Westport

As one of the premier towns in Connecticut, Westport offers an incredible lifestyle.

Long a haven for artists, thespians, entertainers and writers seeking respite from fast-paced city living, this Fairfield County community encompasses 33.3 square miles and boasts a population of about 28,000. Residents take pride in the town’s reputation as a hub for the creative arts. The Westport Playhouse draws a full house for its performances every summer, and for the music aficionado, the Levitt Pavilion hosts genres ranging from rock bands to the classics. The town comprises an array of antique stores and shops, great restaurants, numerous art galleries, a large library and magnificent beaches. For the avid golfer and tennis player, Westport has superb offerings for its residents. Westport is home to the highly regarded Longshore Golf Club, which, in addition to its golf course and tennis courts, offers a beautiful club house, a fine restaurant, swimming pools, paddle tennis, a marina and an outdoor ice skating rink in the winter.

Long a haven for artists, thespians, entertainers and writers seeking respite from fast-paced city living, this Fairfield County community encompasses 33.3 square miles and boasts a population of about 28,000. Residents take pride in the town’s reputation as a hub for the creative arts. The Westport Playhouse draws a full house for its performances every summer, and for the music aficionado, the Levitt Pavilion hosts genres ranging from rock bands to the classics. The town comprises an array of antique stores and shops, great restaurants, numerous art galleries, a large library and magnificent beaches. For the avid golfer and tennis player, Westport has superb offerings for its residents. Westport is home to the highly regarded Longshore Golf Club, which, in addition to its golf course and tennis courts, offers a beautiful club house, a fine restaurant, swimming pools, paddle tennis, a marina and an outdoor ice skating rink in the winter.

Long a haven for artists, thespians, entertainers and writers seeking respite from fast-paced city living, this Fairfield County community encompasses 33.3 square miles and boasts a population of about 28,000. Residents take pride in the town’s reputation as a hub for the creative arts. The Westport Playhouse draws a full house for its performances every summer, and for the music aficionado, the Levitt Pavilion hosts genres ranging from rock bands to the classics. The town comprises an array of antique stores and shops, great restaurants, numerous art galleries, a large library and magnificent beaches. For the avid golfer and tennis player, Westport has superb offerings for its residents. Westport is home to the highly regarded Longshore Golf Club, which, in addition to its golf course and tennis courts, offers a beautiful club house, a fine restaurant, swimming pools, paddle tennis, a marina and an outdoor ice skating rink in the winter.

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We came up from the city and spent the weekend with friends. After dinner we took an evening stroll at Compo Beach. I knew immediately that this is where I wanted to build a life.
John Hester Resident since 2008

Featured Listings

92 Beachside Avenue
Westport, CT $19,800,000

92 Beachside Avenue

Westport, CT

$19,800,000
  • 8 Beds
  • 8/1 Baths
  • 9,995 Sqft
2 Fairport Road
Westport, CT $2,600,000

2 Fairport Road

Westport, CT

$2,600,000
  • 5 Beds
  • 4/1 Baths
  • 4,288 Sqft
25 Old Road
Westport, CT $2,550,000

25 Old Road

Westport, CT

$2,550,000
  • 5 Beds
  • 4/1 Baths
  • 6,330 Sqft
17 Clover Lane
Westport, CT $2,095,000

17 Clover Lane

Westport, CT

$2,095,000
  • 5 Beds
  • 3/1 Baths
  • 2,994 Sqft
2 Charcoal Lane
Westport, CT $1,980,000

2 Charcoal Lane

Westport, CT

$1,980,000
  • 3 Beds
  • 3 Baths
  • 3,810 Sqft
5 Over Rock Lane
Westport, CT $1,500,000

5 Over Rock Lane

Westport, CT

$1,500,000
  • 3 Beds
  • 3 Baths
  • 2,107 Sqft
8 Bayberry Ridge Road
Westport, CT $9,500/mo

8 Bayberry Ridge Road

Westport, CT

$9,500/mo
  • 4 Beds
  • 3/1 Baths
  • 3,315 Sqft
39 Compo Parkway
Westport, CT $12,950,000

39 Compo Parkway

Westport, CT

$12,950,000
  • 6 Beds
  • 7/2 Baths
  • 11,150 Sqft

Westport

Area Map

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Westport

Market Snapshot

Units Sold

January 2026

21 TOTAL UNITS

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Median Sales Price

January 2026 - Single Family Homes

$2.1M
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Percentage of Asking Price

January 2026 Single Family Homes

100%
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