| Date | Game | Time/Results | Season | Court |
|---|---|---|---|---|
  Highland School vs Mount Carmel | 62 - 43 | 2026 | DeMatha-Court 1 | |
 St. Frances Academy vs Highland School | 59 - 52 | 2026 | DeMatha-Court 2 | |
 Gillion Academy vs Highland School | 66 - 72 | 2026 | DeMatha-Court 2 | |
 Ambassador Christian (NC) vs Highland School | 48 - 59 | 2026 | DeMatha-Court 1 | |
 Highland School vs DeMatha | 87 - 60 | 2026 | DeMatha-Court 1 | |
 Highland School vs Bullis | 71 - 63 | 2026 | DeMatha-Court 1 | |
| Highland School vs CATS Academy (MA) | 66 - 57 | 2026 | Seton | |
 Highland School vs Bishop O'Connell | 63 - 53 | 2026 | DeMatha-Court 2 |
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