5-8-5-9 has been drawn 1 time in exact order and 23 times in any order in Vermont Pick 4 since Sep 3, 1985 — most recently on June 26, 2026.
A $1 play pays $5000 exact order or $400 any order (12-way box).
Same digits, other orders: 5-5-8-9, 5-5-9-8, 5-8-9-5, 5-9-5-8, 5-9-8-5, 8-5-5-9, 8-5-9-5, 8-9-5-5, 9-5-5-8, 9-5-8-5, 9-8-5-5 — any of these wins a box bet on 5-8-5-9.
| Draw | Exact order | Any order |
|---|---|---|
| Day | 1 | 17 |
| Evening | 0 | 6 |
Draw time makes no difference to the odds — the two machines do not know what time it is. This is history only.
| Date | Draw | Winning number | Match |
|---|---|---|---|
| Jun 26, 2026 | Evening | 8-5-9-5 | Any order |
| Jun 10, 2026 | Day | 9-5-5-8 | Any order |
| May 9, 2024 | Day | 9-8-5-5 | Any order |
| Jan 1, 2024 | Day | 9-5-8-5 | Any order |
| Oct 10, 2023 | Evening | 8-5-5-9 | Any order |
| Jan 8, 2021 | Evening | 9-5-8-5 | Any order |
| Jan 6, 2020 | Evening | 5-9-5-8 | Any order |
| Sep 9, 2015 | Evening | 5-5-8-9 | Any order |
| Jul 20, 2015 | Day | 8-5-9-5 | Any order |
| Feb 12, 2015 | Day | 9-8-5-5 | Any order |
| Jan 8, 2014 | Day | 9-5-5-8 | Any order |
| Feb 29, 2012 | Day | 9-5-8-5 | Any order |
| Feb 7, 2010 | Evening | 9-8-5-5 | Any order |
| Oct 27, 2004 | Day | 5-9-8-5 | Any order |
| Oct 12, 1996 | Day | 5-8-5-9 | Exact order |
| Sep 21, 1996 | Day | 9-5-5-8 | Any order |
| May 4, 1996 | Day | 5-5-8-9 | Any order |
| Sep 23, 1995 | Day | 9-5-8-5 | Any order |
| Mar 10, 1994 | Day | 9-5-5-8 | Any order |
| Feb 18, 1992 | Day | 5-8-9-5 | Any order |
| Jan 3, 1990 | Day | 9-8-5-5 | Any order |
| Sep 2, 1988 | Day | 8-9-5-5 | Any order |
| Aug 26, 1986 | Day | 8-5-5-9 | Any order |