At a Glance

Westport is a stylish, cosmopolitan town offering a coastal atmosphere combined with artistic allure. 

Renowned schools, small-town charm and modern convenience surrounded by unparalleled views of the Long Island Sound

Sophisticated + artsy

Over an hour

The Lifestyle

A mecca of coastal recreational activities complemented by a vibrant creative scene

Bounded to the South by the Long Island Sound, Westport offers unparalleled recreational opportunities. Compo Beach is considered the gem of Westport, offering residents access to an expansive playground, picnic areas and BBQ facilities.  Sherwood Island State Park provides over 230 acres for hiking, picnicking and bird watching. There are also numerous country clubs throughout town. Longshore Country Club is town owned and provides membership exclusively to Westport residents and offers golf, swimming pools, tennis, paddle ball, sailing, ice skating and more, all with beautiful views of the Long Island Sound. 

The picturesque downtown Main Street has a handful of cafes and luxury boutiques. One of the major attractions is the Westport Country Playhouse, a 578-seat theater. Book fairs, concerts, theatrical events and festivals, including the Jazz, Blues & BBQ festival, reflect the town's pride and appreciation for art and music.

The Appeal

Upscale coastal living with access to renowned public schools

Situated along 5.5 miles of the scenic Long Island Sound, Westport provides the opportunity for understated luxury on the coast. The town has become a symbol of suburban affluence, filled with academics and professionals from all fields. With a population of under 30,000 and boasting a conscious effort to nurture its artistic community, Westport maintains a small-town ambiance that has attracted writers, artists and celebrities since the 1920s. Many families are also attracted to Westport as the public schools — one high, two middle, five elementary — have a strong reputation.

For convenient access to New York City, Westport also has two train stations: Westport and Green's Farms, with trains running every 10 to 20 minutes during rush hour. The town is also easily accessible to I-95 and the Merritt Parkway.

Want to Explore Before You Buy?

We always recommend spending some time in a neighborhood before you start looking at houses. You can browse through some local vacation rentals at the link below. And If you'd like to spend a weekend here, we're happy to share our favorite spots to explore and even set you up with an itinerary.

The Ursini Team participates in the VRBO Affiliate Program. If you book a reservation through this link we may earn a small commission at no cost to you.


The Westport Market 

Distinct neighborhoods with upscale offerings

There are a variety of distinct neighborhoods and location is at least as significant as size as a price indicator. Compo Beach is one of the most desirable areas, boating high demand and escalating prices. Here, new construction continues to thrive while other homes are being raised for FEMA compliance. Another popular neighborhood, Long Lots, offers older colonials and new construction in a variety of price ranges, with mostly 1-acre zoning. Coleytown, known for its country setting and estate-like properties, has sections with 2-acre zoning and provides a bucolic setting surrounded by the Aspetuck and Saugatuck Rivers. Green's Farms, Westport’s first neighborhood and now one of the largest, has many historic homes and provides convenient access to town amenities, the beaches and I-95. Saugatuck Shores, situated between a lagoon and the Long Island Sound, has seen recent tear downs and renovation of small homes and provides proximity to the water.