The best way to find top real estate agents in Winter Park, Wilmington, NC

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Real estate in Wilmington’s Winter Park neighborhood.

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 December 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.

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“We had a great experience using Jeff Lesley and his team for the purchase of our prior home in Carolina Beach, so we did not hesitate in working with them again for this home. Jeff and his team were responsive to our request, on short notice, to view this home, to expeditously arrange for the required due diligence, and to prepare and execute all of the necessary documentation. Jeff and his team have also assisted us with post-closing matters, such as identifying maintenance vendors and renovation contractors. We would definitely recommend Jeff and his team to our friends and family.”

Bryan and Ashley Langepfeffer · Carolina Beach, NC

Photo of Jeff Lesley
Century 21 Vanguard
“Chris Roper was absolutely outstanding and exceeded all of my expectations. As a first-time homeowner, I was unfamiliar with many aspects of the home-buying process, but Chris went above and beyond to guide me every step of the way. He took the time to explain everything clearly, showed incredible patience, and made the entire experience feel manageable and stress-free. I would highly recommend Chris to anyone looking to purchase a home. He is kind, knowledgeable, and truly exceptional at what he does.”

Carol Ann Lydon · Wilmington, NC

Photo of Chris Roper
Berkshire Hathaway HomeServices Carolina Premier Properties
“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.”

Ellen Honeycutt · Wilmington, NC

Photo of Neil Leonard
Berkshire Hathaway Carolina Premier Properties
“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!”

Karen S. · Raleigh, NC

Photo of Kelly Bossman
Bossman Real Estate LLC
“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!”

Julie Sisk · North Myrtle Beach, SC

Photo of Sherry Pitman
Century 21 Barefoot Realty
“I highly recommend Pam Wooddell for all your real estate needs. Her expertise, professionalism, and dedication has always exceeded my expectations. She guides one through the process with ease and achieved fantastic results. A top-notch realtor who goes above and beyond for her clients.”

Jessica S · St Petersburg, FL

Photo of Pam Wooddell
Live Oak Real Estate
“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.”

Laverne O. · Leland, NC

Photo of Bea Desmond
BlueCoast Realty Corporation
“Oscar was great to deal. I will use him to buy my next home.”

Randy Litchfield · Wilmington, NC

Photo of Oscar Garcia
Berkshire Hathaway Home Services, Carolina Premier Properties
“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!”

Arline Brex · Wilmington, NC

Photo of Terri Parrish
The Jason Mitchell Group Jason Mitchell Real Estate
“Dave Robertson was very patient and got the job done! He was very positive and professional throughout this experience!”

Heather Stoume E. · Castle Hayne, NC

Photo of Dave Robertson
ERA Real Estate Coastal

Winter Park real estate Market Report.

Information and statistics on the latest trends in the Winter Park real estate market, updated for December 2025. *

The typical home value in Winter Park is projected to be $351,000 for the month of December. November’s finalized data reported the typical value of a home in the neighborhood to be $351,500—down 16.31% over the previous 12 months. For comparison, city-level data pegged home values at $473,750 in Wilmington for the most recent reporting period. That number is expected to float around $491,250 in December.

Winter Park had 4 new listings and 3 listings that went under contract in November, increasing the area’s total available inventory to 4—up 33.33% from the previous month. Inventory is projected to have further increased in December.

The median listing price for homes in Winter Park fell 36.37% from October to November, bringing the current median listing price to $419,950. 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 190.5 days, compared to 371 days in November 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 December.

Real estate in Wilmington’s Winter Park neighborhood.
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Seller’s Market
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Buyer’s Market
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Winter Park has to offer.

Winter Park provides residents with a close-knit, active community featuring tree-lined streets, convenient parks and green spaces, vibrant local shops and eateries, and a welcoming sense of safety and neighborly connection.

Winter Park delivers a comfortable midtown pace with tree-lined streets, classic ranch homes, and refreshed infill that put daily essentials close and beach days even closer. Downtown Wilmington is a quick hop for riverfront dining and live theater, while a straight shot east leads to the sand and surf of Wrightsville Beach. Outdoor time is easy to come by thanks to neighborhood access to the Cross-City Trail and a strong slate of programs from the City of Wilmington Parks & Recreation.

Families appreciate the education lineup: Winter Park Elementary, Roland-Grise Middle, and Hoggard High are part of New Hanover County Schools, with after-school arts, athletics, and STEM opportunities nearby. Lifelong learners benefit from proximity to UNC Wilmington, whose lectures, performances, and Seahawks games add year-round energy.

Green spaces are a signature here. Empie Park’s courts and fields sit minutes away, Long Leaf Park’s playgrounds and picnic lawns are maintained by New Hanover County Parks & Gardens, and nature programs at Halyburton Park make weekend mornings effortless. For a quiet stroll under live oaks and seasonal blooms, Airlie Gardens is just up the road, and art lovers can catch rotating exhibitions at the Cameron Art Museum.

Whether you’re moving up, downsizing, or relocating for work or school, Winter Park offers easy commutes, solid schools, and a lifestyle that balances porch-sitting with coastal adventure. When you’re ready to buy or sell in Winter Park, Agent Pronto can connect you with a top local real estate professional.

Frequently Asked Questions

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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