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Greenport, settled in 1682, is a picturesque whaling captain’s village on the North Fork with a distinct New England charm. It has a rich history as a significant whaling and fishing port, and life on the water remains the focal point in Greenport. Visitors can enjoy charter fishing boats, impressive yachts, and casual sailing year-round.

Greenport is a popular tourist destination, offering a variety of dining options, including renowned restaurants like Noah’s and American Beech, which draw foodies from far and wide. Wine lovers can appreciate the award-winning Kontokosta Winery on the bluff of Long Island Sound for its wines and breathtaking views. Visitors can also shuck oysters at Little Creek Oyster Farm & Market on Bootleggers Alley before checking out popular night spots like Brix & Rye and Claudio’s. With so much to see and do, Greenport is still the place to be seen on the North Fork.

Stately Victorian homes and tree-lined lanes add to the charm of this waterfront village, making it a highly desirable location for North Fork real estate. No trip to Greenport is complete without a leisurely stroll along Main Street and Front Street for shopping and sightseeing. The colorful carousel in Mitchell Park is the centerpiece of the village and is host to a summer concert series and ice skating during the winter.

If you are considering purchasing a property on the North Fork of Long Island, New York, Town & Country Real Estate has a property in Greenport that will suit your interests and North Fork lifestyle, whether you are looking for a forever home, summer house, vacation rental, or investment property. Stop by our Greenport Office to speak to a local expert today.