I am a PC fanboy until I die. This is because I build my own desktops and I love to game on them, I am also extremely comfortable with the inner-workings of the Windows operating system.
That being said, if I was ever going to get a laptop, it would definitely be a MacBook. The form factor, the build quality, and the ease of use are unmatched in the laptop world. Since you said around $1,000, it seems that a MacBook would be right for you. From what I have seen, you could squeeze a good 4 years out of one. Remember, you get what you pay for.
The only reason I would not get a MacBook is if I wanted to save money.
If you want to go for a Windows laptop, then message me and I will help find the right one for you. I am very knowledgeable in the area of computers, and I'll work hard to find exactly what you need.
Bromance Crew, since '08