ML# :882187   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 timeless design with modern functionality. Expansive, light-filled living spaces frame sweeping bay views, while 8 bedrooms and 8.5 bathrooms are thoughtfully distributed across multiple wings for effortless living and entertaining. Amenities include a movie room, home gym, and sauna.A separate two-bedroom, two-bathroom guest cottage adds further flexibility for hosting. Outdoors, a deepwater dock provides direct access to Peconic Bay, while the waterside gunite pool, tennis court, and pool house create a true resort-like experience. The impeccably landscaped grounds are dotted with mature specimen trees and ornamental plantings, offering natural beauty and seclusion throughout.Every detail has been carefully curated to deliver a rare combination of scale, comfort, and coastal luxury—an offering of enduring significance, whether envisioned as a legacy compound or seasonal retreat. Property is firmly outside of flood zone.

ML# :881901   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 its own park and private stairs to the beach!Flooded with natural light and crafted from premium materials, every detail speaks to exceptional quality and thoughtful design. Enjoy resort-style living with a heated saltwater gunite pool and hot tub, all set against the dramatic backdrop of open water views. A 1, 000+ sq ft rooftop deck provides panoramic vistas and the perfect space for entertaining or relaxing under the stars. Inside and out, the home is equipped with state-of-the-art smart home technology and integrated speakers, enhancing both convenience and ambiance. Truly one of the most extraordinary homes ever offered on the North Fork - modern, majestic, and simply unforgettable.

ML# :894800   Discover the timeless charm of Nassau Point, a picturesque enclave surrounded by the shimmering waters of Peconic Bay. Nestled near the peninsula’s tip this newly constructed three level masterpiece spans 8, 500 square feet of fine craftsmanship and luxury living.The impressive entry foyer immediately sets the tone for grandeur with front to back living room doors, tasteful herringbone oak floors, 10’ ceilings, custom mill work and views beyond of the patio through a wall of glistering glass. The lavish designer kitchen showcases a 9’ island, Sub-Zero & Wolf appliances, 2 Bosch dishwashers, 3 wine fridges, and a room designated to a pantry closet. Adjacent to this open floor plan is the Dining Room and the great room with gas burning fireplace and wall to ceiling windows and doors accessing over 1, 000 square feet of covered and uncovered stone patios. There are six ensuite bedrooms (with radiant heated bathrooms) - one conveniently located in a separate wing on the first floor and the second floor boasts a spa-like bathroom and a private 400 square ft. covered terrace. The lower ground level offers doors to the rear property & pool with outdoor shower and serves as a recreational area with beverage center, gym area and sauna. A separate room is the ideal space for a home theater and space for a wine cellar, whole house generator and a 30X60 stand up attic plus a 3 car garage with attic complete this rare find.Enjoy the allure of the Nassau Point lifestyle with easy access to expansive sandy beaches, enchanting creeks, and rolling hills, all set within a landscape of neatly arranged streets and large, spacious homes. This gem is perfectly situated in the prosperous agricultural heart of the North Fork, offering tranquility and refined elegance. All within a short distance to North Fork’s best vineyards, farms, restaurants, marinas and all the unending activities it has to offer.

ML# :923175   Welcome to your private sanctuary on Long Island’s North Fork. This striking Mediterranean-inspired residence sits on over 2 acres of lush, water-front property, accessible only by driving through a working farm. Ensuring both exclusivity and a bucolic sense of arrival.As you approach, a winding drive sets the tone, with pastoral vistas and mature landscaping revealing the home gracefully perched near the water’s edge. The exterior features classic stucco and terracotta details that evoke timeless Mediterranean architecture. Step inside to a warm and inviting interior, where abundant natural light pours through expansive windows framing serene waterfront views. The main level offers an open living and dining area, ideal for both entertaining and daily living. One of the home’s standout assets is the finished lower level, perfect as a recreation hub, media room, or flexible living space to suit your lifestyle. Outside, the grounds are spectacular, sweeping lawns and multiple terraces lead you down toward the water’s edge. Whether enjoying morning coffee while listening to gentle lapping waves or hosting al fresco dinners under the stars, this property offers truly magical moments.

ML# :893733   NEW WATERFRONT CONSTRUCTIONThoughtfully 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.

ML# :900202   Introducing a one-of-a-kind opportunity to own a boutique vineyard on the North Fork of Long Island, which includes a historical antique farmhouse built in 1858 - once owned by one of the founding families in the area - and a large farm-size barn/stable. The house is set on a well-cultivated vineyard planted with premium varieties of Sauvignon Blanc, Merlot, and Riesling. This boutique vineyard supplies grapes to wineries and breweries, offering an addition to the world’s finest wines and craft beverages. A preliminary site plan is available to develop a unique tasting room, enhancing the property’s potential. The existing 1800s farmhouse, rich in character, can be integrated into your vineyard vision or removed to suit your design aspirations. A farm-sized barn/stable, equipped with electricity and water, provides further functional versatility. The rear of this property has frontage on Eugenes Rd - across the waterfront. Set on 17.5 acres of beautiful North Fork agricultural land, the property comes with Development Rights Intact, presenting the opportunity for possible subdivision (buyer to perform due diligence). Ideally located moments from town, school, beaches, shops, transportation, vineyards, and wineries, this property offers exceptional exposure and accessibility. With endless potential, do not miss out on this wonderful opportunity to participate in everything NorthFork has to offer.

