Welcome to Southport
An elegant coastal Connecticut village with rich New England history.
Southport, CT is nestled along the Long Island Sound, where elegant homes dating back three centuries still stand. It’s the perfect location for waterfront living or weekend relaxation just 50 miles outside of NYC. Settled in 1639, the town has a rich history, having evolved from a bustling commercial port to one of the highest desired areas to live in Fairfield County.
Waterfront estates and houses with harbor views can be found in the Southport Village area, whose town center has been designated as a historic district and is listed on the National Register of Historic Places.
Today, Southport maintains its classic, historic feel. Many of the homes are restored Victorians and Colonials set along wide, tree-lined streets. The town maintains strict zoning laws to preserve the area’s history—much of the area has been listed on the National Register of Historic Places.
What to Love
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Sailing, boating, beaches, and waterfront living
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Stately, historic homes in the Greek Revival, Georgian, Victorian, Colonial, Romanesque, and Federal styles
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Proximity to Fairfield, Westport, and NYC
People & Lifestyle
Southport’s waterfront lifestyle has attracted many notable residents, including Ina & Jeffrey Garten, Jason Robards, John Akers, and Jack Welch, to name a few. The town’s boundaries up to the tranquil Greenfield Hill area along the Long Island Sound to Westport. Along with the Sasco Hill area across the Harbor, these three locations are considered some of the wealthiest areas in Fairfield, as well as Connecticut as a whole.
Southport is one of 10 neighborhoods in Fairfield, a thriving southern New England town consistently named one of Money Magazine’s best places to live in Connecticut. An easy walk to beaches, country clubs, yacht clubs, parks, open spaces, shopping, fine dining, and Metro North— all within 50 miles of New York City—makes Southport an ideal suburban community in the Northeast.
Dining, Entertainment & Shopping
Upscale dining offerings include
Artisan Southport in the Delamar boutique hotel, the award-winning Paci Italian restaurant housed in a historic train depot, and the casual Gray Goose Cafe. Village shopping includes
J. McLaughlin, artisanal
SoNo Baking Company, the charitable
Fairfield Women’s Exchange, and more local, regional, and national shopping within minutes adjacent Westport and Fairfield.
Things to Do
Sailing and boating are a way of life in Southport, where the private
Pequot Yacht Club hosts four local high school sailing teams and offers world-class
youth sailing instruction with no membership requirement. Sharing the Harbor is the public
Community Sailing of Fairfield, offering instruction and racing opportunities.
The annual
Blessing of the Fleet/Southport Street Parade in June is a treasured Norman Rockwell-ian parade led by fife-and-drum corps and the Governor’s Horse Guard that ends at Southport Harbor, where local clergy bless the water parade of boats for a safe sailing season.
Southport’s public
Pequot Library hosts one of the largest book sales in New England, drawing book lovers from near and far each summer with a selection of over 100,000 items in over 60 categories.
Schools
Southport is zoned to the Fairfield Public School District. Local children attend one of the two local elementary schools, which feed into Roger Ludlowe Middle School, Tomlinson Middle School, and eventually, the nationally-ranked Fairfield Ludlowe High School. Independent schools include the top-rated
Trinity Parish Nursery School,
The Southport School, and
Greens Farm Academy.
