| Year | Team Name | League | Division | Affilate | W | L | Pct | Rank | Managers | Stadium | Playoffs | |
| 2013 | Winston-Salem | Dash | Caro | Southern | CHW | 21 | 21 | .500 | 2 | Ryan Newman | BB&T Ballpark | dnq |
| 2012 | Winston-Salem | Dash | Caro | Southern | CHW | 87 | 51 | .630 | 1 | Tommy Thompson | BB&T Ballpark | Lost in Finals |
| 2011 | Winston-Salem | Dash | Caro | Southern | CHW | 69 | 71 | .493 | 3 | Julio Vinas | BB&T Ballpark | dnq |
| 2010 | Winston-Salem | Dash | Caro | Southern | CHW | 81 | 58 | .583 | 1 | Joe McEwing | BB&T Ballpark | Lost in Finals |
| 2009 | Winston-Salem | Dash | Caro | Southern | CHW | 73 | 65 | .529 | 1 | Joe McEwing | Gene Hooks Field at Wake Forest Baseball Park | Lost in Semi-Finals |
| 2008 | Winston-Salem | Warthogs | Caro | Southern | CHW | 71 | 68 | .511 | 3 | Tim Blackwell | Ernie Shore Field | Lost in Semi-Finals |
| 2007 | Winston-Salem | Warthogs | Caro | Southern | CHW | 64 | 74 | .464 | 3 | Tim Blackwell | Ernie Shore Field | dnq |
| 2006 | Winston-Salem | Warthogs | Caro | Southern | CHW | 66 | 72 | .478 | 4 | Rafael Santana | Ernie Shore Field | dnq |
| 2005 | Winston-Salem | Warthogs | Caro | Southern | CHW | 77 | 64 | .546 | 1 | Chris Cron | Ernie Shore Field | Lost in Semi-Finals |
| 2004 | Winston-Salem | Warthogs | Caro | Southern | CHW | 74 | 66 | .529 | 3 | Ken Dominguez Nick Leyva | Ernie Shore Field | Lost in Semi-Finals |
| 2003 | Winston-Salem | Warthogs | Caro | Southern | CHW | 71 | 67 | .514 | 2 | Razor Shines | Ernie Shore Field | League Champions |
| 2002 | Winston-Salem | Warthogs | Caro | Southern | CHW | 50 | 90 | .357 | 4 | Razor Shines | Ernie Shore Field | dnq |
| 2001 | Winston-Salem | Warthogs | Caro | Southern | CHW | 54 | 86 | .386 | 4 | Wally Backman | Ernie Shore Field | dnq |
| 2000 | Winston-Salem | Warthogs | Caro | Southern | CHW | 68 | 71 | .489 | 4 | Brian Dayett | Ernie Shore Field | dnq |
| 1999 | Winston-Salem | Warthogs | Caro | Southern | CHW | 63 | 75 | .457 | 4 | Jerry Terrell | Ernie Shore Field | dnq |
| 1998 | Winston-Salem | Warthogs | Caro | Southern | CHW | 79 | 60 | .568 | 1 | Chris Cron | Ernie Shore Field | Lost in Finals |
| 1997 | Winston-Salem | Warthogs | Caro | Southern | CHW | 63 | 77 | .450 | 4 | Mark Haley Mike Heath | Ernie Shore Field | dnq |
| 1996 | Winston-Salem | Warthogs | Caro | Southern | CIN | 74 | 65 | .532 | 2 | Phillip Wellman | Ernie Shore Field | dnq |
| 1995 | Winston-Salem | Warthogs | Caro | Southern | CIN | 69 | 68 | .504 | 2 | Mark Berry | Ernie Shore Field | dnq |
| 1994 | Winston-Salem | Spirits | Caro | Southern | CIN | 67 | 70 | .489 | 1 | Mark Berry | Ernie Shore Field | Lost in Finals |
| 1993 | Winston-Salem | Spirits | Caro | Southern | CIN | 72 | 68 | .514 | 1 | Mark Berry | Ernie Shore Field | League Champions |
| 1992 | Winston-Salem | Spirits | Caro | Southern | CHC | 29 | 40 | .420 | 4 | Bill Hayes | Ernie Shore Field | dnq |
| 1991 | Winston-Salem | Spirits | Caro | Southern | CHC | 83 | 57 | .593 | 2 | Brad Mills | Ernie Shore Field | dnq |
| 1990 | Winston-Salem | Spirits | Caro | Southern | CHC | 86 | 54 | .614 | 2 | Brad Mills | Ernie Shore Field | dnq |
| 1989 | Winston-Salem | Spirits | Caro | Southern | CHC | 64 | 71 | .474 | 3 | Jay Loviglio | Ernie Shore Field | dnq |
| 1988 | Winston-Salem | Spirits | Caro | Southern | CHC | 73 | 67 | .521 | 3 | Jay Loviglio | Ernie Shore Field | dnq |
| 1987 | Winston-Salem | Spirits | Caro | Southern | CHC | 72 | 68 | .514 | 2 | Jay Loviglio | Ernie Shore Field | Lost in Semi-Finals |
| 1986 | Winston-Salem | Spirits | Caro | Southern | CHC | 82 | 56 | .594 | 1 | Jim Essian | Ernie Shore Field | League Champions |
| 1985 | Winston-Salem | Spirits | Caro | Southern | CHC | 58 | 81 | .417 | 4 | Bill Slack | Ernie Shore Field | League Champions |
| 1984 | Winston-Salem | Spirits | Caro | Southern | BOS | 58 | 82 | .414 | 4 | Bill Slack | Ernie Shore Field | dnq |
| 1983 | Winston-Salem | Red Sox | Caro | Southern | BOS | 74 | 66 | .529 | 1 | Bill Slack | Ernie Shore Field | Lost in Finals |
| 1982 | Winston-Salem | Red Sox | Caro | Southern | BOS | 45 | 93 | .326 | 4 | Rac Slider | Ernie Shore Field | dnq |
| 1981 | Winston-Salem | Red Sox | Caro | Southern | BOS | 72 | 67 | .518 | 2 | Buddy Hunter | Ernie Shore Field | dnq |
| 1980 | Winston-Salem | Red Sox | Caro | North Carolina | BOS | 76 | 64 | .543 | 2 | Buddy Hunter | Ernie Shore Field | dnq |
| 1979 | Winston-Salem | Red Sox | Caro | - | BOS | 85 | 55 | .607 | 1 | Bill Slack | Ernie Shore Field | dnq |
| 1978 | Winston-Salem | Red Sox | Caro | - | BOS | 55 | 77 | .417 | 6 | Bill Slack | Ernie Shore Field | dnq |
| 1977 | Winston-Salem | Red Sox | Caro | - | BOS | 61 | 77 | .442 | 4 | Tony Torchia | dnq | |