For Sale, Isle of Capri Castle First Developed by Emperor Tiberius

I did not know Tiberius was a property developer but according to Tacitus he built 12 villas on Capri where he "...took to secret debaucheries and deplorable leisures"* (Tacitus annals 4,67) He liked the place so much he ended up running (more or less) the empire from the island for the last ten years of his life. This iteration was built on the ruins of the earlier construction.

Via Moderation is 4 Monks

From Homes of the Rich:

Location: Capri, Italy
Square Footage: 10,760
Bedrooms & Bathrooms: 10 bedrooms & 8 bathrooms
Price: €35,000,000 or $44,717,005
Via Del Castiglione is a waterfront castle located in Capri, Italy that is situated 820 feet above sea level with amazing views of the sea and the city. It was ruins before being restored throughout the years, starting from the first renovation works carried out by Carlo d’Angiò in 1283. The castle is one of the 12 villas of Tiberius and features approximately 10,760 square feet of living space with 10 bedrooms, 8 bathrooms, a large 2100 square foot living area, terraced gardens and a swimming pool.
CLICK HERE FOR THE LISTING

*Tacitus hated pretty much all the emperors so he may have been stretching it with the debaucheries line.