We analyze top real estate agents in Windermere and across the country to find you the most proven local agents, for free.
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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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“My wife and myself are so happy how this process went. We have been saving for years and wanted to have a home for our girls. Zack and his team helped us achieve this very fast.”
“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!”
“David was the perfect partner in selling our home in Clermont. From the moment I met him, I felt at ease and entrusted this important transation to him. He worked with me through various challenges as we prepared the home for sale and marketed the house perfectly. We accepted a full price offer just a day after it went on the market! As we navigated several buyer inspections, David communicated results and advised on next steps. As I had to travel out of the country for business as the sale concluded, he was crucial in helping me make buyer-requested repairs that resulted in less expense than the credit we were considering offering. David is funny and charming and made the entire experience pleasant. I highly recommend working with him!”
“There is not a more exceptional real estate agent than Cassandra. Anytime you needed advise or have a question she was always there to help. Communication on any question was just a phone call away. Always there to help you understand all issues of transaction without question. If you are looking for a real-estate agent there should be no hesitation on using Cassandra for all your real estate needs. Thank you Cassandra for a great experience.”
“Needed to sell my home while living aboard. James was knowledgeable and offered a plan I could trust. Compared to the other agents he gave me the reality of the market and set real expectations. Communication was key and he delivered.”
“Patty is a pleasure to work with. Florida was not a market that I had experience with, but Patty's knowledge and expertise put me at ease from our first Zoom meeting. She is very personable, and has a great attention to detail which I really appreciate. Patty would go the extra mile to perform any research necessary to address my questions or concerns. It is no surprise she is a leader in her market. I would definitely look forward to work with Patty again.”
“I had a great experience working with Erika as my realtor. From the very beginning, when I first interviewed her, she showed strong knowledge of the market and especially the negotiation process. I could tell right away that she was professional and experienced. Throughout the entire process, Erika always had my best interests in mind. She gave me honest advice when choosing properties, never pushed me to buy something I wasn’t sure about, and was always patient. She truly listened to what I needed and worked based on that, which made me feel confident every step of the way. Another thing I really appreciated was how prepared she always was. Before visiting any property, she made sure to have all the key documents and details ready, so we could make informed decisions. She stayed on top of everything and made the whole experience smooth and stress-free. If you’re looking for someone who is professional, sharp in negotiations, and genuinely cares about your goals, Erika is the one!”
“Charles listened to all of our wants, showed us an amazing house that we instantly loved and was more helpful then we could have imagined”
“Outstanding service.”
“I have worked with 2 other realtors in the past, but I have to day Kimberley was the best. We developed a trusted partnership and I had complete confidence in her experiences and recommendations. She kept me informed proactively and also responded timely to any questions. I wholeheartedly recommend Kimberley as your next realtor”
“He explained everything about the town and the property. Always on time.”
“Great job done by Daniel...”
“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!”
“Evelyn is great! She is very helpful and was willing to show us any house we wanted to look at. She is great at communicating and understand what is most important for you and your family.”
“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.”
“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.”
“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!!”
“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.”
“Extremely helpful and attentive to our issues and needs. Went above and beyond to be sure we had a stress-free experience! ”
Information and statistics on the latest trends in the Windermere real estate market, updated for August 2025. *
The typical home value in Windermere is projected to be $992,500 for the month of July. June’s finalized data reported the typical value of a home in the city to be $1,020,000—up 2.2% 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 $430,000 in July.
Windermere had 8 new listings and 10 listings that went under contract in June, decreasing the area’s total available inventory to 35—down 7.89% from the previous month. Inventory is projected to have further decreased in July.
Of those 35 active listings, 42.86% reduced their price in the month of June. The median listing price for homes in Windermere fell 15.95% from May to June, bringing the current median listing price to $1,462,450. Based on projected data for July, 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 June 2025, the median time for a listed property to go pending was 80 days, compared to 116 days in June 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 July.
Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Windermere offers residents a charming small-town atmosphere with beautiful lakes, outdoor recreational activities, and a close-knit community perfect for families and those seeking a peaceful, upscale lifestyle.
Windermere invites newcomers to experience lakeside serenity and exclusive living just west of Orlando, blending natural beauty with refined amenities. Framed by the sparkling Butler Chain of Lakes, the town is renowned for picturesque views and abundant opportunities for boating and fishing, attracting those who savor both water sports and tranquil sunsets. Tree-lined streets and elegant homes provide a respite from surrounding metropolitan bustle, yet Orange County and entertainment options are only a short drive away.
Families are drawn to Windermere for its dedication to education, as neighborhood students attend top-tier schools within Orange County Public Schools, including Windermere Elementary, Windermere Preparatory School, and Olympia High School. The close-knit community fosters a warm, welcoming environment, enhanced by local events and civic pride at the annual Windermere Art Affair and the Windermere Farmer’s Market at Town Square Park.
Residents enjoy easy access to outdoor adventures in Lake Butler, lush walking trails, and nearby world-class golf courses like Isleworth Golf & Country Club. Upscale shopping and dining can be found in Windermere’s historic downtown, or just beyond in Doctor Phillips, offering a blend of local boutiques, vibrant eateries, and cultural experiences.
Whether you are searching for a stately lakeshore estate or a cozy family residence, Windermere delivers a unique lifestyle defined by privacy and community spirit. Agent Pronto stands ready to help buyers and sellers navigate Windermere’s exceptional market with ease and confidence.
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!
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 Windermere 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.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Windermere. 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!
Tips and market insights to make your Windermere real estate journey a success.
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. 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.
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.
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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