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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 October 2026.*


* 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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Winter Garden real estate Market Report.

Information and statistics on the latest trends in the Winter Garden real estate market. *

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$600K
+3.4% from Q2 '26
Median list price
$586K
-1.5% from Q2 '26
Active listings
418
+9.1% from Q2 '26
Homes sold
172
+9.6% from Q2 '26
New pendings
173
-4.9% from Q2 '26
New listings
222
-1.3% from Q2 '26

Quarterly Pricing Trends for Winter Garden

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Winter Garden Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $460K Median sale price in Jan 2022 - Mar 2022: $479K Median sale price in Apr 2022 - Jun 2022: $524K Median sale price in Jul 2022 - Sep 2022: $530K Median sale price in Oct 2022 - Dec 2022: $499K Median sale price in Jan 2023 - Mar 2023: $530K Median sale price in Apr 2023 - Jun 2023: $530K Median sale price in Jul 2023 - Sep 2023: $638K Median sale price in Oct 2023 - Dec 2023: $558K Median sale price in Jan 2024 - Mar 2024: $588K Median sale price in Apr 2024 - Jun 2024: $592K Median sale price in Jul 2024 - Sep 2024: $550K Median sale price in Oct 2024 - Dec 2024: $540K Median sale price in Jan 2025 - Mar 2025: $539K Median sale price in Apr 2025 - Jun 2025: $552K Median sale price in Jul 2025 - Sep 2025: $560K Median sale price in Oct 2025 - Dec 2025: $630K Median sale price in Jan 2026 - Mar 2026: $670K Median sale price in Apr 2026 - Jun 2026: $580K Median sale price in Jul 2026 - Sep 2026: $600K Median list price in Oct 2021 - Dec 2021: $474K Median list price in Jan 2022 - Mar 2022: $475K Median list price in Apr 2022 - Jun 2022: $559K Median list price in Jul 2022 - Sep 2022: $500K Median list price in Oct 2022 - Dec 2022: $533K Median list price in Jan 2023 - Mar 2023: $550K Median list price in Apr 2023 - Jun 2023: $615K Median list price in Jul 2023 - Sep 2023: $608K Median list price in Oct 2023 - Dec 2023: $550K Median list price in Jan 2024 - Mar 2024: $598K Median list price in Apr 2024 - Jun 2024: $595K Median list price in Jul 2024 - Sep 2024: $599K Median list price in Oct 2024 - Dec 2024: $542K Median list price in Jan 2025 - Mar 2025: $575K Median list price in Apr 2025 - Jun 2025: $625K Median list price in Jul 2025 - Sep 2025: $650K Median list price in Oct 2025 - Dec 2025: $603K Median list price in Jan 2026 - Mar 2026: $620K Median list price in Apr 2026 - Jun 2026: $595K Median list price in Jul 2026 - Sep 2026: $586K Oct 2021 - Dec 2021 Median sale price $460K Median list price $474K Jan 2022 - Mar 2022 Median sale price $479K Median list price $475K Apr 2022 - Jun 2022 Median sale price $524K Median list price $559K Jul 2022 - Sep 2022 Median sale price $530K Median list price $500K Oct 2022 - Dec 2022 Median sale price $499K Median list price $533K Jan 2023 - Mar 2023 Median sale price $530K Median list price $550K Apr 2023 - Jun 2023 Median sale price $530K Median list price $615K Jul 2023 - Sep 2023 Median sale price $638K Median list price $608K Oct 2023 - Dec 2023 Median sale price $558K Median list price $550K Jan 2024 - Mar 2024 Median sale price $588K Median list price $598K Apr 2024 - Jun 2024 Median sale price $592K Median list price $595K Jul 2024 - Sep 2024 Median sale price $550K Median list price $599K Oct 2024 - Dec 2024 Median sale price $540K Median list price $542K Jan 2025 - Mar 2025 Median sale price $539K Median list price $575K Apr 2025 - Jun 2025 Median sale price $552K Median list price $625K Jul 2025 - Sep 2025 Median sale price $560K Median list price $650K Oct 2025 - Dec 2025 Median sale price $630K Median list price $603K Jan 2026 - Mar 2026 Median sale price $670K Median list price $620K Apr 2026 - Jun 2026 Median sale price $580K Median list price $595K Jul 2026 - Sep 2026 Median sale price $600K Median list price $586K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
24
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).

Inventory in Winter Garden has expanded in this rolling three-month view, with active listings up about 7 percent year over year to 418. New listings have also climbed strongly, rising nearly 20 percent from a year ago, which gives buyers more options than they had last fall. At the same time, pending sales are down around 6 percent year over year, signaling that homes are taking longer to go under contract.

