The estate was originally called Totterupholm and was created when Ide Munk, the widow of Oluf Rosenkrantz, merged the farms in the village of Totterup into a single manor circa 1560. Oluf Rosenkrantz had been the wealthiest man in the country. Their daughter Mette Rosenkrantz took over the estate after her mother's death in 1586. She had been married first to Steen Rosensparre and then to Peder Oxe but had become a widow for the second time with her second husband's death in 1575. This had left her the wealthiest woman in the country. After her death, in 1588, Totterupholm was endowed to her granddaughter, Jytte Gyldenstierne, who had been married first to PederJuel of Gjorslev and then Christian Grubbe of Lystrup. Her son, Peder Grubbe, sold the estate to Edel Rosenkrantz in 1644. She married Knud Ulfeldt who was killed in the Scanian War in 1657. Edel Rosenkrantz died in 1684. One of her daughters, Margrethe Ylfeldt, was married to admiral Niels Juel, who bought out the other hairs. Niels Juel died in 1797. The estate was then passed on to his son-in-law, Niels Krag. His widow, Sophie Krag, then owned it until her death in 1731.
Barony of Rosenlund
Niels and Sophie Krag's eldest daughter daughter, Anna Margretha Krag, the widow of Christian Pedersen Juel, married Holger Rosenkrantz in 1731. In 1748, Totterupholm was elevated to a barony under the name Rosenlund. The Barony of Rosenlund could, however, due to its relatively small size, not benefit from the Tax exemptions that normally applied for tenant farms under a barony. Rosenkrantz managed Rosenlund with great skill and increased the quarrying of limestone at Faxe. Prior to his death in 1785, Rosenkrantz had chosen his nephew Iver Rosenkrantz as his heir. He had also granted him permission to sell Rosenlund on condition that he would create a fideikommis for future generations of the family.
Rosendal, 1788–present
Iver Rosenkrantz sold Rosenlund to Haagen Christian Astrup in 1788 on the condition that its name would be changed back to Totterupholm. Haagen Christian Astrup was, how ever, a few months later, granted permission instead to rename it Rosendal. In 1801, Astrup sold Rosendal to Lauridz Moss Hofgaard and Carl Adolph Stampe. In 1803, he sold it to Lauridz Moss Hofgaard. Christian Conrad, Count of Danneskiold-Samsøe acquired the estate in 1806. His widow, Johanne Henriette Valentine Danneskiold-Samsøe, sold Rosendal to their son-in-law Gustav Christian Holck-Winterfeldt in 1837. He constructed a new main building in 1847–49. Holck-Winterfeldt died on the estate on 22 November 1885. Rosendal was then taken over by his son, Flemming Holck-Winterfeldt. He left Rosendal to his nephew, Helge Ernest Knuth, who had already managed it for his uncle for some time. He modernized the operations. Helge Ernest Knuth died unmarried and without children in 1941. Rosendal was therefore passed on to his brother Flemming Knuth but he already died the following year. He left Rosendal to his nephew, Kjeld Gustav Knuth-Winterfeldt, who ceded it to his son Ditlev Helge Knuth-Winterfeldt in 1980.
Architecture
Today
Rosendal was acquired by Hong Kong-based Danish businessman Hans Michael Jebsen but is now owned by his eldest son Michael Immanuel Jebsen through the company Rosendal A/S. The estate has a total area of of which hectares are farmland, hectares are farmland and hectares are pastures.