| 1985/86 - Noel Forde (Division 3) |
1986/87 - John Murphy (Division 2) |
 The first ever winner of the Player of the Year award during a season when Ballingarry won their first ever trophy. Made 31 appearances scoring 1 goal with the vast majority of his games being played at left full back.
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 Made 24 appearances at centre half for the side in the second division. |
| 1987/88 - Liam Fitzgerald (Division 2) |
1988/89 - Pat Burke (Division 1) |
 Made 17 appearances at centre half for the team that gained promotion to the first division. |
 A left winger that made 29 appearances in all competitions scoring 10 goals as Ballingarry reached both the FAI Junior Cup and Munster Junior Cup area finals winning the latter. |
| 1989/90 - Noel Hayes (Division 1) |
1989/90 - Pat O' Shea
(Division 3 B Team) |
 The first of two awards that Hayes would win during his time with the club. This award was for his performances in goal during his 28 games that season. |
 The first winner of the B Team award playing 30 games in total at left full in the third division. |
| 1990/91 - James Higgins (Division 1) |
1990/91 - Anthony Brosnan
(Div. 3 B Team) |
Played 21 games all at centre half. He would win the award again to add to the Desmond Youth player of the year award that he won in 1984.
|
 Played 20 games for the B Team at left back and also made his A Team debut. |
| 1991/92 - Noel Hayes (Division 1) |
1991/92 - William Brosnan
(Div. 3 B Team) |
 The first player to win the award twice when he took the prize in 91/92. However on this occasion it was for his show at left back compared to the first time he won it when he was in goal. |
 Played 23 games at left full back for the B Team. With his brother Anthony became the first set of brothers to win a player of the year award. As the team was disbanded the following year he remains the last player to win this particular award. |
| 1992/93 - Padraig Kiely (Division 1) |
1993/94 - Padraig Kiely
(New Division 1) |
 Played 23 games for the club winning the award in what was virtually his first season having played just once for the club the previous season. |
 The first player to win the award back to back when he played 24 games and scored 2 goals in the newly named Division 1 in the promotion winning side. Became first player to win award in two different divisions. |
Note: Ballingarry were relegated from the 1st Division to the 2nd Division during season 1992/93 However the league changed the name of the divisions for the start of season 1993/94 with the 1st division becoming the Premier Division and the 2nd Division becoming the 1st Division etc. |
1994/95 - Mike Quaid
(Premier Division) |
1995/96 - Timmy O' Connell
(Premier Div.) |
Right full back who made 18 appearances for team back in top flight football.
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 Made 23 appearances scoring three goals from midfield for side which failed to avoid relegation. |
| 1996/97 - Ger O' Connor (Division 1) |
1997/98 - James Higgins (Division 1) |
 Only the second goalkeeper to receive the award up to that point. Made a total of 25 appearances for the side during their first season back in the first division. |
 The centre half made 21 appearances during a season when he also broke the 300 appearance mark. He would receive his second award, just the third Ballingarry AFC player to do so. |
1998/99 - Michael Corrigan
(Division 1) |
1999/2000 - John Cronin (Division 1) |
 Made 20 appearances at left back during his second season with the club. |
 The utility player made 27 appearances scoring 2 goals. |
| 2000/01 - Colm Kiely (Division 1) |
2001/02 - Patrick Kenrick (Division 1) |
 Made 26 appearances at sweeper. Joined brother Padraig to become the first brothers to win the main team award. |
 Ballingarry won the Desmond cup for the first time, goalkeeper Patrick Kenrick won the player of the year award for the first time. He played 24 games and scored 4 goals including the first in the cup final. |
| 2002/03 - Niall Condron (Division 1) |
2003/04 - Aidan Barrett
(Premier Division) |
 Played 24 games at mid field scoring 2 goals as Ballingarry won the first division title. |
 Played 28 games and scored 6 goals at centre half during Ballingarrys' greatest season as they won the Premier Division championship for the first time. |
2004/05 - Colm Kiely
(Premier Division) |
2005/06 - John O' Grady
(Premier Division) |

Played 32 games in total again at sweeper. Like his brother Padraig before him won the award from two different divisions. |
 Was drafted into goals after sudden departure of Patrick Kenrick and played 19 games, the vast majority in goal. It was for his showing between the posts that he received the award. |
2006/07 - Francis Kiely
(Premier Division) |
2007/08 - Denis Kelly
(Division 1) |
Played in 24 of the 29 games played by the club in the Premier Divison, mainly in midfield and scored just one goal.
That one strike was in the Desmond Cup final replay win against NCW Rovers. He becomes the 3rd member of the Kiely family to win the award. |
Played in 24 of the 26 games player over the season, scoring 19 goals from open play for the Division 1 League & Cup double winners. The striker was also voted LDFL Divison 1 Player of the Year, a firstfor the club, whileone of his goals came in the Division 1 League Cup final against Rathkeale B, during which he was also voted man of the match. |