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Winter Garden, FL real estate

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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for June 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

Mar 1, 2026 - May 31, 2026

Median sale price
$620K
-8.4% from Q1 '26
Median list price
$653K
+5.4% from Q1 '26
Active listings
363
+7.7% from Q1 '26
Homes sold
153
+16% from Q1 '26
New pendings
172
+6.2% from Q1 '26
New listings
230
+3.1% from Q1 '26

Quarterly Pricing Trends for Winter Garden

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

Quarterly Pricing Trends for Winter Garden Q2 '21 Q2 '22 Q2 '23 Q2 '24 Q2 '25 Q1 '26 Median sale price in Apr 2021 - Jun 2021: $425K Median sale price in Jul 2021 - Sep 2021: $425K Median sale price in Oct 2021 - Dec 2021: $460K Median sale price in Jan 2022 - Mar 2022: $478K 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: $535K 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: $560K 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: $677K Median list price in Apr 2021 - Jun 2021: $439K Median list price in Jul 2021 - Sep 2021: $430K 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: $615K Median list price in Jul 2025 - Sep 2025: $650K Median list price in Oct 2025 - Dec 2025: $605K Median list price in Jan 2026 - Mar 2026: $620K Apr 2021 - Jun 2021 Median sale price $425K Median list price $439K Jul 2021 - Sep 2021 Median sale price $425K Median list price $430K Oct 2021 - Dec 2021 Median sale price $460K Median list price $474K Jan 2022 - Mar 2022 Median sale price $478K 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 $535K 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 $560K 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 $615K Jul 2025 - Sep 2025 Median sale price $560K Median list price $650K Oct 2025 - Dec 2025 Median sale price $630K Median list price $605K Jan 2026 - Mar 2026 Median sale price $677K Median list price $620K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
21
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 (Mar 2026 - May 2026).

Inventory in Winter Garden has edged down compared with a year ago, with 363 active listings in the latest rolling three-month period, about 9% fewer than last year. Homes are still changing hands at a steady pace, with 153 sales and 172 properties going under contract. New listings are only slightly higher year over year, so fresh options are coming on the market but not enough to dramatically change supply.

Pricing has pushed higher over the past year in this rolling three-month view. The typical home value is up nearly 12% year over year to about $620,000, while median list prices have risen around 5%. Sellers are generally pricing close to what buyers are willing to pay, with an average sale-to-list ratio of about 98% and roughly 10% of homes still selling above asking.

Speed has become a defining feature of this market, with the median days on market now just 24, down sharply from the longer timelines seen a year or two ago and about 36% of homes going off-market in two weeks. Months of supply sits near 3.7, and the market gauge still classifies Winter Garden as a seller’s market, even as sales volumes run a bit lower than last year. Whether you’re trying to stand out as a buyer or maximize your position as a seller, Agent Pronto can connect you with a local agent who understands these shifting dynamics.



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.

“Working with Tony was an absolute pleasure. As a first time seller, I was completely overwhelmed, stressed and anxious. Tony's extensive knowledge of my neighborhood really put my mind at ease. He was always calm and patient with my ridiculous questions. His Dedication, Professionalism and quick response to my phone calls, texts and emails were amazing. Getting from listing day to closing day in exactly 45 days proves his market expertise and pricing it perfect to the market. It was an incredible, smooth and efficient transaction with no major hiccups. I will highly recommend Tony if you want an agent who delivers fast results. Muchos Gracias Tony !!!”

Grace Cruz · Kissimmee, FL

Photo of The Fuentes Team
eXp Realty
“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
“Shelby was professional and available for questions. Enjoyed working with her.”

F Hofland · Apopka, FL

Photo of Shelby Martin
RE/MAX Town & Country
“Mình được người quen giới thiệu Thắng và rất vui khi được làm việc cùng Thắng. Thắng rất tận tâm, vui vẻ, luôn lắng nghe nhu cầu của khách hàng và hỗ trợ rất nhiệt tình trong suốt quá trình tìm nhà. Không tạo áp lực, luôn tư vấn rõ ràng để mình có thể đưa ra quyết định phù hợp. Nếu bạn đang tìm realtor nói tiếng Việt được tại Orlando, mình rất recommend Thắng”

Kim · Altamonte Springs, FL

Photo of Duc Thang Nguyen
Alliance Real Estate Group
“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
“David Dorman has sold my husband all of his previous homes and sold them as he moved and upgraded as well. Even so I wanted David to map out his strategy for selling my rental property home. He valued it correctly, promoted it quickly, got significant views and offers and held on until he negotiated the right deal. He knew how to not spend time off market with buyers who wouldn't complete the deal and steered me in the right directions. The home sold much faster than expected for what I was hoping to get. David gives each client the same world class service whether you Home range is $200K or Millions. Thank you David and Century 21 for making this process stress free.”

Moe Merkel · Orlando, FL

Photo of David Dorman
Century 21 Carioti
“10/10 realtor for new construction! We built a home with KB Home over in Weeki Wachee Florida, and we had heard how important it was to have a realtor who understood inspections. We hired Rich because this is where he specializes, and he did not disappoint. He was truly with us every step of the way and guided us not only through hiring inspectors, but educated us on what to look for when noticing potential problems. Rich is a wealth of knowledge and won’t ever leave you hanging. In fact, I don’t think I have ever seen a realtor as passionate and invested in the process. This guy will look out for you. Another great part, as a buyer, his services are free to you because the builder pays him all of his commission. It is honestly just silly not to have him by your side for guidance and support. He may also make you laugh from time to time. 😅 Thank you for everything you did for us and helping us build our dream new construction home in the Tampa Bay area!”

Shauna Kelley · Weeki Wachee, FL

Photo of Rich Noto
Dalton Wade Real Estate Group
“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
“Paula was absolutely wonderful to work with. She was always available to answer questions and helped me through the whole process. I highly recommend her!”

Claudia Deliteris · Apollo Beach, FL

Photo of Paula McConahay
Century 21 Affiliated
“Zachary Greenberg was the correct choice. He was knowledgeable, he communicated as the process evoleved. His whole staff was as well. I felt my interests were being met. Alex Paganucci”

Alex Paganucci · Vero Beach, FL

Photo of The Greenberg Group
Coastal Real Estate Professionals LLC
“This is the 2nd time I've utilized Debra's services. She is very good at her job. She is knowledgeable, efficient, always available and cares about the customer. I highly recommend her to anyone looking to buy or sell. Thanks, Debra!!”

Paul · Spring Hill, FL

Photo of Debra & Jacob Myers
CanZell Realty
“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 S · Orlando, FL

Photo of Madeleine Haughwout
Coldwell Banker 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.
“I feel that this world is a better place knowing that there are people like Mr. Milo Smith in it. He goes above and beyond the the call of duty, he is a hard worker and he makes himself available which means a lot in his type of business. Thank God for him! I know he will keep up the good work because he was that way from start to finish. I will tell everyone to get in touch with Milo.”

Sharon Allen · Brooklyn, NY

Photo of Milo Smith
Optima One 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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