5 of 25
5. Westport, CT
Westport, CT
Population: 26,218
Median family income: $193,540
Median home price: $1,200,000

Culture vultures have been making Westport home for more than a century, but they've traded their paintbrushes for season tickets. Once an artist's colony, Westport is now better known as an affluent bedroom community on Long Island Sound that's held on to its cultural roots.

You can check out an exhibit at the Westport Arts Center, catch an outdoor concert at the Levitt Pavillion, attend an A-list show at the Westport Country Playhouse, or watch the locals strut their stuff at the Westport Community Theater.

Martha Stewart launched her empire more than 25 years ago from one of the town's ubiquitous colonial farmhouses, but don't expect to run into the domestic doyenne down on Main St. She's moved on, and now calls Katonah, N.Y. home.

See complete data and interactive map for Westport

NEXT: Los Altos, CA

Last updated July 16 2008: 1:22 PM ET
Full list: Top 100 Great jobs, great schools, affordable housing - America's best small cities have all that and more. (more)
Singles, meet your match These 25 places have the highest percentage of singles, and an over-30 scene. (more)
Where to ride out a gas crunch Here are 10 places where commutes are short or many residents get to work in ways that don't use a lot of fuel. (more)
Search by city or state
Special Offer

Most stock quote data provided by BATS. Market indices are shown in real time, except for the DJIA, which is delayed by two minutes. All times are ET. Disclaimer. Morningstar: © 2018 Morningstar, Inc. All Rights Reserved. Factset: FactSet Research Systems Inc. 2018. All rights reserved. Chicago Mercantile Association: Certain market data is the property of Chicago Mercantile Exchange Inc. and its licensors. All rights reserved. Dow Jones: The Dow Jones branded indices are proprietary to and are calculated, distributed and marketed by DJI Opco, a subsidiary of S&P Dow Jones Indices LLC and have been licensed for use to S&P Opco, LLC and CNN. Standard & Poor's and S&P are registered trademarks of Standard & Poor's Financial Services LLC and Dow Jones is a registered trademark of Dow Jones Trademark Holdings LLC. All content of the Dow Jones branded indices © S&P Dow Jones Indices LLC 2018 and/or its affiliates.