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Winter Garden, FL real estate

Compare top Winter Garden real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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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“Tony is the best !..answered my questions & was very patient when i was confused about the process”

C. McKinney · Haines City, FL

Photo of Tony & Elsa Fuentes
eXp Realty
“I had never worked with a realtor. And I continuously kept getting advice not to get a Realtor... because everyone put a money value on Realtors job. I am so glad I did Not listen to all those people!!! Getting a Realtor like Chasandra was the best decision I made when purchasing a home... I didn't feel any presure to choose the first home I saw... she is honest. Helpful, professional and above all she is looking out for your best interest in purchasing a home...she walks you threw the entire process....I was a pleasure having chasandra as my realtor and I will never forget her impact on my life ...”

Sylvia Pagan · Orlando, FL

Photo of Chandra  Mosley
Oliver Mosley Realty
“Working with David Dorman has been an exceptional experience from start to finish. David is extremely responsive—we primarily communicated via text, and he always replied promptly and thoughtfully. Throughout the entire process, he kept me well informed and ensured that I understood every step along the way. What I appreciated most was our open and honest dialogue. I truly felt that David was on my side, always advocating for me and working hard to achieve the best outcome for the sale of my home. His knowledge and expertise were evident in every interaction, and his professionalism truly stands out in the industry. I was so pleased with the experience that I am now using David’s services to purchase my next home—and we were under contract in no time! I would not hesitate to recommend David to anyone seeking a dedicated, knowledgeable, and trustworthy real estate professional.”

Chris Rockwell · Orlando, FL

Photo of David Dorman
Century 21 Carioti
“James Clark and the team are the best I would say and strongly recommend him. His market insights and negotiation skills are excellent. Cosidering the market conditions and how long we are in the market, we got a decent offer if not good, however on top of that buyers were requesting for more fixes based on inspection. James negotiated well and kept them very minimal. We wanted to do RON closing as we are remote sellers. Seems this is new for their title company. He made sure they are able to do the RON closing which is a hassle free closing. Thanks again James for your help”

Raj · Oviedo, FL

Photo of C21 Alton Clark
CENTURY 21 Alton Clark
“Once again Paula came through for us. She was always available for us whenever we needed her. Second home purchase for us with Paula, and once again she was on top of everything.”

Robert Dietrich · Sun City Center, FL

Photo of Paula McConahay
Century 21 Affiliated
“Kimberly has been wonderful throughout this entire process of selling my home. I can't say enough about how awesome she was in answering questions or anything I needed during this time. I highly recommend Kimberly”

Karen Weingartner · Davenport, FL

Photo of Kimberley Beaudry
Orlando Regional Realty, Inc.
“6:57 1 (24, .. . ★ Local Guide 3 days ago Whether you're selling a house or buying a house, it can be very stressful so having the right person on your side is very important and we are forever grateful for having Cassandra on our side and her closing team. They went above and beyond and always had our best interest first. Cassandra worked even while she was admitted at the hospital. She was amazing and was always attentive to how I was feeling even when she was not feeling well made sure we were always treated fairly And that things got done on time .we were well informed on all details at all times and felt confident that Cassandra was there to help us in any doubts or questions or concerns we had and helped resolve them we highly recommend her”

Madeline Albelo · St. Cloud, FL

Photo of Cassandra Kelly
Century 21 Wolfs Crossing Realty
“Erika was the key to getting this house sold. Without her help and experience the wonderful outome would not have been achieved. Erika was knowledgeable, professional, friendly and went above and beyond to help with this property sale. You would benefit from Erika's help on any property purchase or sale!”

The Shaw · St Cloud, 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
“I highly recommend Rich Noto for new home construction. He was a fantastic advocate throughout my build, especially since I was relocating from Pennsylvania to Florida. Living states away, he sent detailed videos of construction progress and found defects during various inspections. His communication and availability far exceeded my expectations. Rich has a keen eye for potential issues and a deep understanding of building codes that many other agents, and even some inspectors, might miss. He truly knows the critical phases of construction, from the foundation on, and when to schedule inspections. He understands the tricks builders use to hide problems and is a fierce advocate for his clients. I have no doubt he saved me from future headaches. He is an invaluable resource who ensured I ended up with a high-quality home.”

Jimmy S Luciano · Minneola, FL

Photo of Rich Noto
Dalton Wade Real Estate Group
“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
“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
“Sam sheen realty was FANTASTIC !! I COULDN'T HAVE ASKED FOR BETTER AGENTS”

Laurie W. · Dade City, FL

Photo of Sam Sheen
Sheen Real Estate Professionals
“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
“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

Winter Garden real estate Market Report.

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

The typical home value in Winter Garden is projected to be $531,500 for the month of October. September’s finalized data reported the typical value of a home in the city to be $538,500—down 2.97% 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 $441,380 in October.

Winter Garden had 54 new listings and 64 listings that went under contract in September, decreasing the area’s total available inventory to 162—down 13.37% from the previous month. Inventory is projected to have further decreased in October.

Of those 162 active listings, 48.77% reduced their price in the month of September. The median listing price for homes in Winter Garden grew 6.35% from August to September, bringing the current median listing price to $662,500. Based on projected data for October, 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 September 2025, the median time for a listed property to go pending was 44 days, compared to 53 days in September 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 October.

Winter Garden, FL real estate
25
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.

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 Winter Garden. 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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