* 2006 -- Alan Moore (writing) and David Lloyd (art), V for Vendetta
* 2005 -- A. E. van Vogt, The Weapon Shops of Isher
* 2004 -- Vernor Vinge, The Ungoverned
* 2003 -- Robert Heinlein, Requiem
* 2002 -- Patrick McGoohan, The Prisoner
* 2001 -- Jerry Pournelle and John F. Carr editors, The Survival of Freedom
* 2000 -- Hans Christian Anderson, The Emperor's New Clothes
* 1999 -- H. Beam Piper and John McGuire, A Planet for Texans aka Lone Star Planet
* 1998 -- Robert Heinlein, Time Enough for Love
* 1997 -- Robert Heinlein, Methuselah's Children
* 1996 -- Robert Heinlein, Red Planet
* 1995 -- Poul Anderson, The Star Fox
* 1994 -- Yevnegi Zamiatin, We
* 1993 -- Ursula K. Le Guin, The Dispossessed
* 1992 -- Ira Levin, This Perfect Day
* 1991 -- F. Paul Wilson, An Enemy of the State
* 1990 -- F. Paul Wilson, The Healer
* 1989 -- J. Neil Schulman, Alongside Night
* 1988 -- Alfred Bester, The Stars my Destination
* 1987 -- Robert A. Heinlein, Stranger in a Strange Land;Ayn Rand, Anthem
* 1986 -- Cyril Kornbluth, The Syndic; Robert Anton Wilson/Robert Shea, Illuminatus!
* 1985 -- Poul Anderson Trader to the Stars; Eric Frank Russell, The Great Explosion
* 1984 -- George Orwell, Nineteen Eighty-Four; Ray Bradbury Farenheit 451
* 1983 -- Robert Heinlein, The Moon is a Harsh Mistress;Ayn Rand, Atlas Shrugged
http://www.lfs.org/awards.htmNotice the first awards went to Heinlein for perhaps his most libertarian novel and Ayn Rand. These both seem fitting, as do most of the rest of these. There's a few here I haven't read, but I've read most of them and they're all exceedingly libertarian except perhaps for The Dispossessed but even that could be seen as advancing a social libertarian society.