Find the perfect real estate agent in Windermere, FL

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Windermere, FL real estate

Compare the top real estate agents in Windermere

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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Home buyers and sellers love Agent Pronto.

We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.

“Zach took care of everything, looked at every detail, explained everything thoroughly in a way that wasnt overwhelming. Any question we had or anything that we needed, Zach was a text or phone call away. We could depend on him for the entirety of the process and even afterwards when we needed help with an adjustment. I will recommend him to anyone buying or selling a house. He's so helpful and we couldnt have had a better realtor.”

Tabitha Luongo · Vero Beach, FL

Photo of The Greenberg Group
Coastal Real Estate Professionals LLC
“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.”

Marianne Neiheisel · Sorrento, FL

Photo of Kimberley Beaudry
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.”

Francis Kass · Jacksonville, FL

Photo of Debra & Jacob Myers
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!”

Mariette · Altamonte Springs, FL

Photo of Evelyn Hartnett
Southern Realty Enterprises Inc.
“I found Cassandra on a google search. Her reviews were excellent! I honestly can not express what an amazing, caring, knowledgeable realtor that Cassandra is. From the very beginning of our journey and ' it's been a long one ' because of relocating from another state. She took on a role of being our realtor and did the most amazing job . She is there for you every step of the way.. she amazes me with all her knowledge of the areas that we were looking at. She goes above and beyond and we are so grateful that we found her. If you're looking for a realtor, do not hesitate to reach out to her, you will not be disappointed!!”

Cliff and Maria · St. Cloud, FL

Photo of Cassandra Kelly
Century 21 Wolfs Crossing Realty
“We had an outstanding experience working with David. He struck the perfect balance of humor and professionalism—keeping it light when the process felt stressful, yet always steering every detail with care. He was incredibly responsive (truly lightning-fast on calls, texts, and emails) and his local knowledge was next-level. We are first time house buyers and he pointed out things we wouldn’t have noticed, and guided us with clear, honest advice at every step. We never felt rushed or pressured; instead, we felt informed, supported, and confident. Thanks to his steady communication, the entire purchase process was super smooth. We recommend David without hesitation to anyone looking for a smart, trustworthy, and fun-to-work-with real estate pro!”

Jen Mehlman · Windermere, FL

Photo of David Dorman
Century 21 Carioti
“From our very first conversation, Erika demonstrated a remarkable level of professionalism and dedication. Throughout the entire home-buying process, she was consistently attentive to all of our questions and concerns, providing thoughtful guidance every step of the way. Erika’s deep knowledge of the real estate industry is truly impressive—she offered invaluable insights, practical advice, and helpful strategies that made the process far less daunting. Her ability to navigate both sides of the transaction as a dual agent showcased her integrity, expertise, and poise. We would wholeheartedly recommend Erika to our friends, family, and anyone in search of a trusted real estate professional. Her attentiveness, industry knowledge, and warm personality made this an outstanding experience from start to finish. Your company should be incredibly proud to have her on the team. Thank you, Erika for making our home-buying journey such a positive and memorable one!”

Agustin y Nivia · Ocoee, FL

Photo of Erika Garcia
CENTURY 21 Professional Group, Inc.
“James was absolutely outstanding. I researched agents in the area and his track record stood out. He understood the market, our situation and what was important to us. He did a great job laying out and executing the marketing plan. He helped us with anything we needed to do to the property, both before and during the process. Once we started getting offers, James was clear in explaining the offers and making recommendations. It only took 6 1/2 weeks from listing to closing!”

Jim Schoeneck · Longwood, FL

Photo of C21 Alton Clark
CENTURY 21 Alton Clark
“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!”

Jose Triana · Pembroke Pines, FL

Photo of Claudia Garzon Pernia
Worth Clark Realty
“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.”

Martha DeBustamante · Wanaque, NJ

Photo of Patricia Hernandez
Keller Williams Realty At The Lakes
“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”

lily · Spring Hill, FL

Photo of Charles Thomasson
Century 21 Professional Group
“He explained everything about the town and the property. Always on time.”

Fernando Rivera · Davenport, FL

Photo of Tony & Elsa Fuentes
Exp Realty
“Great job done by Daniel...”

ZSA · Orlando, FL

Photo of Daniel Yasells
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!”

Jonathan Panciotti · Orlando, FL

Photo of Zac Hernandez
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.”

Susan A. · Haines City, FL

Photo of Christine Smith
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.”

Robert Dietrich · Sun City Center, FL

Photo of Paula McConahay
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!!”

Tamara Jones · Lake Mary, FL

Photo of Chandra  Mosley
Oliver Mosley Realty
“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.”

Melissa · Casselberry, FL

Photo of Karuna Singhvi
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.”

Anaís Balbás · Deland, FL

Photo of Acts Home Team
Keller Williams Advantage Realty

Windermere real estate Market Report.

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 $1,423,500 for the month of August. July’s finalized data reported the typical value of a home in the city to be $1,289,000—down 28.19% 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.

Windermere had 8 new listings and 8 listings that went under contract in July, decreasing the area’s total available inventory to 31—down 11.43% from the previous month. Inventory is projected to have further decreased in August.

Of those 31 active listings, 25.81% reduced their price in the month of July. The median listing price for homes in Windermere fell 14.53% from June to July, bringing the current median listing price to $1,250,000. 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 rose year-over-year. In July 2025, the median time for a listed property to go pending was 40 days, compared to 21 days in July 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this August.

Windermere, FL real estate
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Seller’s Market
Seller’s Market
Buyer’s Market
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25
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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.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Windermere has to offer.

Windermere offers residents a serene, lakeside lifestyle, abundant outdoor recreation, top-notch schools, and a welcoming, close-knit community that blends small-town charm with easy access to regional amenities.

Windermere seamlessly blends upscale lakefront living with the warmth of a close-knit community, creating an inviting haven for residents and newcomers alike. Surrounded by the sparkling Butler Chain of Lakes, this tranquil town offers breathtaking water views, winding streets shaded by ancient oaks, and a strong sense of hometown pride. Its picturesque downtown district features locally owned cafes and boutiques, while neighborhood parks such as Central Park provide serene spaces for community gatherings and family fun.

Education is a point of pride, with highly-rated schools like Windermere Elementary School and Windermere High School consistently excelling in academics and extracurriculars. Families appreciate the focus on enriched learning environments and abundant after-school opportunities, fostering growth both in and out of the classroom.

With Orlando just minutes away, Windermere enjoys access to world-class arts, dining, and entertainment. At the same time, the town retains its peaceful charm, making it a favorite among those seeking respite from city bustle. Outdoor enthusiasts delight in ample boating and fishing opportunities, while golf lovers can tee off at the championship Isleworth Golf & Country Club.

Windermere delivers the best of both worlds: secluded, scenic living with coveted amenities and connectivity. Whether searching for your dream home or preparing to list, Agent Pronto can help you connect with trusted local agents to navigate your next step in Windermere’s exceptional community.

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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!

Sarah W.

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 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.

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 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!


Frequently Asked Questions

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.