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John Methven Mitchell (1887–1959), MBE, JP 1950 William Oliphant Hutchison (1889–1970)John Methven Mitchell (1887–1959), MBE, JP 1950 Cupar County Buildings
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Sir Ralph William Anstruther of Balcaskie (1858–1934), 6th Bt 1924 Samuel Henry William Llewellyn (1858–1941)Sir Ralph William Anstruther of Balcaskie (1858–1934), 6th Bt 1924 Cupar County Buildings
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James Bruce (1811–1863), 8th Earl of Elgin and 12th Earl of Kincardine 1865 Morton Edwards (1834–1917)James Bruce (1811–1863), 8th Earl of Elgin and 12th Earl of Kincardine 1865 Cupar County Buildings
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James Bruce (1811–1863), 8th Earl of Elgin and 12th Earl of Kincardine, Governor General of India, Lord Lieutenant of Fife 1864–1865 Francis Grant (1803–1878) (after)James Bruce (1811–1863), 8th Earl of Elgin and 12th Earl of Kincardine, Governor General of India, Lord Lieutenant of Fife 1864–1865 Cupar County Buildings
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George II (1683–1760) c.1749–1760 John Shackleton (d.1767)George II (1683–1760) c.1749–1760 Cupar County Buildings
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Queen Charlotte (1744–1818) 1760s Allan Ramsay (1713–1784)Queen Charlotte (1744–1818) 1760s Cupar County Buildings
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George III (1738–1820) 1760s unknown artistGeorge III (1738–1820) 1760s Cupar County Buildings
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Thomas Erskine (c.1745–1828), 9th Earl of Kellie 1824–1828 David Wilkie (1785–1841)Thomas Erskine (c.1745–1828), 9th Earl of Kellie 1824–1828 Cupar County Buildings
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James Hay Erskine Wemyss (1829–1864), of Wemyss and Torrie, MP 1865 Amelia Robertson Hill (1820–1904)James Hay Erskine Wemyss (1829–1864), of Wemyss and Torrie, MP 1865 Cupar County Buildings
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Sir Robert Anstruther of Balcaskie (1834–1886), 5th Bt, MP 1866 Charles Augustus Henry Lutyens (1829–1915)Sir Robert Anstruther of Balcaskie (1834–1886), 5th Bt, MP 1866 Cupar County Buildings
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General Sir John Hope, 4th Earl of Hopetoun, GCB 1817–1819 Henry Raeburn (1756–1823)General Sir John Hope, 4th Earl of Hopetoun, GCB 1817–1819 Cupar County Buildings