“Zack from the first time we met in 2024 worked in my best interest and help our family get what we needed and as our family grew we called him again to help us find a house that better fit our needs he and Arnold worked to find exactly what we were looking for they listen and found it . In the first week grateful for them and will let anyone I know to give him a call , If you are looking for a home or rental him and his team are who you need to go with they did a outstanding job”
- Agent Pronto
- Florida
- 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).
Inventory in Winter Park has been building in this rolling three-month view, with active listings up about 9 percent year over year and new listings jumping more than 27 percent. Months of supply has risen sharply to just over five months, more than doubling from a year ago, while homes sold and pending sales are both down slightly compared with last year, signaling slower contract flow.
Pricing has stayed relatively firm despite the looser conditions, with the typical home value up nearly 6 percent year over year. List prices are only modestly higher than a year ago, and the average sale-to-list ratio has edged down while the share of homes selling above asking is now under 9 percent, indicating buyers have more room to negotiate.
Time on market has stretched, with the median days on market increasing to 56 days, about 15 percent longer than a year ago and roughly double just a few months earlier. With more options for buyers and more patience required for sellers, Agent Pronto can connect both buyers and sellers with an experienced local agent who understands these shifting dynamics and can guide them through each step of the process.
Learn more about what Winter Park has to offer.
Winter Park offers residents a charming, pedestrian-friendly community with excellent schools, vibrant arts and culture, lush parks, and a welcoming mix of local shops and restaurants.
Winter Park offers tree lined streets, lakeside recreation, and quick access to downtown Orlando, making it appealing for both long time residents and newcomers. Daily life centers around walkable destinations like Central Park and Park Avenue, where you can move easily between cafés, boutiques, and cultural venues without relying on the car for every errand.
Commuters value the Winter Park Station with SunRail connections toward Orlando and beyond, while I‑4 and major arterials keep regional trips practical. Families look closely at local schools such as Winter Park High School, plus nearby parks like Mead Botanical Garden for everyday outdoor time. Lakes Osceola, Virginia, and Maitland support boating and paddleboarding, and you are minutes from shopping and dining in neighboring Orlando and Maitland.
Cultural amenities add depth, from the Charles Hosmer Morse Museum of American Art to events hosted by Rollins College. Neighborhoods vary from established streets near College Quarter to quieter residential pockets by Winter Park Pines and Orwin Manor, each with its own character, price points, and traffic patterns.
Choosing the right Winter Park agent means having someone who understands school zones, lakefront regulations, condo associations, and shifting demand, which can greatly reduce stress whether you are buying or selling. Agent Pronto connects you with a local professional who can guide each step with clear, informed advice for both buyers and sellers.
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“Duc is not only my Realtor but also a great friend. He helped us find an amazing investment property in downtown Orlando at an unbeatable price. He answered all our questions upfront and guided us confidently throughout the entire process. We had such a great experience that we’re already working with him to purchase another property!”
“Rich Noto is fantastic! He’s hardworking, dedicated, and extremely knowledgeable. We’re based in New York, and he has helped us tremendously with getting our new home ready in Orlando, Florida. Having someone we trust looking out for us while we’re out of state has made such a difference. He truly cares about his clients and their best interests. We’re grateful for all his help and highly recommend him!”
“Evelyn was the best. She was attentive to our needs and got to know us better before speaking with potential buyers. She was thorough in everything that we asked her to do, including working with vendors on repair projects after the inspection was done. We liked her recommendations on the appearance of our condo before it went on the market. We would definitely recommend her to others that are selling a condo in our neighborhood.”
“Deanna is very knowledgeable, patient, understanding, and trusthworthy. I believe that she is the best realtor out there, and when it comes to my realestate purchase/sell, she is the realtor.”
“I cannot say enough wonderful things about Deb. She seamlessly handled both the sale of my home and the purchase of my new one. Her dedication is unmatched—she answered every late-night text and early-morning call without hesitation. She truly goes above and beyond for her clients and feels like family by the end of the process. Thank you, Deb!”
