Check out these must-visit waterfront restaurants paired with gorgeous properties on Long Island!
June 26th, 2025
Written by Al Iaquinta
We made it—summer is officially here! ☀️
There’s nothing quite like Long Island in the summertime, especially when it comes to waterfront dining.
I love discovering new dining spots along the water, soaking in the views, and, of course, keeping an eye out for stunning homes that might just be perfect for you—or for me!
You know how some restaurants pair the perfect wine or craft beer with your meal?
In this blog post, I’m pairing a must-visit waterfront restaurant with a gorgeous home you might want to check out.
Ready to dive in?
Credit: Toomey's Tavern
Paired with
3 Enoch Island Amityville $485,000
Three Enoch Island is a fire island-esque beach house on an island in Amityville... it's so cool. It comes with the lot across from the canal to keep your boat, kayak or standup paddle board, which will act as your means to access this nautical paradise.
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Credit: Patrick Donoghue
Paired with
160 Seaquams Lane W, West Islip $1,599,000
Priceless views for just over a million! And it's been on the market for a little bit (I think they are open to some negotiation). And could use a little investment (renovation). This house has south facing views of the bay and is just a short boat ride over to Tres Palms... or Fire Island... or anywhere your heart desires to explore.
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Credit: The Buoy Bar
Paired with
70 Inwood Avenue - Point Lookout $2,500,000
Currently in Point Lookout, there are only 6 out of the total 850 houses up for sale. This tight knit community is known for its beaches, restaurants and Marinas. IT IS NOT known for large property sizes or living space. 70 Inwood gives you a little of both. With 4 bedrooms and 4 bathrooms and a double lot, including and inground saltwater pool, this is very unique Point Lookout property.
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Credit: Fabio's on the Water
Paired with
2904 Harbor Road - Merrick $2,249,000
Just a short boat ride, kayak or.... swim away from Fabio's, 2904 Harbor Road is the Pinnacle of South Shore Living! Just about 3500 square feet on a rare 8000 square foot SOUTHern facing lot right on the BAY! Keep your boat right in your backyard and after a long day of boating you'll be able to hop in your very own outdoor heated pool. Then cook dinner (or your fresh caught fish) on the outdoor bbq and kitchen!
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Credit: Wendy Guan
Paired with
14 Private Road - Bayville $5,500,000
This meticulously renovated 1927 Georgian estate on over an acre of Gold Coast beachfront has absolutely stunning water views, luxury amenities, and direct beach access...YOUR OWN BEACH. It's listed for a pretty penny, but is the ultimate coastal living.
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Credit: Si Si Restaurant
Paired with
15 Hill Side Ln - East Hampton $2,950,000
On over 3/4 of an acre with beautiful sunset views, this custom-built home features 4000 sq ft of living space, a heated pool with pool house, and is ideally located right down the block from East Hampton Village, and three marinas.
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Credit: iVes Winzy Williams
Paired with
408 Old Montauk Hwy. - Montauk $18,000,000
THE STONE HOUSE!!! You gotta click the link on this one, this Estate gives you over 4000 square ft on over 3 acres of living space, Surf and Swim right in your own backyard...or front yard, depending on how you look at it. With VIEWSSSS of block island and the Montauk lighthouse.
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Credit: Stephen Wong
Paired with
2100 Sound Drive - Greenport $2,999,000
Enjoy stunning Sound views and your own private beach at 2100 Sound Drive, a ranch-style home with four bedrooms, spacious living areas, along with a beach bungalow—just minutes from Greenport Village’s dining and shopping... and Claudio's!!!
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