| Devon | ||||
| Date | Home | H | A | Away |
| 15/05/2000 | Alphington | 3 | 2 | Vospers Oak Villa |
| 15/05/2000 | Dartmouth | 2 | 0 | Stoke Gabriel |
| 14/05/2000 | Appledore | 2 | 0 | Newton Abbot |
| 13/05/2000 | Budleigh Salterton | 6 | 0 | Appledore |
| 13/05/2000 | Dartmouth | 3 | 1 | Heavitree United |
| 13/05/2000 | Elburton Villa | 2 | 2 | Ottery St Mary |
| 13/05/2000 | Vospers Oak Villa | 0 | 0 | Exeter Civil Service |
| 11/05/2000 | Elburton Villa | 0 | 3 | Stoke Gabriel |
| 11/05/2000 | Topsham Town | 1 | 3 | Exeter Civil Service |
| 10/05/2000 | Alphington | 3 | 1 | Buckfastleigh Rangers |
| 10/05/2000 | Dartmouth | 1 | 0 | Budleigh Salterton |
| 10/05/2000 | Vospers Oak Villa | 5 | 2 | Appledore |
| 09/05/2000 | Cullompton | 0 | 3 | Exeter Civil Service |
| 09/05/2000 | Topsham Town | 2 | 5 | Stoke Gabriel |
| 08/05/2000 | Crediton United | 1 | 2 | Budleigh Salterton |
| 08/05/2000 | Elburton Villa | 2 | 3 | Vospers Oak Villa |
| 08/05/2000 | Heavitree United | 2 | 4 | Willand Rovers (-3) |
| 08/05/2000 | Newton Abbot | 2 | 1 | Dartmouth |
| 07/05/2000 | Appledore | 1 | 1 | Buckfastleigh Rangers |
| 06/05/2000 | Appledore | 1 | 1 | Exeter Civil Service |
| 06/05/2000 | Crediton United | 0 | 3 | Topsham Town |
| 06/05/2000 | Cullompton | 1 | 0 | Buckfastleigh Rangers |
| 06/05/2000 | Dartmouth | 2 | 1 | Plymstock United |
| 06/05/2000 | Elburton Villa | 0 | 0 | Newton St Cyres |
| 06/05/2000 | Stoke Gabriel | 2 | 0 | Budleigh Salterton |
| 06/05/2000 | Vospers Oak Villa | 1 | 3 | Heavitree United |
| 06/05/2000 | Willand Rovers (-3) | 2 | 0 | Alphington |
| 04/05/2000 | Heavitree United | 1 | 1 | Exeter Civil Service |
| 03/05/2000 | Alphington | 0 | 0 | Newton Abbot Spurs |
| 03/05/2000 | Budleigh Salterton | 5 | 1 | Vospers Oak Villa |
| 03/05/2000 | Crediton United | 2 | 8 | Dartmouth |
| 03/05/2000 | Stoke Gabriel | 1 | 0 | Ottery St Mary |
| 01/05/2000 | Appledore | 1 | 1 | Budleigh Salterton |
| 01/05/2000 | Buckfastleigh Rangers | 0 | 2 | Ivybridge Town |
| 01/05/2000 | Cullompton | 0 | 3 | Willand Rovers (-3) |
| 01/05/2000 | Elburton Villa | 0 | 2 | Plymstock United |
| 01/05/2000 | Newton Abbot | 4 | 4 | Alphington |
| 01/05/2000 | Vospers Oak Villa | 3 | 1 | Newton St Cyres |
| 29/04/2000 | Appledore | 1 | 2 | Topsham Town |
| 29/04/2000 | Budleigh Salterton | 3 | 2 | Newton St Cyres |
| 29/04/2000 | Elburton Villa | 0 | 3 | Newton Abbot |
| 29/04/2000 | Heavitree United | 2 | 2 | Ottery St Mary |
| 29/04/2000 | Ivybridge Town | 0 | 2 | Cullompton |
| 29/04/2000 | Plymstock United | 0 | 3 | Stoke Gabriel |
| 29/04/2000 | Vospers Oak Villa | 5 | 0 | Dartmouth |
| 27/04/2000 | Alphington | 2 | 5 | Elburton Villa |
| 27/04/2000 | Dartmouth | 2 | 3 | Ivybridge Town |
| 27/04/2000 | Newton Abbot Spurs | 5 | 0 | Appledore |