“I was looking at houses online - kind of a hobby of mine - until I found a house I loved & hoped to afford. I hadn't owned a home in nearly 13 years. Tom Noelke popped up & introduced himself - has his own brokerage AND was able to show me that house the very next morning. He was SO knowledgeable & professional, and educated me on down payments, DeSantis' $10,000 First Time Homebuyer program, even discussed the whys & when I'd like to buy. He wrote a contract that night at my request! That seller wanted a cash deal so declined my contract immediately. I found another dream home & Tom Noelke "held my hand" from showing me the home, same day contract & negotiation, all the way to closing - quicker than I thought possible! I am exceedingly pleased with Tom Noelke and recommend him specifically to anyone looking to buy.”
“Professional, responsive, and knwoledgeable. Paula was always responsive, always pointing out great ideas and assisted us with navigating the new Florida laws as they differ by State. She brought her A game to the table and was super.”
“David Dorman was outstanding to work with. From the very beginning, he was personable, easy to talk to, and genuinely listened to what we wanted in a home. With his 27 years of real estate experience, he quickly narrowed down our options, combining his expertise with the homes my wife had already found. Thanks to his guidance, we found the right house and had an offer submitted within just two days of looking. Our closing turned out to be far more difficult than expected, but David remained calm, patient, and reassuring throughout the entire process. Whenever challenges came up, he helped us work through them without adding stress. His steady guidance and professionalism made a huge difference and ultimately helped us close successfully on our new home. If you’re looking for an experienced, knowledgeable Realtor who truly cares about his clients and keeps a level head when things get complicated, I highly recommend David Dorman.”
“Shelby went above and beyond for my family and I throughout the entire process. I was a first time home buyer and she answered all my questions without hesitation. I would highly recommend her to anyone I know looking for a new home.”
“Since we worked with Gary previously, he knew us personally. Through some time spent in looking in different areas Gary found us the ideal home close where we needed it to be. Without a doubt Gary is extremely patient and diligently works to provide exactly what we wanted and needed. We cannot think of another broker that we would want to work with as Gary is a true “Professional”. All we can say is “Gary, Thank You for providing exactly what we wanted and we will recommend you to everyone we know!””
“There were issues going into buying our first home but Chandra made the process smooth, fast and was with us every step of the way. She got us the best possible deal & made sure on closing day we were taken care of. Absolutely love her!!”
“Danny is great real estate agent you can trust and rely on”
“Al Spry can assist you whether you're planning to purchase or sell a property. He has a deep knowledge of the area and offers great ideas and recommendations. He's a great listener which proved valuable while narrowing down the many options and decisions faced. I highly recommend Al Spry for all your real estate transactions.”
“I would recommend Kimberly to anyone trying to sell a high-priced home. She is knowledgeable about the market and was able to sell our house in 2 weeks, even though it had previously sat on the market for 9 months pre-COVID. Her customer service is excellent, and she is helpful with questions and contacts throughout the selling process.”
“Thank you for selling my house! It was a pleasure having you as my realtor!”
“I have worked with Adry Narvaez before as in my prior review, I could not imagine a more committed, resposible, knowledgeable and personable person to work with. She is the best in her field. She has brought me to my dream hopm and for that reason I regret I might not need to work with her again, however I sm lucky to have gained and empathic and true friend.”
“We absolutely loved working with Madeleine! From day one, she was so friendly and easy to talk to. She was always available to answer our questions or set up a showing, no matter how many houses we wanted to see. Her knowledge and guidance made the whole process so much easier and less stressful. We always felt like she genuinely cared about helping us find the right home. Couldn’t have asked for a better realtor — highly recommend!”
“Excellent experience”
“I had the pleasure of working with Claudia Garzón as my realtor, and I couldn't be more satisfied with her work. From the very beginning, she showed a high level of professionalism, responsibility, and an inspiring motivation that made the entire process much smoother and more manageable. Claudia has an exceptional ability to solve any issues that may arise, always finding quick and effective solutions. Her experience and dedication made a real difference at every stage of the transaction. I highly recommend her with complete confidence. Thank you, Claudia, for your outstanding work!”
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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