ML# :872345   Introducing an excellent opportunity to own a well-cultivated vineyard planted with premium varieties of Sauvignon Blanc, Merlot, and Riesling situated on the North Fork of Long Island. This boutique vineyard supplies grapes to vineyards and breweries, offering an addition to world-class fine wines and craft beverages. A preliminary site plan is available to develop a unique tasting room, enhancing the property’s potential. The existing 1800s farmhouse, rich in character, can be integrated into your vineyard vision or removed to suit your design aspirations. A spacious farm-sized barn/stable equipped with electricity and water provides further functional versatility. Set on 17.5 acres of beautiful North Fork agricultural land, the property comes with Development Rights Intact, presenting the opportunity for possible subdivision (buyer to perform due diligence). Ideally located moments from town, school, beaches, shops, transportation, vineyards, and wineries, this property offers exceptional exposure and accessibility. With endless potential, do not miss out on this wonderful opportunity to participate in everything NorthFork has to offer.

ML# :905223   Your North Fork Waterfront Haven Awaits- A Rare waterfront 1947 Nantucket cedar shingled expanded home. Escape to your dream retreat. Imagine waking up to 300 feet of serene and pristine inlet waterfront, just moments from Peconic Bay, in your very own nantucket cottage that has been lovingly preserved for nearly a century. Only 90-minutes from NYC or Brooklyn - This 11 room, 4- bedroom, 3-bath retreat exudes timeless charm. Built nearly a century ago, this cherished home retains its original character and sits on 1.1 acres along a beautiful waterfront, and your private oasis of open lawn, specimen trees and beautiful gardens stretching 300 feet along the water with acres of borrowed landscape as far as your eyes can see of salt marsh estuaries and water out to The Peconic bay. The parklike grounds are complete with a long private dock in excellent condition for boats up to 35ft (1.5ft min. low tide)Inside vaulted ceilings in the large eat in kitchen with panoramic water views flow to waterside expansive decks, perfect for sunset dinners and entertaining. The screened porch off the deck is a perfect addition. The living room with fireplace offers sweeping inlet views, while the cozy library/den invites quiet reflection. Imagine waking up in any of the waterside bedrooms with wonderful views. The first floor primary suite which offers gorgeous water views and full bath. Upstairs are 3 additional bedrooms with 2 full baths, and a large accessible attic that could easily be finished off for an additional bedroom. An expansive full basement and an attached very large 2 car garage. Located in Cutchogue, surrounded by the North Forks bucolic beauty, think acres of vineyards, a vibrant food scene, Zagat rated Restaurants, golf, marinas- boating is excellent, Beaches, hiking and nature preserves offered in every hamlet. Close to Trains and the Jitney. This is a rare opportunity to own a piece of paradise and create your own memories in this rare waterfront offering. Call today for a private showing.

ML# :897165   Elegant Estate Living in the Heart of Wine Country! Discover serenity and sophistication on this private 2.4-acre property in charming Cutchogue. This spacious 4-bedroom, 5 bath home includes a 3-car attached garage along with numerous amenities perfectly blending functionality with luxurious North Fork Living. The main floor features a grand great room ideal for entertaining, an eat-in-kitchen with butler’s pantry -- a chef’s dream, formal dining room perfect for dinner parties and gatherings, a private library for quiet reflection or remote work, guest bedroom with adjacent full bath, convenient laundry and mud rooms, and an inviting screened-in porch for seasonal enjoyment. The second floor highlights a primary ensuite, two additional bedrooms connected by a Jack and Jill bath, and a versatile 166 sq ft mezzanine space. The finished basement offers ample room for a home theater, game room, or exercise room plus bonus storage. Nassau Point Causeway Beach, farmstands, wineries, restaurants and shopping are only minutes away. Whether you’re looking to settle in full-time or create a weekend retreat, this elegant home offers timeless charm in one of the North Fork’s most desirable locations.

ML# :3584002   Some homes tell a story. This one tells the North Fork’s.A rare opportunity to own one of Cutchogue’s most iconic historic properties, this mid-1800s barn was once part of the original Fleet family farm. With hand-hewn beams, circular-sawn pine, and timeless proportions, it captures the soul of North Fork heritage—a living piece of history ready for new vision.Set on 2.42 private acres bordering preserved farmland, the property offers open, lasting views and complete privacy within mature Skip Laurel and 16-foot Leyland hedges. Fifteen years ago, key updates were made, including a new roof, foundation restoration, new cesspools, and upgraded electrical systems.Move-in ready, the main residence combines rustic charm with modern comfort, while the rear barn area offers endless potential for a stunning guesthouse, studio, or expanded compound. Iconic, historic, and full of character, this is a rare chance to revive a true North Fork landmark.