“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.”
Coastal Real Estate Professionals LLC
- Agent Pronto
- Florida
- Winter Park
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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 September 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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“James and his organization excelled in many areas They were very personable, communicative, taking time to describe the process of preparing the home for sale, advertising, and showing the home, setting expectations of the time it would take to sell the home, setting a price and being flexible, negotiating with buyer and closing, prompt in responding to my questions, available and very professional. They followed through with everything communicated and successfully sold the home. I am very pleased with the experience and highly recommend James and his organization.”
CENTURY 21 Alton Clark
“Thank you David Dorman for helping me find my new home in an area close to where I work! He kept me up to date throughout the entire process and answered all my questions. His knowledge and experience in looking at properties is excellent and he is amazing to work with!”
Century 21 Carioti
“We were dealing with a tough real estate market , but I genuinely appreciate all that Kimberly did to get my home sold and at a decent price.”
Orlando Regional Realty, Inc.
“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.”
CanZell Realty
“Evelyn was so wonderful to work with. She truly cares about her clients and is detail oriented throughout every step of the way. She is very knowledgeable and so helpful. Working with her made the difference through a thorough and complicated process. She will advocate for you and be beside you through it all. Would recommend to anyone!”
Southern Realty Enterprises Inc.
“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
“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
“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.”
Century 21 Professional Group Inc
“Great job done by Daniel...”
LPT Realty
“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!”
Keller Williams Advantage 2 Realty
“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.”
Real Broker LLC
“Paula Mcconahay was very patient with us. She made sure that she was able to make time for us, even when we would keep adding houses to our list of possibles. Paula was very attentive to what we were looking for, and her input on the houses we looked at was extremely helpful. I could not be happier of Paula being reccommended to us.”
Century 21 Affiliated
“Chandra Mosley is AMAZING! She was so patient with me from the idea of me purchasing a home 2 years ago to helping make it a reality now. I appreciate her understanding, attentiveness, and knowledge. She made sure I understood every step of the process, understood my style, jumped in to provide me with additional resources during and after closing, and continue to support now that I am in my home in any way she can. I said YES to the best realtor/broker and the best buying experience tailored to fit my needs!! I will definitely work with her again when purchasing my next property!!”
Oliver Mosley Realty
“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.”
Century 21 Century21 Rosa Leon
“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.”
PRIMROSE REALTY
“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.”
Keller Williams Advantage Realty
“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.”
Elite Investors Reatly Luxury Real Estate
“Please see the previous comments. Tiffany is the best and truly world class! Tiffany was so wonderful to work with. She knew everything we needed and led us through a very unusual market with results beyond our expectations! We would not have trusted anyone else and she was gracious and kind even when we may not have been. We have referred our friends to work with her, she is the best. Grateful to her and the team.”
eXp Realty, LLC
“I can’t speak highly enough of my real estate agent, Julia Meffen is the best! She was thorough and professional and great to work with. She made what could have been a stressful and difficult process as seamless as could be. She is very knowledgeable, accessible, and communicates clearly, making the process easy. She really went above and beyond and worked through several challenging buyers. She was great at giving me the right advice; my house sold with multiple offers and above the asking price. I highly recommend Julia Meffen without any reservations.”
Florida Homes & Loans
Winter Park real estate Market Report.
Information and statistics on the latest trends in the Winter Park real estate market, updated for September 2025. *
The typical home value in Winter Park is projected to be $788,000 for the month of August. July’s finalized data reported the typical value of a home in the city to be $775,000—up 26.02% over the previous 12 months. For comparison, county-level data pegged home values at $445,000 in Orange County for the most recent reporting period. That number is expected to float around $450,000 in August.
Winter Park had 50 new listings and 63 listings that went under contract in July, decreasing the area’s total available inventory to 172—down 14.0% from the previous month. Inventory is projected to have further decreased in August.
Of those 172 active listings, 45.35% reduced their price in the month of July. The median listing price for homes in Winter Park fell 9.93% from June to July, bringing the current median listing price to $725,000. Based on projected data for August, 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 July 2025, the median time for a listed property to go pending was 53 days, compared to 59 days in July 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 August.
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Seller’s Market
Seller’s Market
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.
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.
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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