Westport CT Real Estate & Luxury Coastal Living

Westport is one of Fairfield County's most sought-after addresses, where award-winning beaches, a vibrant downtown, and top-rated schools meet easy Metro-North access to New York City. Known for its thriving creative and finance community, luxury waterfront estates on Long Island Sound, and the charming Saugatuck River village, Westport consistently ranks among Connecticut's highest-value markets. Whether you're seeking a beachfront retreat, an elegant in-town colonial, or a turnkey luxury home, Westport delivers an exceptional quality of life at every price point.

Welcome to Westport

A haven of sunny beaches and oceanfront

If your heart is whispering, “Give me more ocean and waterfront,” Westport can satisfy that call. It has more river and ocean waterfront than any other town in Connecticut. Starting as a humble and strong farming community in the late 1600s along the Long Island Sound on Connecticut’s “Gold Coast,” it was incorporated into a town in 1835. By the early 1900s, artists and musicians began to flock to Westport, and its reputation as a “creative haven” was born. Some of its famous residents over the years have been F. Scott Fitzgerald, Paul Newman, and Martha Stewart.
 
Today, Westport is a vibrant community that retains its colonial New England town feel. Yes, you can still find historic architecture with white picket fences and rolling hills, but its notoriety for being a chic suburb brimming with a diverse culture of artists, writers, and musicians is as strong as ever. With its multitude of art galleries, live music venues, shopping districts, and fine dining, Westport has become a coveted town to live in, especially with its proximity to New York City of about 52 miles. Historic architecture includes Greek Revival, Federal, Italianate, Neoclassical, and Victorian styles. There are also spacious modern homes, posh townhouses, and luxury condominiums.


What to Love

  • Coastal scenery and beaches along river and ocean waterfront
  • Upscale boutiques and fine-dining restaurants
  • Many parks, open green spaces, and rolling hills
  • Walkable, tree-lined streets and village-like atmosphere
  • Art galleries, live music venues indoors and out, and museums
  • Excellent public transportation


Local Lifestyle

Residents of Westport are accustomed to having it all. There are many arts and cultural institutions, entertainment venues, parks with hiking and biking, waterfront activities, and beaches to lounge on. Citizens actively engage in dozens of community organizations and clubs. Younger teen residents have their own club, Toquet Hall, to gather, watch movies, and get artistic. Locals also enjoy the Westport Farmers Market, where they catch up on the latest gossip and get the best in fresh produce, artisan breads, herbal products, soaps, and flowers.


Dining, Entertainment & Shopping

Over at Bartaco, the humble taco has become an art form and “upscale street food,” and you simply must try the coconut shrimp taco. Locals know the Spotted Horse Tavern, with its old wood floors and fireplace, as a “neighborhood respite.” Rumor has it the pan-seared salmon is excellent. 
 
If Mexican food is your heart’s desire, Viva Zapata is the answer to your prayer. Try their seafood chimichanga, and it will make a believer out of you. To really experience the essence of Westport and its community feel, though, you have to go to the Black Duck Cafe for their happy hour, live music, artisan beers, and Davey Jones burger.
 
The unlimited shopping of New York City is always at your fingertips, but Westport also has its own high-end boutiques, independent stores, antique shops, spas, and more. Fashionistas will love Mitchells of Westport for their exclusive designer clothing, handbags, jewelry, and gifts. All your favorite names are there. 


Things to Do

The 29-acre park known as Compo Beach will more than satisfy your need for a sunny, sandy beach to lounge on. They have volleyball courts, a long boardwalk, a concession stand, picnic areas, and a marina clubhouse.
 
The Westport Museum for History and Culture preserves and presents Westport’s history in various exhibits, classes, and walking tours. The Rolnick Observatory, part of the Westport Astronomical Society, brings the night sky to life with its high-powered telescopes and lecture series.


Schools

Westport is served by Westport Public Schools and is notable for the following schools.

 
 
 

Search All Homes

Browse Properties in the Area

For Sale
MLS® 24159193

$22,825,000

11 Beachside Common, Westport, CT 06880
8 Beds 10 Baths 12,946 Sq.Ft.
Pending
MLS® 24130997

$19,800,000

92 Beachside Avenue, Westport, CT 06880
8 Beds 9 Baths 9,995 Sq.Ft.
Coming Soon
MLS® 24160355

$15,000,000

4 Sherwood Island Lane, Westport, CT 06880
7 Beds 7 Baths 6,215 Sq.Ft.
Westport

Our Promise to You

With 14 years of experience under our belt. We have extensive knowledge of the market area and we have guided our clients through every type of transaction

Selling Buying

Follow Us on Instagram

Contact Us

Phone

(203) 767-7157

Email

[email protected]

Address

2525 Post Road Southport, CT 06890

Connect with Us

Message sent successfully!