Main Content

Westport - Image

Stunning views meet a cosmopolitan outlook.

Westport is often referred to as "New England in tradition, cosmopolitan in outlook," mainly because of its perse architecture and vibrant downtown area, which generates a healthy commercial environment, a feeling of a New England town, and the convenience of modern life.

Consequently, this area is more cosmopolitan than the other northern towns of Wilton and Weston and offers beach-style living. As a result, Westport is also referred to as part of Connecticut's Gold Coast and is home to many thriving business executives, artists, and actors. Westport provides residents and tourists with a wide range of leisure activities and recreational venues.

What to Love

  • Access to the water and beach
  • Quaint downtown area
  • Incredible arts community

Local Lifestyle

If you are looking for a picturesque New England town close to New York City, then Westport is perfect for you. This community offers everything for all ages and interests, with its busy downtown area, striking views, delicious food establishments, charming architecture, flawless coastlines, and high-energy vibes.

Dining, Entertainment, & Shopping

Although Westport is home to endless outdoor activities and fun shopping experiences, it is also often known as a foodie's utopia. Here you will find an endless array of dishes for gatherings, a special date night, and even a quick snack that the whole family will love.

For example, La Plage is a local favorite with outdoor seating by the water. Manna Toast provides customers with vegan breakfast and lunch options, while Kawa Ni is a go-to spot for Japanese cuisine. The Whelk serves inventive seafood plates in cozy surroundings. Allium Eatery features a lovely selection of well-curated French-inspired dishes and many other delicacies that will leave your mouth watering. Bartaco is another fantastic restaurant with a unique menu of sesame ribeye, roasted duck tacos, spicy cucumber salad, spiced chicken verde rice bowls, and much more.

For fun after your fantastic dining experience, check out the area's unique stores, such as Serena and Lily, Terrain, and Bungalow.

The Levitt Pavilion for the Performing Arts is a popular entertainment spot renowned for the Summer Session, the longest-running free outdoor festival in the country.

Things to Do

Westport has no shortage of gorgeous beach scenery, with the sandy shores of Compo Beach, Saugatuck Shores Beach, Old Mill Beach, and Burying Hill Beach within easy reach. Residents enjoy sailing, boating, or walking along the tranquil coastline.

Outside of its shopping and dining opportunities, there are many things to enjoy in this quaint area, including Longshore Community Club. Every Westport resident has access to this incredible club, where they can enjoy golf, tennis, paddle sports, and other water-related activities. There is even an outdoor ice skating rink in the wintertime.

The Saugatuck Rowing & Fitness Club is a popular health club with renowned rowing programs and competitions for all ages, a fitness center, personal training programs, and the Boathouse Restaurant.

Schools

The Westport School District is a top-rated public school district that offers schools to over 5,000 students, with a student-teacher ratio of 11 to 1. Some of the more well-known schools here include:

