“Dịch vụ rất chuyên nghiệp. Thắng luôn nhiệt tình, phản hồi nhanh và làm việc rất có trách nhiệm. Mình rất hài lòng với trải nghiệm này. Agent người Việt duy nhất mà mình tin tưởng ở khu vực Orlando này.”
Alliance Real Estate Group
- Agent Pronto
- Florida
- Winter Park
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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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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
Apr 1, 2026 - Jun 30, 2026
Median sale price
$800K
+13%
from
Q1 '26
Median list price
$1M
+4.6%
from
Q1 '26
Active listings
360
+9.4%
from
Q1 '26
Homes sold
151
+26%
from
Q1 '26
New pendings
170
+18%
from
Q1 '26
New listings
200
+4.2%
from
Q1 '26
Quarterly Pricing Trends for Winter Park
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Winter Park
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Winter Park
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for Winter Park
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Winter Park
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Winter Park
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
21
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Apr 2026 - Jun 2026).
Inventory in Winter Park is fairly tight in this rolling three-month view, with about 360 active listings and 3.7 months of supply, slightly leaner than a year ago. Contract activity has picked up, as homes sold have risen around the low double digits year over year and pending sales are also higher, pointing to steady buyer demand.
Prices are showing upward pressure, with the typical home value up roughly 10% from last year and the median list price rising at an even faster pace. Even so, sellers are conceding a bit on price, with homes selling for a few percent below list on average and only a modest share closing above asking.
Homes are taking longer to sell than they did a year ago, with the median days on market now in the mid-20s, giving buyers a bit more breathing room than in the past few peak seasons. At the same time, fewer new listings are coming to market compared with last year, which helps keep conditions tilted toward sellers despite slower pacing. Whether you are trying to stand out as a seller or navigate rising prices as a buyer, Agent Pronto can connect you with a Winter Park agent who knows how to work these trends to your advantage.
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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“David did an excellent job marketing the home, was prompt in replying to questions and explained the process clearly.”
Century 21 Carioti
“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!!”
Oliver Mosley Realty
“Danny is great real estate agent you can trust and rely on”
Elite Investors Reatly Luxury Real Estate
“Shelby was professional and available for questions. Enjoyed working with her.”
RE/MAX Town & Country
“10/10 realtor for new construction! We built a home with KB Home over in Weeki Wachee Florida, and we had heard how important it was to have a realtor who understood inspections. We hired Rich because this is where he specializes, and he did not disappoint. He was truly with us every step of the way and guided us not only through hiring inspectors, but educated us on what to look for when noticing potential problems. Rich is a wealth of knowledge and won’t ever leave you hanging. In fact, I don’t think I have ever seen a realtor as passionate and invested in the process. This guy will look out for you. Another great part, as a buyer, his services are free to you because the builder pays him all of his commission. It is honestly just silly not to have him by your side for guidance and support. He may also make you laugh from time to time. 😅 Thank you for everything you did for us and helping us build our dream new construction home in the Tampa Bay area!”
Dalton Wade Real Estate Group
“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.”
Beacon Real Estate & Associates
“Paula was absolutely wonderful to work with. She was always available to answer questions and helped me through the whole process. I highly recommend her!”
Century 21 Affiliated
“Zachary Greenberg was the correct choice. He was knowledgeable, he communicated as the process evoleved. His whole staff was as well. I felt my interests were being met. Alex Paganucci”
Coastal Real Estate Professionals LLC
“Evelyn did such an incredible job leading the way in getting our home sold. We listed in a neighborhood where there were 10 listings, some of which had been sitting for several months. Everyone told us to be prepared to wait a long time, to be ready to drop our list price several times before we would get a bite. However, thanks to Evelyns understanding of the market, her connections with those looking for a house like ours and her dedication to make a sale we had an offer after only 2 WEEKS of listing. Our offer was everything we could have asked for, and we know there was no way this would have happened without Evelyn! I Highly recommend her to everyone!”
Southern Realty Enterprises Inc.
“This is the 2nd time I've utilized Debra's services. She is very good at her job. She is knowledgeable, efficient, always available and cares about the customer. I highly recommend her to anyone looking to buy or sell. Thanks, Debra!!”
CanZell Realty
“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.”
Orlando Regional Realty, Inc.
“Thank you for selling my house! It was a pleasure having you as my realtor!”
CENTURY 21 Alton Clark
“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.”
eXp Realty Top Listing Group
“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!”
Coldwell Banker Realty
“Excellent experience”
Eluxe Realty
“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!”
Worth Clark Realty
“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.”
Madison Allied
“Sam sheen realty was FANTASTIC !! I COULDN'T HAVE ASKED FOR BETTER AGENTS”
Sheen Real Estate Professionals
“David Mohabir provided an excellent experience for us as were searched for our first condo. David was very patient and thorough. I sent him properties, he sent us properties and when we were discouraged he motivated us to not give up on our search for the condo! One Saturday morning David called us and that was the best day! We found the condo that was best for us. David has also heped us on the journey to post our home up as a rental property. Thank you! Thank you David! He is the best of the best!”
RE/MAX Interaction Realty LLC
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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