Cutchogue, NY Homes for Sale with Acreage

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

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

Experience iconic North Fork waterfront living at this exquisite retreat located in the heart of Cutchogue. Perfectly situated on over an acre of land with 150 feet of direct water frontage on East Creek, this designer-curated, turn-key home offers unrivaled luxury, serenity, and access to all the region’s most celebrated amenities—award-winning wineries, farm stands, pristine beaches, and

Susan Orioli Engel & Volkers North Fork

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

Iconic 1800s Barn with Modern Flair! This mid-1800s barn offers a rare opportunity to own a piece of North Fork's rich history. Set on nearly 2.5 acres the property is a private sanctuary, featuring a lush natural perimeter of Skip Laurel and towering 16' Leyland hedges, offering serene views and complete privacy. The barn is ready for expansion, presenting endless possibilities for

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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