Westport Public Schools — especially the nationally recognized Staples High School — draw families from across the region. The district is known for academic excellence, strong arts programs, competitive athletics, and exceptional community involvement.
Just under 50 miles from Manhattan, Westport offers express Metro-North service and easy access to I-95, the Merritt Parkway, and major commuter routes.
Westport’s real estate market includes everything from historic colonials and newly built modern homes to riverfront retreats and prized beachfront properties along the Long Island Sound.
Life in Westport revolves around the water — with Compo Beach, Longshore Club Park, Sherwood Island, golf, tennis, paddle courts, marinas, and miles of scenic nature trails.
Downtown Westport blends boutique shopping, chef-driven dining, galleries, live music, and cultural events, offering a rich and walkable town center.
One of Westport’s most iconic neighborhoods, known for its walkability, sandy shoreline, and relaxed coastal living.
A waterfront enclave with marinas, riverside dining, and convenient access to the Saugatuck Metro-North station.
Historic homes, large properties, tree-lined roads, and proximity to beaches and Greens Farms Academy.
Peaceful residential areas with spacious homes, excellent schools, and a classic suburban feel.
A walkable hub filled with boutiques, restaurants, coffee shops, fitness studios, and community events.
Living in Westport means stepping into a lifestyle where every day feels curated. The town balances coastal relaxation with cosmopolitan energy — morning coffee downtown, afternoons at the beach, and evenings filled with dining, culture, and community.
Here’s a glimpse of what life looks like.
In the heart of Main Street, GG & Joe’s brings a fresh, modern energy to Westport mornings. The café is loved for its wellness-inspired menu — colorful juices, clean lattes, and elevated grab-and-go favorites. It’s where early risers, shoppers, and locals heading toward the Saugatuck River begin their day.
Just down the road, Terrain Café offers one of the most charming dining experiences in town. Inside a greenhouse-style space filled with greenery and natural light, brunch feels like a retreat. After your meal, wander through Terrain’s home and garden store — a destination in itself.
A Westport original, The Granola Bar is always buzzing. Founded by two local moms, it’s the go-to for family breakfasts, coffee meetings, and quick, healthy lunches. With its upbeat vibe and creative menu, it has become part of Westport’s daily rhythm.
Compo Beach is the heart of coastal life in Westport. The boardwalk, volleyball courts, sailing, playgrounds, and open shoreline make it an anchor of the community. For homebuyers, properties near Compo offer a coveted “walk-to-beach” lifestyle.
A waterfront gem, Longshore Club Park feels like its own resort. Residents enjoy an 18-hole golf course, tennis, pools, paddle courts, a sailing school, a marina, and the waterfront restaurant La Plage. The setting alone is a luxury — and a major draw for buyers seeking premium amenities.
As Connecticut’s first state park, Sherwood Island offers a tranquil mix of beach, open lawns, birdwatching, and nature trails. It’s a favorite for quiet picnics, dog walks, and relaxed afternoons by the water.
Downtown is where Westport’s coastal-chic energy really comes to life. Along Main Street and the surrounding blocks, national brands blend with local boutiques, creating a vibrant and walkable shopping experience. You’ll find favorites like J.Crew, Vince, Lululemon, Theory, Anthropologie, Vuori, and Madewell — but it’s the atmosphere that makes downtown special: lively sidewalks, river views, and a true sense of community.
New homeowners will appreciate Westport’s abundance of home design destinations.
From Serena & Lily and Design Within Reach to West Elm, Pottery Barn, and the iconic Terrain, every style is represented. Local shops like Bel Mondo, Bungalow, Millie Rae’s, and Kerri Rosenthal help residents bring Westport’s coastal-chic aesthetic into their homes.
For fine jewelry, locals turn to Lux Bond & Green, JL Rocks, Middlemarch, and Tiffany & Co., making celebrations and gift-giving part of the everyday Westport experience.
Dining in Westport is abundant, diverse, and a core part of the lifestyle here.
Restaurants like NÔMADE, Kawa Ni, and Oko create a dynamic food scene with global influence — from Japanese small plates on the river to Mediterranean flavors and late-night cocktails. Casual favorites BarTaco and Spotted Horse Tavern add to the neighborhood’s lively charm.
For elegant evenings out, Gabriele’s, The Cottage, The Whelk, and Rive Bistro offer upscale dining in beautiful settings, often with waterfront views.
From French pastries at Maman and Aux Délices to artisan breads at Kneads and Fatto A Mano, Westport’s café culture is warm, creative, and delicious. Local staples like Old Mill Grocery & Deli and Sherwood Diner round out the experience.
At MoCA Westport, art, education, and community intersect. Exhibitions, live performances, and classes bring contemporary culture to the forefront.
This historic theater continues to draw national talent and passionate audiences, making the arts a key part of Westport’s identity.
Each summer, the Levitt Pavilion fills the riverfront with free concerts, creating magical evenings under the stars.
Outdoor life thrives here.
Wakeman Town Farm hosts events and youth programs that celebrate sustainability. Earthplace offers trails, wildlife rehabilitation, and hands-on learning.
The Clubhouse Westport delivers upscale indoor recreation with sports simulators and a rooftop bar.
Private clubs like Birchwood Country Club and the Fairfield County Hunt Club add golf, tennis, equestrian programs, pools, and social events to everyday life.
People don’t just move to Westport for a home — they move for a way of life. Here, you can enjoy a quiet morning at the beach, spend afternoons exploring boutiques or biking through tree-lined neighborhoods, and end the day with waterfront dining or a concert by the river.
For families, opportunities abound. For commuters, the convenience is unmatched. For investors, the market remains strong. And for anyone seeking balance, beauty, and community — Westport delivers it all.
Staples High School** (top-ranked)**
Is Westport CT a good place to live?
Yes — it is considered one of Connecticut’s most desirable towns due to its schools, coastline, amenities, and strong home values.
How far is Westport from NYC?
Approximately one hour by train or car, depending on traffic and schedule.
Are there waterfront homes in Westport?
Absolutely. Homes along Compo Beach, Old Mill, and Saugatuck Shores offer some of the best water access in Fairfield County.
Is Westport walkable?
Several neighborhoods — including Downtown, Compo Beach, Old Mill, and Saugatuck — offer excellent walkability, with access to shops, cafés, and the water.
There's plenty to do around Westport, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.
Explore popular things to do in the area, including Greenfield Hill Wines & Spirits, a&a Dance, and The Vital Stretch.
| Name | Category | Distance | Reviews |
Ratings by
Yelp
|
|---|---|---|---|---|
| Dining · $$ | 4.2 miles | 6 reviews | 5/5 stars | |
| Active | 0.76 miles | 5 reviews | 5/5 stars | |
| Active | 3.61 miles | 6 reviews | 5/5 stars | |
| Beauty | 2.08 miles | 5 reviews | 5/5 stars | |
| Beauty | 4.69 miles | 7 reviews | 5/5 stars | |
| Beauty | 3.37 miles | 6 reviews | 5/5 stars | |
| Beauty | 3.75 miles | 7 reviews | 5/5 stars | |
| Beauty | 1.37 miles | 13 reviews | 5/5 stars | |
| Beauty | 4.82 miles | 12 reviews | 5/5 stars | |
| Beauty | 4.89 miles | 5 reviews | 5/5 stars | |
| Beauty | 3.5 miles | 5 reviews | 5/5 stars | |
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We look forward to meeting you and finding your next dream home or putting a marketing plan together so you can sell your home and start the search for your new dream home. Contact us today!
