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
For Sale
14 Owenoke Park Westport, CT 06880
5 BD / 5 | 2 BA / 6,050 SQ.FT. $10,985,000
$10,985,000
14 Owenoke Park,
Westport CT 06880
Explore
For Sale
11 Dogwood Lane Westport, CT 06880
6 BD / 6 | 2 BA / 9,100 SQ.FT. $10,650,000
$10,650,000
11 Dogwood Lane,
Westport CT 06880
Explore
For Sale
4 Sherwood Island Lane Westport, CT 06880
7 BD / 6 | 1 BA / 6,215 SQ.FT. $10,500,000
$10,500,000
4 Sherwood Island Lane,
Westport CT 06880
Explore
For Sale
9 Over Rock Lane Westport, CT 06880
6 BD / 6 | 3 BA / 9,200 SQ.FT. $9,860,000
$9,860,000
9 Over Rock Lane,
Westport CT 06880
Explore
For Sale
38 Prospect Road Westport, CT 06880
6 BD / 7 | 3 BA / 8,623 SQ.FT. $9,675,690
$9,675,690
38 Prospect Road,
Westport CT 06880
Explore
For Sale
10 Beltas Farm Lane Westport, CT 06880
6 BD / 6 | 2 BA / 9,505 SQ.FT. $8,450,000
$8,450,000
10 Beltas Farm Lane,
Westport CT 06880
Explore
For Sale
12 Beltas Farm Lane Westport, CT 06880
6 BD / 6 BA / 9,121 SQ.FT. $7,985,000
$7,985,000
12 Beltas Farm Lane,
Westport CT 06880
Explore
For Sale
Clapboard Hill Road #(New Build Westport, CT 06880
6 BD / 5 | 2 BA / 7,200 SQ.FT. $7,926,000
$7,926,000
Clapboard Hill Road #(New Build,
Westport CT 06880
Explore
For Sale
61 Clapboard Hill Road #A Westport, CT 06880
6 BD / 6 | 1 BA / 9,935 SQ.FT. $7,900,000
$7,900,000
61 Clapboard Hill Road #A,
Westport CT 06880
Explore
For Sale
8 Tar Rock Road Westport, CT 06880
6 BD / 6 | 1 BA / 8,200 SQ.FT. $7,399,000
$7,399,000
8 Tar Rock Road,
Westport CT 06880
Explore
For Sale
51 Compo Beach Road Westport, CT 06880
4 BD / 4 BA / 2,880 SQ.FT. $7,200,000
$7,200,000
51 Compo Beach Road,
Westport CT 06880
Explore
For Sale
24 Edgemarth Hill Road Westport, CT 06880
6 BD / 7 | 3 BA / 8,417 SQ.FT. $7,015,000
$7,015,000
24 Edgemarth Hill Road,
Westport CT 06880
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
34 High Point Road Westport, CT 06880
6 BD / 6 | 2 BA / 7,132 SQ.FT. $4,595,000
Open House: Nov 5, 2026, 11:00 AM - 1:00 PM
$4,595,000
34 High Point Road,
Westport CT 06880
Explore
For Sale
6 Sherwood Farms Lane Westport, CT 06880
4 BD / 4 | 1 BA / 4,096 SQ.FT. $2,500,000
Open House: Nov 5, 2026, 11:00 AM - 2:00 PM
$2,500,000
6 Sherwood Farms Lane,
Westport CT 06880
Explore
For Sale
14 Westport Avenue Westport, CT 06880
4 BD / 4 | 1 BA / 2,656 SQ.FT. $18,950
Open House: Nov 5, 2026, 11:00 AM - 2:00 PM
$18,950
14 Westport Avenue,
Westport CT 06880
Explore
For Sale
23 Meeker Road Westport, CT 06880
5 BD / 4 BA / 3,519 SQ.FT. $1,599,000
Open House: Nov 7, 2026, 12:00 PM - 2:00 PM
$1,599,000
23 Meeker Road,
Westport CT 06880
Explore
For Sale
3 Allen Lane Westport, CT 06880
3 BD / 2 | 1 BA / 1,400 SQ.FT. $1,350,000
Open House: Nov 7, 2026, 12:00 PM - 2:00 PM
$1,350,000
3 Allen Lane,
Westport CT 06880
Explore
For Sale
1 Sunrise Road #B Westport, CT 06880
2 BD / 2 | 1 BA / 1,202 SQ.FT. $995,000
Open House: Nov 7, 2026, 1:00 PM - 3:00 PM
$995,000
1 Sunrise Road #B,
Westport CT 06880
Explore
For Sale
233 Hillspoint Road Westport, CT 06880
4 BD / 4 | 1 BA / 3,624 SQ.FT. $6,975,000
Open House: Nov 8, 2026, 11:00 AM - 1:00 PM
$6,975,000
233 Hillspoint Road,
Westport CT 06880
Explore
For Sale
159 Easton Road Westport, CT 06880
6 BD / 6 | 2 BA / 8,594 SQ.FT. $4,450,000
Open House: Nov 8, 2026, 12:00 PM - 3:00 PM
$4,450,000
159 Easton Road,
Westport CT 06880
Explore
For Sale
4 Bruce Lane Westport, CT 06880
4 BD / 3 BA / 2,725 SQ.FT. $1,799,000
Open House: Nov 8, 2026, 12:00 PM - 3:00 PM
$1,799,000
4 Bruce Lane,
Westport CT 06880
Explore
For Sale
8 Pleasant Valley Lane Westport, CT 06880
7 BD / 7 | 2 BA / 8,762 SQ.FT. $5,650,000
Open House: Nov 8, 2026, 1:00 PM - 3:00 PM
$5,650,000
8 Pleasant Valley Lane,
Westport CT 06880
Explore
For Sale
1 Twin Oaks Lane Westport, CT 06880
5 BD / 6 | 1 BA / 8,521 SQ.FT. $4,400,000
Open House: Nov 8, 2026, 1:00 PM - 3:00 PM
$4,400,000
1 Twin Oaks Lane,
Westport CT 06880
Explore
For Sale
12 Bauer Place Westport, CT 06880
5 BD / 6 | 1 BA / 4,854 SQ.FT. $3,395,000
Open House: Nov 8, 2026, 1:00 PM - 3:00 PM
$3,395,000
12 Bauer Place,
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