It depends on how much hops are used in the recipe that soak up wort. However, as Bugeater said, a pickup tube works great. I bought one of these from Bargainfittings.com

for my converted keggle. As is shown here, it leaves a gallon in the kettle. However, I am cutting it shorter at a 45 degree angle before the next brew to get closer to the center, but not into the trub for most beers. This should reduce the amount to 1/4 of a gallon or less.
Primary -
Secondary:
Kegged: Gangnam Style IIPA, Kentucky Breakfast Stout Clone, Oak Aged Robut Porter, Your mom
Upcoming Brew Schedule: Winter Warmer, Cider, APA
PFC, BN Army 