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Information and statistics on the latest trends in the Wintergreen real estate market. *
Jun 1, 2026 - Aug 31, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
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 (Jun 2026 - Aug 2026).
Wintergreen’s rolling three-month snapshot shows listings and contract activity picking up. Active listings are modestly higher than a year ago and months of supply has tightened by about a quarter year over year to 3.1 months, indicating sellers still hold some leverage even as buyers see a bit more choice.
Pricing has moved notably higher over the past year in this rolling period. The typical home value is up roughly 24 percent year over year, while the median list price has climbed more than 40 percent, suggesting sellers are testing higher price points as demand absorbs available homes.
Buyer interest appears strong, with pending sales rising nearly 29 percent from a year ago and homes selling faster, as median days on market have edged down to 27. With about 15 percent of homes selling above list and the average sale-to-list ratio near 98 percent, both buyers and sellers can benefit from Agent Pronto’s help connecting them with an agent who understands how to navigate Wintergreen’s shifting conditions.
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.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Bree was amazing to work with as first-time home buyers! She made the entire process easier, answered all of our questions, and was always there to help us along the way. We’re so grateful to have had her help finding our first home and would absolutely recommend her to anyone!”
“Pam Milan is truly one of the best real estate agents I have ever worked with. From the very beginning, she was so caring, patient, and supportive throughout both the sale of my home and the purchase of my new home. She was always available to answer my questions, no matter how many I had, and she made a stressful process so much easier for me. I truly appreciate all the time, effort, and care she put into helping me. She is professional, knowledgeable, trustworthy, and genuinely cares about her clients. I highly recommend Pam to anyone who is buying or selling a home. You will be in great hands with her!”
“Debra, Is very knowledgeable and knows the Northern Virginia real estate market. Debra was excellent with communication and knowledge.”
“Great experience from start to finish. Michael is one of the best.”
“Sara Andrews Hart is a professional realestate agent who deeply cares about her clients and works tirelessly on their behalf. Communication is an exceptionally strong suit as realestate transactions are multifaceted and can be complicated. She navigates challenges that arise and has a plethora of resources to handle them; therefore, allievating much stress for home sellers. She is highly recommended.”
“Professional and easy to work with”
“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.”
“Brooke sold us two properties, one rural hunting property that will be built on someday and a residential property until then. She serviced both spectrums for us.”
“Kris kept in constant communication with expert advice to get us through the closing. She keep us in focus & redirect when we needed help through several delays to closing. Kris listened with patience & understanding & represented us with her expert knowledge. Thank you is not enough we appreciate you in many ways.”
“Judy Petrak is one of those rare agents that has a superb combination of utmost competence, great communication skills, enthusiasm, honesty and superior knowledge of the local Realestate market. Totally satisfied with the outcome of the sale.”
“Debbie has great local knowledge and can recommend great people for services for your home. She has a great personality and we enjoyed spending time with her. She is definitely on your side with negotiations and contracts. She knows her stuff!! Highly recommend.”
“It was a pleasure working with William Mallory. He is patient, diligent, and has the buyers best interest at heart. I recommend working with him as he makes the home buying experience exciting and makes you feel supported throughout the process.”
“Regina is an wonderful person to work with, she worked tirelessly on removing all road blocks that might have disrupted the closing on this property. She went the extra mile on keeping all parties informed ; including my bank and ensured my best interest was her number one priority. She is a consummate professional and the best realtor I have ever worked with!”
“Gurdeep is a top notch realtor. We have worked with her over the last 16 years on the purchase of 3 homes and the sale of 2 homes. Gurdeep has handled each transaction with extraordinary knowledge, professionalism, and care. She has a keen eye for detail and makes sure all aspects of the sale are done correctly. She is incredibly articulate and uses her skills to finesse through challenging moments with excellent negotiation skills. Her media presentation for our property included a beautiful flyer presentation and drone footage of our 5 acre property that were completely above and beyond. This attracted serious buyers immediately. We have always had a fantastic experience with Gurdeep and we can’t recommend her enough! If you want the BEST, then choose Gurdeep!”
“Marc is the consummate professional, with top notch expertise and excellent people skills. Marc creates an environment where you truly feel heard and understood, and he makes you feel completely at ease throughout the entire process. Marc is very responsive and easy to get in touch with. A true pleasure to work with, I would highly recommend him.”
“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!”
“a excelent realtor. very profecional”
“It was my pleasure working with you Daniel. You listened to my concerns and responded positively. Thank you”
“We were so happy we picked Karen as our realtor. The only realtor that told us Virginia is a buyer beware state. The process is long and Karen has the patience and flexibility to work with you. We received excellent customer service and highly recommend her for all your realtor needs. Thank You, Karen for helping us find our new home.”
“I cannot recommend Lindsay enough. She was always available to answer my questions, kept me updated throughout the entire process, and made what could have been a stressful experience feel smooth and manageable. She genuinely cared about helping me find the right home and was there every step of the way. I am extremely grateful for all of her hard work and would not hesitate to work with her again or recommend her to my family and friends.”
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.
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.
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.
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.