2. Darien, CT
Population: 20,209
Median family income: $218,130
Median home price: $1,220,000
You can tell the locals by the way they say the name: It rhymes with "Mary Ann," not "Marion." Just down the road from New Canaan along Connecticut's Gold Coast, Darien's views of Long Island Sound might inspire you to pick up a paintbrush or join one of the town's numerous boat, beach or country clubs.
Like its neighbor to the north, Darien was once a vacation community for New York City's upper crust who decided to lay down year-round roots.
See complete data and interactive map for Darien
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Last updated July 16 2008: 1:22 PM ET
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