Originally Posted by Analise
I think your geography is a bit skewed here. First off, if you're looking for an Eastern shore beach house, St Leonard is on the western shore. If you're looking for an ocean view, both shores won't deliver that because they are on the Chesapeake, not the Atlantic Ocean.
You'll need to drive to Ocean City to get a beach house in Maryland which is the only town in Maryland on the ocean. So do you want to be on the ocean or do you want to be on the Chesapeake?
I think st leonard is on the western shore of the chesapeake, while st michaels is on the eastern shore of the chesapeake. Nearby by boat, but not by car. Water front/view property in St.L. area is rather inexpensive in the overall cost of properties.
Cheap on the western shore is probably North Beach, or chesapeake beach. However, you gets what you pays for. I don't think they have torn down the one room rentals in norht beach yet.
OC is on the ocean, and it is but a small step above atlantic city NJ.