“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.”
- Agent Pronto
- Virginia
- Wintergreen
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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
Quarterly Pricing Trends for Wintergreen
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Wintergreen
Rolling three-month data ending on quarter boundaries when available.
Quarterly Pricing Trends for Wintergreen
Rolling three-month data ending on quarter boundaries when available.
Quarterly Inventory and Sales Activity for Wintergreen
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Wintergreen
Rolling three-month supply and activity totals for the selected period.
Quarterly Inventory and Sales Activity for Wintergreen
Rolling three-month supply and activity totals for the selected period.
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.
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.
“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.”
“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!”
“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!”
“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!”
“Adam worked with me an my husband , very nice and understood what I needed to do an got it done.”
“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.”
“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!”
“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!”
“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.”
“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)!”
“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!”
Frequently Asked Questions
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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.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Wintergreen Realtor® or real estate agent today.