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Wintergreen real estate Market Report.

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

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$492K
+35% from Q2 '26
Median list price
$450K
-9.4% from Q2 '26
Active listings
124
+14% from Q2 '26
Homes sold
59
+97% from Q2 '26
New pendings
69
+77% from Q2 '26
New listings
57
-25% from Q2 '26

Quarterly Pricing Trends for Wintergreen

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

Quarterly Pricing Trends for Wintergreen Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $383K Median sale price in Jan 2022 - Mar 2022: $375K Median sale price in Apr 2022 - Jun 2022: $405K Median sale price in Jul 2022 - Sep 2022: $400K Median sale price in Oct 2022 - Dec 2022: $330K Median sale price in Jan 2023 - Mar 2023: $315K Median sale price in Apr 2023 - Jun 2023: $275K Median sale price in Jul 2023 - Sep 2023: $403K Median sale price in Oct 2023 - Dec 2023: $438K Median sale price in Jan 2024 - Mar 2024: $385K Median sale price in Apr 2024 - Jun 2024: $376K Median sale price in Jul 2024 - Sep 2024: $400K Median sale price in Oct 2024 - Dec 2024: $438K Median sale price in Jan 2025 - Mar 2025: $405K Median sale price in Apr 2025 - Jun 2025: $393K Median sale price in Jul 2025 - Sep 2025: $390K Median sale price in Oct 2025 - Dec 2025: $429K Median sale price in Jan 2026 - Mar 2026: $392K Median sale price in Apr 2026 - Jun 2026: $365K Median sale price in Jul 2026 - Sep 2026: $492K Median list price in Oct 2021 - Dec 2021: $399K Median list price in Jan 2022 - Mar 2022: $355K Median list price in Apr 2022 - Jun 2022: $432K Median list price in Jul 2022 - Sep 2022: $349K Median list price in Oct 2022 - Dec 2022: $369K Median list price in Jan 2023 - Mar 2023: $280K Median list price in Apr 2023 - Jun 2023: $443K Median list price in Jul 2023 - Sep 2023: $454K Median list price in Oct 2023 - Dec 2023: $290K Median list price in Jan 2024 - Mar 2024: $335K Median list price in Apr 2024 - Jun 2024: $489K Median list price in Jul 2024 - Sep 2024: $420K Median list price in Oct 2024 - Dec 2024: $405K Median list price in Jan 2025 - Mar 2025: $415K Median list price in Apr 2025 - Jun 2025: $400K Median list price in Jul 2025 - Sep 2025: $449K Median list price in Oct 2025 - Dec 2025: $429K Median list price in Jan 2026 - Mar 2026: $375K Median list price in Apr 2026 - Jun 2026: $497K Median list price in Jul 2026 - Sep 2026: $450K Oct 2021 - Dec 2021 Median sale price $383K Median list price $399K Jan 2022 - Mar 2022 Median sale price $375K Median list price $355K Apr 2022 - Jun 2022 Median sale price $405K Median list price $432K Jul 2022 - Sep 2022 Median sale price $400K Median list price $349K Oct 2022 - Dec 2022 Median sale price $330K Median list price $369K Jan 2023 - Mar 2023 Median sale price $315K Median list price $280K Apr 2023 - Jun 2023 Median sale price $275K Median list price $443K Jul 2023 - Sep 2023 Median sale price $403K Median list price $454K Oct 2023 - Dec 2023 Median sale price $438K Median list price $290K Jan 2024 - Mar 2024 Median sale price $385K Median list price $335K Apr 2024 - Jun 2024 Median sale price $376K Median list price $489K Jul 2024 - Sep 2024 Median sale price $400K Median list price $420K Oct 2024 - Dec 2024 Median sale price $438K Median list price $405K Jan 2025 - Mar 2025 Median sale price $405K Median list price $415K Apr 2025 - Jun 2025 Median sale price $393K Median list price $400K Jul 2025 - Sep 2025 Median sale price $390K Median list price $449K Oct 2025 - Dec 2025 Median sale price $429K Median list price $429K Jan 2026 - Mar 2026 Median sale price $392K Median list price $375K Apr 2026 - Jun 2026 Median sale price $365K Median list price $497K Jul 2026 - Sep 2026 Median sale price $492K Median list price $450K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
18
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).

Wintergreen’s rolling three-month snapshot shows inventory has expanded modestly while homes are still moving at a steady pace. Active listings are up about 16% from a year ago to 124, yet months of supply has dropped nearly 18% year over year to 2.8, signaling conditions that still favor sellers.

Contract activity has been especially strong in this period, with homes sold rising about 23% year over year and pending sales up roughly 14%. Despite that stronger demand, the median days on market has lengthened to 45 days, an increase of about 25% from a year ago, giving some buyers a bit more breathing room to make decisions.

Pricing has reacted firmly to this mix of rising activity and leaner effective supply. The typical home value over the rolling three months is up more than 26% year over year to around $492,000, while the share of homes selling above list has edged higher to just over 10% even as the average sale-to-list ratio has held near 96%. Buyers and sellers who want to navigate these shifting conditions can turn to Agent Pronto to connect with a local agent who understands Wintergreen’s numbers and trends.



Learn more about what Wintergreen has to offer.

Wintergreen offers residents a scenic, four-season lifestyle with easy access to outdoor recreation, a welcoming community, and convenient amenities.

Wintergreen is a mountain resort community known for four-season recreation, second homes, and full-time living with easy access to larger hubs like Charlottesville. Ski slopes, golf courses, and wooded neighborhoods are all reached via a single main entry, which gives the area a private feel while still remaining practical for daily life.

