A quaint New England town located on Connecticut’s Gold Coast, Westport sits along the Long Island Sound and the Saugatuck River, approximately 50 miles from New York City. Westport is known for its strong sense of community, with its schools regularly ranked by national publications as among the best in the country. A suburban setting, lively downtown area, and easy access to nature make Westport an idyllic New England town.
Norwalk, Weston, Wilton, Fairfield
Metro-North Railroad Stations (Green’s Farms, Westport); Interstate 95; U.S. 1; Merritt Parkway
Traditional New England colonials, historical farmhouses, Nantucket shingle-style homes, and modern houses can all be found in Westport. Its housing stock is diverse in architecture and time period, offering a variety of high-quality housing for residents.
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Westport has a wide array of different styles of homes and architecture that work together beautifully. There are many classic New England homes built in the 1800s as well as modern and authentic farm-style homes.
- Kathleen Lawton Gibbon, Real Estate Agent
love the mix of old and new, large and small. We have old farmhouses, beautiful Nantucket shingle-style homes, and more modern homes as well. Compo Beach and Saugatuck Shores have really changed since I moved here in 2003. The tiny little beach cottages have turned into beautiful year-round homes.
- Adrienne Durkin, Real Estate Agent
A strong sense of community distinguishes the town of Westport, whose residents are often involved with local schools, organizations, and government. Given Westport’s suburban feel and world-class cultural offerings, community members enjoy a slower-paced lifestyle without sacrificing the arts, dining, and cultural attractions of larger cities.
The residents of Westport create a strong sense of community, with many active in local politics, the schools, and community service. I believe that is in large part why Westport schools are often ranked number one in the state of Connecticut.
- Kathleen Lawton Gibbon, Real Estate Agent
There is no shortage of outdoor activities for Westport residents. Sitting along the Long Island Sound and Saugatuck River, the town offers great boating, watersports, trails, and public gardens. Highlights include Sherwood Island State Park, Compo Beach, Longshore Club Park, and Earthplace.
Compo Beach is spectacular! Not just the beach itself, but the playground, and the summer nights where friends gather for dinners and beautiful sunsets.
- Adrienne Durkin, Real Estate Agent
An amenity unique to Westport is absolutely Longshore Club Park, a former country club purchased by the town in 1960. It offers an 18-hole golf course (discounted rates for Westport residents), a restaurant (La Plage), a swimming pool, and so much more.
- Adrienne Durkin, Real Estate Agent
With an agricultural past and more recent artistic history, Westport boasts natural and man-made landmarks such as Sherwood Island State Park. Longshore Club Park, Westport Playhouse, MoCA Westport, and the Levitt Pavilion.
The Westport Country Playhouse is in a beautiful complex fronted by barn vernacular but underpinned by the technologically exceptional. The seasonal programs are always considered among the best of the best small live performances from around the country.
- Mark Gilrain, Real Estate Agent
The Levitt Pavilion offers wonderful shows and concerts for both adults and children.
- Kathleen Lawton Gibbon, Real Estate Agent
The Westport Museum of Contemporary Art (Westport MoCA) is on wooded grounds on the edge of town. The exhibits and programs are hosted in a historic stone home which was also a former broadcast studio.
- Mark Gilrain, Real Estate Agent
I love all of the amenities that Westport offers. From the beaches to the arts to shops and restaurants, its a very cultural town.
- Mary Kate Klemish-Boehm, Real Estate Agent
Westport’s food scene rivals that of much larger cities, with an array of world-class restaurants that offer fresh coastal cuisine, farm-fresh produce, and innovative seasonal menus. Local favorites include La Plage inside The Inn at Longshore, Bar Taco, The Whelk, and Finalmente Trattoria.
What can I say about the Westport food scene? It has to be seen to be believed. There’s a huge foodie’s list of destination restaurants and the options for food markets and farmers markets are every bit as incredible as well.
- Mark Gilrain, Real Estate Agent
Bar Taco is a family favorite with high-quality food and a fun atmosphere with scenic views of downtown Westport and the Saugatuck River.
- Kathleen Lawton Gibbon, Real Estate Agent
The social town of Westport’s nightlife consists of lively bar settings, concerts at Levitt Pavilion, and shows at Westport Playhouse. Church Lane, which is closed to cars during the mild-weather months, often offers live music, while institutions like the Spotted Horse Tavern provides a great atmosphere indoors.
They closed Church Lane to cars for as long as the weather is mild enough. There is often live music, and it feels like Europe!
- Adrienne Durkin, Real Estate Agent
For nightlife, it is a social town: dining, the playhouse, concerts at the pavilion, and spots for drinks are all part of the scene.mark
- Mark Gilrain, Real Estate Agent
Westport is a premier shopping destination for upscale retail stores and unique speciality stores, with tens of thousands of square feet of retail space added to Downtown Westport in recent years. Main Street is home to an array of shopping options, including fashionable boutiques and home goods stores. Post Road is the epitome of Westport’s shopping scene, featuring a large number of luxury stores like Brandy Melville, Madewell, Lululemon, Coach, and a four-story Anthropologie.
Spend an afternoon sauntering along Main Street on the north stretch of the Saugatuck River. National on-trend fashion stores fill the blocks, or you can shop for designer home goods, books, athletic gear, and children’s brands. Tens of thousands of square feet of retail space has been added throughout the walkable center of downtown in the last five years. With sidewalk cafes always hopping, it’s destination number one.
- Mark Gilrain, Real Estate Agent
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