Population: 59,142
Single: 41.8%
Median family income: $139,756
This town is just west of Boston and boasts Coolidge Corner, a town square area filled with cafes and boutiques. Brookline is also part of the Emerald Necklace, a network of connected parks and waterways that total 1,000 acres in the Boston area.
(MONEY: Best Places to Live)