| 26/04/2000 | Exeter Civil Service | 1 | 6 | Vospers Oak Villa |
| 25/04/2000 | Alphington | 1 | 1 | Ottery St Mary |
| 24/04/2000 | Buckfastleigh Rangers | 2 | 1 | Newton Abbot |
| 24/04/2000 | Crediton United | 0 | 2 | Newton St Cyres |
| 24/04/2000 | Newton Abbot Spurs | 2 | 1 | Plymstock United |
| 24/04/2000 | Stoke Gabriel | 2 | 1 | Elburton Villa |
| 24/04/2000 | Topsham Town | 2 | 1 | Dartmouth |
| 24/04/2000 | Willand Rovers (-3) | 0 | 1 | Budleigh Salterton |
| 22/04/2000 | Appledore | 0 | 0 | Ottery St Mary |
| 22/04/2000 | Dartmouth | 8 | 0 | Crediton United |
| 22/04/2000 | Heavitree United | 2 | 0 | Buckfastleigh Rangers |
| 22/04/2000 | Ivybridge Town | 1 | 3 | Exeter Civil Service |
| 21/04/2000 | Appledore | 2 | 0 | Crediton United |
| 21/04/2000 | Newton Abbot | 3 | 1 | Newton Abbot Spurs |
| 21/04/2000 | Ottery St Mary | 0 | 1 | Budleigh Salterton |
| 21/04/2000 | Topsham Town | 2 | 3 | Heavitree United |
| 21/04/2000 | Vospers Oak Villa | 1 | 2 | Ivybridge Town |
| 20/04/2000 | Exeter Civil Service | 2 | 4 | Alphington |
| 17/04/2000 | Newton Abbot Spurs | 1 | 0 | Exeter Civil Service |
| 16/04/2000 | Newton Abbot | 2 | 5 | Vospers Oak Villa |
| 15/04/2000 | Alphington | 3 | 1 | Willand Rovers (-3) |
| 15/04/2000 | Budleigh Salterton | 2 | 0 | Topsham Town |
| 15/04/2000 | Dartmouth | 1 | 2 | Cullompton |
| 15/04/2000 | Newton Abbot Spurs | 4 | 1 | Ivybridge Town |
| 15/04/2000 | Newton St Cyres | 2 | 2 | Vospers Oak Villa |
| 15/04/2000 | Ottery St Mary | 7 | 2 | Elburton Villa |
| 15/04/2000 | Plymstock United | 0 | 1 | Exeter Civil Service |
| 15/04/2000 | Stoke Gabriel | 4 | 0 | Appledore |
| 13/04/2000 | Dartmouth | 2 | 3 | Vospers Oak Villa |
| 13/04/2000 | Exeter Civil Service | 2 | 0 | Heavitree United |
| 12/04/2000 | Newton Abbot Spurs | 2 | 1 | Crediton United |
| 11/04/2000 | Alphington | 2 | 0 | Topsham Town |
| 11/04/2000 | Cullompton | 2 | 1 | Plymstock United |
| 11/04/2000 | Newton Abbot | 2 | 1 | Willand Rovers (-3) |
| 08/04/2000 | Alphington | 2 | 3 | Newton St Cyres |
| 08/04/2000 | Appledore | 2 | 2 | Dartmouth |
| 08/04/2000 | Buckfastleigh Rangers | 0 | 1 | Stoke Gabriel |
| 08/04/2000 | Exeter Civil Service | 1 | 6 | Newton Abbot Spurs |
| 08/04/2000 | Heavitree United | 1 | 7 | Vospers Oak Villa |
| 08/04/2000 | Ottery St Mary | 2 | 1 | Willand Rovers (-3) |
| 08/04/2000 | Plymstock United | 4 | 2 | Crediton United |
| 08/04/2000 | Topsham Town | 1 | 4 | Ivybridge Town |
| 06/04/2000 | Alphington | 0 | 1 | Exeter Civil Service |
| 05/04/2000 | Ivybridge Town | 4 | 2 | Vospers Oak Villa |
| 05/04/2000 | Newton Abbot Spurs | 2 | 0 | Buckfastleigh Rangers |
| 04/04/2000 | Cullompton | 1 | 1 | Appledore |
| 01/04/2000 | Alphington | 1 | 5 | Cullompton |
