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37025 Main Road, Cutchogue
$2,500,000
993359 MLS
Set amid the bucolic farmland of Cutchogue, this rare 37+ acre Agricultural Conservation property offers exceptional scale, mature vines, and agricultural versatility. Approximately 20 acres are planted with established vineyard varietals, with the balance open for additional plantings or other permitted agricultural uses, including equestrian or cattle. A compelling opportunity for a vineyard enthusiast, farmer, hobbyist, or those seeking a substantial piece of North Fork farmland to steward and shape over time. The property includes a 2,700-square-foot cedar agricultural barn and three operational wells, with an agricultural license in place. Highly visible from Main Road and conveniently located near Cutchogue's farms, vineyards, beaches, restaurants, and village amenities.

37025 Main Road, Cutchogue

2050 Depot Lane, Cutchogue
$2,850,000
4 Beds ⋅ 5 Baths ⋅ 984475 MLS
CHIC, SLEEK, AND COMPLETELY UNIQUE - This industrial chic modern hits every box. Open concept living, radiant heated concrete floors throughout. A floating fireplace and walls of glass bringing the outdoors straight into the everyday. The living space spills out to the private heated Gunite saltwater pool, expansive patio and outdoor shower - creating an indoor-outdoor flow that feels polished, relaxed, and spa-like. A covered patio provides space for al-fresco dining. With 4 bedrooms, 4.5 baths, a dedicated laundry room, and parking for 5 cars between the garage and carport, this property delivers an elevated design, completely unique to the North Fork on every level. Stroll to restaurants, farm stands, and into town. Easy in and out to NYC and surrounded by beaches and renowned vineyards!

2050 Depot Lane, Cutchogue

445 Glen Court, Cutchogue
$5,925,000
4 Beds ⋅ 5 Baths ⋅ 972084 MLS
Cutchogue Showstopper. Perched atop a 55-foot bluff overlooking the Long Island Sound, this extraordinary Barnes Coy designed waterfront home offers rare architectural pedigree and an unrepeatable setting. Designed by Barnes Coy Architects, the award-winning firm known for some of the East End’s most distinctive modern residences, this 4,200 SF jewel box estate is set within a private neighborhood with its own park and private stairs to the beach. Filled with natural light and premium finishes, the home features polished limestone floors with radiant heat, two primary ensuite bedrooms with ample closet space, smart home technology controlling lights, blinds, temperature, and front gate; solar panels for energy efficiency, and a full-house generator. The lower level with full bath offers flexible space for a media room, gym, office, or guest overflow. An attached two-car garage is also included. Outside, a heated saltwater gunite pool, hot tub, 1000 sf rooftop deck, firepit, and back lawn create an exceptional waterfront setting for entertaining or quiet enjoyment. Enjoy breathtaking sunsets from the rooftop deck or pool, practice yoga with wide water views, or watch seals gather on the rocks below. An outdoor shower with interior and exterior access adds ease after the beach or pool, and there is room to create an outdoor dining and kitchen area. A truly architecturally significant North Fork offering with exceptional water views, spectacular sunsets, privacy, and a setting that simply cannot be recreated.

445 Glen Court, Cutchogue

6370 Skunk Lane, Cutchogue
$2,875,000
4 Beds ⋅ 5 Baths ⋅ 893733 MLS
NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm. Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to embrace the natural surroundings and relaxed beach lifestyle. HIGHLIGHTS...4 spacious en suite bedrooms....5 bathrooms...2 light-filled living areas perfect for lounging or entertaining....Custom white oak cabinetry, vanities, and detailed millwork....White oak flooring throughout..... Chef’s kitchen....Sub-Zero refrigerator and wine fridge....Wolf stove....Sleek Dekton countertops....Expansive glass doors that open the kitchen to the outdoor living space with direct water views — perfect for hosting or unwinding by the shore....Second-floor outdoor lounge terrace overlooking the water....Separate garage with finished loft....Mahogany fencing....Professionally landscaped grounds. Located just minutes from the area’s best beaches, this brand-new waterfront home offers the ultimate combination of high-end design, natural beauty, and relaxed luxury living. The photos are virtually staged.

6370 Skunk Lane, Cutchogue

18910 Middle Road, Cutchogue
$5,699,000
L3547111 MLS
This premium North Fork land comprised of 33 acres, spanning two highly desirable locations, creates a unique acquisition opportunity with development rights intact. Capturing the true essence of the North Fork and nestled in a picturesque location, this property boasts a beautiful vineyard, perfect for wine enthusiasts and investors alike. The vineyard is well established and features a variety of mature grape varietals that thrive with the North Fork's climate and soil conditions. Whether you are a wine connoisseur or aspiring winemaker, this vineyard presents an incredible chance to cultivate and produce your own high-quality wines. In addition to the vineyard, the property features a spacious 2,500 square foot tasting room. This tastefully designed and well-appointed space welcomes visitors with its high ceilings and large windows that provide breathtaking views of the surrounding landscape. The abundance of natural light creates a warm and inviting ambiance, making it the perfect setting for wine tastings, weddings, private events, and gatherings. This offering also includes a a 3,500 square foot fully climate controlled wine cellar with 35' ceilings, 13 fermentation tanks, 30 French Oak barrels and a full bottling line. This property also features a 1,500 square foot retail shop with showcase laboratory and crush pad to give tour-goers the ultimate experience. Overall, this prime land on the North with development rights intact, a beautiful vineyard, and a spacious tasting room offers a unique and enticing package for those looking to enter or expand in the wine industry with excellent potential for growth or as an ideal investment property. BOTH PARCELS CAN BE SUBDIVIDED

18910 Middle Road, Cutchogue

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