I'll also skip the order ... but I'll keep the same ~$300 limit ...
Swedish Mauser (gonna be tough at $300, but they ARE out there)
Nagant M1895 Revolver
Manurhin Walther PP
Colt 1903 Hammerless Pocket Pistol (I saw one the other day for 3 even ... I'm sure the guy would've taken 299.99 to keep it in play
Well, that's more than 10 ... and I feel like I just got started ... maybe we should have set the limit lower
There are also some handguns that are C&R like the S&W revolvers from the early 1900's ... but you will be trading off condition to get the price down in the sub-$300 range ... this would likely apply to the countless Winchester 30-30's that qualify ... nice ones are likely to carry a price premium.