Photo: Nyttend · Public domain169 homes sold in Wintergreen in the last year, at a typical $395K
Houses and condos split the market almost evenly. Below: what each kind of home sells for, what your budget buys, the best months to buy, how hard you’ll have to bid, and a shortcut to every site where Wintergreen homes are listed.
Every place Wintergreen homes are listed, in one stop
We don’t copy listings: the agents’ sites have the photos and the latest price changes. Set what you want once and we open each site already filtered to Wintergreen.
For sale
Rent
New, land & open houses
Links open the listing sites; TownRatings isn’t paid for them and doesn’t rank one above another. Rentals and government-owned homes come from sources outside the MLS.
59% of Wintergreen’s sales are condos, at $366K less than a house
62 houses and 99 condos sold in the year to May 2026. Houses sell faster and draw more bidding wars.
typical sale · 62 sold in 12 months
- Per square foot
- $309VA $222
- Days to sell
- 34
- Sold over asking
- 13%
- Listings with a price cut
- 20%
typical sale · 99 sold in 12 months
- Per square foot
- $289VA $301
- Days to sell
- 44
- Sold over asking
- 3%
- Listings with a price cut
- 20%
Townhouses: 8 sold, typical $307K
Too few sales in 12 months for reliable figures.
About as many homes sell as usual, at twice the 2016 price
169 sales in the last year, against 323 in 2020 and a low of 53 in 2014. The typical sale went from $204K in 2016 to $395K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $400K buys in Wintergreen
Check a listing against what Wintergreen homes sold for
Against the town’s median price per square foot over the last 12 months. A rough check: condition, lot and location within town move a price more than this can see.
Bidding wars in Wintergreen are back to pre-pandemic levels, but 62% fewer homes come up for sale
We read every month of Wintergreen’s home sales since 2012 so you don’t have to. Each figure covers 12 months, because a single month in a town is too few sales to mean much. Latest: the year to May 2026, 169 sales.
If you’re buying in Wintergreen
- Shop in July. It brings about 21 new listings a month, close to the busiest month, with fewer bidding wars (9% over asking).
- Offer under asking. Buyers paid 97.2% of the list price on average; 7% paid over.
- You’ll usually have time. Only 38% of homes go under contract within two weeks; the typical one takes 33 days.
Summer brings the homes; spring brings the bidding wars
June has the most new listings (about 23 a month), but March is the most competitive: 25% of March sales close over asking. July and August offer nearly as much choice with fewer homes bid up (9%). July has the least competition (9%).
Averages for each calendar month, 2015 on.
Calmer than the 2021 frenzy, and calmer than Virginia
| Wintergreen now | 2017–19 | 2021 peak | VA now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 7% | 3% | 35% | 31% |
| Gone within two weeksShare of homes under contract within 14 days | 38% | 0% | 2% | 43% |
| Listings with a price cutShare of homes for sale that cut their price | 19% | — | — | 25% |
| Price paid vs. askingAverage sale price ÷ list price | 97.2% | 93.6% | 99.2% | 99.3% |
| Days to sellMedian days from listing to contract | 33 | 155 | 51 | 38 |
46 homes for sale on a typical day
That’s twice the 2022 low (23), 62% fewer than in 2017–19 and well under 2019’s 133.
1 in 5 listings has cut its price
19% in the last year, against — in 2017–19 and 25% across Virginia.
Since 2019, houses are up 103%, condos 127%
A house typically sold for $646K in the last year (62 sales), a condo for $280K (99).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Wintergreen ranks 178th of 179 busy Virginia markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Wintergreen is one of the state’s calmer markets.
Source: Redfin Data Center, city market tracker, January 2012 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Wintergreen home costs about $2,260 a month
Price: Wintergreen’s typical sale, last 12 months. Property tax at Wintergreen’s 0.6% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Wintergreen is affordable on local pay is on Cost of living.
Four things worth knowing
New listings in June
The month with the most choice. November has the fewest, about 14.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $395K home, about $2,390 a year.
Taxes vs. neighborsCheck the flood map
Flood insurance isn’t in a standard policy, and lenders require it in FEMA flood zones. Check the address before you make an offer.
Natural hazardsLook up any property
Assessed value, lot size and every past sale of a home you’re eyeing are public, at the town or county assessor and the registry of deeds.
Nellysford, Stuarts Draft, Waynesboro, Fishersville, Crozet and Crimora sell for less a square foot
The busier markets within 25 miles of Wintergreen, by what sold. Prices, taxes and how far a paycheck goes next door are on Cost of living.
| Sold | Typical sale | $/sq ft | Over asking | Days to sell | |
|---|---|---|---|---|---|
| Waynesboro | 454 | $319K | $199 | 27% | 37 |
| Crozet | 249 | $548K | $245 | 27% | 40 |
| Wintergreen | 169 | $395K | $287 | 7% | 33 |
| Fishersville | 160 | $417K | $204 | 26% | 62 |
| Stuarts Draft | 126 | $348K | $222 | 39% | 22 |
| Nellysford | 31 | $720K | $258 | 23% | 37 |
| Crimora | 20 | $342K | $203 | 25% | 65 |
Redfin Data Center, June 2025 to May 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Wintergreen, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Wintergreen. People who follow the town see it, and so do people comparing Wintergreen with their own town. No commission, no listing fee.
Questions about buying a home in Wintergreen
What do homes sell for in Wintergreen, VA?
169 homes sold in the year to May 2026 at a typical $395K, $287 a square foot. Houses sold for about $646K, condos for about $280K.
Is Wintergreen a buyer’s or seller’s market?
A buyer’s market: 49 homes were for sale in May 2026 and 7 sold, about 7 months of supply. Buyers paid 97.2% of asking on average, and 19% of listings cut their price.
When is the best time to buy in Wintergreen?
June brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Wintergreen?
About 0.6% of a home’s value a year. On a $395K home that’s near $2,390.
Where can I see homes for sale in Wintergreen?
Zillow, Redfin, Realtor.com and Homes.com all carry Wintergreen’s MLS listings; the search links above open each one filtered to Wintergreen.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted). Property tax rate: Census American Community Survey. Two-bedroom rent: HUD Fair Market Rent. Typical home value: Zillow Home Value Index. Schools grade: TownRatings (how grades work).