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 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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“Working with Erika was an absolute pleasure. Not only is she incredibly knowledgeable and professional, but her friendly, kind, and fun personality made what could have been a stressful process truly enjoyable. She listened to my needs and was a trustworthy guide every step of the way. And she made everything easy to understand. I wholeheartedly recommend Erika Garcia—she's a fantastic realtor and a wonderful person. She is simply the best!”

Yvohe Cammarata · Orlando, FL

Photo of Erika Garcia
CENTURY 21 Professional Group, Inc.
“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.”

Liz Levine · Tequesta, FL

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

Eric Cohn · Sanford, FL

Photo of C21 Alton Clark
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!”

Elizabeth · Orlando, FL

Photo of David Dorman
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.”

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
“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
“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
“Extremely helpful and attentive to our issues and needs. Went above and beyond to be sure we had a stress-free experience! ”

Pat H. · Davenport, FL

Photo of Anarumo Group
Florida Realty Marketplace

Windermere real estate Market Report.

Information and statistics on the latest trends in the Windermere real estate market, updated for September 2025. *

The typical home value in Windermere is projected to be $1,496,750 for the month of September. August’s finalized data reported the typical value of a home in the city to be $1,427,500—down 6.39% over the previous 12 months. For comparison, county-level data pegged home values at $421,500 in Orange County for the most recent reporting period. That number is expected to float around $409,260 in September.

Windermere had 4 new listings and 4 listings that went under contract in August, decreasing the area’s total available inventory to 29—down 9.38% from the previous month. Inventory is projected to have further decreased in September.

Of those 29 active listings, 41.38% reduced their price in the month of August. The median listing price for homes in Windermere grew 20.2% from July to August, bringing the current median listing price to $1,502,500. Based on projected data for September, listing prices may continue to grow.

The number of days that homes have been on the market prior to going under contract rose year-over-year. In August 2025, the median time for a listed property to go pending was 43 days, compared to 36 days in August 2024. In recent months the median number of days from listed to pending appears to be steady. That trend is predicted to have carried through to this September.

Windermere, FL real estate
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Buyer’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.

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 covering the housing market in and around Windermere. 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.