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$1,375,000
4 Beds ⋅ 3 Baths ⋅ 1018415 MLS
Welcome home to this four-bedroom two and and half bath expanded ranch style-home in the coveted Highland Estates section of Cutchogue. This corner property is set on 0.92 acres of flat landscaped property, which offers effortless indoor and outdoor living. The open concept kitchen has both Silestone and Butcher block countertops with modern floating shelves, ample cabinetry, white tiled backsplash and adequate prep space. The first floor primary suite provides a private retreat with easy access to the primary bath with tub. An inviting indoor-outdoor atrium sun-room generates the perfect space for relaxation and entertaining. There is a large family room, complete vaulted ceilings and a wood burning fireplace. Two additional upper level bedrooms and a full bathroom with walk in shower with glass surround, complete the upper level. Step outside to your own backyard oasis featuring a salt-water in-ground pool, outdoor cabana and lush landscaping, Multiple seating areas include a fire-pit, and separate grilling area. Out-door exterior lighting provide a tranquil atmosphere which allows for entertaining late into the evening, all designed to generate a peaceful setting right in the comfort of your home. A rare opportunity to own your own slice of paradise, in the sunniest place on Long Island, close to beaches, restaurants farm stands and wineries. Priced to sell, The house is being sold "as is". .

1850 Highland Road, Cutchogue
$1,590,000
5 Beds ⋅ 4 Baths ⋅ 1024427 MLS
Perfectly positioned in the sought-after Fairway Farms community, this spacious 3,200-square-foot residence enjoys peaceful views overlooking the golf course while offering the best of North Fork living. Set on a beautifully landscaped 0.93-acre property, this home is just minutes from the charming hamlet of New Suffolk, Pequash Beach, vineyards, marinas, farm stands, and acclaimed restaurants. Designed for both comfortable everyday living and effortless entertaining, the home features five bedrooms, four full bathrooms, hardwood floors throughout, two fireplaces, an inviting eat-in kitchen, and a formal dining room. Bathed in natural light, the expansive enclosed porch offers a bright and inviting space to relax, dine, or entertain while taking in the tranquil views of the surrounding grounds and picturesque golf course. With walls of windows and an airy, open feel, it serves as a seamless extension of the home's living space and is sure to become a favorite gathering space. Step outside to your private backyard retreat featuring a fenced, heated gunite saltwater pool surrounded by elegant bluestone patio—an ideal setting for summer entertaining or quiet afternoons overlooking the manicured fairways. Additional highlights include natural gas heat, four-zone heating, a Navien on-demand hot water system, public water, underground utilities, newer appliances, in-ground irrigation, and a walk-in attic with outstanding potential. Whether you're searching for a year-round residence or the perfect North Fork getaway, this exceptional Fairway Farms property combines generous living space, a premier golf course setting, and an unbeatable location close to beaches, boating, wineries, and everything that makes Cutchogue one of Long Island's most desirable destinations. This listing may include images that have been digitally altered or virtually staged.

2340 Fairway Drive, Cutchogue
$2,850,000
4 Beds ⋅ 4 Baths ⋅ 995201 MLS
Bucolic Cutchogue Compound. Set on iconic Oregon Road in Cutchogue, amongst farmstands and vineyards, this incredible 2 acre compound offers exactly the North Fork vibe everyone is looking for. The main house features 4 bedrooms and 3.5 bathrooms, opening out to a 20x44 in ground saltwater pool that quietly becomes the center of summer. Great flexible space throughout, generator ready, full basement, a 3 car garage and a separate studio with its own 4 car garage, giving you all the flexible space you need for guests, work, cars, or a full on creative or wellness setup. Minutes to beaches, restaurants, nature preserves, shopping, boating, and North Fork Country Club. Could be you!

