Gammel Kirstineberg traces its history back to the late 18th century when Christian VII sold the royal holdings on Falster in auction to make payments on the Danish sovereign debt.

The land was divided into eight parcels, each of which forming the basis of a new manor house with associated tenant farms.

Parcel number seven was acquired by H. Tersling and P. Thestrup who constructed a house on the land and named the estate Vennerslund ("Friends' Grove").

A second manor house was built on the land in 1773 after the tenant farmers had complained about the long distances they had to cover to work in the fields.

B. S. Estrup, who would later serve as Prime Minister of Denmark, sold the estates to Therman Ø. Hillerup after a few years.

[2] The main wing is located on the northside of a large courtyard which is flanked by farm buildings on the east and west sides.