In December of 1999 Drearylands began production on what would be their new premier recording. Around that same time, Patrick Amorim (guitar) joined. The aforementioned self-financed album, on their own 'Mandrahgora' label, was launched in July of 2000. It merged heavy metal with medieval sounds, choirs, violins, and classical/acoustic guitars. A professional recording all the way, they would start to work on a second record almost immediately, that album came in 2003 as From the Ashes EP (2003). Heliopolis... or Just Another Dreary Season (2003), Collateral Damage EP (2016) and No Poetry Lasts (2017) would follow.
Iglesias and Bittencourt would leave and be replaced several times over, eventually settling on Marcos Cazé and Rafael Syade respectively, with Páris Menescal adding another guitar to the mix. The act would split twice... once in 2006 where it was thought they had quit. They re-united briefly in 2011 for three shows only to re-unite more permanently in 2015.