Steve,
Having lived in the New England area for 11 years (New Hampshire) and flown all over I have discovered that there really aren’t too many places you cant go with the types of airplanes you have been asking about. I realize backcountry STOL type flying is what everyone wants to do but one must also consider the region in which one lives in. The NE region just doesn’t require a fire breathing Skywagon, Super Cub, Husky, Maule type of airplane to have fun. You will be able to have a blast in a 172, Tri-Pacer, Pacer, Cherokee, 182. Don't worry so much on the backcountry aspect of the airplane, worry more on the right fit of airplane for you right now within your budget. Now, there are a few places in New England that a Skywagon Super Cub, Husky are required but those are pretty un common in your area. Target a good airplane in good condition within your budget, learn a lot and have fun!
Kurt
