The winning New York Numbers numbers for August 21, 1999 were: evening 4-5-3.
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 21, 1999 | Evening | 4-5-3 | 12 | 3 |
| Aug 20, 1999 | Evening | 9-7-5 | 21 | 3 |
| Aug 19, 1999 | Evening | 0-8-5 | 13 | 4 |
| Aug 18, 1999 | Evening | 1-1-1 | 3 | 3 |
| Aug 17, 1999 | Evening | 9-9-1 | 19 | 1 |
| Aug 16, 1999 | Evening | 4-7-8 | 19 | 1 |
| Aug 15, 1999 | Evening | 9-3-5 | 17 | 8 |