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

37 Green Acre Lane
Westport, CT $4,900,000

37 Green Acre Lane

Westport, CT

$4,900,000
  • 7 Beds
  • 5/1 Baths
  • 7,995 Sqft
249 Sturges Highway
Westport, CT $3,400,000

249 Sturges Highway

Westport, CT

$3,400,000
  • 5 Beds
  • 4/2 Baths
  • 8,639 Sqft
232 Bayberry Lane
Westport, CT $3,000,000

232 Bayberry Lane

Westport, CT

$3,000,000
  • 5 Beds
  • 4/1 Baths
  • 5,432 Sqft
11 Valley Road
Westport, CT $1,599,000

11 Valley Road

Westport, CT

$1,599,000
  • 5 Beds
  • 3 Baths
  • 3,374 Sqft
141 Regents Park
Westport, CT $1,100,000

141 Regents Park

Westport, CT

$1,100,000
  • 2 Beds
  • 3/1 Baths
  • 2,282 Sqft
4 Spriteview Avenue
Westport, CT $30,000/mo

4 Spriteview Avenue

Westport, CT

$30,000/mo
  • 3 Beds
  • 3 Baths
  • 2,404 Sqft
37-r Green Acre Lane
Westport, CT $20,000/season

37-r Green Acre Lane

Westport, CT

$20,000/season
  • 7 Beds
  • 5/1 Baths
  • 7,995 Sqft
3 Donald Drive
Westport, CT $8,200/mo

3 Donald Drive

Westport, CT

$8,200/mo
  • 3 Beds
  • 2/1 Baths
  • 2,714 Sqft

Westport

Area Map

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Westport

Market Snapshot

Units Sold

June 2025

49 TOTAL UNITS

image description +28.9% image description -7.5% vs

Median Sales Price

June 2025 - Single Family Homes

$2M
image description -12.7% image description -3.4% vs

Percentage of Asking Price

June 2025 Single Family Homes

104%
image description +4.8% image description +2.6% vs
104%
image description +4.8% image description +2.6% vs
104%
image description +4.8% image description +2.6% vs
104%
image description +4.8% image description +2.6% vs
104%
image description +4.8% image description +2.6% vs