Westport, CT
A vibrant, cultured, and affluent town that masterfully blends a sophisticated, artsy vibe with the relaxed charm of a New England coastal community. Home to beautiful beaches and a bustling downtown.
Population
27,141
Median HHI
$222k+
Home Ownership
81%
Avg Commute
~70 min
Why Live Here? Upscale coastal community
Westport is ideal for those seeking a sophisticated and creative environment. It appeals to affluent families drawn to its top-tier schools and community-centric atmosphere. The town's vibrant arts scene, upscale amenities, and beautiful beaches attract discerning residents who value culture and lifestyle. It offers a perfect blend of coastal relaxation and cosmopolitan energy, all with a convenient commute to NYC.
Community & Vibe
Sophisticated, creative, and community-focused with an "artsy" vibe. Known for its engaged residents, beautiful landscape, and a strong sense of place, blending beach-town casualness with upscale living. High resident satisfaction and civic pride.
Professional Profile
A highly affluent and educated population, with many residents in finance, law, and creative fields. Serves as a bedroom community for NYC, but also has a thriving local professional scene, attracting high-earning individuals.
Real Estate
Real Estate Landscape
Westport's real estate market is highly desirable, characterized by its blend of luxury properties, diverse architectural styles, and strong community appeal.
Architectural Styles & Properties
A diverse mix, from magnificent waterfront estates and historic farmhouses to modern new constructions and in-town condos. Colonial, Contemporary, and Cape Cod styles are prevalent, often on beautifully landscaped, larger lots. Properties near the coast or in desirable neighborhoods command premium values.
Key Value Drivers
Exceptional public schools, beautiful beaches (Compo Beach, Sherwood Island State Park), a vibrant and walkable downtown, the prestigious arts and culture scene (Westport Country Playhouse), and direct train access to NYC. The market is competitive, with properties selling quickly and often above asking price.
Lifestyle
Culinary
A sophisticated scene with hotspots like The Whelk (seafood), Kawa Ni (Japanese), and the farm-to-table Terrain Cafe. Diverse options from fine dining to casual favorites, reflecting a discerning palate.
Retail
A bustling downtown with a mix of national brands (Lululemon, J.Crew) and high-end independent boutiques. Offers a comprehensive retail experience, from fashion to home goods.
Arts & Culture
A major cultural hub, home to the renowned Westport Country Playhouse, Levitt Pavilion for Performing Arts (outdoor concerts), and a vibrant local arts scene with numerous galleries and events.
Recreation
Famous for Compo Beach and Sherwood Island State Park. Longshore Club Park offers golf, tennis, sailing, and swimming for residents. Extensive green spaces and recreational programs cater to an active lifestyle.
Education
Public Schools
Consistently ranked among the best in the nation. Staples High School is a top-tier institution known for its rigorous academics, competitive sports, and outstanding arts programs (especially theater). High graduation rates and strong college matriculation.
Private Institutions
Excellent private options include Greens Farms Academy, a highly respected K-12 co-ed day school, providing another layer of choice for families seeking specialized curricula or smaller class sizes.
Commuting & Transportation
By Train
Served by two Metro-North stations (Saugatuck and Green's Farms). The commute to Grand Central is approximately 70 minutes, offering reliable service for professionals. Frequent trains ensure flexibility for daily commuters.
By Car
Convenient access via I-95 and the Merritt Parkway (CT-15). The drive to NYC is about 50 miles, typically taking 70-90 minutes, depending on traffic. Offers multiple routes for diverse commuting preferences.