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 June 12, 2021
165
Listed
78
Avg. DOM
$658.54
Avg. $ / Sq.Ft.
$2,631,600
Med. List Price
165 Properties
Page 1 of 14
$998,642
Subdivision: Compo South
4
Beds
3
Baths
2,936
Sq.Ft.
1965
Year Built
1
Day on Site
170409667
MLS
Located in a welcoming, family friendly cul de sac, this expanded 4 Bedroom home could be your start of something great! Spoil yourself silly with a marvelous master suite featuring big his and hers...
4
Beds
3F11/2
Baths
2,925
Sq.Ft.
1966
Year Built
2
Days on Site
170408753
MLS
This is your happy place! Turn-key and move-in ready, this chic Colonial features sun-filled rooms throughout and a GREAT flow! The spacious living room with fireplace is open to the dining room for...
$3,015,000
Subdivision: Coleytown
5
Beds
4F31/2
Baths
6,700
Sq.Ft.
2021
Year Built
3
Days on Site
170409048
MLS
TO BE BUILT. Welcome to Clinton Ave! 5 BR, 4/3 BTH, 6700 SF new construction home finished on four levels, expertly crafted with extraordinary care by Sherwood Homes. Located on a picturesque, 2.73...
4
Beds
2F11/2
Baths
2,130
Sq.Ft.
1946
Year Built
3
Days on Site
170409239
MLS
A newly renovated and beautiful ranch on a flat land and surrounded by nature for complete privacy. Lush 2 acres with a peaceful pond. Four-bedroom with 2.5 bath. Modern & spacious dine-in kitchen...
$749,000
Subdivision: Coleytown
5
Beds
2
Baths
3,492
Sq.Ft.
1955
Year Built
3
Days on Site
170409096
MLS
First time on the market since 1992. Discover the possibilities with this spacious home on a beautiful level one acre in a very convenient location. The first floor includes a large living room with...
Open 6/13
30 Rayfield Road Westport, CT 06880
$889,000
Subdivision: Hillspoint
4
Beds
2F11/2
Baths
2,180
Sq.Ft.
1973
Year Built
3
Days on Site
170408719
MLS
Lovely 4 bedroom on a friendly cul-de-sac close to central Westport. Fantastic location convenient to everything! Updated baths upstairs, new windows, new front door, freshly painted throughout....
Open 6/13
3 Grays Farm Road Westport, CT 06880
$2,800,000
Subdivision: Coleytown
5
Beds
5F11/2
Baths
7,532
Sq.Ft.
2005
Year Built
3
Days on Site
170402232
MLS
Yes, you can have it all at 3 Grays Farm Rd! This stunning 5 BR, 5 1/2 BTH home is sited on 2 flat dry acres located on a quiet cul-de-sac. Experience over 7500 sq feet of space across three floors...
$1,299,000
Subdivision: Old Hill
5
Beds
3F11/2
Baths
3,779
Sq.Ft.
1964
Year Built
3
Days on Site
170406031
MLS
Tranquilly and privacy is what you feel when you enter this Connecticut classic colonial, nestled on a highly desirable street in coveted Old Hill. Spacious and versatile, it offers gracious living -...
Open 6/13
85 South Turkey Hill Road Westport, CT 06880
$2,368,000
Subdivision: Greens Farms
4
Beds
4F21/2
Baths
5,151
Sq.Ft.
2008
Year Built
3
Days on Site
170407597
MLS
Are you looking for a home that is a bit out of the ordinary? An anti-mcmansion home? A home where you don't know exactly where every room is the second you walk in the door? A home and property...
$1,400,000
Subdivision: Long Lots
4
Beds
2F11/2
Baths
3,737
Sq.Ft.
1965
Year Built
3
Days on Site
170408175
MLS
Welcome to 28 Burr School Road! Located on a quiet cul de sac in the heart of Westport's Long Lots market area, this wonderful colonial is poised for the next owner to call home! A lovely covered...
$4,299,000
Subdivision: Greens Farms
5
Beds
6F21/2
Baths
10,325
Sq.Ft.
1996
Year Built
4
Days on Site
170407648
MLS
Dramatic 5 bedroom, 4 car garage, Colonial is situated in the perfect Greens Farms location on regal Morningside Drive. The home sits elegantly behind stone pillars on 2 flat acres centrally located...
$3,445,000
Subdivision: Red Coat
6
Beds
6F21/2
Baths
9,659
Sq.Ft.
2005
Year Built
4
Days on Site
170408725
MLS
Magnificent shingle style home w/great curb appeal privately set back from road on gated 4.3 acres in desirable Red Coat section of Westport, close to the Y, downtown Westport & all it's amazing...