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Find the perfect real estate agent in Winter Garden, FL

We analyze top real estate agents in Winter Garden and across the country to find you the most proven local agents, for free.

Winter Garden, FL real estate

Compare the top real estate agents in Winter Garden

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.

“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.
“Cassandra was amazing to work with! We relocated from another state and that in itself is stressful but she made it easy with her detailed video walk-through and constant communication. She's professional, kind and incredibly organized. She even lent us her air mattresses so we could spend our first night in our new home comfortably before our moving truck arrived. Truly above and beyond throughout the entire process! We highly, highly recommend her!”

Mala · St Cloud, FL

Photo of Cassandra Kelly
Century 21 Wolfs Crossing Realty
“I first reached out to David and Scott about selling our house two years before they actually listed it, and through that entire time David was always accessible to answer questions and address concerns that I had. David did a wonderful job selling our first house and we never considered using another agent when we sold our house in Winter Garden, and he did not disappoint. David and Scott are an excellent team and I would recommend them to anybody who wanted to have their house expertly listed and marketed”

Richard Knowlen · Woodstock, GA

Photo of David Dorman
Century 21 Carioti
“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
“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.”

Mike · Port Saint Lucie, FL

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

Dave · Winter Garden, FL

Photo of Kimberley Beaudry
Orlando Regional Realty, Inc.
“He explained everything about the town and the property. Always on time.”

Fernando Rivera · Davenport, FL

Photo of Tony & Elsa Fuentes
Exp Realty
“Elsie was very knowledgeable, professional and worked with us with our best interest in mind. She facilitated all the process contacting the broker, inspectors, etc and kept us posted at all time. Working with her, instead of an agent trying to make a comission, we felt like a very close friend or a family member was taking care and looking after us. We have purchased multiple properties in the past and never had an experience even close to this one. She went out of her way to help us and we are very grafetul for that. Can't recommend Elsie high enough, expect excellence!”

Rolando Roig · Clermont, FL

Photo of Elsie Bertini
Optima One Realty
“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.”

C. Salter-Luster · Chesapeake, VA

Photo of DeAnna Balcerak
Century 21 Professional Group Inc
“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
“Kevin was very kind, listened, responded to all my questions, and got my house listed with beautiful pictures to show the beauty of my house. All went as smooth as possible!”

Ann O. · Avon Park, FL

Photo of Kevin Jacobs
Keller Williams South Shore

Winter Garden real estate Market Report.

Information and statistics on the latest trends in the Winter Garden real estate market, updated for August 2025. *

The typical home value in Winter Garden is projected to be $626,500 for the month of August. July’s finalized data reported the typical value of a home in the city to be $611,000—up 14.21% 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 Garden had 66 new listings and 67 listings that went under contract in July, decreasing the area’s total available inventory to 185—down 10.19% from the previous month. Inventory is projected to have further decreased in August.

Of those 185 active listings, 38.92% reduced their price in the month of July. The median listing price for homes in Winter Garden grew 10.4% from June to July, bringing the current median listing price to $684,500. Based on projected data for August, listing prices may continue to grow.

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 45 days, compared to 52 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.

Winter Garden, FL real estate
28
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

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 Winter Garden has to offer.

Winter Garden offers residents a welcoming blend of historic charm, lush parks, a walkable downtown with shops and dining, vibrant community events, and easy access to nature and regional amenities.

Winter Garden is equal parts small-town main street and modern convenience, with a walkable downtown that rewards slow Saturday strolls and easy weeknight dinners. Along Plant Street, the restored marquee of the Garden Theatre sets the tone for live performances and film events, while the year-round Winter Garden Farmers Market fills the air with the aroma of fresh produce and local fare. Foodies gravitate to Plant Street Market and its resident Crooked Can Brewing Company, and cyclists love how the West Orange Trail threads right through the heart of it all. Families stay connected through city programming and parks overseen by the City of Winter Garden, with Lake Apopka sunsets adding an exclamation point to many evenings.

Schools are served by Orange County Public Schools, with magnet, charter, and private options nearby. Everyday errands are a breeze at Winter Garden Village, while major destinations in Orlando sit an easy drive away via SR 429 and the Turnpike. Nearby communities such as Ocoee and the broader Orange County area offer additional dining, employment, and cultural options, making the city a convenient base for professionals and families alike.

Whether you’re drawn by historic architecture, trail-to-table living, or a calendar full of community events, Winter Garden delivers an appealing mix of character and comfort. When it’s time to make a move, Agent Pronto can connect buyers and sellers with a trusted local real estate pro to navigate the market with confidence.

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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 Winter Garden 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 Garden. 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.