Waterfront Opportunity on the Long Island Sound! Discover the rare chance to own prime waterfront land on esteemed Oregon Road in Cutchogue, AKA the Sunniest spot in New York. Headlining 2.72 acres and over 183 feet of direct water frontage on the Long Island Sound. This exceptional property offers sweeping, unobstructed water views and the serenity of coastal living. Whether you envision a private estate, vacation retreat, or future development, this parcel provides endless potential. Enjoy breathtaking sunsets, gentle sea breezes, and a front-row seat to one of the most coveted shorelines in the region. A truly remarkable opportunity to build your dream home on the North Fork. Price is for land only.

Very near the eastern tip of Long Island’s renowned North Fork, this exceptional 1.37-acre beachfront property presents one of the few remaining opportunities to create a legacy waterfront estate in one of Orient’s most breathtaking coastal settings. Surrounded by panoramic views of Gardiners Bay, Long Island Sound, Plum Island, and the Connecticut shoreline, this remarkable homesite enjoys direct access to a sandy beach and the added distinction of neighboring protected Suffolk County parkland, preserving the natural beauty and open coastal landscape that define this extraordinary location. With approximately 125 feet of private beachfront, the property offers an ideal setting for relaxed coastal living and entertaining. The grounds provide ample space for hosting weekend guests, extended family, or friends escaping the city for beach days, outdoor dining, and slow, restorative mornings by the water. There is also the potential for a waterside pool (permits required), creating the opportunity to design a true resort-style coastal retreat. Wake to spectacular sunrises over Long Island Sound and embrace the quintessential North Fork lifestyle. Spend your days boating, kayaking, paddleboarding, fishing, swimming, beachcombing, or exploring the scenic trails and shoreline of nearby Orient Point County Park. Walk along the beach to take in views of the iconic Orient Point Lighthouse, affectionately known as the “Coffee Pot,” or take the nearby Cross Sound Ferry to New London for a day trip before returning home to the peace and privacy of your waterfront escape. Just minutes away, enjoy the charm of Orient Village, award-winning North Fork vineyards, local farm stands, marinas, and the iconic Duryea’s, where waterfront lunches and unforgettable sunset dinners are part of everyday life. For buyers seeking a more grounded way of living without sacrificing style, comfort, or design, this property offers a rare balance of sophistication, privacy, and direct beachfront access. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life. For city-area buyers ready to trade noise for salt air, open sky, and space to truly exhale, 1890 Lands End Road offers a rare North Fork escape that feels both elevated and effortlessly livable, where cinematic water views, natural beauty, and true coastal privacy come together in one extraordinary offering.

Build your North Fork Sanctuary on the Sound. This is your opportunity to bypass years of time in the application process. Trustees approval already in place allowing a magnificent 2 story Custom Built home with expansive decks and outdoor spaces and a waterside pool overlooking the Sound. A low bluff with just enough elevation and natural steps to the beach located in a cove allows protection and privacy. Just imagine yourself enjoying the quiet days taking in this spectacular view in the home you have always envisioned escaping to on the North Fork. Floor Plans and Site plan available. Contact Agent

Cutchogue, North Fork - expired Trustee's permit to construct a single-family waterfront residence on superb soundfront lot with incredible Waterview and convenient location with access to all of the best of the North Fork.... Located north of Oregon Road, among the broad fields and vineyards is the site for the development of your North Fork dream home, with 100 feet on the sound and your own beach. Paved road, association beach access (private stairs permitted), water/electric at street. Sit down with your designer/architect and plan your future now - or acquire as an investment. Ass'n stairs to beach below a few doors away.

Very few North Fork estates embody the exceptional qualities, craftsmanship, and amenities found within this extraordinary property. Set on 5.14 private acres with an impressive 240 feet of Long Island Sound frontage, this custom residence, built in 2022 by renowned builder North Fork Woodworkers, offers a rare combination of scale, privacy, and waterfront living. Spectacular sunsets and private beach access complete this truly one-of-a-kind setting. Inside, the residence showcases timeless materials and dramatic architectural details, including 100-year-old reclaimed seven-inch-wide plank wood flooring, exposed fir beams, and a striking living room with ceilings soaring nearly 30 feet. Walls of glass frame sweeping water views, while a gas fireplace anchors the impressive main living space. The chef's kitchen is thoughtfully appointed with quartz countertops, a Wolf double gas range, Sub-Zero wine refrigeration, a Shaw farmhouse sink, and a butler's pantry with an additional wine refrigerator. Designed for year-round enjoyment, the screened-in porch features radiant heat, a magnificent mahogany turret ceiling, and a double-sided wood-burning fireplace. The main-level junior suite offers radiant-heated floors, a walk-in closet, an electric fireplace, and direct access to the yard. Upstairs, the primary suite serves as a private waterfront retreat, complete with an electric fireplace, walk-in closet, steam shower, private balcony, and access to expansive stand-up attic storage. Two additional ensuite guest bedrooms and a sitting area overlooking the Sound complete the second level. Laundry areas on both floors provide added convenience. The finished lower level is designed for recreation and entertaining, featuring a distinctive speakeasy with leaded stained-glass panes, a golf simulator, gym, full bathroom, utility space, and access to an impressive garage capable of accommodating four to five vehicles, with the potential for a vehicle lift. An additional attached two-car garage is equipped with heating and cooling. Outdoor living is equally impressive, centered around a 20-by-50-foot heated saltwater pool, outdoor shower, expansive fenced rear yard, and a gated pathway leading directly to the private beach. Additional amenities include central vacuum, surround-sound speakers throughout, exterior recording devices, and a whole-house generator. With its remarkable waterfront setting, exceptional construction, and extensive lifestyle amenities, this extraordinary estate captures the very best of North Fork luxury living.

Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main residence sits gracefully within the landscape, designed to celebrate both the surrounding water and the art of refined living. Sunlight pours through expansive windows, illuminating generous entertaining spaces and framing panoramic bay views that shift beautifully throughout the day into the evening. The home features eight bedrooms and eight and a half bathrooms, thoughtfully arranged to create both comfort and space. A private screening room, gym, and sauna offers relaxation and recreation. A separate guest cottage with two bedrooms and two bathrooms provides a welcoming retreat for your guests, creating the perfect balance of independence and hospitality. Outside encompasses every aspect of waterfront resort living, boating from your deep water dock, swimming in the gunite pool to playing tennis or catching shade in the pool house and dining seaside while watching the sunset. Combining extraordinary scale, exceptional waterfront frontage, and a setting that captures the spirit of the North Fork, this Nassau Point compound offers a rare opportunity to own a truly distinguished coastal retreat - ideal as a legacy property or an unforgettable seasonal escape.

Welcome to Lion’s Gate on the Sound, a premier waterfront estate set on over 3 private, gated acres along the Long Island Sound in Mattituck. This move-in-ready sanctuary blends timeless architecture with modern luxury, offering unmatched privacy and sweeping coastal views. A newly resurfaced driveway leads through electronic gates to beautifully lit grounds featuring a restored gazebo, lush lawns, and thoughtful landscaping. Inside, the home shines with freshly refinished hardwood floors, custom details, and a reimagined primary suite with spa-like finishes. Smart-home automation, new TVs, and elegant upgrades enhance everyday living. The finished lower level offers a professional gym, billiard room, and custom bar, while the upgraded garage with epoxy floors and smart tech is ideal for car enthusiasts. Outdoors, enjoy a new dining pavilion, full irrigation, and multiple vantage points for stunning sunsets over the Sound. Perfectly located near vineyards, farm stands, and charming village life, Lion’s Gate on the Sound is more than a home, it’s a legacy estate of luxury, seclusion, and natural beauty. Seller working to obtain pool permit.

Welcome to one of the East End's most distinguished estates. This waterfront property, built in the early 1900s, is situated on 3.24 acres and offers 170 feet on one of the North Fork’s most coveted stretches of pristine coastline, overlooking Peconic Bay, This offering represents a legacy opportunity. Upon arrival, the grandeur of the home makes a lasting impression with its sprawling lawn, magnificent trees, manicured grounds, and classic New England-style residence featuring an understated wrap-around porch and porte-cochere entry. Several years ago, the residence underwent a meticulous renovation that preserved its historic features while incorporating modern design elements and craftsmanship, enhancing the home's timeless beauty amid its coastal setting. Entering through a grand vestibule, you are welcomed by a double set of wide wooden doors with large inset glass. The spacious formal living room, complete with exposed beams, detailed oak paneling, a wood-burning fireplace, and weight-and-chain windows, provides a warm atmosphere while embracing views of the bay. The open and airy dining room features sliding doors that lead to a covered porch and provides access to a quaint library for more intimate conversations. The home's kitchen is designed for entertaining and enjoys abundant natural light. It boasts an oversized island, chef-grade appliances, custom cabinetry, beautiful countertops, and a hostess pantry, combining functionality with elegance. The casual dining area in the sunroom is surrounded by windows, allowing natural light and showcasing cascading hydrangeas, perfect for enjoying sunrises. Additionally, there is a side door leading to a blue stone patio for outdoor cooking and access to the home's waterside yard. The sunroom also includes a small alcove with floor-to-ceiling windows, providing extra seating or a quaint office space that highlights the natural beauty outdoors. The open floor plan incorporates a lounge anchored by a gas fireplace, making hosting easy with the kitchen's close proximity. The intricate staircase, both restored and timeless, leads to the home's five bedrooms, three of which face south to maximize the views. The primary ensuite captures the waterfront view and includes a spa-inspired bathroom with a soaking tub and an oversized walk-in closet. The Jr. Primary ensuite is spacious and overlooks the backyard. Two additional bedrooms, also facing the water, share a full bathroom, while the final bedroom is ensuite and overlooks the side of the property. The residence features a unique, restored two-story boathouse, providing access to the double-tiered bulkhead and beach. This space is ideal for intimate gatherings and enjoying the sound of the waves. The expansive property additionally includes a Gunite pool with a covered outdoor lounge, a powder room, and a three-car garage. Encapsulated by mature trees and hedges, the property offers exceptional privacy and serenity. Whether you are looking for a summer sanctuary or a year-round estate, this property offers a level of prestige that rarely hits the market.

Rare North Fork Beachfront estate, shy 3.25 acre compound! The main house features over 3,000 sq. ft. of living space and the beach house offers approximately 1,600 sq. ft. A powder white sandy path leads to a gorgeous private beach with 116+ ft. of waterfront. Enjoy panoramic water views of the sparkling Long Island Sound and enchanting sunsets with this incredible property that presents a multitude of opportunities for its next owner. Listed as a compound but also separately: see 3645 Soundview Ave - the main house (MLS #1007876) and 3651 Soundview Ave - the beach house (MLS #1009245). Please note that this compound listing reflects 3645 Soundview Avenue in fields where only one property's information can be displayed. Please note that combined information of both properties is also displayed where permissible.