Pricing is adjusting to this cooler pace of demand. The typical home value is still about 7 percent higher than a year ago, yet the median list price is down nearly 10 percent year over year, suggesting sellers are moderating their expectations to attract offers. Homes are sitting on the market longer, with median days on market up from 36 days a year ago to 54 days and months of supply more than doubling in that time to 4.3 months, moving conditions closer to balance.

Even with more inventory and slower contract flow, sale prices are holding relatively firm, with the average sale-to-list ratio near 98 percent and a small increase in the share of homes selling above asking compared with last year. Only about 29 percent of homes go off the market within two weeks, so buyers may have a bit more time to make decisions than in prior years. Whether you are a buyer trying to navigate shifting inventory or a seller working to price correctly, Agent Pronto can connect you with an agent who understands the latest Winter Garden trends.



Learn more about what Winter Garden has to offer.

Winter Garden offers residents a welcoming, walkable community with a vibrant downtown, abundant parks and trails, and a friendly mix of shops, eateries, and events that enrich everyday life.

Winter Garden immediately feels distinct from nearby Orlando or Ocoee thanks to its historic downtown, cohesive neighborhoods, and strong sense of local pride. Brick streets, century-old buildings, and the restored Garden Theatre create a walkable core that stays active well into the evening.

The West Orange Trail runs directly through downtown, drawing cyclists, runners, and families to the Winter Garden Station area and weekly farmers market. Lakeside communities near Lake Apopka Wildlife Drive offer birdwatching and sunset views, while newer master-planned areas around Hamlin connect residents to restaurants, shops, and major roads without losing that hometown feel.

Families value local schools in the Orange County Public Schools system and convenient access to cultural and sports offerings in Downtown Orlando. Dining ranges from casual spots along Plant Street to waterfront options, and community events at the Winter Garden Heritage Museum and Downtown Pavilion keep the calendar full year-round.

With demand growing and inventory shifting between established neighborhoods and newer developments, timing and preparation matter. The right local agent can help buyers act quickly on the best homes and guide sellers in pricing and presentation to stand out. Agent Pronto connects you with a Winter Garden real estate professional who understands the community and can help you move forward with confidence, whether you are buying or selling.

Find your Winter Garden real estate agent today →


Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“David Dorman is an exceptional realtor, and we cannot recommend him highly enough! From start to finish, his professionalism, market knowledge, and dedication were outstanding. His team’s marketing exceeded our expectations, from the beautifully produced video showcasing our home to the impressive listing presentation. Every detail was handled with care and expertise. What truly set David apart, however, was his remarkable negotiating ability. His skill in communicating and working with the other agent, advocating for our best interests, and navigating the process was invaluable. He demonstrated confidence, experience, and genuine commitment every step of the way. Selling a home can be stressful, but having David on our side made all the difference. We are incredibly grateful for his hard work and the exceptional service we received. If you’re looking for a realtor who truly knows his business and delivers results, David Dorman is the one!”

Carla Hiatt · Minneola, FL

Photo of David Dorman
Century 21 Carioti
“Zack from the first time we met in 2024 worked in my best interest and help our family get what we needed and as our family grew we called him again to help us find a house that better fit our needs he and Arnold worked to find exactly what we were looking for they listen and found it . In the first week grateful for them and will let anyone I know to give him a call , If you are looking for a home or rental him and his team are who you need to go with they did a outstanding job”

Joseph Cuba · Port Saint Lucie, FL

Photo of The Greenberg Group
Coastal Real Estate Professionals LLC
“Duc is not only my Realtor but also a great friend. He helped us find an amazing investment property in downtown Orlando at an unbeatable price. He answered all our questions upfront and guided us confidently throughout the entire process. We had such a great experience that we’re already working with him to purchase another property!”

Isabele · Orlando, FL

Photo of Duc Thang Nguyen
Alliance Real Estate Group
“Rich Noto is fantastic! He’s hardworking, dedicated, and extremely knowledgeable. We’re based in New York, and he has helped us tremendously with getting our new home ready in Orlando, Florida. Having someone we trust looking out for us while we’re out of state has made such a difference. He truly cares about his clients and their best interests. We’re grateful for all his help and highly recommend him!”

David Zhou · Winter Garden, FL

Photo of Rich Noto
Dalton Wade Real Estate Group
“It's great to have Tony on your side, he is Knowledgeable, always thinking ahead. He will guide you in detail. You will have a stress-free experience. Tony, Keep up the great service, Thank You.”

Rey V · Kissimmee, FL

Photo of The Fuentes Team
eXp Realty
“Deanna is very knowledgeable, patient, understanding, and trusthworthy. I believe that she is the best realtor out there, and when it comes to my realestate purchase/sell, she is the realtor.”

