A Historic Long Island North Fork Seaport - Greenport, NY

By the 18th century, Greenport began to develop as a maritime center. It became known for its whaling, shipbuilding, and fishing when the village was officially incorporated in 1838. The Long Island Railroad came to Greenport in the 1840s, boosting trade to New York City. The area’s waters became known for its oyster industry and in the 1920’s with rum-running during Prohibition. Today, the downtown is a mix of well-preserved historic buildings, and a variety of restaurants, cafes and shops. It is very walkable and has a artsy kind of vibe.

This is what caught my eye; I hope you enjoy!

Greenport has stunning waterviews of the Peconic Bay and Shelter Island.

The former Greenport United Methodist Church was built in 1888, and is currently on the market.

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The Greenport Village Historic District has 19th-century homes, churches, and commercial buildings.

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The former 1860's Greenport Firehouse today is the home of Greenport Harbor Brewing Company.

The old Greenport Jail dates back to the 1900's.

S.T. Preston & Sons is a marine supply store dating back to the late 1800's, when Samuel Truman Preston sailed into Greenport and fell in love with the town.

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The Shipyard Restaurant

Claudio's Restaurant traces its roots back to 1870 when Manuel Claudio, a Portuguese immigrant ship cook, first set foot here and saw the potential in Greenport.

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Burton's Bookstore

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The Little Red Kindergarten Schoolhouse was built in 1818. The building was part of a movement in the U.S. to establish kindergartens as an essential component of early childhood education.

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The harbor is active with ferries to Shelter Island, fishing boats and yachts.

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Greenport Village Blacksmith originally opened in 1845 to meet the needs of locals including hardware for farming, ships as well as horseshoes.

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The old Greenport Long Island Railroad Station which first opened in 1844, today serves as East End Seaport Museum, which highlights the areas history as a shipbuilding and whaling hub.

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There's always the next ferry

Greenport has a ferry service to Shelter Island, a quieter and more secluded destination just across the water.

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The Northrop-Grumman Classic Wood Carousel in Mitchell Park. Built in 1920, the carousel has a history that includes a traveling carnival before Grumman moved it to their picnic grounds in Calverton. In 1995, it was moved to its current location.

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The Arcade Department Store was founded by Samuel and Julius Levone in 1928. The Greenport institution closed in 2017.

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Zey Hotel

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The Whiskey Wind was originally called Bill Worth's Rendezvous when it was founded in 1940.

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Greenport maintains a slow, small-town feel and its charm lies in its mix of history, natural beauty, and seaside serenity.

The American Beech Hotel

Inside American Beech

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The 1894 Queen Anne-style building at the corner of Central Avenue and Main Street, began as the Greenport Auditorium. The original theater was built by local leader and suffragette, Sarah Adams.

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What you should know:

• Public restrooms are available.

• On the street parking and parking lot options are available, some metered. Be sure to check posted regulations signs.

• There are many restaurant and entertainment options.

• Walking is a great way to get around town.

• You could spend a couple of hours to a couple of days exploring and relaxing here.

• Some of the businesses may only be open seasonally.

For more information: Greenport, NY

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