Iconic 1800s Barn with Modern Flair! This mid-1800s barn offers a rare opportunity to own a piece of North Fork's rich history. Set on nearly 2.5 acres the property is a private sanctuary, featuring a lush natural perimeter of Skip Laurel and towering 16' Leyland hedges, offering serene views and complete privacy.     The barn is ready for expansion, presenting endless possibilities for customization.   Bordering protected land, the property guarantees open, unspoiled views that will remain for years to come. Located in the charming hamlet of Cutchogue, minutes from the region's best wineries, beaches, restaurants, and farmstands, this one of a kind home offers an idyllic escape. Don't miss your chance to own this timeless North Fork treasure., Additional information: Appearance:Excellent,Separate Hotwater Heater:Yes

Near Public Transit, Near School, Near Shops, Level

Welcome to your dream home nestled on the 17th hole of the prestigious North Fork Country Club. This expansive ranch-style residence offers an unparalleled blend of luxury, comfort, and convenience, all set on a generously sized lot.  Step inside and be greeted by a spacious living room bathed in natural light, leading to a formal dining room perfect for entertaining. This lovely home boasts a brand new roof, beautiful custom built fireplace with quartz counters, and California closets throughout. The well-appointed kitchen features an inviting dinette area, making it the heart of the home. With four spacious bedrooms, including two ensuite, and three full baths, there is ample space for everyone.The master bedroom offers a serene retreat with its private bath and office space, while the additional bedrooms provide plenty of room for family or guests. A dedicated laundry room adds to the home's functionality.  Outdoor living is taken to the next level with an in-ground saltwater pool, outdoor shower,  a screened-in porch, and a charming patio-ideal for relaxing or hosting gatherings. The whole house attic presents endless possibilities for expansion, while the full unfinished basement with 9ft ceilings offers even more potential. Located in a coveted community, this gorgeous and spacious home is a rare find. Enjoy the tranquility of country club living with the convenience of nearby amenities. Don't miss the opportunity to make this exquisite property your forever home., Additional information: Appearance:Excellent,Separate Hotwater Heater:Y

Sprinklers In Front, Sprinklers In Rear, Near Public Transit, Near School

Welcome to this charming cedar shake-style home nestled in the coveted Fleet's Neck beach community in Cutchogue, offering the perfect blend of coastal living and versatile space. This beautifully designed residence includes a thoughtfully laid-out floor plan with room for everyone. The first floor features an open concept chef's kitchen with island, dining area, and living room, along with a convenient powder bath. On the opposite side of the home, you'll find a private in-law suite, complete with a bedroom, bath, and living area—ideal for extended family or guests. The second floor offers a serene primary suite with full bath, an additional bedroom and bath, laundry room, and a spacious multi-purpose bonus room. The lower level boasts a legal 1 bedroom accessory apartment, complete with its own entrance and parking. Additional highlights include a new roof, 2-car garage, a relaxing deck, patio, and outdoor shower. A must see, this special North Fork home with its flexible layout and space is brimming with possibilities.

Expansive Ranch with a legal attached mother in law suite. The Oregon Road property is surrounded by one of the largest tracts of preserved land on the East End and is very close to the beach. With only a handful of neighbors and the assurance of privacy in perpetuity, the property is a terrific value. The charming Oregon Road farmhouse offers four bedrooms, three bathrooms. The large detached garage provides ample space for your vehicles and hobbies. And when you're ready for some leisure time, the renowned North Fork vineyards are just a stone's throw away, ensuring endless opportunities for relaxation and enjoyment. There is room for a pool., Additional information: Interior Features:Guest Quarters,Lr/Dr,Separate Hotwater Heater:y

Have the best North Fork summer ever in this newly renovated home in prestigious Nassau Point! At its heart is a sunny great room with a soaring cathedral ceiling. The chef’s kitchen includes premium appliances, a large island, and flows into the living room with backyard views. The formal dining room, with bay views, is perfect for more formal gatherings.
The main floor features a queen bedroom, a study with a Murphy bed, full bath and a half bath. Upstairs, find a bedroom with twin beds with a trundle, a crib, and a full hallway bath. The junior suite includes a queen bed, while the new primary suite boasts a king bed, spa-like bath, exercise room, and bay views. The basement features a game area with arcade games and foosball, as well as a playroom with tv and a half bath. 
Outdoors, relax by the heated pool, soak in the hot tub, or unwind in the pool house. Dine on the deck, then gather around the outdoor stone fireplace to savor cozy evenings under the stars. Enjoy the two private association beaches nearby. 
Don’t miss this chance to create unforgettable summer memories in this exceptional home! Available July 7- August 10

