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$1,595,000
3 Beds 2 Baths 1027794 MLS
This impeccably maintained residence is perfectly positioned in the heart of Mattituck, just minutes from local beaches, Love Lane, New Suffolk, and downtown Cutchogue. Set on a beautifully landscaped acre, the property offers a large in-ground pool, mature gardens, and ample room to add additional amenities such as a tennis court or accessory structure. Inside, a bright, open-concept floor plan lends itself to both everyday living and entertaining, featuring a large chefs kitchen, dining room and living room. The oversized primary suite serves as a private retreat, complete with a spacious en-suite bath and generous walk-in closets. Two additional guest bedrooms and a large home office provide flexibility for visitors, or remote work. A large laundry room, basement and detached garage provide for additional utility. Sit on your back patio overlooking the pool to take in spectacular East End sunsets. Thoughtfully maintained and ideally located, this is a home that pairs comfort, convenience, and future potential in one of the North Fork's most desirable communities.

1430 Marratooka Road, Mattituck

$1,399,000
4 Beds 4 Baths 1024349 MLS
Your North Fork Escape Awaits...Discover the charm of coastal living in this inviting Cutchogue retreat, ideally located just steps from the sandy shores of Peconic Bay Beach and around the corner from a marina. Whether you're searching for the perfect weekend getaway or a year-round haven, this special property offers the peaceful North Fork lifestyle you've been dreaming about. Enjoy seasonal water views, gentle bay breezes, and the tranquility of one of Cutchogue's most desirable beachside neighborhoods. The spacious main home features 4 bedrooms, 3 1/2 Bathrooms, an eat-in kitchen, living room, dining room, and a welcoming family room with a cozy wood-burning fireplace—perfect for gathering with friends. Additional conveniences include central air conditioning, oil heat, city water, central vacuum, an attached one-car garage, and a full basement. The property also features an exceptional Detached Two-car garage with an impressive bonus space above, offering endless possibilities for a home office, artist's studio, fitness room, recreation area, or the perfect place to pursue your favorite hobbies. The generous yard provides plenty of room for outdoor entertaining, lawn games, relaxing after a day at the beach, and even the potential for a future swimming pool. There are also two deeded access points to Little Creek just around the corner for launching kayaks, sailing, or mooring a small boat to cruise directly out to Peconic Bay. Located in the Cutchogue – New Suffolk Park District, you have numerous beach options, including free use of the “Nassau Point Community (“Causeway”) Beach just steps away from your front door. Whether you're boating, beachcombing, or simply unwinding in the quiet beauty of the North Fork, this property offers the ideal setting to create lasting memories with friends. Best of all, you'll enjoy low taxes, making this coastal getaway as practical as it is desirable. Come experience why this charming Cutchogue home could become your own private North Fork retreat. Whether you're looking for a peaceful weekend escape, a summer retreat, or a place to gather with friends year-round, this special property offers the perfect balance of comfort, charm, and coastal living. Spend your days enjoying nearby beaches, boating, championship golf courses, acclaimed vineyards, craft breweries, gourmet restaurants, farm stands, and all the beauty the North Fork is known for. With so much just moments away, you'll find yourself making memories here for years to come.

8275 Skunk Lane, Cutchogue

$6,450,000
6 Beds 8 Baths 1021701 MLS
Introducing 1775 Point Pleasant, a newly constructed waterfront estate set on 1.8 acres with over 280 feet of pristine creek-frontage along iconic Mattituck Inlet. Thoughtfully designed and expertly crafted, this exceptional shingle sided Post-Modern style residence seamlessly blends timeless architecture with modern luxury. Spanning more than 7,000 square feet, the home showcases wide-plank hardwood flooring throughout, dual primary suites on both the first and second levels, a fully finished lower-level with private fitness studio, sauna, climate controlled wine storage, an unmatched custom lighting package, pre-wired recessed speaker system and expansive living spaces on all three levels designed for both everyday comfort and effortless entertaining. At the heart of the home is a chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, multiple beverage stations and refined finishes throughout. Outdoors, resort-inspired amenities await, including a heated 22'x44' gunite pool surrounded by an expansive travertine terrace, fully equipped outdoor kitchen, a covered lounge with ceiling mounted heaters for those cooler nights and anchored by a third wood-burning fireplace, creating an ideal setting for waterfront entertaining. Finally, enjoy a manicured path of travertine stepping pads that lead to an oversized floating dock, equipped with water and electric, that can easily house a large boat with deep draft, perfectly capping off this incredible custom build opportunity. Offering an extraordinary combination of scale, privacy, craftsmanship, and lifestyle, 1775 Point Pleasant represents a rare opportunity to own a truly exceptional waterfront retreat on the North Fork.

1775 Point Pleasant Road, Mattituck

$16,800,000
10 Beds 11 Baths 1015559 MLS
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.