12950 Oregon Road, Cutchogue
$879,000
3 Beds ⋅ 2 Baths ⋅ 972288 MLS
Set against a backdrop of preserved farmland, this exquisite move in ready 3-bedroom, 2-bath Mattituck retreat captures the essence of North Fork living with waterviews, farm views and unforgettable, color-drenched sunsets. Designed with an open floor plan, the home is filled with natural light and offers effortless flow for everyday living and entertaining featuring a wood burning fireplace with wood burning cast-iron stove inside. A newly updated kitchen with stainless steel appliances, real wood cabinets and beautifully renovated bathrooms elevate the interior with modern comfort and style. Step outside to an expansive upper deck and lower patio—ideal vantage points to take in the peaceful agricultural landscape and evening skies. Perfectly positioned, enjoy easy access to Love Lane’s beloved boutiques, cafe's, and wineries, while Bailee's Beach is just moments away for sun-soaked days by the water. Located .6 miles from the LIRR and Hampton Jitney. Exceptional living at its finest, this home boasts wood floors and Anderson Windows throughout, brand new AC units, newer boiler, updated septic, new Anderson front door, public water, 2023 new chimney lining and chimney refaced, newer appliances 2019-2024, newer leaf guard gutters and propane for gas cooking. Whether you’re seeking a full-time residence or a weekend escape, this property delivers privacy, proximity, and picturesque beauty in one of the North Fork’s most sought-after locations. This listing may include images that have been digitally altered or virtually staged.

540 Conklin Road, Mattituck
$2,100,000
5 Beds ⋅ 5 Baths ⋅ 952621 MLS
Introducing a rare opportunity to build your custom dream home at 2200 Laurel Trail, ideally situated within the private Laurel Links community in the heart of Laurel’s sought after North Fork. This to be built residence offers buyers the ability to personalize finishes, layout details, and design elements while securing brand-new construction in an exceptional golf course setting. Occupying a prime .70 acre golf course lot, perfectly positioned backing directly to the fairway, the property offers sweeping views, exceptional privacy, and a serene backdrop of manicured greens. There is ample room for a pool and outdoor entertaining space, allowing you to create a true resort style backyard. Residents of Laurel Links enjoy exclusive access to community amenities including a clubhouse with recreation facilities, resort style pool, tennis courts, and a premier golf course all within a secure, beautifully maintained enclave. Located just moments from North Fork beaches, renowned vineyards, farm stands, and charming local shops, this offering combines lifestyle, luxury, and location. Enjoy the benefits of new construction and the rare opportunity to customize every detail. Now is the time to design and build a home that truly reflects your vision in one of Laurel’s most desirable communities.

2200 Laurel Trail, Laurel
$2,299,000
3 Beds ⋅ 3 Baths ⋅ 943316 MLS
Set along one of Mattituck’s most sought-after waterfront enclaves, 2280 Deep Hole Drive offers a rare opportunity to own an exquisite waterfront residence newly built in 2022, encompassing 3,000 square feet of thoughtfully designed living space with exceptional deepwater dockage and direct access to Peconic Bay. Perfectly suited for the boating enthusiast, the property features approximately 130 feet of deepwater frontage on Deep Hole Creek and a substantial dock capable of accommodating two vessels up to 36 feet, complete with electric and water, providing protected, convenient access to the bay and beyond. The home features 9-foot ceilings on the main level, an open-concept layout filled with natural light, expansive water views, and refreshing bay breezes throughout. At the heart of the home is a custom chef’s kitchen appointed with premium, professional-grade appliances, high-end finishes, and a large center island ideal for entertaining and everyday living. The kitchen flows seamlessly into the dining and living areas, where a gas fireplace anchors the space with warmth and ambiance while framing serene water views. Sliding doors from the main living areas open to a waterside deck and balcony, creating an ideal setting for alfresco dining or relaxing in the spa-style hot tub overlooking the water. The first-floor primary suite offers a private retreat with an en-suite bath, and then there are 3+ additional spacious bedrooms, dedicated workstation areas, and 2.5 baths that provide flexibility and comfort. The full walk-out daylight basement provides expansive storage and the potential for a gym, workshop, or recreational space. Built with enhanced features for comfort and efficiency, the home includes a Navien tankless hot water system, 1,000-gallon propane tank, thermal windows, updated systems throughout, and a whole-house Generac generator for added peace of mind. Outdoors, there is room for a pool, and the waterfront setting creates an exceptional lifestyle opportunity for boating, fishing, paddleboarding, and entertaining by the water. Ideally located less than one mile from Love Lane and just minutes to local vineyards, farm stands, beaches, parks, and acclaimed North Fork dining, 2280 Deep Hole Drive is more than a home—it is a complete waterfront lifestyle defined by modern design, flexible living spaces, coveted dockage, and the unmistakable charm of Mattituck’s North Fork. Includes an option to purchase furnishings. Nearby Pool Club Membership available at Strong’s Water Club and Marina. This listing may include images that have been digitally altered or virtually staged.

