress, whether you are planning to buy or preparing to sell. Agent Pronto connects both buyers and sellers with the right Winter Park expert so your move feels more informed and manageable.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“For a new construction project that had some important steps to work through, Jeff had the knowledge and experience to get the job over the line and on time. I would absolutely recommend working with Jeff on any real estate sales needs and will be using him and his team again”
“Chris is a truly exceptional sales professional as well as an honest and reliable realtor. I have recommended him to neighbors . I appreciated his above and beyond service as much as his low stress and friendly manner .”
“Working with Liz was an amazing experience during the purchase of our first home! Liz was pivotal in us figuring out our ideal home style and what was around that fit our needs. Once we found THE home for us Liz worked even harder to get us the best price and all of the best inspectors and lawyers to complete the process. We couldn't imagine going this process again with anyone but Liz and will be referencing her to all of our friends!”
“From start to finish, Pam was friendly, professional, great communicator, patient, and knowledgeable of the complete process. Pam listened to our needs and wants and strived to help us find a new home that was a perfect new start.”
“Neil is great! He is very knowledgeable and a pleasure to work with. I will definitely refer him to anyone that asks if I know a local agent.”
“Kelly Bossman was wonderful to work with. She made herself available for any and all questions and very supportive even when I was 'clueless' about the whole process. Very thankful to have had her at my side!”
“I had an amazing experience working with Sherry. From start to finish, she made the home-buying process smooth, stress-free, and even enjoyable. Sherry was knowledgeable, patient, and always quick to answer my questions. Their guidance helped me find the perfect home, and I couldn’t be happier with my purchase. I highly recommend Sherry Pitman to anyone looking to buy or sell a home!”
“Bea Desmond was exceptional! Extremely knowledgeable about the market, always responsive to the many questions we had & always the utmost professional! We could not have asked for a better agent.”
“Oscar was great to deal. I will use him to buy my next home.”
“Terri i Parrish is no longer my Realtor....she is my friend! She "held my hand" through a difficult process for me as I am older and not as strong as I have been. She brought me coffee on the days the gas had been stopped and not restarted. She helped me move my belongings to storage! She returned every one of my frantic calls and soothed my concerns. She made sure every i was dotted and t crossed on every document. I must say that if one needs compassion in a Realtor and skills to sell, call Terri. I have one more to sell and she will be the listing agent!”
“Dave Robertson was very patient and got the job done! He was very positive and professional throughout this experience!”
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 Winter Park. 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 Winter Park Realtor® or real estate agent today.
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