Depending on what you're looking for, $275,000 might be iffy. I live in West Chester, PA (Chester County). My house is probably around $400-ish. It is a 4 bedroom 2.5 bath, 35 years old, and isn't a showpiece by any stretch. $275 is more the range for townhouses in this area.
The farther west you go from where I am, the cheaper houses are. Exton is still a bit pricy, Downingtown less so. Phoenixville and Collegeville are more reasonable, but are farther away from the city, if that matters to you.
Traffic in this area is pretty brutal. Most restaurants are packed on Fri and Sat nights. Winters aren't horrible, especially if you don't have to get to work. Today is 85 degrees, which is nutso.
Not quite as familiar with prices in Delaware and Montgomery counties, though you could run names by me if you'd like.