Ok, can't help but pitch my favorite. I used to do a 290nm trip a couple times a month ... but only in the summer because it was to go to the lake house, in Indiana, and I'm not IFR. I'd pack the wife, 2 kids, smallish dog and a weekend worth of luggage. The wife loved the plane since it was stall / spin proof and looked brand new compared to the '79 172 I had before and the rentals we used on occasion.
http://www.velocityaircraft.com/airplane-models-turbo.html
$100k gets you 165kts, 4 seats, 1,000lb useful load, dual EFIS with a
backup EFIS, Garmin 430W with constant speed prop and retractable gear. The kids will LOVE the gull wing doors and the wife will love the new carpet and leather interior. You will love the factory support and the fact that if you want a new state of the art autopilot, you can have one for $4k not $20k.
Only downside is that your need a 4,000 ft paved runway at both ends ... at least with wife, kids and dog. For your commute, 3,000 ft paved is fine.