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Living in Cutchogue

Along the eastern end of Long Island in Southold, Cutchogue is a hamlet in Suffolk County. Cutchogue is bordered by New Suffolk to the south, Mattituck to the west and Peconic to the east. It's a part of the Long Island American Viticultural Area (AVA), with numerous wineries and tasting rooms throughout the region.

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Cutchogue is small and charming, its main road reminiscent of an old-world village. Here, people really do know each other on a first name basis. With plentiful farmland, horse trails, antique stores and fragrant vineyards, it almost feels like a relaxed getaway spot.

Water activities are abundant thanks to Cutchogue's proximity to Long Island Sound. Avid boaters, fishermen and sailors spend a great deal of time on the water, and it's not uncommon to bump into a familiar face while strolling along the shore. Wineries are often the basis for events in the hamlet; many of them host concerts and other social activities throughout the year. About 100 miles by car from Manhattan, Cutchogue is a taste of New York state at its quaintest.

Cutchogue history

One of Southold's early historians dubbed Cutchogue the area's first colony. Algonquian settlers called it Corchaug, meaning "the principal place," and with its abundance of fertile land, it lived up to its name. The local Native Americans built a log fort, now known as Fort Corchaug Archaeological Site, which they used to protect themselves from outsiders. The fort was declared a historic landmark in 1999.

In 1667, Europeans began to settle in the region, hoping to stake a greater claim in Southold. Taking advantage of the fertile grounds and surrounding waters, the English developed small businesses and farms throughout the area. It was a sign of things to come. Today, Cutchogue is a hotbed of agricultural activity, thanks to its plentiful soil, farms and vineyards.

Some of Cutchogue's historic buildings still stand today. The village center is home of the Old House, a prominent structure that was originally built in Southold in 1649 and moved to Cutchogue in 1661.

Cutchogue real estate

In a word, Cutchogue real estate is stunning. Exceptional architecture is the reigning theme here, with many of the homes situated along the waterfront. Styles range from multi-room Colonials and more informal ranches to Capes and farmhouses. The eclectic range of homes for sale in Cutchogue makes it an especially attractive option.

For nature lovers, it's helpful to note that some properties include docking space and beach rights, and are adjacent to farmland. Standout details are the norm among Cutchogue houses: you may come across an art studio, a sunroom or multiple fireplaces. The properties have a serene feel, in great part due to the lush surroundings.

Restaurants in Cutchogue

Spend some time on Main Road and you'll encounter dozens of eclectic eateries. The Cutchogue Diner has served the area since 1941, providing patrons with home-cooked dishes like meatloaf, turkey, burgers and waffles. Longtime seafood suppliers Braun Seafood Co. are more than just distributors – they also have a to-go menu packed with sandwiches, salads, wraps and rolls.

Immerse yourself in the Provencal feel of Cutchogue and step into the Red Rooster Bistro, a country-style establishment that specializes in French-American delicacies like roasted duck and toasted croissants. Date night feels just right at Touch of Venice, a family-owned Italian eatery in a cozy setting, complete with hardwood floors and old-world artwork on the walls. Another Italian place, Original Michelangelo, offers a casual take on the classic fare– drop in anytime for a quick pizza or take a seat in the back restaurant for a more formal dining experience.

Things to do in Cutchogue

Cutchogue brims with wineries and bed and breakfasts, many of which provide the perfect setting for a staycation. Wickham's Fruit Farm is set on roughly 300 acres of farmland in North Fork, some of which dates from the late 17th century. The waters of Peconic Bay shimmer in the distance, while the fruit farm explodes with abundant pears, apples, cherry tomatoes and strawberries. Whether you stop by for a glimpse of the historic property or bring the family for a wagon ride through the orchard, there are plenty of reasons to spend the entire day here, including the freshly prepared apple cider donuts that are served every Monday through Saturday.

Originally known as the Hargrave Vineyard, the Castello di Borghese Vineyard was Long Island's first winery. It opened in 1973 and today it's one of the area's most visited spots. Join a guided tour of the facility, enjoy a wine tasting or simply purchase a bottle of wine for a special occasion.

The public nine-hole Cedars Golf Club opened in 1965 and provides near-flawless views of the land– shady cedar trees surround the property that's dotted with four sparkling ponds. Beginners and experts alike can enjoy some tee time while taking in the picturesque surroundings.

Cutchogue shopping

Antiques and Old Lace is a vintage lover's dream. The antique store is packed with wall-to-wall treasures that range from musical instruments to furniture to books. At North Fork Natural, wellness takes center stage. With hardwood floors and plenty of natural light streaming through the broad windows, the old-school apothecary carries handcrafted body products, free from harsh additives. Other specialty stores along Main Road carry hardware, candles, kitchen products, flowers and clothing. 

A little town; alot to offer!

"A quaint village, a Par 3 Golf Course, fantastic Library, beautiful beaches . . . what's not to like?"
Lynda Joyce Rehm
Lynda Joyce          Rehm
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What's In The Area: Cutchogue

Driving Walking

Local tips and information for going out in the Cutchogue from The Corcoran Group. Explore dining, shopping and nightlife.

All Cutchogue tips




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