| | Wintergreen, VA | Winchester, VA | United States |
| Median Home Age | 33 | 53 | 42 |
| Median Home Cost | $414,600 | $332,900 | $338,100 |
| Home Appr. Last 12 months | 14.9% | 13.9% | 16.6% |
| Home Appr. Last 5 yrs. | 47.5% | 48.2% | 57.0% |
| Home Appr. Last 10 yrs. | 68.6% | 81.1% | 101.1% |
| Property Tax Rate | $5.6 | $8.4 | $11.0 |
| Homes Owned | 8.1% | 40.7% | 57.4% |
| Housing Vacant | 88.8% | 10.2% | 11.2% |
| Homes Rented | 3.1% | 49.2% | 31.4% |
| space | | | |
| Avg Rent For Home Or Apartment | | | |
| | Wintergreen, VA | Winchester, VA | United States |
| Average Rent | $1,370 | $1,580 | $1,840 |
| Studio Apartment | $930 | $910 | $1,080 |
| 1 Bedroom Home or Apartment | $940 | $990 | $1,180 |
| 2 Bedroom Home or Apartment | $1,120 | $1,270 | $1,430 |
| 3 Bedroom Home or Apartment | $1,390 | $1,600 | $1,860 |
| 4 Bedroom Home or Apartment | $1,730 | $2,110 | $2,160 |
| space1 | | | |
| Vacant Housing | | | |
| | Wintergreen, VA | Winchester, VA | United States |
| Vacant For Rent | 4.1% | 4.0% | 1.9% |
| Vacant Rented | 0.0% | 1.3% | 0.4% |
| Vacant For Sale | 0.0% | 0.9% | 0.7% |
| Vacant Sold | 2.2% | 0.0% | 0.4% |
| Vacant Vacation | 76.6% | 0.6% | 3.6% |
| Vacant Other | 6.0% | 3.5% | 4.1% |
| space2 | | | |
| Owner-Occupied Housing Value | | | |
| | Wintergreen, VA | Winchester, VA | United States |
| Less Than $20,000 | 0.0% | 0.2% | 2.6% |
| $20,000 to $39,999 | 0.0% | 0.3% | 2.4% |
| $40,000 to $59,999 | 0.0% | 0.6% | 2.8% |
| $60,000 to $79,999 | 14.7% | 0.8% | 3.9% |
| $80,000 to $99,999 | 0.0% | 0.0% | 4.5% |
| $100,000 to $149,999 | 23.9% | 8.0% | 11.3% |
| $150,000 to $199,999 | 0.0% | 20.0% | 13.0% |
| $200,000 to $299,999 | 19.0% | 27.1% | 20.1% |
| $300,000 to $399,999 | 0.0% | 21.4% | 13.6% |
| $400,000 to $499,999 | 0.0% | 9.8% | 8.3% |
| $500,000 to $749,999 | 27.7% | 10.6% | 9.7% |
| $750,000 to $999,999 | 14.7% | 1.1% | 3.9% |
| $1,000,000 to $1,499,999 | 0.0% | 0.0% | 2.2% |
| $1,500,000 to $1,999,999 | 0.0% | 0.0% | 0.8% |
| $2,000,000 and over | 0.0% | 0.0% | 1.1% |
| space3 | | | |
| Housing Units By Year Built | | | |
| | Wintergreen, VA | Winchester, VA | United States |
| 2015 and Newer | 2.0% | 0.0% | 0.2% |
| 2010 to 2014 | 14.5% | 10.4% | 13.6% |
| 2000 to 2009 | 14.5% | 10.4% | 13.6% |
| 1990 to 1999 | 22.3% | 9.4% | 13.6% |
| 1980 to 1989 | 30.6% | 14.0% | 13.2% |
| 1970 to 1979 | 13.6% | 11.1% | 14.8% |
| 1960 to 1969 | 22.3% | 9.4% | 13.6% |
| 1950 to 1959 | 3.9% | 11.7% | 10.0% |
| 1940 to 1949 | 2.1% | 9.6% | 4.7% |
| 1939 or Earlier | 6.8% | 19.5% | 12.2% |