Race by race
| | Team | Div. | 1 | 2 | 3 | 4 | 5 | 6 | | TOT |
|---|
| 1 | Brunswick | A | 3 | 1 | 1 | 4 | 3 | 2 | | 14 |
| | Bruins 1 | B | 1 | 1 | 6 | 4 | 1 | 3 | | 16 |
| |  | | 4 | 6 | 13 | 21 | 25 | 30 | | 30 |
| 2 | Greenwich | A | 1 | 3 | 3 | 1 | 1 | 1 | | 10 |
| | Cardinals | B | 3 | 6 | 8 | 3 | 2 | 1 | | 23 |
| |  | | 4 | 13 | 24 | 28 | 31 | 33 | | 33 |
| 3 | Greens Farms Academy | A | 2 | 4 | 7 | 5 | 6 | 7 | | 31 |
| | Dragons | B | 2 | 3 | 1 | 1 | 4 | 2 | | 13 |
| |  | | 4 | 11 | 19 | 25 | 35 | 44 | | 44 |
| 4 | Greenwich Academy | A | 6 | 2 | 5 | 2 | 5 | 4 | | 24 |
| | Gators | B | 5 | 2 | 2 | OCS | 3 | 5 | | 35 |
| |  | | 11 | 15 | 22 | 42 | 50 | 59 | | 59 |
| 5 | The Hotchkiss | A | 5 | 6 | 4 | 9 | 4 | 10 | | 38 |
| | Bearcats | B | 4 | 5 | 7 | 5 | 5 | 6 | | 32 |
| |  | | 9 | 20 | 31 | 45 | 54 | 70 | | 70 |
| 6 | Brunswick | A | 7 | 8 | 6 | 6 | 7 | 3 | | 37 |
| | Bruins 2 | B | DNF | 4 | 3 | 8 | 14 | 8 | | 55 |
| |  | | 25 | 37 | 46 | 60 | 81 | 92 | | 92 |
| 7 | Greenwich Country Da | A | 11 | 11 | 9 | 10 | 14 | 5 | | 60 |
| | Tigers | B | 6 | 8 | 4 | 2 | 6 | 10 | | 36 |
| |  | | 17 | 36 | 49 | 61 | 81 | 96 | | 96 |
| 8 | Choate Rosemary Hall | A | 4 | 5 | 2 | 3 | 2 | 6 | | 22 |
| | Wild Boars | B | 16 | 16 | 15 | 13 | 9 | 12 | | 81 |
| |  | | 20 | 41 | 58 | 74 | 85 | 103 | | 103 |
| 9 | Fairfield Ludlowe | A | 9 | 13 | 10 | 11 | 10 | 11 | | 64 |
| | Falcons | B | 10 | 9 | 9 | 6 | 7 | 4 | | 45 |
| |  | | 19 | 41 | 60 | 77 | 94 | 109 | | 109 |
| 10 | Staples | A | 10 | 9 | 8 | 7 | 8 | 8 | | 50 |
| | Wreckers | B | 8 | 10 | 10 | 7 | 13 | 14 | | 62 |
| |  | | 18 | 37 | 55 | 69 | 90 | 112 | | 112 |
| 11 | Darien | A | 8 | 7 | 11 | 8 | 12 | 9 | | 55 |
| | Blue Wave | B | 13 | 17 | 13 | 11 | 10 | 7 | | 71 |
| |  | | 21 | 45 | 69 | 88 | 110 | 126 | | 126 |
| 12 | Wilton | A | 17 | 14 | 16 | 13 | 11 | 14 | | 85 |
| | Warriors | B | 9 | 7 | 5 | 9 | 8 | 15 | | 53 |
| |  | | 26 | 47 | 68 | 90 | 109 | 138 | | 138 |
| 13 | Fairfield Prep | A | 15 | 10 | 13 | 14 | 13 | 13 | | 78 |
| | Jesuits | B | 7 | 13 | 12 | 10 | 15 | 9 | | 66 |
| |  | | 22 | 45 | 70 | 94 | 122 | 144 | | 144 |
| 14 | Sacred Heart CT | A | 14 | 16 | 15 | 12 | 9 | 12 | | 78 |
| | Tigers | B | 11 | 12 | OCS | 12 | 11 | 11 | | 75 |
| |  | | 25 | 53 | 86 | 110 | 130 | 153 | | 153 |
| 15 | Branford | A | 12 | 15 | 12 | 15 | 16 | 16 | | 86 |
| | Hornets | B | 15 | 11 | 11 | 14 | 12 | 13 | | 76 |
| |  | | 27 | 53 | 76 | 105 | 133 | 162 | | 162 |
| 16 | Weston | A | 13 | 12 | 14 | 17 | 15 | 15 | | 86 |
| | Trojans | B | 12 | 14 | 14 | 15 | 16 | 16 | | 87 |
| |  | | 25 | 51 | 79 | 111 | 142 | 173 | | 173 |
| 17 | Fairfield Warde | A | 16 | 17 | 17 | 16 | 17 | 17 | | 100 |
| | Warde Sailing | B | 14 | 15 | OCS | DNS | DNF | 17 | | 100 |
| | | | 30 | 62 | 97 | 131 | 166 | 200 | | 200 |