9. WestonWeston is nothing if not tony, with an average income for single and joint IRS filers of $531,374 in 2005, the highest in the state by a wide margin (Beacon Hill's is second highest, at $429,103). So it's no surprise the majority of Weston's housing stock is priced at more than $1 million.
What's the draw? High test scores, low crime, and sophisticated neighbors in a small-town setting. With just a handful of businesses in the town center, says Gail Bogle, senior vice president at Hammond Residential in Wellesley and Weston, when you go downtown you're going to run into somebody you know.
Many of Weston's homes are older, and there's plenty of space devoted to preservation, with more than 60 miles of hiking and riding trails, the Weston Reservoir, and acres of parks and forests. And both the Mass. Pike and 95/128 run along Weston's outskirts. It's rare to have such a rural town so close to a major metropolitan city, says Bogle.