In the past, the time of year used to make a huge difference to the amount of money you could get when selling your car. However, nowadays, things are not quite so clear cut. Off-road cars used to sell much better during the snowy and icy winter months, but with the popularity of 4x4s and SUVs, demand for these vehicles is now high all year round. Likewise with convertibles; whilst 10 or so years ago, few people would consider buying a convertible car during the cold, damp winter, modern drop-tops are now so well designed and engineered that they may be used quite comfortably all year round.
However, there are some times of the year that are better than others to sell your car; particularly if it is in average (rather than mint) condition, or if it is a particularly common model. The two peaks in the new car market (1 March and 1 September) create a knock on effect in the used market as new car buyers trade in or sell their old cars. This causes a glut of used cars on the market, and so unless yours stands out from the crowd, it is probably best to avoid these times of year.
It's also worth bearing in mind that cars always seem to sell well during the warm, sunny months; few people are tempted to stand outside looking at cars in the cold rain or driving sleet, when they'd much rather be inside in the dry and warm.
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