I would love to get my hands on a Telecaster one day, but it most likely will not be my main guitar. I'll stick with my SG. Telecasters and Orange, as far as I understand, are made for each other and sound orgasmic.

So, I'm looking at telecasters but don't want to pay more for it than I paid for my SG Standard. I was just wondering if anyone with experience could tell me the most noticable differences in tone and playability between the $1000+ Tele's like the American Deluxe or Vintage '52 vs. the under-$1000 teles like the Standard, '72, or Lite Ash.

Any advice at all would be great. And yes I do plan on playing them myself before buying.
Gibson SG Standard
Orange Rocker 30 combo
Fulltone OCD
EH Holy Grail