| 01/04/2000 | Dartmouth | 1 | 2 | Newton Abbot |
| 01/04/2000 | Exeter Civil Service | 3 | 2 | Topsham Town |
| 01/04/2000 | Heavitree United | 0 | 4 | Stoke Gabriel |
| 01/04/2000 | Ivybridge Town | 5 | 0 | Elburton Villa |
| 01/04/2000 | Newton Abbot Spurs | 1 | 1 | Willand Rovers (-3) |
| 01/04/2000 | Newton St Cyres | 2 | 2 | Ottery St Mary |
| 01/04/2000 | Plymstock United | 1 | 1 | Appledore |
| 01/04/2000 | Vospers Oak Villa | 12 | 2 | Crediton United |
| 25/03/2000 | Alphington | 3 | 1 | Heavitree United |
| 25/03/2000 | Budleigh Salterton | 1 | 0 | Plymstock United |
| 25/03/2000 | Cullompton | 0 | 4 | Ivybridge Town |
| 25/03/2000 | Dartmouth | 0 | 2 | Willand Rovers (-3) |
| 25/03/2000 | Elburton Villa | 2 | 2 | Buckfastleigh Rangers |
| 25/03/2000 | Exeter Civil Service | 3 | 3 | Crediton United |
| 25/03/2000 | Newton Abbot | 3 | 1 | Appledore |
| 25/03/2000 | Topsham Town | 1 | 0 | Newton St Cyres |
| 25/03/2000 | Vospers Oak Villa | 1 | 3 | Stoke Gabriel |
| 22/03/2000 | Buckfastleigh Rangers | 0 | 2 | Plymstock United |
| 21/03/2000 | Willand Rovers (-3) | 2 | 0 | Cullompton |
| 20/03/2000 | Crediton United | 2 | 4 | Newton Abbot |
| 18/03/2000 | Alphington | 1 | 0 | Crediton United |
| 18/03/2000 | Appledore | 2 | 2 | Heavitree United |
| 18/03/2000 | Elburton Villa | 1 | 5 | Dartmouth |
| 18/03/2000 | Exeter Civil Service | 0 | 2 | Newton Abbot |
| 18/03/2000 | Ivybridge Town | 6 | 0 | Topsham Town |
| 18/03/2000 | Newton Abbot Spurs | 2 | 1 | Ottery St Mary |
| 18/03/2000 | Newton St Cyres | 3 | 2 | Buckfastleigh Rangers |
| 18/03/2000 | Plymstock United | 1 | 1 | Willand Rovers (-3) |
| 18/03/2000 | Stoke Gabriel | 2 | 1 | Cullompton |
| 15/03/2000 | Ottery St Mary | 3 | 1 | Alphington |
| 14/03/2000 | Willand Rovers (-3) | 3 | 2 | Topsham Town |
| 11/03/2000 | Appledore | 0 | 1 | Alphington |
| 11/03/2000 | Buckfastleigh Rangers | 1 | 1 | Exeter Civil Service |
| 11/03/2000 | Budleigh Salterton | 0 | 3 | Willand Rovers (-3) |
| 11/03/2000 | Elburton Villa | 2 | 4 | Heavitree United |
| 11/03/2000 | Ivybridge Town | 5 | 0 | Ottery St Mary |
| 11/03/2000 | Newton Abbot | 2 | 0 | Cullompton |
| 11/03/2000 | Newton St Cyres | 1 | 2 | Crediton United |
| 11/03/2000 | Plymstock United | 0 | 2 | Dartmouth |
| 11/03/2000 | Stoke Gabriel | 1 | 2 | Newton Abbot Spurs |
| 11/03/2000 | Topsham Town | 1 | 2 | Vospers Oak Villa |
| 04/03/2000 | Alphington | 0 | 4 | Stoke Gabriel |
| 04/03/2000 | Crediton United | 2 | 3 | Elburton Villa |
| 04/03/2000 | Cullompton | 0 | 3 | Ottery St Mary |
| 04/03/2000 | Dartmouth | 3 | 1 | Topsham Town |
| 04/03/2000 | Exeter Civil Service | 0 | 0 | Plymstock United |
| 04/03/2000 | Heavitree United | 2 | 2 | Newton St Cyres |
| 04/03/2000 | Ivybridge Town | 3 | 0 | Buckfastleigh Rangers |
