Nissequogue: An Alternative to the Hamptons

Nissequogue: An Alternative to the Hamptons

Long Island Connections

While most people have heard of the Hamptons, there are many beautiful towns in Long Island that are overlooked simply because they are lesser known. Both of us grew up on Long Island and have always known the East End to be where New York’s elite come to play. It’s a luxury seaside real estate market that is unmatched, and we still love any opportunity to head out to the Hamptons. However, for our own home, we wanted to consider the commute. Some may consider it “weekending in the suburbs,” but the fact that Nissequogue is so much closer to city is a huge plus in our books.

“If you’re commuting from Manhattan, do you want to sit in traffic for 3 ½ hours in the Hamptons?” Mickey says. “Do you want to see the same people you see in New York?”

Over the last few years, we have seen its popularity grow and many people now consider it a worthy alternative to the East End.

The Unmistakable Charm of Nissequogue

The village of Nissequogue and other communities throughout western Suffolk County offer so much character and charm. They are much more than just places you drive by or fly over on the way to and from the Hamptons. You get luxury waterfront living that’s more away from the crowd, even though it’s so much closer to the city. There is rich history, friendly people and beautiful environmentally protected rural areas to go along with a very high-end lifestyle.

“It’s not for everybody,” Tom says, “but it’s perfect for us.”

The Smith House

You can also find incredible homes at prices that are significantly lower than what you’ll pay on the East End. We recently listed a gorgeous house that was originally built in 1687, with additions made in 1712 and 1742, and another renovation in 1924. Today, it is a 5-bedroom, 4-bathroom house with a stunning wraparound porch. It sits on approximately 19 acres and features a barn with two apartments, a smaller barn, stables, garage, carriage house, pump house and grape arbor.

The asking price for this incredible property is $2,495,000. This home and its land would sell in the tens of millions if it were in the Hamptons.

“The property is preserved by a conservation easement with the Peconic Land Trust,” Mickey says. “That ensures that whoever owns it cannot subdivide the property. They can’t knock it down. They can’t turn it into a Postmodern version of itself. So, the historical integrity of the property needs to be intact.”

For additional details, you can view the listing here: 30 Smith Lane, Nissequogue

There was also a recent article about the property featured on

We also recently went into contract on another fabulous estate in Nissequogue – 468 River Road. On 8 waterfront acres, the main house boasts 5 bedrooms, 4.5 bathrooms, 5 fireplaces and beautiful original details.

Making Nissequogue Our Home Away from Home

We look forward to spending many weekends and holidays at our home out here. Including the upcoming Christmas holiday. It’s the perfect place to get away from the city and we encourage everyone to check out all the wonders this part of Long Island has to offer.

Tom Postilio & Mickey Conlon represent luxury home buyers and sellers in New York City and throughout Long Island. If you are looking to buy or sell a home in Nissequogue, contact them today.

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© 2023 Tom Postilio & Mickey Conlon