Leave a Message

Thank you for your message. We will be in touch with you shortly.

Welcome To


Luxury living meets coastal beauty in this Connecticut town.


Welcome to Westport

Luxury living meets coastal beauty in this Connecticut town.

Westport is one of the best places to live in Connecticut, situated along the glamorous Gold Coast and boasting beautiful homes, stunning views, and a tight-knit community. Despite the stunning beauty, this town is a laid-back and relaxing respite from hectic city life.

Westport gained its reputation as a luxurious and trendy coastal corner of Connecticut in part due to F. Scott Fitzgerald’s The Great Gatsby, which is partially set in the area. The town played a role in several Revolutionary War battles and was officially incorporated in 1835. New Yorkers flocked to Westport after World War II, drawn to the area’s natural beauty and the community of artists and writers.

The area is home to several distinct neighbors, ranging from historic waterfront estates to beautiful Colonials on substantial acreage. Condo options are also available. According to Bloomberg, Westport regularly ranks as one of America’s 100 Richest Places, so housing prices trend higher, especially near the water.

What to Love

  • Beautiful ocean views

  • Vibrant downtown with restaurants and shopping

  • Annual festivals and events

  • Luxurious and stylish homes

People & Lifestyle

Westport is an artistic coastal town that puts a great focus on the environment, making it the perfect place for people who feel at home in nature. Residents can spend time on the water, enjoy parks, or play sports at various recreational facilities.

With great schools, beautiful acreage, and a close community feel, Westport is an excellent place to raise a family. Kids excel in the stellar local schools and love living in such close proximity to the beach. Westport has also become popular with city dwellers leaving Manhattan for a more rural way of life.

Dining, Entertainment & Shopping

Westport is known for its scenic views and artsy downtown, with plenty of cool restaurants and trendy shopping opportunities.

is the perfect place to find stylish gifts and garden supplies, while She la la offers stylish women’s clothing. Favorite retailers like Home Goods, Michaels, and Crate & Barrel can also be found in the center of town.

Westport is home to some fabulous restaurants, including Spotted Horse, a rustic comfort food spot serving New American fare, and Bartaco, a trendy hotspot on the water serving cocktails and tacos.

Things to Do

Westport is known for its art scene, with incredible galleries and festivals for residents to enjoy. Plentiful parks and beaches are located along the coast—the perfect place to take in scenic views and spend time with friends.

Various events and festivals are held in Westport throughout the year, offering plenty of fun activities for the whole family! The Blues, Views, & BBQ Festival happens during the summer, where residents can enjoy live music, street vendors, and games. Every Memorial Day weekend, Westport holds a Fine Arts Festival with stunning art exhibits and kid-friendly activities.

Residents can enjoy concerts and events at Levitt Pavillion or take in a play at the Westport Country Playhouse. The area is also full of natural beauty, which can be appreciated in Sherwood Island State Park and Longshore Club Park. Westport is also home to Earthplace, an environmental education center.


Westport is home to several excellent schools, including the nationally-ranked Staples High School. Other top educational opportunities include:

  • Greens Farms Academy: K-12, private preparatory school

  • Pierrepont School: K-12, private school for gifted students


Search All Homes


Work With Us

Katie O'Grady & Team provides professional, creative, comprehensive home marketing, along with personalized and resourceful home search expertise. Contact us today to get started on your real estate journey with the experts in Fairfield and New Haven County Real Estate Markets.
Contact Us