Westport

Fairfield County, Connecticut

VIEW 253 COMMUNITY LISTINGS

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
  • 5/4 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
4 Spriteview Avenue
Westport, CT $30,000/mo

4 Spriteview Avenue

Westport, CT

$30,000/mo
  • 3 Beds
  • 3 Baths
  • 2,404 Sqft
4 Scofield Place
Westport, CT $9,550/mo

4 Scofield Place

Westport, CT

$9,550/mo
  • 3 Beds
  • 2/1 Baths
  • 1,989 Sqft
7 Bittersweet Lane
Westport, CT $8,000/mo

7 Bittersweet Lane

Westport, CT

$8,000/mo
  • 4 Beds
  • 3/1 Baths
  • 2,420 Sqft
2 Violet Lane
Westport, CT $7,400/mo

2 Violet Lane

Westport, CT

$7,400/mo
  • 3 Beds
  • 2 Baths
  • 1,583 Sqft
310 Main Street
Westport, CT $6,650/mo

310 Main Street

Westport, CT

$6,650/mo
  • 3 Beds
  • 2/1 Baths
  • 2,029 Sqft

Westport

Area Map

Westport is within Fairfield County, Connecticut and borders Fairfield, Norwalk, Wilton and Weston.

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Featured Communities Within

Fairfield County

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Westport

Market Snapshot

Units Sold

June 2025

50 TOTAL UNITS

image description +31.6% image description -5.7% vs

Median Sales Price

June 2025 - Single Family Homes

$2M
image description -13.5% image description -4.2% vs

Percentage of Asking Price

June 2025 Single Family Homes

104%
image description +4.6% image description +2.4% vs
104%
image description +4.6% image description +2.4% vs
104%
image description +4.6% image description +2.4% vs
104%
image description +4.6% image description +2.4% vs
104%
image description +4.6% image description +2.4% vs