Cutchogue, NY Homes for Sale with Pool

Surrounded by picturesque sprawling farms in a coveted North Fork area, 1030 Horseshoe Drive awaits, nestled on nearly an acre of land. This Cutchogue home is designed for both entertaining and everyday living, featuring an open floor plan with high ceilings and modern amenities throughout. Enjoy the spacious chef's kitchen equipped with stainless steel appliances, ample cabinetry, a breakfast

Marco Maida Compass Greater NY LLC

The estate of the late legendary New York art dealer Barbara Gladstone, this meticulously restored Gilded Age shingle-style home offers a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Set on 140 feet of pristine bayfront with a private sandy beach, the primary residence spans over 10,000 sq. ft. and seamlessly blends period architecture

Bridget Elkin Compass Greater NY LLC

Cutchogue Showstopper!Designed by world-renowned architects Barnes Coy, this modern waterfront masterpiece is a rare blend of cutting-edge design and natural beauty. Perched atop a 55-foot bluff overlooking the Long Island Sound, this 4,200 sq ft home offers breathtaking sunsets and a seamless fusion of sleek modern lines with warm, inviting elements. Located in a private neighborhood with

Kristy Naddell Douglas Elliman Real Estate

Rarely available in size, scope, and setting, this generational Nassau Point estate is a standout along the Peconic Bay—its beauty long admired by passing boaters. Set on 4.23 acres with over 300 feet of private beachfront, it offers unmatched privacy in one of the North Fork’s most desirable waterfront enclaves. At its heart is a nearly 9,000-square-foot residence that masterfully blends

Bridget Elkin Compass Greater NY LLC

Private, centrally located, and the pool of your dreams—this stylish Cutchogue home combines the best that the North Fork has to offer. Less than a mile from Nassau Point Beach, this beautifully renovated 3-bedroom, 3-bathroom house boasts ample indoor and outdoor space to enjoy. Its open floor plan with an updated kitchen and large dining and living area allows for effortless entertaining. There

Melissa Principi Douglas Elliman Real Estate

Discover this beautifully restored 4-bedroom, 2-bath farmhouse situated on highly desirable Oregon Road in the heart of North Fork wine country. Surrounded by protected farmland views, this exceptional property offers the perfect blend of historic charm and modern luxury living where the only traffic jam you’re likely to encounter is a tractor loaded with grapes or a potato truck heading to

Andrea Parks Douglas Elliman Real Estate

Discover the allure of North Fork living in this charming cedar shake home nestled within the coveted Fairway Farms community of Cutchogue. Situated on a generous 1.06-acre parcel, this residence offers the quintessential North Fork experience with its proximity to acclaimed wineries, farm-to-table cuisine, and stunning beaches. Inside, find a comfortable layout featuring 4 bedrooms, including a

Nancy Cervelli Daniel Gale Sothebys Intl Rlty

Welcome to your dream home, a custom built luxury retreat just steps away from the pristine Fleet's Neck Beach. Prepare to be captivated by this newly constructed masterpiece, where sophistication meets comfort in every meticulously designed detail. Step into a world of culinary excellence with a state of the art gourmet kitchen. It showcases not one, but two Sub-Zero refrigerators and a

Kristy Naddell Douglas Elliman Real Estate

Discover timeless elegance paired with modern luxury at 70 Matthews Lane, an extraordinary Hampton estate originally brought to life by renowned, award-winning designer James Michael Howard. This fully furnished masterpiece, completed in collaboration with McAlpine-Tankersley Architecture and Landscape Details, spans 11,600 +/- square feet across three meticulously crafted levels. Built in 2017

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