The winning New York Numbers numbers for August 14, 1999 were: evening 3-4-5.
Sum is the digits added together (5+5+0 = 10). Root sum keeps adding until one digit is left (10 → 1+0 = 1) — many regular players track it in their notebooks. Odd/Even marks each digit O or E (5-5-0 = OOE). High/Low marks 0–4 as L and 5–9 as H (5-5-0 = HHL).
| Date | Draw | Numbers | Sum | Root |
|---|---|---|---|---|
| Aug 14, 1999 | Evening | 3-4-5 | 12 | 3 |
| Aug 13, 1999 | Evening | 2-8-7 | 17 | 8 |
| Aug 12, 1999 | Evening | 6-8-5 | 19 | 1 |
| Aug 11, 1999 | Evening | 0-5-3 | 8 | 8 |
| Aug 10, 1999 | Evening | 1-3-3 | 7 | 7 |
| Aug 9, 1999 | Evening | 6-1-6 | 13 | 4 |
| Aug 8, 1999 | Evening | 1-5-7 | 13 | 4 |