| 04/03/2000 | Newton Abbot | 2 | 2 | Budleigh Salterton |
| 04/03/2000 | Newton Abbot Spurs | 2 | 5 | Vospers Oak Villa |
| 04/03/2000 | Willand Rovers (-3) | 2 | 3 | Appledore |
| 26/02/2000 | Buckfastleigh Rangers | 3 | 2 | Topsham Town |
| 26/02/2000 | Crediton United | 4 | 1 | Heavitree United |
| 26/02/2000 | Dartmouth | 0 | 1 | Ottery St Mary |
| 26/02/2000 | Newton Abbot | 3 | 1 | Elburton Villa |
| 26/02/2000 | Newton St Cyres | 1 | 8 | Ivybridge Town |
| 26/02/2000 | Plymstock United | 1 | 2 | Alphington |
| 26/02/2000 | Willand Rovers (-3) | 3 | 0 | Exeter Civil Service |
| 19/02/2000 | Alphington | 5 | 3 | Dartmouth |
| 19/02/2000 | Appledore | 9 | 3 | Newton St Cyres |
| 19/02/2000 | Cullompton | 2 | 1 | Crediton United |
| 19/02/2000 | Exeter Civil Service | 4 | 5 | Budleigh Salterton |
| 19/02/2000 | Ivybridge Town | 3 | 1 | Newton Abbot |
| 19/02/2000 | Newton Abbot Spurs | 3 | 2 | Heavitree United |
| 19/02/2000 | Ottery St Mary | 4 | 1 | Buckfastleigh Rangers |
| 19/02/2000 | Plymstock United | 1 | 2 | Vospers Oak Villa |
| 19/02/2000 | Stoke Gabriel | 3 | 2 | Willand Rovers (-3) |
| 12/02/2000 | Ivybridge Town | 1 | 1 | Appledore |
| 12/02/2000 | Newton St Cyres | 5 | 2 | Cullompton |
| 12/02/2000 | Plymstock United | 1 | 0 | Buckfastleigh Rangers |
| 05/02/2000 | Budleigh Salterton | 1 | 3 | Newton Abbot Spurs |
| 05/02/2000 | Cullompton | 14 | 2 | Elburton Villa |
| 05/02/2000 | Heavitree United | 0 | 4 | Dartmouth |
| 05/02/2000 | Newton St Cyres | 2 | 3 | Plymstock United |
| 05/02/2000 | Ottery St Mary | 6 | 0 | Crediton United |
| 05/02/2000 | Topsham Town | 1 | 2 | Alphington |
| 05/02/2000 | Vospers Oak Villa | 5 | 1 | Newton Abbot |
| 05/02/2000 | Willand Rovers (-3) | 3 | 2 | Ivybridge Town |
| 29/01/2000 | Crediton United | 2 | 3 | Buckfastleigh Rangers |
| 29/01/2000 | Dartmouth | 2 | 0 | Newton St Cyres |
| 29/01/2000 | Elburton Villa | 3 | 3 | Appledore |
| 29/01/2000 | Exeter Civil Service | 3 | 2 | Stoke Gabriel |
| 29/01/2000 | Heavitree United | 0 | 5 | Budleigh Salterton |
| 29/01/2000 | Ivybridge Town | 0 | 3 | Alphington |
| 29/01/2000 | Newton Abbot Spurs | 3 | 1 | Cullompton |
| 29/01/2000 | Ottery St Mary | 2 | 2 | Vospers Oak Villa |
| 29/01/2000 | Plymstock United | 3 | 1 | Newton Abbot |
| 22/01/2000 | Buckfastleigh Rangers | 0 | 2 | Willand Rovers (-3) |
| 22/01/2000 | Elburton Villa | 3 | 2 | Crediton United |
| 22/01/2000 | Ivybridge Town | 2 | 1 | Budleigh Salterton |
| 22/01/2000 | Newton St Cyres | 2 | 3 | Heavitree United |
| 22/01/2000 | Topsham Town | 1 | 3 | Cullompton |
| 15/01/2000 | Budleigh Salterton | 2 | 4 | Alphington |
| 15/01/2000 | Newton Abbot | 0 | 0 | Ivybridge Town |
| 15/01/2000 | Ottery St Mary | 2 | 2 | Cullompton |
