Westport Homes for Sale

Known as a hub of creative artists, this upscale Fairfield County community encompasses 33.3 square miles with a population of about 26,000. The Westport Playhouse draws a full house for its performances, and for the music lover, the Levitt Pavilion features a variety of musical talent.

The town comprises an array of antique stores and upscale shops, great restaurants, art galleries, a library, and magnificent beaches. 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. Westport is a destination for shopping, cultural events and beach going. A popular destination is the Sherwood Island State Park, a public recreation area on the shore of Long Island Sound in the Greens Farms section of Westport, Connecticut. Here you can enjoy swimming, fishing, bike riding and other activities on 238 acres of beach, wetlands, and woodlands.

Included below are homes for sale in Westport. If you would like more information on any of these Westport real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Westport September 20, 2021
141
Listed
119
Avg. DOM
$741.70
Avg. $ / Sq.Ft.
$2,631,600
Med. List Price
141 Properties
Page 1 of 12
$1,199,000
Subdivision: In-Town
4
Beds
2
Baths
2,529
Sq.Ft.
1965
Year Built
4
Days on Site
170437134
MLS
Stunning renovation! This turn key home, set on a half acre on a quiet cul de sac, is located in one of Westport's most sought after locations! Walk to dog park, Trader Joes, restaurants/shopping....
$4,800,000
Subdivision: Saugatuck Shore
5
Beds
5
Baths
6,485
Sq.Ft.
1972
Year Built
5
Days on Site
170437540
MLS
This is the Westport location you ve been dreaming of; nearly 360 degrees water views at the tip of Saugatuck Shores. Breath taking scenes of the sun rising over Bermuda Lagoon and setting over Long...
$2,900,000
Subdivision: Saugatuck Island
3
Beds
2F11/2
Baths
1,507
Sq.Ft.
1922
Year Built
6
Days on Site
170437699
MLS
Nantucket in Connecticut! Exceedingly rare property with over 100 feet of direct frontage on Long Island Sound, private beach and sweeping views across Cockenoe and Norwalk Islands. This three...
$1,495,000
Subdivision: Greens Farms
4
Beds
3F21/2
Baths
2,952
Sq.Ft.
1850
Year Built
6
Days on Site
170437263
MLS
Greens Farm Antique on 2+ private, park-like acres! Old world charm and character welcomes you through the stone wall entrance. You are instantly captivated by the story book sight of the home and...
$995,000
Subdivision: Greens Farms
3
Beds
2F11/2
Baths
1,829
Sq.Ft.
1945
Year Built
6
Days on Site
170437813
MLS
Perfectly renovated and turn key! No stone left unturned in this tasteful and smart updated Colonial. Sleek modern appliances and finishes combined with 1940's colonial character makes this the...
$1,250,000
Subdivision: In-Town
3
Beds
2F11/2
Baths
2,945
Sq.Ft.
1986
Year Built
7
Days on Site
170430959
MLS
Location! Sited high above the nearby Saugatuck River on a coveted cul-de-sac & a short walk to downtown Westport! Bright, light & open 3 Bedroom 2.5 Bath home with a perfect floor plan for...
$2,595,000
Subdivision: Roseville/North Ave
5
Beds
5
Baths
5,140
Sq.Ft.
1956
Year Built
7
Days on Site
170434165
MLS
Stunning modern, mid-century inspired home seamlessly blends indoor & outdoor lifestyles. Custom designed and completely rebuilt in 2008 by the current owner, an award winning photographer to...
$1,849,000
Subdivision: Old Hill
6
Beds
5F11/2
Baths
5,615
Sq.Ft.
2016
Year Built
11
Days on Site
170436610
MLS
Discover this incredibly unique opportunity in Westport. The price has just been lowered on this beautiful 2016 transitional colonial built by SIR Development. The home is in need of some work and...
$1,389,000
Subdivision: Coleytown
5
Beds
2F11/2
Baths
3,654
Sq.Ft.
1975
Year Built
12
Days on Site
170429891
MLS
Location, location, location! Legacy Nest is an exquisite updated, serene colonial, which sits on 1.02 acres on a cul-de-sac! Only minutes from the highway, yet, private and peaceful. Don't forget,...
$989,500
Subdivision: Old Hill
3
Beds
2F11/2
Baths
2,700
Sq.Ft.
1950
Year Built
12
Days on Site
170433078
MLS
Prestigious Old Hill Section of Westport. Great Colonial House for Entertaining w Open Floor Plan. Great Interior and Exterior spaces for Family & Friends.
Beautiful Private 1+ acre Landscaped...
$2,000,000
Subdivision: Compo Beach
4
Beds
3F11/2
Baths
3,452
Sq.Ft.
1999
Year Built
12
Days on Site
170436017
MLS
Right where you want to be with all the room for entertaining friends and family whether it be weekends, holidays, summer or year round! Phenomenally renovated, filled with smart home technology and...
$4,000,000
Subdivision: Old Hill
7
Beds
7F21/2
Baths
9,303
Sq.Ft.
2002
Year Built
13
Days on Site
170435430
MLS
Prime location in the heart of prestigious Old Hill. Set on a private cul de sac just a mile's stroll to downtown sits this exceptional Hamptons-style estate. The sun-drenched and private, lushly...