Residents enjoy an extensive trail system, from family friendly paths to more rugged routes that connect with the Appalachian Trail. Nearby Blue Ridge Parkway access provides panoramic overlooks and leisurely weekend drives. Families value the regional public schools and options like North Branch School in nearby Afton. Everyday needs are met through on-mountain conveniences, while larger grocery, medical, and retail options are found in Nelson County and Waynesboro.

Dining ranges from casual spots at Wintergreen Resort to breweries and farm-to-table restaurants along the Nelson 151 corridor. Golfers appreciate access to mountain and valley courses, and the Wintergreen Tennis & Pickleball Center attracts active residents of all ages. Seasonal events, from summer music to winter festivals, help second-home owners and full-time residents feel part of a tight community.

Whether you are weighing a vacation condo near the slopes or selling a wooded single-family home, working with a local Wintergreen real estate expert through Agent Pronto can simplify the process and reduce stress for both buyers and sellers.

Find your Wintergreen 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 Marvin James was very smooth and easy being this was my first time purchasing a home everything was quick and if I had any questions he was quick to answer them for me.”

Matt R · Wingina, VA

Photo of Marvin James
eXp Realty
“It was a pleasure working with Wes on the sale of my home. He is professional, knowledgeable and informative. He was always available to answer any of my questions. I was able to sell the house quickly with no major hold ups. Thank you again Wes.”

Wayne · Mount Jackson, VA

Photo of Wes Sparks
eXp Realty, LLC
“Grimm Brothers construction has used dwayne on multiple property acquisitions. He has assisted in both the buying and selling of many residential properties. We have found him to be very responsive whenever we have questions concerning closing, property values etc. Dwayne has a vast knowledge of property values and whats available in the shenandoah valley. Wouldn't use anyone else!”

Ben grimm ·

Photo of Dwayne Caricofe
LPT Realty LLC
“Jamie and his team are top tier. I have full confidence that we would not have had the same level of success had we not partnered with them. For those looking for a team that differentiates themselves, James Strum and the Strum Group is the obvious choice!”

Scott McConnell · Powhatan, VA

Photo of The Strum Group
Long & Foster Real Estate Long and Foster
“We absolutely hit the jackpot with Lori as our realtor - what happened to be a random Zillow match to tour a house ended with the best realtor to buy! She was easy to talk to, quickly understood what we were looking for, and took care of so much behind the scene I could never imagine doing. Would absolutely work with her again in the future if we needed to!”

zuser20180414195906831 ·

Photo of Lori Shahan
Realty One Group Old Towne
“Adam worked with me an my husband , very nice and understood what I needed to do an got it done.”

Dustin and Amber Perdue · Bedford, VA

Photo of Adam Hazelwood
eXp Realty Rural Virginia Homes, Farms & Land
“Ana and her team did an outstanding job in the selling of our home and the purchase of our new home in Mechanicsville. Her knowledge of the real estate market was impessive. She kept us informed throughout the process in the sell and purchase of the homes. She and her team were very responsive and provided clear, accurate advice and responses. The process was very smooth. In the sell of our home she provided excellent advice on what we needed to do to prepare and show the home. On the purchase of our new home she worked very hard to get us the best deal. I was extremely satisfied and appreciative of the work and support provided by Ana and her team.”

tskidwell52 ·

Photo of Ana Nuckols
eXp Realty River City Real Estate Co.
“Kathleen and the entire KK Homes Team really hit it out of the park for us. Their plan for marketing our house, knowledge on all aspects of the market, and guidance through the entire process was phenomenal. The resources they have at their disposal really make a huge difference. We had multiple offers and were under contract 24 days after signing with KK Homes. We were closed 35 days later. The communication from Kathleen, Hillary and the whole KK Team was fast and thorough. If anything came up, Kathleen was on top of it and always had a solution. We are very thankful to have had them working with us!”

philmartin001 ·

Photo of KK Homes of Long & Foster
Long & Foster Real Estate Long & Foster Realtors
“Angie was absolutely fantastic to work with! She stayed on top of everything from start to finish and made the entire home buying process so much less stressful. Anytime a question or issue came up, she was quick to respond and always had a solution ready. I had plenty of questions along the way, and she was able to answer and clarify everything clearly, which gave me a lot of confidence. I really appreciated how proactive and organized she was, and I always felt like she had my best interests in mind. If you’re looking for someone who will truly guide you through the process and make sure nothing slips through the cracks, Angie is the realtor you want in your corner!”

GabrielMontoya6 ·

Photo of Angela Fink
Keller Williams
“Rachel is amazing!! She showed us every house we requested and more until we found our dream home. She's friendly, flexible and very knowledgeable. She also has a wonderfully personable personality. She also recommended our mortgage broker who was fantastic to work with too. Can't thank her enough.”

Amanda Ward ·

“Sharon listens, Sharon acts and Sharon gives great advice....Just do what she says. She helped me get top dollar for my house. She helped me stay calm during the sale process then helped locate and negotiate a new home. She's a wealth of knowledge and goes above and beyond to ensure everything goes smoothly (or as smoothy as it can when you are moving)!”

anne ulrich ·

Photo of Sharon Hayman
TTR Sotheby's International Realty
“Dick Clark was extremely helpful during all phases of our selling our home. We had to move immediately from the area while the house was listed and Dick went above and beyond what one would expect. He arranged for lawn services, miner repairs, and even went over to the house in the winter to be sure our pipes had not frozen. He helped us price the home appropriately and was very conscientious in marketing the property. All in all...a five star rating!”

rtemplin2 ·

Photo of Dick Clark
Westhills Ltd Realtors

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 Wintergreen. 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.