| 15/01/2000 | Plymstock United | 2 | 1 | Heavitree United |
| 15/01/2000 | Stoke Gabriel | 5 | 0 | Crediton United |
| 15/01/2000 | Topsham Town | 0 | 1 | Newton Abbot Spurs |
| 15/01/2000 | Willand Rovers (-3) | 8 | 0 | Elburton Villa |
| 08/01/2000 | Alphington | 6 | 0 | Plymstock United |
| 08/01/2000 | Buckfastleigh Rangers | 2 | 1 | Newton St Cyres |
| 08/01/2000 | Cullompton | 5 | 3 | Newton Abbot |
| 08/01/2000 | Elburton Villa | 2 | 2 | Exeter Civil Service |
| 08/01/2000 | Heavitree United | 0 | 3 | Appledore |
| 08/01/2000 | Ivybridge Town | 3 | 4 | Newton Abbot Spurs |
| 08/01/2000 | Ottery St Mary | 0 | 0 | Dartmouth |
| 08/01/2000 | Vospers Oak Villa | 7 | 0 | Topsham Town |
| 08/01/2000 | Willand Rovers (-3) | 4 | 2 | Stoke Gabriel |
| 03/01/2000 | Appledore | 1 | 0 | Willand Rovers (-3) |
| 03/01/2000 | Crediton United | 0 | 4 | Alphington |
| 03/01/2000 | Cullompton | 2 | 3 | Budleigh Salterton |
| 03/01/2000 | Dartmouth | 2 | 2 | Newton Abbot Spurs |
| 03/01/2000 | Exeter Civil Service | 3 | 1 | Newton St Cyres |
| 03/01/2000 | Heavitree United | 1 | 1 | Topsham Town |
| 03/01/2000 | Newton Abbot | 4 | 6 | Stoke Gabriel |
| 27/12/1999 | Budleigh Salterton | 3 | 3 | Ottery St Mary |
| 27/12/1999 | Newton Abbot Spurs | 5 | 1 | Newton Abbot |
| 27/12/1999 | Plymstock United | 5 | 0 | Elburton Villa |
| 27/12/1999 | Stoke Gabriel | 2 | 0 | Dartmouth |
| 18/12/1999 | Plymstock United | 1 | 3 | Newton Abbot Spurs |
| 11/12/1999 | Ivybridge Town | 4 | 1 | Plymstock United |
| 11/12/1999 | Newton Abbot Spurs | 1 | 0 | Newton St Cyres |
| 11/12/1999 | Topsham Town | 1 | 2 | Budleigh Salterton |
| 04/12/1999 | Buckfastleigh Rangers | 0 | 3 | Crediton United |
| 04/12/1999 | Dartmouth | 3 | 0 | Elburton Villa |
| 04/12/1999 | Newton Abbot Spurs | 1 | 1 | Budleigh Salterton |
| 04/12/1999 | Newton St Cyres | 1 | 1 | Newton Abbot |
| 04/12/1999 | Ottery St Mary | 3 | 1 | Plymstock United |
| 04/12/1999 | Stoke Gabriel | 3 | 0 | Heavitree United |
| 04/12/1999 | Topsham Town | 2 | 4 | Appledore |
| 04/12/1999 | Willand Rovers (-3) | 1 | 2 | Vospers Oak Villa |
| 27/11/1999 | Appledore | 2 | 0 | Elburton Villa |
| 27/11/1999 | Buckfastleigh Rangers | 0 | 4 | Newton Abbot Spurs |
| 27/11/1999 | Budleigh Salterton | 2 | 0 | Newton Abbot |
| 27/11/1999 | Crediton United | 2 | 1 | Plymstock United |
| 27/11/1999 | Exeter Civil Service | 4 | 1 | Ottery St Mary |
| 27/11/1999 | Heavitree United | 1 | 4 | Cullompton |
| 27/11/1999 | Newton St Cyres | 1 | 6 | Topsham Town |
| 27/11/1999 | Stoke Gabriel | 1 | 3 | Ivybridge Town |
| 27/11/1999 | Vospers Oak Villa | 1 | 0 | Alphington |
| 27/11/1999 | Willand Rovers (-3) | 0 | 0 | Dartmouth |
| 23/11/1999 | Willand Rovers (-3) | 5 | 0 | Newton St Cyres |
| 20/11/1999 | Budleigh Salterton | 3 | 0 | Buckfastleigh Rangers |
