“I’m grateful for Liz’s support throughout the purchase of my new home! I first connected with her on Instagram about a year ago, before I knew exactly when I would be ready to buy. She was patient and supportive of my timeline, stayed in touch, and worked with me from those initial conversations all the way through closing. Her responsiveness, calm demeanor, and encouragement meant a lot during a process that could feel overwhelming. I especially appreciated her willingness to step in, communicate with the builder, and help work through questions and concerns along the way. She has continued to be an excellent resource after closing, and I truly appreciate her ongoing support. Her check-ins helped me feel more at ease during a major life transition. Thank you, Liz, for the time, care, and effort you put into helping me make my new home a reality!”
- Agent Pronto
- North Carolina
- Wilmington
- Winter Park
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Compare top Winter Park real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 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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Winter Park real estate Market Report.
Information and statistics on the latest trends in the Winter Park real estate market. *
Latest Rolling 3-Month Snapshot
Jul 1, 2026 - Sep 30, 2026
Quarterly Pricing Trends for Winter Park
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Winter Park
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Winter Park
Rolling three-month data ending on quarter boundaries when available.
Quarterly Inventory and Sales Activity for Winter Park
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Winter Park
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Winter Park
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 (Jul 2026 - Sep 2026).
Year-over-year, Winter Park’s rolling three-month data shows sizable price growth alongside expanding activity. The typical home value is up nearly 22 percent from a year ago, while the median list price has climbed more than 56 percent, signaling that sellers are testing higher price points than in the past.
From a volume perspective, homes sold have more than tripled compared to this time last year, and new listings are up sharply as well, rising more than fourfold. Despite this surge in activity, Winter Park still trails the broader Wilmington area in overall supply, with 3.2 months of inventory locally versus 4.8 months across the city.
Conditions have become less frenzied, as buyers now see a median of 60 days on market compared to much shorter marketing times a year ago, and the share of homes selling above list price has slipped to about 22 percent. With an average sale-to-list ratio just under 95 percent and a seller’s market designation, Agent Pronto can help both buyers and sellers in Winter Park connect with an agent who understands how to navigate these evolving dynamics.
Learn more about what Winter Park has to offer.
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.
Trusted by over 500,000 buyers and sellers.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“After 2 previous agents, contracts with multiple developers, many years tied up with those contracts and nothing to show for it, we contracted with Jeff Lesley. He worked with the developer and negotiated nonrefundable funds when they wanted multiple extensions. Those funds increased as they needed more time. Finally, we closed last week. Thank you Jeff for your persistence and professionalism.”
“Exceptional Realtor and Advocate We could not have asked for a better realtor to help us purchase our new home and sell our townhome. From the very beginning, she was incredibly responsive, attentive, and always available to support us throughout the entire process. She did an outstanding job representing us and was truly our advocate every step of the way. She listened to what was important to us, provided thoughtful guidance, and made sure our interests were always well represented. Her professionalism, knowledge, and commitment gave us tremendous confidence during what can be a very stressful process. We always felt that we had someone in our corner who genuinely cared about helping us find the right home and making the experience as smooth as possible. We are so grateful for everything she did and would highly recommend her to anyone looking to buy a home.”
“Andrew Harris has been the most helpful, professional person we dealt with so far. He goes above and beyond to insure his clients have the information and services they need. I highly recommend Andrew (A )”
“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 .”
“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!”
“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!”
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 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.
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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. Find your Winter Park Realtor® or real estate agent today.
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