Plan on spending 2000$ in the long run for reliability and good looks.
The 350X is a torquey fast and fun 6 speed machine capable of much more than trail riding with average suspension. A bit on the heavy side, and no reverse but the most fun machine I have ever owned.
Look to the 250SX for e start, reverse and shaft auto drive.
The 250R is a 6 speed liquid cooled rocketship. Tons of top end power but not as easy to manage as the 350X. You need to be on your game to ride the 250R and it has the suspension and power to handle anything you throw at it.
I didn't like my R as much as my X because I was over jumping everything by 20 feet. One throttle mistake and your in the woods.... Everyone that owns a 250R seems to want more low end power and it isn't easy to achieve with a 2 stroke motor.
All our government does is distract us while they steal from us, misspend our tax $ and ruin our country