| 20/11/1999 | Cullompton | 3 | 2 | Stoke Gabriel |
| 20/11/1999 | Ivybridge Town | 2 | 2 | Willand Rovers (-3) |
| 20/11/1999 | Ottery St Mary | 3 | 1 | Topsham Town |
| 20/11/1999 | Plymstock United | 1 | 0 | Newton St Cyres |
| 16/11/1999 | Cullompton | 4 | 1 | Alphington |
| 13/11/1999 | Alphington | 2 | 0 | Appledore |
| 13/11/1999 | Buckfastleigh Rangers | 0 | 1 | Ottery St Mary |
| 13/11/1999 | Budleigh Salterton | 2 | 2 | Dartmouth |
| 13/11/1999 | Exeter Civil Service | 4 | 4 | Elburton Villa |
| 13/11/1999 | Heavitree United | 1 | 3 | Newton Abbot |
| 13/11/1999 | Ivybridge Town | 1 | 1 | Crediton United |
| 13/11/1999 | Newton St Cyres | 2 | 1 | Stoke Gabriel |
| 13/11/1999 | Topsham Town | 3 | 3 | Plymstock United |
| 13/11/1999 | Vospers Oak Villa | 3 | 2 | Cullompton |
| 12/11/1999 | Willand Rovers (-3) | 1 | 0 | Newton Abbot Spurs |
| 06/11/1999 | Alphington | 2 | 3 | Ivybridge Town |
| 06/11/1999 | Buckfastleigh Rangers | 1 | 0 | Heavitree United |
| 06/11/1999 | Budleigh Salterton | 7 | 2 | Elburton Villa |
| 06/11/1999 | Crediton United | 1 | 3 | Vospers Oak Villa |
| 06/11/1999 | Dartmouth | 4 | 1 | Appledore |
| 06/11/1999 | Newton Abbot Spurs | 1 | 2 | Topsham Town |
| 06/11/1999 | Newton St Cyres | 0 | 2 | Exeter Civil Service |
| 06/11/1999 | Stoke Gabriel | 2 | 1 | Plymstock United |
| 06/11/1999 | Willand Rovers (-3) | 2 | 1 | Ottery St Mary |
| 01/11/1999 | Crediton United | 1 | 4 | Appledore |
| 30/10/1999 | Alphington | 3 | 7 | Budleigh Salterton |
| 30/10/1999 | Appledore | 1 | 1 | Newton Abbot Spurs |
| 30/10/1999 | Elburton Villa | 0 | 2 | Willand Rovers (-3) |
| 30/10/1999 | Exeter Civil Service | 3 | 7 | Dartmouth |
| 30/10/1999 | Heavitree United | 1 | 1 | Crediton United |
| 30/10/1999 | Ivybridge Town | 2 | 0 | Newton St Cyres |
| 30/10/1999 | Ottery St Mary | 3 | 1 | Newton Abbot |
| 30/10/1999 | Plymstock United | 3 | 2 | Cullompton |
| 30/10/1999 | Stoke Gabriel | 2 | 0 | Topsham Town |
| 30/10/1999 | Vospers Oak Villa | 2 | 1 | Buckfastleigh Rangers |
| 27/10/1999 | Ottery St Mary | 0 | 3 | Newton Abbot Spurs |
| 26/10/1999 | Willand Rovers (-3) | 2 | 4 | Heavitree United |
| 23/10/1999 | Elburton Villa | 0 | 3 | Newton Abbot Spurs |
| 23/10/1999 | Heavitree United | 2 | 4 | Ivybridge Town |
| 23/10/1999 | Topsham Town | 1 | 2 | Buckfastleigh Rangers |
| 20/10/1999 | Buckfastleigh Rangers | 0 | 3 | Dartmouth |
| 19/10/1999 | Cullompton | 2 | 2 | Topsham Town |
| 18/10/1999 | Crediton United | 1 | 5 | Exeter Civil Service |
| 16/10/1999 | Elburton Villa | 0 | 5 | Budleigh Salterton |
| 09/10/1999 | Appledore | 1 | 3 | Stoke Gabriel |
| 09/10/1999 | Elburton Villa | 2 | 5 | Cullompton |
| 09/10/1999 | Exeter Civil Service | 3 | 3 | Ivybridge Town |
