Welcome to Westport
A sophisticated, charming, and family-oriented town known for its enriching cultural scene
A coastal community with a vibrant downtown, Westport is an affluent Connecticut neighborhood steeped in rich cultural history. Located only 47 miles from New York City, Westport is one of the most desirable communities for commuters looking for a quiet suburb with a high quality of life to raise their families away from the city.
Westport's history has deep roots in the arts. Since the 1920s, many famous writers have found an escape in Westport, including Paul Newman, Bette Davis, F. Scott Fitzgerald, and Marilyn Monroe. These high-profile residents enjoyed being able to blend in with the community and enjoy a low-key lifestyle while in the area. Present-day Westport maintains its small-town charm, even with a population of over 28,000 people.
Newer houses in Westport are spacious, while older, more traditional homes are smaller and accompanied by large yards. New construction has taken over the abandoned lots where the city has since torn down older homes. Most Westport properties are in the higher price range, often ranging in the lower millions for a modest-sized home. Newer homes and estates can easily reach the $4 million range.
What to Love
- Home to three beautiful town beaches along the Long Island Sound
- Commuter-friendly community with a high quality of life
- Bountiful dining options spanning every cuisine along the Saugatuck River
People & Lifestyle
Small town charm meets modern convenience in this quaint neighborhood located just outside of New York. Residents benefit from the sophisticated and high-end vibe while maintaining a friendly atmosphere.
Due to its great schools and extensive entertainment venues, Westport is an ideal place to live for upper-middle-class families looking to raise their children in a community-focused environment. In Westport, residents value the city's commitment to conserving natural resources, preserving traditions, and supporting the community through various sponsored events.
Dining, Shopping & Entertainment
Westport is home to dozens of fantastic eateries. Neighborhood staple Tarantino is a high-end family-owned joint known for its authentic Italian cooking. Stop by Bartaco to refuel on unique taco options after spending the morning at the beach. OKO Kitchen is the best place in town for Japanese-inspired cuisine, while the Spotted Horse Tavern is the standout pub for late-night eats and comfort food.
After grabbing a bite, shop 'til you drop on Main Street. Westport's historic Main Street has all the charm of a classic New England town mingled with up-and-coming designers and luxury boutiques like Serena and Lily, Lululemon, and Anthropologie. After spending a fulfilling day shopping and dining, head over to the Westport Country Playhouse to catch one of their spectacular live shows or events.
Things to Do
Westport's beautiful natural landscape is one of its most significant attractions. You'll often find locals spending their days off relaxing at the neighborhood parks or beaches like Sherwood Beach, Sherwood Island State Park, Burial Hill Beach, Compo Beach, and Winslow Park.
If polishing your golf clubs on the putting green is more your style, Longshore Club Park is one of the premier municipal golf courses in Fairfield County and voted one of the best places to play golf by Golf Digest. Golfers should also check out the Longshore Golf Course.
Creatives will want to schedule a trip to the Westport Museum for History and Culture, the MoCA, and Westport's outdoor amphitheater Levitt Pavilion for the Performing Arts.
Westport is home to many excellent schools. Top educational opportunities include:
- Staples High School, 9-12
- Coleytown Elementary School, K-5, highly rated
- Bedford Middle School, 6-8, commonly ranked the best public middle school in the state