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When the era of mills and farms was ending, Westport began its second renaissance. Famous writers, artists and theater people set the pace. Seeking a retreat from the noise and bright lights of New York, they found another world just "up the mainline" (railroad) into Connecticut. Here by the seacoast and the green woods was escape. Inevitably though, they brought change with them.

Beginning in the 1920's, the growing stream of glittering newcomers was making Westport's legend. Through the next decades, the town began to figure in the plays, novels, artwork and movies generated by this talented coterie. From F. Scott Fitzgerald to Paul Newman, Joanne Woodward and Michael Bolton, from The Man in the Gray Flannel Suit to I Love Lucy, from the Westport Famous Writers', Photographers' and Artists' Schools to Stevan Dohanos famous covers for The Saturday Evening Post; Westport's sparks were flying.

The images of the town defined a lifestyle, invented a new vocabulary and forever fixed Westport in the American imagination. "Playing Westport," commuters and bedroom communities came to stay. Westport in the '90s kept its cultural vibrancy, plus. The population has grown and executives and professionals from the arenas of advertising, communications, national and international business have created a new diversity.

Theater and the arts flourish at The Westport Country Playhouse, The White Barn Theater, the Levitt Pavilion and the Westport Arts Center to name a few. The downtown Main Street hub with its movie theaters, boutiques, specialty shops and exceptional services represents varied and upscale shopping at its best. Restaurants make Westport the eating-out capital of Fairfield County. Harmoniously-scaled new building for corporate, retail and mixed use are carefully integrated into the landscape. Westport keeps its small town ambiance with real cosmopolitan flare.

(Source: Mid-Fairfield Association of Realtors)

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