Westport, CT —
Escape to a coastal paradise like no other

The upscale and eclectic town of Westport, CT, is just over an hour's train ride from Grand Central. Known as a forward-thinking community, Westport has historically served as an artist's haven. This tradition continues today through venues such as the Westport Country Playhouse, a theater originally opened in the 1930's with a stage large enough to feature Broadway-sized performances. Westport is perfect for the culturally-inclined who are looking for a laid back locale that's equal parts city and country.

Located on the coast of Connecticut. 50 miles from Manhattan
1 hour by car, 1:10 hours by train
Getting Here
Hop on a train from Grand Central and arrive in Westport in an hour.

"Known as a forward-thinking community, Westport has historically served as an artist's haven."

Levitt Pavilion for the Performing Arts serves as a gathering place during the warmer months. The outdoor stage boasts "over 50 nights of free music, arts, and entertainment under the stars" each summer.

Local Tips

There is a wide selection of organic markets, restaurants, and farm stands. Westport's Main Street is lined with stores, including high-end boutiques, and is a centralized location for locals to shop.

Special Features

With spots like Compo Beach, Sherwood Island State Park, and Longshore Country Club, Westport is an active waterfront community. Residents can play a round of golf, go for a sail, and take in some rays at one of Westport's scenic beaches, all without leaving town.

"Westport offers top-notch education with outstanding public and private schools."

Family events are planned year-round, such as the annual Lobster Fest at the end of the summer, which draws more than 1,000 people to Compo Beach for food, live music, and tons of entertainment for kids.

Featured Listings

278 Sherwood Drive, Fairfield (Southport), CT

Imagine waking up to this view every morning! Your own tranquil and serene oasis, complete with private pond and beautiful 3,245SF Colonial in prime Southport location. Over 8 bucolic acres (with surprisingly minimal upkeep) perfect for ziplining, playing football or relaxing in the quiet solitude. Set back from a pretty country road, the home includes 5/6 bedrooms, including a first floor master suite, kitchen with granite and stainless-steel appliances, spacious family room and large living room with fireplace. Open floor plan for casual living or formal entertaining. Light and bright sunroom with dual ceiling fans and French doors leading to wonderful stone patio with magnificent views. Hardwood floors, crown moldings and walls of glass overlooking terraces and pristine back yard. The perfect place to escape from it all! Only minutes to Route 1, train, beach, highway and shopping...yet a world away.

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