“My wife and I worked with Evelyn to find our forever home. She was incredible, I can't imagine having anyone else as our realtor. what we wanted in a home changed so many times while we were looking. Each time we changed our mind on what we wanted, Evelyn was very understanding, attentive and encouraging. She assured us that we would find our perfect home. Evelyn was an incredible negotiator, has impeccable attention to detail, and worked extremely hard the entire time we were her clients. We felt that we were truly in good hands, with a person who had our best interest in mind. I highly recommend Evelyn to everyone!!”
- Agent Pronto
- Florida
- Winter Park
Find the perfect real estate agent in Winter Park, FL
We analyze top real estate agents in Winter Park and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Winter Park
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for November 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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Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
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“I had never worked with a realtor. And I continuously kept getting advice not to get a Realtor... because everyone put a money value on Realtors job. I am so glad I did Not listen to all those people!!! Getting a Realtor like Chasandra was the best decision I made when purchasing a home... I didn't feel any presure to choose the first home I saw... she is honest. Helpful, professional and above all she is looking out for your best interest in purchasing a home...she walks you threw the entire process....I was a pleasure having chasandra as my realtor and I will never forget her impact on my life ...”
“Working with David Dorman has been an exceptional experience from start to finish. David is extremely responsive—we primarily communicated via text, and he always replied promptly and thoughtfully. Throughout the entire process, he kept me well informed and ensured that I understood every step along the way. What I appreciated most was our open and honest dialogue. I truly felt that David was on my side, always advocating for me and working hard to achieve the best outcome for the sale of my home. His knowledge and expertise were evident in every interaction, and his professionalism truly stands out in the industry. I was so pleased with the experience that I am now using David’s services to purchase my next home—and we were under contract in no time! I would not hesitate to recommend David to anyone seeking a dedicated, knowledgeable, and trustworthy real estate professional.”
“James Clark and the team are the best I would say and strongly recommend him. His market insights and negotiation skills are excellent. Cosidering the market conditions and how long we are in the market, we got a decent offer if not good, however on top of that buyers were requesting for more fixes based on inspection. James negotiated well and kept them very minimal. We wanted to do RON closing as we are remote sellers. Seems this is new for their title company. He made sure they are able to do the RON closing which is a hassle free closing. Thanks again James for your help”
“Once again Paula came through for us. She was always available for us whenever we needed her. Second home purchase for us with Paula, and once again she was on top of everything.”
“Kimberly has been wonderful throughout this entire process of selling my home. I can't say enough about how awesome she was in answering questions or anything I needed during this time. I highly recommend Kimberly”
“Thank you so much for all your help with this move. I really appreciate it. You were so attentive and listen to all my needs.”
“It was a very great experience with Debra Meyers representing my property. She was always available to discuss property & offers presented on the property, would gladly look forward to working with her on a future purchase.”
“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!”
“Sam sheen realty was FANTASTIC !! I COULDN'T HAVE ASKED FOR BETTER AGENTS”
“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!”
“Deanna, thank you for staying the course. You had to re-center me a few times since I had family "stuff" happening simultaneously. I needed someone I could trust and I'm thankful that my friend recommended you.”
“Zac Hernandez was brilliant in the entier process and I cannot thank him enough. You are lucky to have him on the Keller Williams team. He guided me through every step of the way and was not only professional, but very kind and patient with me. Thank you, Zac!”
“Christine was awesome to work with. She kept me totally up to date with the process. She was kind and pleasant adding a personal touch. I would totally recommend Christine to any one buying a home.”
“Yandy Estrada was an excellent choice for us to help us buy our house, he helped and guided us every step of the way. Their trust and professionalism made every step of this adventure very easy. Definitely in our next investment I would choose Yandy Estrada and Rosa Leon again.”
“Fabio was very professional, open, transparent, and reliable throughout the entire process. He really cared about us, understood our entire needs... Best realtor I've ever met.”
“I was looking for an agent to buy a new property, the first name that came to mind was Karuna. I had worked with her 5 years ago, buying and selling my first house and was very satisfied with her services. I love her professionalism, patience, flexibility and ability to always be on top of everything. If you looking for a great home purchase experience, Karuna is your go to agent.”
“Chaz and Chi Chi Tyler were very helpful and understood very well what we needed for our new home. They were able to find a great house for us in a matter of days. I would highly recommend them.”
“Danny is by the far the best, he is very patient, knowledgeable, honest, and he truly takes care of the client no matter what. Thank you Danny so Much for what you do, and I will always conduct business in the future with you.”
Winter Park real estate Market Report.
Information and statistics on the latest trends in the Winter Park real estate market, updated for November 2025. *
The typical home value in Winter Park is projected to be $769,250 for the month of October. September’s finalized data reported the typical value of a home in the city to be $762,500—up 5.54% over the previous 12 months. For comparison, county-level data pegged home values at $435,000 in Orange County for the most recent reporting period. That number is expected to float around $441,380 in October.
Winter Park had 53 new listings and 51 listings that went under contract in September, decreasing the area’s total available inventory to 181—down 4.23% from the previous month. Inventory is projected to have further decreased in October.
Of those 181 active listings, 41.99% reduced their price in the month of September. The median listing price for homes in Winter Park grew 27.45% from August to September, bringing the current median listing price to $975,000. Based on projected data for October, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract has been fairly steady year-over-year. In September 2025, the median time for a listed property to go pending was 32 days, compared to 32 days in September 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this October.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Winter Park has to offer.
Winter Park offers residents a vibrant, walkable town with tree-lined streets, lush parks, strong schools, diverse cultural amenities, and a welcoming, close-knit community.
Winter Park is where oak-canopied streets, lake views, and a lively cultural calendar turn everyday errands into a stroll worth savoring. Along Park Avenue, cafés and boutiques frame Central Park, and the acclaimed Charles Hosmer Morse Museum of American Art showcases the world’s largest collection of Tiffany glass. Across Lake Virginia, the lakeside campus of Rollins College adds lectures, theater, and music to the community rhythm, while the Scenic Boat Tour glides past boathouses and birdlife on the city’s chain of lakes.
Families value strong academics through Orange County Public Schools and sought-after programs at Winter Park High, plus a rich mix of youth sports and after‑school arts. Green time is easy at Mead Botanical Garden and Dinky Dock Park, and Saturdays begin at the beloved Winter Park Farmers’ Market. Commuters appreciate quick connections via the SunRail Winter Park Station to Orlando.
Housing spans brick-street bungalows, classic Mediterranean Revival homes, and modern lakefront architecture, with many addresses walkable to schools, parks, and Park Avenue. Annual marquee events—from the Sidewalk Art Festival to holiday boat parades—keep the calendar full without sacrificing the town’s easy pace.
Thinking about a move within town or across the country? Whether you’re buying your first home or selling a lakefront retreat, Agent Pronto can introduce you to a top local agent who knows Winter Park inside and out.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Winter Park to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Winter Park. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Winter Park real estate journey a success.
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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