Family in Richmond vs. Newlyweds in Boston

Kimberly & Donnie are looking to relocate their family from Pittsburgh to Donnie's hometown of Richmond Kentucky. Though short on amenities, the area is full of the wide open spaces they crave. Meanwhile, Matlyda & Robert want to put down roots in Boston with a condo that's close to all of the downtown activities they enjoy and comes with its own parking spot. Both homebuyers have the same $500,000 budget, but who will get the best value for the dollar?