Permit #1253.  
Welcome to 2745 Vanston Road, a hidden gem nestled in the prestigious Nassau Point community. This mid-century modern retreat, spread over a sprawling 1.3 acres, offers a perfect blend of privacy and comfort. The open-concept living space is bathed in natural light with an EIK, and an open air, wraparound deck off the living room, creating an inviting atmosphere for both relaxation and entertainment. 

This home features three spacious bedrooms and two bathrooms, providing ample space for everyone. An additional half-bath ensures convenience for all. The large master bedroom is complete with its own bathroom.  The heart of the home is undoubtedly the large family room, offering a welcoming space and convenient access to the backyard for additional entertainment.  Enjoy all the amenitities the North Fork has to offer including access to the coveted Nassau Point beach just steps from your door.  

Available - June ($5500), July ($7500), August ($7500), September ($6500), MD - LD $20500, Weekly ($2000 w/ 2 week minimum)

Discover the perfect blend of comfort and luxury in this stunning 4-bedroom Cape, ideally situated in the heart of Cutchogue. Designed for both relaxation and entertainment, this home features a chef’s kitchen and an array of spacious living areas, including a formal dining room, game room with a pool table and arcade games, plus a first-floor bedroom and full bath—all tastefully furnished.

Step outside to an expansive deck off the kitchen, leading to a heated pool surrounded by a beautifully paved patio and professionally landscaped yard. Enjoy private beach rights to a pristine sandy bay beach and park, perfect for summer days by the water.

Located close to renowned vineyards, top-rated restaurants, and charming farm stands, this exceptional home is ideal for entertaining and making lasting memories with family and friends.

Don't miss this incredible opportunity—schedule your showing today!
RP# 0422 , AVAILABLE  2025  June $12,000, July $22,000, August is RENTED , Additional information: Appearance:excellent

Welcome to your dream home —a custom-built luxury retreat just steps away from the pristine Fleet's Neck Beach. Prepare to be captivated by this newly constructed masterpiece, where sophistication meets comfort in every meticulously designed detail. Step into a world of culinary excellence with a state-of-the-art gourmet kitchen. It showcases not one, but two Sub-Zero refrigerators and a commanding 60" BlueStar range complete with six burners, a flat top, and a custom hood. The kitchen also features a Breville air fryer for healthy cooking adventures and a built-in Miele coffee maker for your morning rituals. The walk-in pantry provides generous storage with its custom shelving. The expansive living room, adorned with automatic blinds for your convenience, offers a tranquil escape centered around a sleek gas fireplace. It flows seamlessly into an entertainer's paradise—a sophisticated bar area equipped with a Scotsman ice maker, two refrigeration drawers, a Sub-Zero 100+ bottle wine fridge, and chic open shelving. In addition, the home boasts two EuroCave wine refrigerators, each capable of holding over 150 bottles, ideal for wine enthusiasts. This residence offers not one but two lavish primary suites, one on each level. Each boasts spa-like en-suite bathrooms complete with steam showers for the ultimate relaxation experience. Custom walk-in closets provide ample space, and the upstairs suite features French doors that open to a generous deck with a stunning pool area view. Stay fit in your private, fully equipped gym featuring an infrared sauna, Tonal, Peloton, Fight Club boxing system, gym flooring with additional insulation, TV, and fan. A spacious home office caters to your professional needs, while a sunroom with convertible windows and screens ensures year-round enjoyment. Venture outside to a private backyard oasis, where a heated saltwater pool invites you to unwind. New irrigation and lush landscaping create an enchanting ambiance, complemented by a built-in BBQ with refrigeration, a large paella/wok burner, a fire pit, and a cabana half-bathroom, perfect for unforgettable gatherings. A Sonos sound system enhances this luxurious experience, providing impeccable audio quality throughout the house, the second-floor terrace, and the backyard. A full-house Generac generator ensures uninterrupted comfort and peace of mind. This unparalleled luxury home is being sold fully furnished, making it move-in-ready for Summer 2025. It's a "must-see" to truly appreciate its endless comfort and sophisticated features.

