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Real Estate Agent: Greenport

Rows of lush green vines in a vineyard stretch into the distance under a clear blue sky, showcasing the serene beauty that North Fork real estate has to offer.

Get to know Greenport

Greenport, a vibrant village on Long Island’s North Fork, is a destination known for its rich maritime history, lively cultural scene, and picturesque waterfront. Nestled along Peconic Bay, Greenport is a unique blend of old-world charm and modern appeal, offering something for everyone. Its historic streets are lined with boutique shops, art galleries, and renowned restaurants, creating a dynamic hub of activity that makes it one of the most beloved spots on the North Fork.

A day in Greenport can be as relaxing or as adventurous as you choose. Stroll through the village to explore its historic sites, such as the 19th-century East End Seaport Museum or the iconic Greenport Carousel, a nostalgic favorite for families. From the bustling marina, you can set sail for a scenic boat tour or enjoy the fresh sea breeze while dining at one of the many waterfront restaurants. The area’s vibrant wine and craft beverage scene is also a highlight, with nearby vineyards and breweries offering tastings of local specialties.

For potential homeowners, Greenport provides a mix of historic homes, charming cottages, and modern residences, all set within a village that radiates community and culture. Its year-round appeal is unmatched, with seasonal festivals, farmer’s markets, and live music events keeping the calendar full. Whether you’re drawn to the lively energy of the village or the peaceful beauty of its surrounding waters, Greenport offers an unparalleled lifestyle that combines the best of coastal living and North Fork charm.

Bunches of lavender tied with string hang above a wooden sign with "Lavender" written on it.

Living on the North Fork

Pictures of various fruits and vegetables in wooden baskets

When it comes to straightforward names, the North Fork of Long Island says it all. Look at where Long Island divides at Riverhead—the North Fork is the section to the north. Often seen as the more reserved counterpart of the East End’s twin prongs, the North Fork is just as captivating as the Hamptons, albeit at a more relaxed pace.

This region boasts a genuine wine culture, with dozens of vineyards flourishing in the maritime climate. Long Island’s agricultural heritage continues to thrive, with local farmers offering produce, flowers, cheese, and other products at farm stands scattered throughout the area.

Combined with its proximity to Connecticut and Rhode Island, accessible via the Cross Sound Ferry, the North Fork exudes a New England-esque charm rather than a New York vibe. It feels like an escape to another world, despite being less than 100 miles from your starting point.

Where Is Greenport

Sheri's Picks

Bars & Lounges

American Beech

Eddie’s

Crabby Jerry’s

Front Street Station

Black Llama Bar

Brix & Rye

Andy’s

Fortino’s Tavern

Whiskey Wind Tavern

Pearl Restaurant & Bar

Aldo’s Café

Crazy Beans

PORT Waterfront Bar and Grill

The Menhaden

Café 75

Restaurants

1943 Pizza Bar

Bruce & Son

Alpina

Ellen’s on Front

Olive Branch

Demarchelier Bistro

Anker

Casa Amigos

First & South

Noah’s

Claudio’s Clam Bar & Restaurant

Claudio’s Pizza

Encanto Crepes

Green Hill Kitchen

La Capricciosa

Little Creek Oyster Farm

Lucharito

Nookie’s

Pip’s Café and Provisions

Porto Bello

Ralph’s Italian Ices & Ice Cream

Sakura

Salumeria Sarto

Stirling Sake

The Frisky Oyster

The Halyard

The Market

Tikal I

ZErdem

Interesting Places

Greenport Harbor Brewing Co

East End Seaport Museum & Lighthouse Tours

The Weathered Barn

Vsop Gallery

Ray’s Gallery

Antique Carousel

East End Charters

Nova Constellation Gallery

Beall & Ball

Kontokosta Winery

Annual Maritime Festival

Camera Obscura

Craft Hair

Glory

Harbor Pet

Lido

NOFO Bikes

North Fork Yoga Shala at The Parish Hall of Holy Trinity Church

Preston’s Chandlery

Soundview Inn

Special Effects Salon and Spa

Verbena

Schools In Greenport

Schools

Greenport High School

Greenport Elementary School

Shelter Island School

Oysterponds Elementary School

Southold Junior Senior High School

Southold Elementary School