| 09/10/1999 | Heavitree United | 0 | 1 | Newton Abbot Spurs |
| 09/10/1999 | Newton Abbot | 2 | 3 | Buckfastleigh Rangers |
| 09/10/1999 | Plymstock United | 2 | 3 | Budleigh Salterton |
| 09/10/1999 | Vospers Oak Villa | 1 | 2 | Ottery St Mary |
| 06/10/1999 | Ottery St Mary | 4 | 2 | Newton St Cyres |
| 05/10/1999 | Willand Rovers (-3) | 4 | 0 | Crediton United |
| 02/10/1999 | Topsham Town | 4 | 3 | Elburton Villa |
| 29/09/1999 | Buckfastleigh Rangers | 3 | 0 | Elburton Villa |
| 25/09/1999 | Appledore | 2 | 1 | Cullompton |
| 25/09/1999 | Budleigh Salterton | 5 | 1 | Crediton United |
| 25/09/1999 | Exeter Civil Service | 6 | 3 | Buckfastleigh Rangers |
| 25/09/1999 | Ivybridge Town | 5 | 0 | Heavitree United |
| 25/09/1999 | Newton Abbot Spurs | 0 | 6 | Dartmouth |
| 25/09/1999 | Newton St Cyres | 2 | 3 | Elburton Villa |
| 25/09/1999 | Plymstock United | 1 | 1 | Ottery St Mary |
| 25/09/1999 | Stoke Gabriel | 3 | 2 | Vospers Oak Villa |
| 25/09/1999 | Topsham Town | 1 | 0 | Newton Abbot |
| 22/09/1999 | Ottery St Mary | 1 | 1 | Exeter Civil Service |
| 21/09/1999 | Cullompton | 6 | 0 | Heavitree United |
| 18/09/1999 | Buckfastleigh Rangers | 4 | 2 | Appledore |
| 18/09/1999 | Crediton United | 3 | 1 | Cullompton |
| 18/09/1999 | Newton Abbot | 5 | 1 | Newton St Cyres |
| 18/09/1999 | Ottery St Mary | 3 | 2 | Stoke Gabriel |
| 18/09/1999 | Vospers Oak Villa | 3 | 1 | Willand Rovers (-3) |
| 15/09/1999 | Buckfastleigh Rangers | 0 | 2 | Vospers Oak Villa |
| 14/09/1999 | Willand Rovers (-3) | 0 | 0 | Newton Abbot |
| 13/09/1999 | Crediton United | 3 | 3 | Stoke Gabriel |
| 11/09/1999 | Appledore | 0 | 2 | Ivybridge Town |
| 11/09/1999 | Budleigh Salterton | 4 | 1 | Cullompton |
| 11/09/1999 | Crediton United | 1 | 1 | Ottery St Mary |
| 11/09/1999 | Newton Abbot | 3 | 0 | Plymstock United |
| 11/09/1999 | Newton St Cyres | 0 | 5 | Willand Rovers (-3) |
| 11/09/1999 | Stoke Gabriel | 0 | 1 | Alphington |
| 07/09/1999 | Cullompton | 3 | 0 | Newton Abbot Spurs |
| 04/09/1999 | Alphington | 1 | 0 | Newton Abbot |
| 04/09/1999 | Buckfastleigh Rangers | 1 | 1 | Cullompton |
| 04/09/1999 | Crediton United | 2 | 4 | Willand Rovers (-3) |
| 04/09/1999 | Exeter Civil Service | 2 | 0 | Appledore |
| 04/09/1999 | Ivybridge Town | 1 | 2 | Stoke Gabriel |
| 04/09/1999 | Newton Abbot Spurs | 1 | 1 | Elburton Villa |
| 04/09/1999 | Newton St Cyres | 2 | 5 | Dartmouth |
| 04/09/1999 | Ottery St Mary | 5 | 2 | Heavitree United |
| 04/09/1999 | Plymstock United | 1 | 0 | Topsham Town |
| 04/09/1999 | Vospers Oak Villa | 2 | 4 | Budleigh Salterton |
| 01/09/1999 | Budleigh Salterton | 2 | 1 | Exeter Civil Service |
| 01/09/1999 | Ivybridge Town | 1 | 4 | Dartmouth |
| 01/09/1999 | Stoke Gabriel | 0 | 0 | Buckfastleigh Rangers |
