Editor’s Note: We love scouring the internet for reasons to spend money we don’t have on cars we daydream about owning, and these are our picks this week. All prices listed are bid amounts at the time of publishing.
The classic car market is a fickle mistress. One minute air-cooled Porsches and Ferrari Dinos are worthless and the next, they’re the hottest cars on the market. It’s hard to predict exactly what the market will do and which cars it will favor in the next 10–20 years, but there are a few types of cars you can look out for that have a good chance of becoming future collectibles. Unique or special-edition cars are always a solid bet, and right now, ’90s and early-aughts cars are at a low, price-wise, in their life cycles — which is where you’ll find your next investment.
2006 Audi S4 Special Edition

What we like: Not only is this S4 a 25-year celebration of Audi’s quattro system, but it was also the last-generation S4 to come with a V8, before the company downsized to V6s.
From the seller: This is the special edition of which only 250 units were produced, celebrating 25 years of Quattro four-wheel-drive.
Mileage: 62,510
Location: Dublin, Ohio