| 1972 | Willie Mitchell | 126 lbs. | Middlebury |
| 1975 | Bob Shaw | 119 lbs. | Middlebury |
| 1976 | Gino Girelli | 105 lbs. | Spaulding |
| 1978 | Dennis Bull | 145 lbs. | Mt. Anthony |
| 1999 | Tim Lattrell * | 126 lbs. | Vergennes |
| Jerry Chaloux | 132 lbs. | Spaulding | |
| 1980 | Jeff Nummelin | 145 lbs. | St. Johnsbury |
| 1981 | Andy Appleby | 98 lbs. | Mt. Anthony |
| Kevin Allen | 119 lbs. | Mill River | |
| 1982 | Joe Brigante | 165 lbs. | Colchester |
| 1985 | Dick Blair | 105 lbs. | Middlebury |
| 1986 | Shane Blake | 126 lbs. | Essex Jct. |
| William Santiago | 138 lbs. | Otter Valley | |
| 1987 | Shane Blake | 132 lbs. | Essex Jct. |
| William Santiago * | 145 lbs. | Otter Valley | |
| 1988 | Brian Cone | 112 lbs. | Middlebury |
| 1989 | John Bushee | 152 lbs. | Mt. Anthony |
| Brett Danis | 160 lbs. | Essex Jct. | |
| 1990 | John Bushee | 160 lbs. | Mt. Anthony |
| 1991 | Nick Haegele | 152 lbs. | Randolph |
| 1992 | Jim Burns | 103 lbs. | Essex Jct. |
| 1993 | Jim Burns | 103 lbs. | Essex Jct. |
| Rafael Vega | 112 lbs. | Mt. Anthony | |
| Derric Miner | 135 lbs. | Otter Valley | |
| Brian Coon | 160 lbs. | Mt. Anthony | |
| 1994 | Rafael Vega | 119 lbs. | Mt. Anthony |
| Joe Hammond | 130 lbs. | Spaulding | |
| 1995 | Rafael Vega | 125 lbs. | Mt. Anthony |
| Joe Hammond | 135 lbs. | Spaulding | |
| 1996 | Gunnar Olson | 135 lbs. | Harwood |
| 1999 | Phil Kerin | 135 lbs. | Spaulding |
| Steve Forrest * | 171 lbs. | Mt. Anthony | |
| Eric Genau | 189 lbs. | Burlington | |
| 2000 | Jacob Gray | 119 lbs. | Essex |
| Steve Forrest | 171 lbs. | Mt. Anthony |
* Voted Outstanding Wrestler