  • Staples High School, Grades 9-12
  • Bedford Middle School, Grades 6-8
  • Long Lots Elementary School, Grades K-5
Min. Price
Max. Price
Beds
Baths
Sold
40 Hermit Lane Westport, CT 06880
5 BD / 4 | 2 BA / 4,142 SQ.FT. SOLD: $2,700,000
40 Hermit Lane,
Westport CT 06880
Explore
Sold
25 Westfair Drive Westport, CT 06880
5 BD / 5 | 1 BA / 5,274 SQ.FT. SOLD: $2,700,000
25 Westfair Drive,
Westport CT 06880
Explore
Sold
36 Bauer Place Extension Westport, CT 06880
6 BD / 5 | 1 BA / 5,477 SQ.FT. SOLD: $2,700,000
36 Bauer Place Extension,
Westport CT 06880
Explore
Sold
60 Wilton Road #3B Westport, CT 06880
2 BD / 2 | 1 BA / 2,437 SQ.FT. SOLD: $2,700,000
60 Wilton Road #3B,
Westport CT 06880
Explore
Sold
12 Maple Avenue North Westport, CT 06880
5 BD / 4 | 2 BA / 6,498 SQ.FT. SOLD: $2,695,000
12 Maple Avenue North,
Westport CT 06880
Explore
Sold
142 Compo Road North Westport, CT 06880
5 BD / 3 | 2 BA / 5,273 SQ.FT. SOLD: $2,670,000
142 Compo Road North,
Westport CT 06880
Explore
Sold
24 Ferry Lane East Westport, CT 06880
BD / BA / 1 SQ.FT. SOLD: $2,650,000
24 Ferry Lane East,
Westport CT 06880
Explore
Sold
38 Pequot Trail Westport, CT 06880
6 BD / 4 | 1 BA / 5,009 SQ.FT. SOLD: $2,650,000
38 Pequot Trail,
Westport CT 06880
Explore
Sold
11 Harbor Road Westport, CT 06880
4 BD / 4 BA / 3,566 SQ.FT. SOLD: $2,650,000
11 Harbor Road,
Westport CT 06880
Explore
Sold
11 Old Hill Road Westport, CT 06880
4 BD / 4 | 1 BA / 3,935 SQ.FT. SOLD: $2,645,000
11 Old Hill Road,
Westport CT 06880
Explore
Sold
10 Wakenor Road Westport, CT 06880
5 BD / 5 | 1 BA / 5,008 SQ.FT. SOLD: $2,630,000
10 Wakenor Road,
Westport CT 06880
Explore
Sold
19A Darbrook Road Westport, CT 06880
6 BD / 6 | 2 BA / 7,354 SQ.FT. SOLD: $2,625,000
19A Darbrook Road,
Westport CT 06880
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
8 Loretta Court Westport, CT 06880
6 BD / 6 | 3 BA / 9,576 SQ.FT. $7,500,000
Open House: Apr 18, 2026, 11:30 AM - 1:30 PM
$7,500,000
8 Loretta Court,
Westport CT 06880
Explore
For Sale
3 Stony Point Road West Westport, CT 06880
6 BD / 7 | 2 BA / 6,561 SQ.FT. $5,925,000
Open House: Apr 19, 2026, 1:00 PM - 3:00 PM
$5,925,000
3 Stony Point Road West,
Westport CT 06880
Explore
For Sale
36 Maple Avenue South Westport, CT 06880
6 BD / 6 | 1 BA / 7,387 SQ.FT. $5,599,000
Open House: Apr 20, 2026, 1:00 PM - 3:00 PM
$5,599,000
36 Maple Avenue South,
Westport CT 06880
Explore
For Sale
19 Mortar Rock Road Westport, CT 06880
6 BD / 6 | 2 BA / 8,190 SQ.FT. $4,899,000
Open House: Apr 19, 2026, 2:00 PM - 4:00 PM
$4,899,000
19 Mortar Rock Road,
Westport CT 06880
Explore
For Sale
32 Webb Road Westport, CT 06880
8 BD / 9 BA / 8,412 SQ.FT. $4,199,000
Open House: Apr 18, 2026, 1:00 PM - 3:00 PM
$4,199,000
32 Webb Road,
Westport CT 06880
Explore
For Sale
91 Turkey Hill Road South Westport, CT 06880
5 BD / 4 | 2 BA / 8,192 SQ.FT. $3,395,000
Open House: Apr 18, 2026, 12:00 PM - 3:00 PM
$3,395,000
91 Turkey Hill Road South,
Westport CT 06880
Explore
For Sale
119 Long Lots Road Westport, CT 06880
5 BD / 4 | 1 BA / 5,616 SQ.FT. $3,250,000
Open House: Apr 18, 2026, 1:00 PM - 4:00 PM
$3,250,000
119 Long Lots Road,
Westport CT 06880
Explore
For Sale
36 Bauer Pl Extension Westport, CT 06880
6 BD / 5 | 1 BA / 5,938 SQ.FT. $2,950,000
Open House: Apr 19, 2026, 12:00 PM - 3:00 PM
$2,950,000
36 Bauer Pl Extension,
Westport CT 06880
Explore
For Sale
9 Marsh Road Westport, CT 06880
4 BD / 3 BA / 2,959 SQ.FT. $2,425,000
Open House: Apr 18, 2026, 12:00 PM - 2:00 PM
$2,425,000
9 Marsh Road,
Westport CT 06880
Explore
For Sale
52 Partrick Road Westport, CT 06880
5 BD / 5 | 1 BA / 3,045 SQ.FT. $1,699,000
Open House: Apr 19, 2026, 1:00 PM - 3:00 PM
$1,699,000
52 Partrick Road,
Westport CT 06880
Explore
For Sale
783 Post Road East #201 Westport, CT 06880
2 BD / 2 | 1 BA / 1,416 SQ.FT. $1,430,000
Open House: Apr 18, 2026, 12:00 PM - 2:00 PM
$1,430,000
783 Post Road East #201,
Westport CT 06880
Explore
For Sale
781 Post Road East #102 Westport, CT 06880
2 BD / 2 | 1 BA / 1,416 SQ.FT. $1,395,000
Open House: Apr 18, 2026, 12:00 PM - 2:00 PM
$1,395,000
781 Post Road East #102,
Westport CT 06880
Explore

This content is currently unavailable. Please check back later or contact the site's support team for more information.
Sold Listings - Last 30 Days
New Listings - Last 30 Days
Skip to content