Why buy an Enfield? To me, the reasons are simple. I can give you the reasons I bought one and the reasons I ride mine daily.
1. When I first saw an Enfield, I literally did a double-take. I was lucky enough that the fellow riding it was going to the same place I was. I got to look closely, admire the simplicity and...fall in love. On the spot. With everything about it. These engines are a work of art, even if they require attention to operational details. I was fortunate enough to find one online in my town within a few weeks.
2. Along with #1, they turn heads. These bikes look great, sound great and ride great. In so may ways, it's the perfect in-town bike. Lots of low-end torque and smooth, solid running (mine is, at least). I own several bikes, and when I ride my Enfield, I ALWAYS am approached by people admiring the bike. I've even had Harley riders come up and start up conversations with me, which often touch on old Brit bikes and thoughts of Brough Superiors, Vincents, BSA's, Nortons and Matchless. I have made some new friends from this bike, and shared some cool tips and techniques from other riders, that apply to my other bikes and to theirs. This type of interaction never seems to happen with my other bikes, even my mint-condition '73 Honda CB750 Four.
3. You gotta tinker with these beauties. To me, that's half the fun of owning a RE. I can get on the Honda and bomb around all summer without having to do so much as an adjust the brakes a little and change the oil once. It never breaks down, starts right up and goes. But with my Bullet, like my long-gone (and lamented) BSA, I have to check oil, clean off drips, check for new drips, check bolts, inspect this and that before riding EVERY time. I like that. It makes me feel closer to the bike. I know what's going on with that machine, and every inch of that bike. I know exactly what's happening with this sound or that. I know what needs replacement and when. I know what to expect because I've had to go over everything. I feel connected to this machine in a way that I don't in the same way with my other bikes (don't tell them!)
4. Chicks dig 'em. I have been approached several times by women just wanting to go for a ride. And let me tell you, having that warm girl on the back with her arms around my waist while we ride out to the gorge with a backpack full of lunch and nothin' but the afternoon in front of us confirms that I bought the right bike this year.
5. Oh yeah, I almost forgot...I could have bought three Enfields for the price I paid for the Bonneville, and I pay about $9/week for gas, riding daily.
Convinced yet?