| 01/09/1999 | Topsham Town | 0 | 1 | Ottery St Mary |
| 30/08/1999 | Heavitree United | 1 | 4 | Alphington |
| 30/08/1999 | Newton Abbot | 4 | 2 | Crediton United |
| 30/08/1999 | Newton St Cyres | 1 | 3 | Appledore |
| 28/08/1999 | Appledore | 4 | 3 | Vospers Oak Villa |
| 28/08/1999 | Buckfastleigh Rangers | 2 | 3 | Alphington |
| 28/08/1999 | Budleigh Salterton | 3 | 2 | Stoke Gabriel |
| 28/08/1999 | Crediton United | 0 | 0 | Newton Abbot Spurs |
| 28/08/1999 | Cullompton | 6 | 4 | Newton St Cyres |
| 28/08/1999 | Dartmouth | 2 | 1 | Exeter Civil Service |
| 28/08/1999 | Elburton Villa | 4 | 2 | Topsham Town |
| 28/08/1999 | Newton Abbot | 10 | 1 | Heavitree United |
| 28/08/1999 | Ottery St Mary | 6 | 1 | Ivybridge Town |
| 28/08/1999 | Willand Rovers (-3) | 1 | 1 | Plymstock United |
| 25/08/1999 | Dartmouth | 4 | 2 | Buckfastleigh Rangers |
| 25/08/1999 | Exeter Civil Service | 2 | 3 | Willand Rovers (-3) |
| 25/08/1999 | Newton St Cyres | 0 | 5 | Budleigh Salterton |
| 25/08/1999 | Plymstock United | 0 | 2 | Ivybridge Town |
| 25/08/1999 | Vospers Oak Villa | 4 | 3 | Elburton Villa |
| 24/08/1999 | Stoke Gabriel | 1 | 0 | Newton Abbot |
| 23/08/1999 | Newton Abbot Spurs | 1 | 1 | Alphington |
| 21/08/1999 | Appledore | 1 | 0 | Plymstock United |
| 21/08/1999 | Budleigh Salterton | 0 | 0 | Ivybridge Town |
| 21/08/1999 | Cullompton | 2 | 1 | Vospers Oak Villa |
| 21/08/1999 | Dartmouth | 0 | 1 | Alphington |
| 21/08/1999 | Heavitree United | 3 | 2 | Elburton Villa |
| 21/08/1999 | Newton Abbot | 3 | 2 | Ottery St Mary |
| 21/08/1999 | Newton St Cyres | 1 | 10 | Newton Abbot Spurs |
| 21/08/1999 | Stoke Gabriel | 3 | 2 | Exeter Civil Service |
| 21/08/1999 | Topsham Town | 1 | 4 | Crediton United |
| 21/08/1999 | Willand Rovers (-3) | 1 | 1 | Buckfastleigh Rangers |
| 18/08/1999 | Budleigh Salterton | 3 | 0 | Heavitree United |
| 18/08/1999 | Elburton Villa | 2 | 6 | Ivybridge Town |
| 18/08/1999 | Exeter Civil Service | 2 | 1 | Cullompton |
| 18/08/1999 | Newton Abbot | 0 | 1 | Topsham Town |
| 18/08/1999 | Newton St Cyres | 1 | 2 | Alphington |
| 18/08/1999 | Vospers Oak Villa | 6 | 1 | Plymstock United |
| 16/08/1999 | Newton Abbot Spurs | 0 | 2 | Stoke Gabriel |
| 14/08/1999 | Buckfastleigh Rangers | 2 | 1 | Budleigh Salterton |
| 14/08/1999 | Crediton United | 1 | 0 | Ivybridge Town |
| 14/08/1999 | Cullompton | 6 | 0 | Dartmouth |
| 14/08/1999 | Elburton Villa | 1 | 4 | Alphington |
| 14/08/1999 | Heavitree United | 2 | 5 | Plymstock United |
| 14/08/1999 | Newton Abbot | 3 | 1 | Exeter Civil Service |
| 14/08/1999 | Ottery St Mary | 1 | 1 | Appledore |
| 14/08/1999 | Stoke Gabriel | 5 | 1 | Newton St Cyres |
| 14/08/1999 | Topsham Town | 1 | 1 | Willand Rovers (-3) |
| 14/08/1999 | Vospers Oak Villa | 0 | 3 | Newton Abbot Spurs |