9-5-5-2 has been drawn 1 time in exact order and 24 times in any order in Vermont Pick 4 since Sep 3, 1985 — most recently on December 24, 2025.
A $1 play pays $5000 exact order or $400 any order (12-way box).
Same digits, other orders: 2-5-5-9, 2-5-9-5, 2-9-5-5, 5-2-5-9, 5-2-9-5, 5-5-2-9, 5-5-9-2, 5-9-2-5, 5-9-5-2, 9-2-5-5, 9-5-2-5 — any of these wins a box bet on 9-5-5-2.
| Draw | Exact order | Any order |
|---|---|---|
| Day | 0 | 14 |
| Evening | 1 | 10 |
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 |
|---|---|---|---|
| Dec 24, 2025 | Evening | 5-5-9-2 | Any order |
| Sep 11, 2025 | Day | 5-9-2-5 | Any order |
| Jul 21, 2024 | Evening | 2-5-9-5 | Any order |
| Sep 15, 2022 | Day | 9-2-5-5 | Any order |
| Mar 17, 2022 | Day | 5-9-5-2 | Any order |
| Aug 17, 2020 | Day | 5-5-2-9 | Any order |
| Dec 30, 2018 | Evening | 5-5-9-2 | Any order |
| Nov 17, 2017 | Day | 9-5-2-5 | Any order |
| Apr 11, 2017 | Day | 5-2-5-9 | Any order |
| Mar 25, 2017 | Day | 2-9-5-5 | Any order |
| Jan 27, 2016 | Evening | 5-5-2-9 | Any order |
| Mar 19, 2014 | Day | 5-2-9-5 | Any order |
| Oct 7, 2013 | Day | 5-5-9-2 | Any order |
| Aug 30, 2009 | Evening | 9-5-2-5 | Any order |
| Jul 30, 2009 | Evening | 2-9-5-5 | Any order |
| Jul 25, 2009 | Evening | 5-9-5-2 | Any order |
| Nov 25, 2007 | Evening | 2-5-9-5 | Any order |
| Oct 12, 2007 | Evening | 5-5-9-2 | Any order |
| Sep 30, 2007 | Evening | 9-5-5-2 | Exact order |
| Jul 23, 2006 | Day | 2-5-5-9 | Any order |
| Jun 14, 2006 | Day | 2-9-5-5 | Any order |
| Jan 22, 1991 | Day | 2-5-9-5 | Any order |
| Feb 26, 1988 | Day | 5-9-2-5 | Any order |
| Nov 27, 1985 | Day | 5-2-9-5 | Any order |