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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
39 Compo Parkway Westport, CT 06880
6 BD / 7 | 2 BA / 11,150 SQ.FT. $12,950,000
$12,950,000
39 Compo Parkway,
Westport CT 06880
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For Sale
260 Hillspoint Road Westport, CT 06880
5 BD / 5 | 3 BA / 10,800 SQ.FT. $11,800,000
$11,800,000
260 Hillspoint Road,
Westport CT 06880
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For Sale
14 Owenoke Park Westport, CT 06880
5 BD / 5 | 2 BA / 6,025 SQ.FT. $10,995,000
$10,995,000
14 Owenoke Park,
Westport CT 06880
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For Sale
3 Tanglewood Lane Westport, CT 06880
6 BD / 6 | 1 BA / 8,400 SQ.FT. $6,999,999
$6,999,999
3 Tanglewood Lane,
Westport CT 06880
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For Sale
24 Edgemarth Hill Road Westport, CT 06880
6 BD / 7 | 3 BA / 8,417 SQ.FT. $6,995,826
$6,995,826
24 Edgemarth Hill Road,
Westport CT 06880
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For Sale
86 Maple Avenue South Westport, CT 06880
6 BD / 7 | 2 BA / 7,801 SQ.FT. $6,682,000
$6,682,000
86 Maple Avenue South,
Westport CT 06880
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For Sale
7 Roshab Lane Westport, CT 06880
6 BD / 7 | 1 BA / 8,215 SQ.FT. $6,649,000
Open House: Oct 9, 2025, 10:00 AM - 2:00 PM
$6,649,000
7 Roshab Lane,
Westport CT 06880
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For Sale
69 Beachside Avenue Westport, CT 06880
6 BD / 6 | 1 BA / 6,585 SQ.FT. $6,500,000
$6,500,000
69 Beachside Avenue,
Westport CT 06880
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For Sale
22 Apple Tree Trail Westport, CT 06880
5 BD / 4 | 1 BA / 4,791 SQ.FT. $6,450,000
$6,450,000
22 Apple Tree Trail,
Westport CT 06880
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For Sale
46 Compo Mill Cove Westport, CT 06880
4 BD / 5 | 2 BA / 5,567 SQ.FT. $6,000,000
$6,000,000
46 Compo Mill Cove,
Westport CT 06880
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For Sale
21 Sturges Commons Westport, CT 06880
6 BD / 6 | 3 BA / 10,521 SQ.FT. $5,980,000
$5,980,000
21 Sturges Commons,
Westport CT 06880
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For Sale
11 Beachside Common Westport, CT 06880
5 BD / 7 | 1 BA / 14,038 SQ.FT. $5,950,000
$5,950,000
11 Beachside Common,
Westport CT 06880
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Min. Price
Max. Price
Beds
Baths
For Sale
7 Roshab Lane Westport, CT 06880
6 BD / 7 | 1 BA / 8,215 SQ.FT. $6,649,000
Open House: Oct 9, 2025, 10:00 AM - 2:00 PM
$6,649,000
7 Roshab Lane,
Westport CT 06880
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For Sale
125 Old Road Westport, CT 06880
6 BD / 6 | 3 BA / 8,545 SQ.FT. $5,200,000
Open House: Oct 9, 2025, 11:00 AM - 2:00 PM
$5,200,000
125 Old Road,
Westport CT 06880
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For Sale
25 Hermit Lane Westport, CT 06880
6 BD / 5 | 2 BA / 9,454 SQ.FT. $3,250,000
Open House: Oct 11, 2025, 1:00 PM - 3:00 PM
$3,250,000
25 Hermit Lane,
Westport CT 06880
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For Sale
3 Hubbel's Lane Westport, CT 06880
6 BD / 6 | 1 BA / 6,351 SQ.FT. $2,900,000
Open House: Oct 11, 2025, 1:00 PM - 4:00 PM
$2,900,000
3 Hubbel's Lane,
Westport CT 06880
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For Sale
4 Burr Farms Road Westport, CT 06880
4 BD / 3 BA / 3,377 SQ.FT. $2,218,000
Open House: Oct 9, 2025, 11:00 AM - 1:00 PM
$2,218,000
4 Burr Farms Road,
Westport CT 06880
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For Sale
310 Main Street Westport, CT 06880
3 BD / 2 | 1 BA / 1,437 SQ.FT. $1,299,000
Open House: Oct 12, 2025, 12:00 PM - 2:00 PM
$1,299,000
310 Main Street,
Westport CT 06880
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For Sale
489 Main Street Westport, CT 06880
5 BD / 4 BA / 2,192 SQ.FT. $950,000
Open House: Oct 12, 2025, 1:00 PM - 3:00 PM
$950,000
489 Main Street,
Westport CT 06880
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