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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.

Go to my Fairfield page to view other neighborhoods in Fairfield.
Neighborhoods in Fairfield

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



First time on the market in 64 years! Location Location Location! Bring your imagination and start creating! Sold As Is. Opportunities like this don't happen very often! $675,000 Active

298 Arbor Drive Fairfield, Connecticut

3 Beds 2 Baths 1,568 SqFt 0.150 Acres

Welcome to this charming home nestled in the heart of Southport, CT. 3 bedrooms, including an ensuite primary bedroom with vaulted ceilings & beams, this home offers convience, comfort & space. The front porch welcomes you. As you step inside to find Hardwood floors flow throughout the interior, adding warmth to every room. The spacious living room is perfect for relaxation & entertaining, while the kitchen opens to a dining area, ideal for hosting family gatherings. A family room/den with a full bath provides a cozy space to unwind. The sun porch that floods the space with natural light, creating a serene atmosphere. Sun porch also serves as an office that offers an area for work or study. The expansive patio awaits, providing picturesque views of the yard & ample space for outdoor entertaining. Located just a 1/2 mile walk from Southport village, you'll have easy access to shops, restaurants & the scenic harbor. The train station is also nearby, making commuting a breeze. Southport beach is just 1.5 miles away, offering endless opportunities for relaxation and recreation. Minutes from Fairfield town center, you'll enjoy a vibrant atmosphere, diverse dining options, and shopping experiences. With close proximity to the highway, nearby towns and attractions are easily accessible. ** Everone is surprised at how SPACIOUS, OPEN & QUIET this home is. Don't miss the chance to make this Southport gem your own. Experience comfort, convenience, and coastal living at its finest. $625,000 Active

199 Bronson Road Fairfield, Connecticut

3 Beds 3 Baths 2,275 SqFt 0.250 Acres

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