1350 W Cove Road, Cutchogue

$3,200,000
3 Beds 2 Baths 992976 MLS
Soundfront! This rare waterfront offering is set on 3.4 bucolic acres and includes private beach access with wide, shallow steps leading to 160 ft. of pristine sugar-white, private sandy beach. A private road and long secluded driveway unveil an incredible property with uninterrupted panoramic views of the sparkling Long Island Sound. The main house features 3 bedrooms plus a loft, 2 full baths, a 2-car garage and a full basement. There are also several additional structures including a workshop - which may be used as a studio, a beach accessory room, a stone shed with a stone fireplace, a pergola, and a gazebo set on a picturesque bluff. Whether you're envisioning lazy afternoons on the beach or evenings entertaining with vibrant sunsets in the distance, this is more than just a home - it's a lifestyle.

995 Red Fox Road, Mattituck

$2,600,000
994920 MLS
Cutchogue—17.5 acres of level, fertile land. Development rights intact. Agricultural potential and/or subdivision and other options. This property includes an 1800s farmhouse, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varitals. The manageable land size is suitable for an eco-friendly, entry level enterprise or additional acreage for an established owner looking to increase crop production. Suitable for but not limited to grape production. Opportunity abounds in this 17.5 acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

35950 Main Road, Cutchogue

$2,600,000
3 Beds 2 Baths 994280 MLS
Cutchogue Farmstead. Ideal North Fork location. This property includes the home, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varietals. This 1800's restored farmhouse is set on 17.5 acres of level, fertile land. Development rights are intact offering not only agricultural potential but also subdivision and other options. The farmstead's manageable land size is suitable for an eco-friendly, entry level enterprise and also offers additional acreage to an established owner looking to increase crop production. The 3BR, 2 BA farmhouse has a lovely, covered porch with a Western exposure, great for afternoon get-togethers. A patio with a pergola overlooks the planted vines. Opportunity abounds in this 17.5-acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

35950 Main Road, Cutchogue

$5,999,000
5 Beds 4 Baths 991036 MLS
Waterfront Living, Surrounded By The Bay Perfectly positioned on the water with sweeping views in every direction, this 5-bedroom, 4-bathroom home offers a rare sense of being completely surrounded by the bay-almost as if you're floating on the water. Spanning 4,085 sq ft, the open floor plan is ideal for everyday living and entertaining. The home offers two outdoor spaces: a spacious patio just off the living room, ideal for dining and entertaining, and a waterside deck with a sandy area at the shoreline. Situated on nearly an acre, the property provides ample room for a pool. Oversized primary suite with attached office and custom closets. Generously sized bedrooms and a well-designed layout maximize space and light. A strong waterfront offering with excellent indoor-outdoor flow and expansive views. The photos are virtually staged.

7225 Nassau Point Road, Cutchogue

$1,745,000
3 Beds 3 Baths 982422 MLS
Welcome to the sleepy hamlet of Laurel on the edges of Jamesport and Mattituck! Deeded Beach! This craftsman style custom designed and built Hamptons style classic is everything you're hoping for! Beautiful and thoughtful detail throughout this fine home. Ten-foot ceilings, hardwood floors, crown mouldings, an outdoor shower and a fantastic screened in porch just off of the great room for 3 season enjoyment. Experience Nature at your doorstep with pond views. Very close to 2 gorgeous bay beaches. Veteran's Park is very close by with bay beach access and playground . Lovely great room with center island kitchen and open floor plan with wood burning fireplace! Elegant primary bedroom with upper deck for outdoor open-air privacy, with state-of-the-art en suite bath. Additional bedroom and bath and 2 designated office library spaces. Main level bedroom with full bath. Full basement and attached 2 car garage. This home is in like new condition and ready for the discerning buyer. Come and see for yourself and be pleasantly surprised!!! Enjoy all the North Fork offers, vineyards, craft breweries, beaches, boating, and many farm to table restaurants, farms and farmstands and golf courses!

360 Masters Road, Laurel

$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.

540 Conklin Road, 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.

2590 Cox Neck Road, Mattituck

$3,499,000
4 Beds 3 Baths 923175 MLS
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.

3400 Dignans Road, Cutchogue

$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 association 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

$4,859,000
6 Beds 9 Baths 894800 MLS
Luxury New Construction at its finest! Located in coveted Nassau Point and situated on nearly two verdant acres, this stately 8,500+ sq. ft. home features three-levels of meticulously crafted living space. 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 7x14 cleverly hidden walk-in pantry. Adjacent to this open floor plan is the dining area and the great room with statement gas burning fireplace and floor to ceiling windows and doors accessing over 1,000 square feet of covered and uncovered stone patios. There are six ensuite bedrooms all with radiant heated bathrooms including 2 Primary suites. One is conveniently located in a separate wing on the first floor and the second is located upstairs - boasting a spa-like bathroom and a private 400 square ft. covered terrace. The sun-drenched lower level offers walk-out access to the rear property including an outdoor shower and 18x36 saltwater pool. There is also ample room for tennis courts. The lower level serves as a cabana area with a recreational room and beverage center, gym area, sauna and bonus rooms providing the ideal space for a home theater and wine cellar. Additional features include a whole house generator, a 30X60 stand up attic plus a 3 car garage. This is more than a home - it is a lifestyle. Enjoy multiple expansive sandy beaches just a stone's throw away and all the North Fork is so well known for - vineyards, world class dining, boating, farms and more.

3360 Wunneweta Road, Cutchogue

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.