House Osgrey of Standfast is a noble house of the Reach, sworn through the centuries first to the green-handed Gardener kings of Highgarden and now, in their diminishment, to Lord Rowan of Goldengrove. In the Age of Heroes the Osgreys were Marshals of the Northmarch, charged with the defense of the Reach's northern border against the petty kings of the Westerlands, and they held four castles, dozens of bannermen, and hundreds of landed knights in their service. Lord Perwyn Osgrey raised Coldmoat, the greatest of those holdfasts, on the banks of the Chequy Water in the long peace before the dragons came, and a chequy lion of green and gold, rampant on a field of white, flew from every tower they kept.
Their fall was a long one. They lost Coldmoat to the upstart Webbers in the chaotic reign of Maegor the Cruel, and the centuries that followed stripped the line of holding after holding, of bannerman after bannerman, of son after son. The Blackfyre Pretender's cause was meant to be their restoration: Lord Ormond Osgrey, called the Little Lion, had been a hero of the old Reach, and his grandson Ser Eustace cast his lot with Daemon Blackfyre in the hope that a Blackfyre king might give back what a Targaryen king had taken. Instead, the Redgrass Field killed Eustace's three sons in a single afternoon, and by the time of The Sworn Sword the Osgreys had dwindled to a single landed knight, two old retainers, and the squat towerhouse of Standfast, with even that holding pressed at its borders by the Red Widow of Coldmoat.
By the events of A Game of Thrones the chequy lion has not been heard from in living memory. The line is reckoned still extant by the heralds of Oldtown, but no Osgrey sits at any Reach council, and no Osgrey banner is mustered for the Lord of Highgarden's hosts. What remains of the house, if anything remains at all, holds the small white tower of Standfast under Rowan and waits, as the Osgreys have waited for centuries, for a turn of the wheel that has not yet come.