| 1679 | Simon van der Stel arrives in Table Bay as Commander of the Cape. |
| 1685 | Land is granted to Van der Stel, which he names Constantia. |
| 1699 | Van der Stel retires as Governor of the Cape. |
| 1712 | Simon van der Stel dies. |
| 1716 | Oloff Bergh becomes owner of a part of the original Constantia, popularly referred to as Groot Constantia. The two other parts, Bergvliet and Klein Constantia, become the property of Pieter de Meijer. |
| 1724 | Bergh’s wife, Anna de Koningh, becomes the owner of Groot Constantia. |
| 1734 | Carl Georg Wieser buys Groot Constantia from the estate of De Koningh. |
| 1759 | Jacobus van der Spuij buys Groot Constantia from the estate of his late stepfather. |
| 1778 | Jan Serrurier buys Groot Constantia and in the same year sells the farm to Hendrik Cloete. |
| 1789 | Outbreak of the French Revolution, which lasts until Napoleon seizes power in 1799. |
| 1792 | Henrik Cloete’s restoration of the farm is complete. |
| 1795 | The First British Occupation of the Cape. |
| 1795 | The German poet Friederich Gottlieb Klopstock composes Der Kapwein und der Johannesberger, Kapwein being Constantia wine. |
| 1799 | Hendrik Cloete (junior) becomes the new owner of Groot Constantia. |
| 1803 | The Cape comes under Batavian rule. |
| 1806 | The Second British Occupation of the Cape. |
| 1811 | Sense and Sensibility, a novel by Jane Austen in which Constantia wine is mentioned, is published. |
| 1815 | Napoleon is banished to St Helena after his defeat of Waterloo. On St Helena he was supplied with wine from Groot Constantia until his death in 1821. |
| 1818 | The wife of the late Hendrik Cloete, Anna Catharina Scheller, becomes the second woman to own the estate. |
| 1824 | Scheller sells the estate to her oldest son, Jacob Pieter Cloete. |
| 1833 | King Louis Philippe of France becomes the biggest buyer ever of Groot Constantia wine. |
| 1834 | Slavery is abolished, but slaves are apprenticed to their owners for a four-year period, i.e. Up to 1838. |
| 1855 | Sliver medals are awarded to Groot Constantia wine at the Paris Exhibition. |
| 1857 | Les Fleurs du mal is published, a volume of poems by the French poet Charles Baudelaire, in which Sed non satiata praises Constantia wine. |
| 1859 | The fungal disease oidium tuckeri, also known as mildew or powdery mildew, is discovered in the Cape vineyards. In December it is also found in the Groot Constantia vineyards. |
| 1860 | A 10-year free trade agreement is concluded between Britain and France, under which French wines benefit greatly, to the disadvantage of Cape wine exports, including that of Groot Constantia. |
| 1866 | The vine disease phylloxera, caused by an insect called peritymbia vitifolii, ravages the vineyards of the Cape, including those of Groot Constantia. |
| 1867 | Silver medals are awarded to Groot Constantia wine at the Paris Exhibition. |
| 1872 | Jacob Pieter Cloete is declared insolvent in the Cape Supreme Court. |
| 1874 | Two medals are awarded to Groot Constantia wine in Vienna. |
| 1875 | Jacob Pieter Cloete’s oldest son Henry, and his two sons, become responsible for the running of the farm. |
| 1876 | Two medals are awarded to Groot Constantia wine in Philadelphia. |
| 1878 | A gold medal is awarded to Groot Constantia wine in Paris. |
| 1881 | Six awards are won by Groot Constantia wine in Melbourne. |
| 1885 | Groot Constantia is bought at an auction for the Cape Government by the Master of the Cape Supreme Court. |
| 1925 | The homestead and the bulk of its contents are destroyed by a fire. |
| 1926 | The homestead is restored under the chairmanship of the architect FK Kendall. |
| 1927 | The homestead is opened as a museum, and Alfred Aaron de Pass starts donating and buying items for the homestead until his death in 1952. |
| 1936 | The homestead, with areas surrounding it and all objects thereon, is proclaimed a National Monument by the Minister of the Interior according to Section 8 of the Natural and Historical Monuments, Relics and Antiques Act, 1934 (Act No. 4 of 1934). |
| 1969 | The South African Cultural History Museum becomes responsible for the running of the homestead and the wine cellar. |
| 1971 | The Wine Museum is established by the South African Cultural History Museum in a part of the wine cellar. |
| 1976 | The Groot Constantia Control Board is established, which replaces the Department of Agricultural Technical Services as viticultural body on the farm. |
| 1984 | The Groot Constantia State Estate, including the Groot Constantia and Hoop op Constantia homesteads and all the outbuildings thereon, are declared a National Monument by the Minister of the Department of National Education according to Section 10 (1) of the War Graves and National Monuments Act, 1969 (Act 28 of 1969). |
| 1993 | The Groot Constantia Trust, an association incorporated under section 21 of the Companies Act of 1973, is established, which replaces the by now disbanded Groot Constantia Control Board. The Groot Constantia Trust becomes the sole owner of the farm. |
| 1993 | The historic bath, homestead, Jonkershuis complex, and wine cellar are restored by architects Revel Fox & Partners. The project is completed in 1994. |
| 1994 | Restoration of the pediment gable of the Cloete cellar. |
| 1996 | Restoration of the graveyard. |
| 1997/8 | Renovation to Hoop on Constantia. |