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Real Estate Agent: Cutchogue

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 Cutchogue

Cutchogue, often referred to as the heart of Long Island’s North Fork, is a picturesque hamlet known for its rich history, world-class vineyards, and unspoiled natural beauty. Nestled between Peconic Bay and Long Island Sound, Cutchogue offers stunning water views, rolling farmland, and a laid-back vibe that epitomizes North Fork living. Its central location makes it a convenient hub for exploring the area’s renowned wineries, local beaches, and charming villages, while its peaceful atmosphere makes every day feel like a retreat.

Life in Cutchogue revolves around its celebrated agricultural heritage and vibrant wine culture. Visitors and residents alike can spend afternoons touring the award-winning vineyards, enjoying tastings, or picnicking among the vines. The town is also dotted with local farm stands offering everything from fresh produce to artisanal goods, making it easy to embrace a farm-to-table lifestyle. For those who love the outdoors, Cutchogue’s calm waters are perfect for kayaking, paddleboarding, or simply relaxing by the shore, while its scenic country roads beckon cyclists and walkers alike.

Cutchogue’s sense of community and small-town charm are among its biggest draws. The historic village center, home to landmarks like the Old House—a 17th-century treasure—reflects the town’s deep roots, while local events and seasonal festivals bring neighbors together throughout the year. For potential homeowners, Cutchogue offers a range of properties, from cozy cottages to expansive estates, all set against a backdrop of stunning natural beauty. Whether you’re searching for a full-time residence or a weekend getaway, Cutchogue invites you to experience the perfect blend of relaxation, culture, and connection that makes the North Fork so special.

Aerial view of a North Fork real estate gem, featuring green land, outlined property, a charming house, winding road, and sparkling water bodies under a clear blue sky.

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 Cutchogue

Sheri's Picks

Bars & Lounges

Red Rooster Bistro

Restaurants

A Touch of Venice

Braun’s Seafood & Braun’s Kitchen

Cutchogue Diner

Disset Chocolates

Interesting Places

8 Hands Farm

Borghese Vineyard

Meadowlark North Fork by Macari

North Fork Apothecary

Santa’s Christmas Tree Farm

Wickham’s Fruit Farm

North Fork Yoga Shala at Meadowlark North Fork Winery

Sannino Vineyard

Bedell Cellars

Pellegrini Vineyards

Pugliese Vineyards

Lieb Cellars

Barth’s Pharmacy

McCall Wines

Peconic Bay Vineyards

NOFO Wellness Center

Suhru Wines

Schools In Cutchogue

Schools

Our Lady Of Mercy Regional School

Cutchogue East Elementary School

New Suffolk School

Mattituck Junior-Senior High School

Southold Elementary School

Southold Junior-Senior High School