2280 Deep Hole Drive, Mattituck
$4,995,000
6 Beds ⋅ 7 Baths ⋅ 894818 MLS
Brand new exquisite waterfront 6 bedroom, 7 bathroom home set on 1.33 acres along coveted Mattituck Inlet in the heart of the North Fork, this exceptional waterfront retreat spans approximately 5,920 square feet of refined living space, blending classic Hamptons-style cedar-shingle architecture with a sophisticated, contemporary interior. Designed for both elegance and everyday comfort, the home features an airy open-concept layout anchored by a dramatic great room with soaring ceilings, expansive Andersen 400 Series double-hung windows, and walls of glass framing panoramic water views. A Heat & Glo 36” propane fireplace with tranquil surround, LED lighting, fan blower, and multi-function remote adds warmth and ambiance. The chef’s kitchen is a true showpiece, appointed with full overlay cabinetry with glass-top cabinets extending to the ceiling, quartz countertops, and a premium appliance suite including a 48” Sub-Zero refrigerator, 48” Wolf gas range, 30” Wolf double wall oven, 24” Wolf microwave, and 24” Miele dishwasher—all stainless steel. The kitchen flows seamlessly into the dining area and outdoor entertaining spaces. The primary suite offers a spa-inspired retreat with radiant electric floor heating in the primary and junior primary baths, private terrace access, and serene water views. Wide-plank 7” plain-sawn white oak flooring runs throughout, enhancing the home’s warm yet modern aesthetic. Additional bedrooms are generously sized and thoughtfully designed for privacy and comfort. Outdoor living is exceptional, featuring a heated 20’ x 40’ gunite saltwater pool with jacuzzi, surrounded by imported Marmiro Stone (Afyon Cloud) patios, a mahogany primary deck, covered porch, and landscaped grounds serviced by a 10-zone Hunter irrigation system. The property includes metal and cedar fencing, a private dock, and direct waterfront access—ideal for boating and waterside living. Additional highlights include state-of-the-art, energy efficient, multi zone HVAC (every bedroom and common area has its own thermostat - the system has multiple fans for dedicated zones), central air, public water, septic system, a two-car garage, cedar shingle roof and siding with white double-dipped finish. Surrounded by vineyards, farm stands, and pristine North Fork beaches, this extraordinary waterfront estate delivers modern luxury, timeless craftsmanship, and the relaxed elegance of Long Island’s wine country—an unparalleled opportunity for refined coastal living. This listing may include images that have been digitally altered or virtually staged.

2590 Cox Neck Road, Mattituck
$2,549,000
4 Beds ⋅ 3 Baths ⋅ 908511 MLS
Experience the ultimate in North Fork waterfront living at this captivating 4-bedroom, 3-bathroom retreat on the Peconic Bay. Featured in The New York Times and Rue Magazine, this home was designed by the renowned firm Hyphen & Co. with the vision of making every day feel like a vacation. Set on prime private bay frontage, the residence was thoughtfully crafted to maximize water views from nearly every room. The open-concept main level is the heart of the home, with a modern chef’s kitchen featuring stainless steel appliances, sleek white cabinetry, light countertops, and a spacious island that doubles as a breakfast bar. The adjoining dining area and sun-filled living room create an effortless flow, with large windows and sliders that frame sweeping vistas across the bay to Robins Island and Southampton. The primary suite is a true sanctuary with its own balcony overlooking the water—perfect for sunrise coffee or sunset cocktails. Three additional bedrooms and two well-appointed baths provide plenty of space for family and guests. Each detail, from the wood-finished floors to the custom fixtures, reflects a balance of elegance and comfort. Step outside to an expansive waterside deck designed for unforgettable entertaining, from al fresco dining to nights by the fire pit. With direct access to the bay, enjoy swimming, kayaking, paddleboarding, boating, and fishing just steps from your door. Located minutes from Love Lane, vineyards, farm stands, and fine dining, this property offers the best of North Fork lifestyle—charm, convenience, and unmatched natural beauty. Furnishings included in the sale. Recent premium updates include New roof(full), New upper and lower decks, New siding and upgraded window surrounds, New driveway, New bulkhead cap, New rugs in primary and guest bedrooms, New electric shades, New outdoor composite lighting. Private beach, full service marina and pool membership club just around the corner and the ability to moor your boat right out front.

4415 Camp Mineola Road, Mattituck

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.