Southport

Southport is a coastal enclave in Fairfield and has an identity all its own. It is one of the more affluent and desirable neighborhoods in Fairfield. Located along a beautiful stretch of Long Island Sound coastline and bordering Westport in the southwest part of town, Southport boasts a rich New England history that spans time since its settlement in 1639. Designated a local historic district, the neighborhood is protected by strict zoning laws designed to preserve its history for future generations. Southport homes, especially in the coastline area, display period architectural styles from the 18th and 19th century, including grand Federal and Greek Revival.

The seaport area, with its breath-taking views, is home to the private Pequot Yacht Club which offers a wide array of sailing programs. There is also access to Ye Yacht Yard a public marina on Harbor Road that accommodates 65 small boats, provides boat launch services to residents and access to moorings. Additionally, 20 kayak racks are available. Southport also has its own beach, two churches, boutique shops and antique stores, restaurants, and The Delmar Hotel – a luxury boutique hotel. The privately run Pequot Library hosts concerts and lectures throughout the year including the Southport garden stroll and summer book sale, one of the largest book sales in New England. Southport Congregational Church annual fundraiser “Rooms with a View” celebrates art and architecture raising money for the church, its missions, and charities within the greater Bridgeport area. Trinity Episcopal Church is also located in Southport.

Southport is home to the private Southport School, providing transformative educational experiences for students in kindergarten through 8th grade with language-based learning differences, such as dyslexia and ADHD/ADD. In addition, Southport is home to Mill Hill Elementary School. Some neighborhood areas in Southport that are outside the census tract attend Timothy Dwight Elementary School in Greenfield Hill. Both Mill Hill and Timothy Dwight primary schools feed into Roger Ludlowe Middle School and Tomlinson Middle School — both of which feed into Fairfield Ludlowe High School.

Smaller homes on streets closest to Interstate 95, which cuts through the heart of Southport, are attracting younger buyers. In addition to providing easy access to the interstate, Southport has its own train stop on Metro North railroad that offers one of the most convenient commutes into NYC.

With incredible views of Long Island Sound, historic architecture, charming town center, and a serene harbor area, Southport is one of the most sought-after neighborhoods in Fairfield.

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Neighborhoods in Fairfield

Southport Links:
The Pequot Yacht Club
Ye Yacht Yard
Delamar
Pequot Library
Southport Congregational Church
Rooms with a View
Trinity Episcopal Church
The Southport School

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$6,995,000 Under Contract - Continue to Show

1099 Pequot Avenue Fairfield, Connecticut

5 Beds 9 Baths 11,078 SqFt 1.9 Acres

$3,995,000 Active

987 Pequot Avenue Fairfield, Connecticut

6 Beds 6 Baths 5,200 SqFt 2.79 Acres

$3,649,000 Under Contract - Continue to Show

97 S Gate Lane Fairfield, Connecticut

5 Beds 4 Baths 4,058 SqFt 0.86 Acres

$3,625,000 Under Contract

319 Harbor Road Fairfield, Connecticut

5 Beds 5 Baths 0.99 Acres

$2,899,000 Active

989 Pequot Avenue Fairfield, Connecticut

3 Beds 4 Baths 3,834 SqFt 0.46 Acres

$2,450,000 Under Contract - Continue to Show

570 Warner Hill Road Fairfield, Connecticut

4 Beds 4 Baths 4,012 SqFt 1.35 Acres

$2,399,000 Active

400 Bronson Road Fairfield, Connecticut

5 Beds 4 Baths 0.38 Acres

$1,995,000 Under Contract

99 Range Road Fairfield, Connecticut

4 Beds 5 Baths 4,464 SqFt 0.98 Acres

$1,695,000 Active

845 Kings Highway West Fairfield, Connecticut

3 Beds 3 Baths 2,074 SqFt 0.35 Acres

$1,650,000 Active

936 Kings Highway West Fairfield, Connecticut

3 Beds 4 Baths 1,728 SqFt 0.32 Acres

$1,575,000 Under Contract

85 Evelyn Street Fairfield, Connecticut

4 Beds 4 Baths 3,129 SqFt 0.51 Acres

$1,499,900 Under Contract

139 High Meadow Road Fairfield, Connecticut

4 Beds 4 Baths 3,610 SqFt 0.65 Acres