Westport

White sandy beaches, a vibrant culture, historic charm, and family-friendly ambiance – these are the things that await you when you choose to live in Westport, Connecticut. Located in Fairfield County, Westport seamlessly combines small-town allure with cosmopolitan chic, making Westport, CT homes for sale some of the most desirable properties in the state.

WESTPORT, CONNECTICUT: COASTAL CHARM AND SOPHISTICATED LIVING ON THE GOLD COAST

Westport lies along the Long Island Sound and is part of Connecticut’s coveted Gold Coast. Located approximately 50 miles northeast of New York City, it offers residents an ideal balance of suburban tranquility and urban accessibility.

With a population of around 28,000, the town spans about 33 square miles, encompassing idyllic beaches, scenic parks, and a bustling downtown. The Saugatuck River runs through the area, offering scenic beauty and recreational opportunities. Other prominent Connecticut towns such as Fairfield, Norwalk, and Stamford are nearby, and Manhattan is just a short train ride via the Metro-North Railroad.

Brief History

The Westport area was originally inhabited by the Pequot Native Americans before becoming a European settlement in the 1600s. Officially incorporated in 1835, the town flourished as a farming and industrial community, later evolving into a haven for artists and writers in the mid-20th century. Today, Westport maintains its artistic roots while standing as a beacon of affluence and modern living.

The Community

Westport exudes an inviting and dynamic community vibe, with a strong emphasis on the arts, education, and outdoor recreation. Known for its tight-knit neighborhoods and welcoming atmosphere, Westport, CT homes for sale attract families, professionals, and retirees alike. Residents take pride in preserving Westport’s natural beauty and cultural heritage, creating a harmonious blend of tradition and modernity.

What It’s Known For

Westport is renowned for its scenic coastline, exceptional schools, and vibrant arts scene. It’s home to the acclaimed Westport Country Playhouse, an institution that draws theater enthusiasts from across the region. Additionally, the town boasts a thriving shopping and dining scene, historical landmarks, and a robust commitment to environmental conservation.

HOMES FOR SALE IN WESTPORT, CT

The Westport, CT real estate market is highly diverse, offering properties ranging from charming historic homes to ultra-modern luxury estates. Known for its affluence, the town boasts multimillion dollar homes with distinctive architecture, sprawling lots, and the finest finishes and amenities. But while Westport is known for its luxury market, options for smaller, more affordable homes are also available, catering to a range of buyers.

Property Types

Expansive single-family homes dominate the Westport, CT real estate scene, with square footage ranging from 1,400 to over 10,000 and lot areas from around 4,000 square feet to more than six acres, providing privacy and lush greenery. Townhouses and condominiums are also available, including luxurious properties in modern developments, coming with fantastic amenities such as golf courses, tennis courts, swimming pools, and more.

Waterfront homes for sale in Westport, CT are highly sought-after, offering stunning views of Long Island Sound or the Saugatuck River.

Popular Architectural Styles

Westport’s architectural styles range from classic Colonials and Cape Cods to contemporary designs and Mediterranean-inspired villas. Many homes seamlessly blend traditional New England charm with modern amenities, catering to a variety of preferences.

Luxury Home Features

Luxury homes in Westport often include features like private docks, infinity pools, home theaters, wine cellars, and smart home technology. Spacious interiors with open floor plans, gourmet kitchens, and spa-like bathrooms are common among high-end properties.

Top Neighborhoods

Some of the most desirable Westport, CT homes for sale are found in the town’s top neighborhoods that include:

• Greens Farms: This coastal enclave boasts scenic walking trails, quiet beaches, and lush open spaces. Homes here are a mix of stately Colonials, charming Cape Cods, and sprawling modern estates, many sitting on large, beautifully landscaped lots. Waterfront properties along Long Island Sound are especially desirable, boasting stunning views and private access to the water.

• Compo Beach: Compo Beach offers a long stretch of soft sand and calm waters ideal for swimming, kayaking, and paddleboarding. Homes near the beach are a mix of waterfront properties, charming beach cottages, and luxurious modern residences. Many homes boast spectacular water views, private docks, and easy access to the beach.

• Saugatuck: Located along the Saugatuck River and adjacent to the Long Island Sound, this revitalized area has become a hub for dining, shopping, and community events. Saugatuck’s real estate market reflects its eclectic character, with options ranging from historic homes to modern condominiums.

• Coleytown: Nestled in the northern part of Westport, Coleytown is a peaceful, picturesque neighborhood known for its rolling landscapes, spacious properties, and family-friendly environment. This tranquil, wooded enclave is known for its spacious estates, excellent schools, and parks and trails that encourage outdoor exploration.

LIVING IN WESTPORT, CONNECTICUT

Getting Around

Westport is highly accessible, with Interstate 95 and the Merritt Parkway connecting it to nearby cities. The town’s two Metro-North train stations, Westport and Greens Farms, provide convenient commuter access to New York City. Locally, residents rely on well-maintained roads and public transportation options for easy navigation.

Schools

Westport is home to some of the top-rated schools in Connecticut, making it a popular choice for families. The Westport Public School District includes five elementary schools, two middle schools, and Staples High School, renowned for its academic excellence and extracurricular programs. Several prestigious private schools in the area further enhance educational opportunities.

Dining and Shopping

Westport offers a vibrant culinary scene, with options ranging from casual beachfront eateries to fine dining establishments. Downtown Westport is a shopper’s paradise, featuring charming boutiques, national retailers, and specialty stores. Notable dining spots include the waterfront favorite The Whelk, known for its fresh seafood. Terrain Café blends farm-to-table cuisine with a serene, nature-inspired atmosphere, and Kawa Ni is a Japanese izakaya-style restaurant that brings a modern twist to traditional Japanese pub fare.

Art and Cultural Attractions

Westport’s artistic legacy is evident in its many cultural attractions. The prestigious Westport Country Playhouse hosts professional theater productions year-round, while the Westport Museum for History and Culture provides insights into the town’s past. The annual Westport Fine Arts Festival draws artists and visitors from across the region, celebrating creativity in all its forms.

Outdoor Recreation

Nature lovers will find plenty to explore in Westport. Compo Beach is a favorite destination for sunbathing, picnicking, and water sports. The Saugatuck River offers opportunities for kayaking and paddleboarding, while Sherwood Island State Park provides miles of trails and stunning vistas of Long Island Sound. Golf enthusiasts can enjoy the challenging fairways of the Longshore Golf Course.

Festivals and Events

Westport’s community calendar is filled with exciting events that foster a sense of camaraderie among residents. Highlights include:

• The Levitt Pavilion Summer Concert Series, offering free outdoor performances
• The Great Duck Race, a beloved fundraiser and family event
• Holiday Strolls in downtown Westport, complete with festive decorations and local shopping

EXPLORE WESTPORT, CT’S BEAUTIFUL HOUSES FOR SALE

Westport, Connecticut, is more than just an alluring coastal town—it’s a vibrant community where residents enjoy a high quality of life, exceptional amenities, and a deep connection to both nature and culture.

Allow us, Michael Jabick and Kim Vartuli, to help you find the home of your dreams in Westport! With a combined experience of more than 27 years, we are the top real estate agents in Westport, CT and the surrounding areas, committed to providing you with a stress-free experience and guide you in making the right decisions at every step of the home buying process.

Call us today at 475.422.6961 or send us an email to find out more!

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