Faustin Norzelus · Ocoee, FL

Photo of DeAnna Balcerak
Century 21 Professional Group Inc
“​I cannot say enough wonderful things about Deb. She seamlessly handled both the sale of my home and the purchase of my new one. Her dedication is unmatched—she answered every late-night text and early-morning call without hesitation. She truly goes above and beyond for her clients and feels like family by the end of the process. Thank you, Deb!”

Nancy Harris · Spring Hill, FL

Photo of Debra & Jacob Myers
CanZell Realty
“Professional, responsive, and knwoledgeable. Paula was always responsive, always pointing out great ideas and assisted us with navigating the new Florida laws as they differ by State. She brought her A game to the table and was super.”

Robert Doyle · Ruskin, FL

Photo of Paula McConahay
Century 21 Affiliated
“Shelby went above and beyond for my family and I throughout the entire process. I was a first time home buyer and she answered all my questions without hesitation. I would highly recommend her to anyone I know looking for a new home.”

Megan Pletcher · Longwood, FL

Photo of Shelby Martin
RE/MAX Town & Country
“Since we worked with Gary previously, he knew us personally. Through some time spent in looking in different areas Gary found us the ideal home close where we needed it to be. Without a doubt Gary is extremely patient and diligently works to provide exactly what we wanted and needed. We cannot think of another broker that we would want to work with as Gary is a true “Professional”. All we can say is “Gary, Thank You for providing exactly what we wanted and we will recommend you to everyone we know!””

Joseph Sandusky · Sanford, FL

Photo of Gary Berkson
RE/MAX Central Realty
“This is my second transaction with Charles, buying an investment property Charles and Lynn are amazing. I recommend them to everyone.”

Johnny Bello · Clermont, FL

Photo of Charles Thomasson
Century 21 Professional Group
“There were issues going into buying our first home but Chandra made the process smooth, fast and was with us every step of the way. She got us the best possible deal & made sure on closing day we were taken care of. Absolutely love her!!”

Morgan Davis · Deland, FL

Photo of Chandra Mosley
Oliver Mosley Realty
“Danny is great real estate agent you can trust and rely on”

Shiv Chudasama · Eustis, FL

Photo of Danny Dhannu
Elite Investors Reatly Luxury Real Estate
“She listened and understood what was needed/wanted. She was aggressive with offers and getting compensations. Would use her again.”

Aishah Bartolome · Kissimmee, FL

Photo of Cassandra Kelly
Century 21 Wolfs Crossing Realty
“Al Spry can assist you whether you're planning to purchase or sell a property. He has a deep knowledge of the area and offers great ideas and recommendations. He's a great listener which proved valuable while narrowing down the many options and decisions faced. I highly recommend Al Spry for all your real estate transactions.”

Roy Harmon · Orlando, FL

Photo of Al Spry
Beacon Real Estate & Associates
“Cory did an excellent job from start to finish. He was professional, responsive, and made the entire process smooth and stress-free. I really appreciated his attention to detail and clear communication. Highly recommend working with him.”

Matt · Tampa, FL

Photo of Cory McMillan
Exp Realty
“I would recommend Kimberly to anyone trying to sell a high-priced home. She is knowledgeable about the market and was able to sell our house in 2 weeks, even though it had previously sat on the market for 9 months pre-COVID. Her customer service is excellent, and she is helpful with questions and contacts throughout the selling process.”

Randi Bergman · St. Cloud, FL

Photo of Kimberley Beaudry
Orlando Regional Realty, Inc.
“Thank you for selling my house! It was a pleasure having you as my realtor!”

Teresa · Deltona, FL

Photo of C21 Alton Clark
CENTURY 21 Alton Clark
“I have worked with Adry Narvaez before as in my prior review, I could not imagine a more committed, resposible, knowledgeable and personable person to work with. She is the best in her field. She has brought me to my dream hopm and for that reason I regret I might not need to work with her again, however I sm lucky to have gained and empathic and true friend.”

Jose Luis Arguello · Poinciana, FL

Photo of Adry Narvaez
eXp Realty Top Listing Group
“We absolutely loved working with Madeleine! From day one, she was so friendly and easy to talk to. She was always available to answer our questions or set up a showing, no matter how many houses we wanted to see. Her knowledge and guidance made the whole process so much easier and less stressful. We always felt like she genuinely cared about helping us find the right home. Couldn’t have asked for a better realtor — highly recommend!”

Zach · Orlando, FL

Photo of Madeleine Haughwout
Coldwell Banker Realty

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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