Population: 25,763
Single: 30.5%
Median family income: $121,355
With its vast open spaces, woodlands and trails, Milton is a natural paradise on the doorstep of Boston where you'll find fit singles cycling, jogging and rollerblading along the Neponset River Greenway. Throw on your deck shoes and head to the Milton Yacht Club to find a deep-pocketed sweetie who'll take you sailing on Massachusetts Bay. Play your cards right, and by the time the New England winter sets in, you'll have a new flame to cozy up to. Milton can be sleepy, so for a raucous evening, head to neighboring Quincy or Boston.
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