Take A Step Back In Time And Enjoy The Peaceful North Fork In This 3 Bedroom 1 Bath Cottage In A Quaint Beach Community. Perfect For Your Seasonal Getaway. Close To All The North Fork Has To Offer. Stroll To The Beaches Where You Can Kayak Around The Bay, Take A Bike Ride To A Local Vineyard And Sip A Fine Glass Of Wine, Taks A Short Drive To One Of The Farms, Fine Dining.

Escape to your private Cutchogue oasis this summer!  This stunning home boasts four bedrooms, including two en-suite, and 3.5 baths, offering luxurious accommodations for your getaway.  Unwind in the in-ground pool or lounge on the wrap-around porch overlooking a tranquil creek.  Two living rooms and an open-concept kitchen provide ample space for entertaining, while the wooded lot ensures complete privacy.  With coveted Nassau Point beach access less than a mile away, sun and sand are just moments from your door.  Book your stay and experience the ultimate summer escape! Seasonal Rates: June $15K | July $30K | August RENTED | September $15K

Escape to this cozy one-bedroom waterfront cottage, available for year-round rental. Launch your kayak directly from the backyard and enjoy the tranquil, private setting, with a public beach right up the street. Located in the peaceful and secluded North Fork, this cottage offers the perfect retreat for those seeking relaxation and a serene environment.

Make this charming cottage your year-round getaway. Contact us for more details or to schedule a viewing!

Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef's dream, boasting a spacious layout that is perfect for entertaining.  In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you're taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork!, Additional information: Appearance:Premium,Interior Features:Marble Bath

Available 2025: April: $12,000, May: $17,500,  June: $22,500, July: $35,000. Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet's Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day.

This spectacular home on Peconic Bay (Broadwater Cove) features phenomenal views of Nassau Point and Robins Island. The spectacular design includes wall-to-wall windows, an open floor plan, and two large entertaining waterfront decks.  There are 4 bedrooms, including the master suite with unobstructed water views. The great room, kitchen, and dining area all open out to the dining deck, beach, and waterfront. The guest cottage has  heat and central air, floor to ceiling windows, a large additional master suite with full bath, large living area, and an additional half bath.  The oversized, 2-car garage has ample room for storage. The 2 private docks and completely private beach make this property a summer haven. Close to Cutchogue and all the north fork has to offer.
Available - June $20K July $27K & Aug 1-15 $16K

Situated on an expansive 1.27-acre property with farm views to the front and rear this home defines modern luxury. Boasting 5 bedrooms, 3.5 baths, and 3,180 sq. ft. of meticulously designed living space, this home offers an unparalleled North Fork experience. Step through the covered entry porch into an expansive two-story foyer leading to an open living area with soaring 9-foot ceilings. White oak floors and exquisite wood moldings lend timeless sophistication, while the traditional gas fireplace and rear deck invite effortless entertainment. The state-of-the-art gourmet kitchen is a chef's dream, featuring custom cabinetry, quartzite countertops, and premium appliances, including a refrigerator, freezer, and wine fridge. The first-floor primary suite offers a tranquil retreat. Indulge in the spa-like ensuite bathroom with a freestanding tub, a double vanity, and a walk-in shower, complemented by a spacious walk-in closet. On the second level you will find four additional bedrooms, two full bathrooms and a second laundry room to ensure comfort for family and guests. The basement level impresses with full height ceiling and a walk-out exit to the lush backyard. Outdoors, discover the expansive deck leading to an expansive yard with plenty of room for a pool and more. perfect for summer gatherings. Every detail has been carefully considered to create an effortless blend of elegance and functionality.  With its proximity to the North Fork’s finest attractions and impeccable design, 5675 Bridge Lane, Cutchogue offers a lifestyle of unmatched luxury. Schedule your private tour today to experience this remarkable home firsthand.

Rental Permit# 0019.  Privacy And Views Abounds with This Beautiful Reproduction Of 19th Century Waterfront Barn. Wonderful Open Great Room with Streaming Light from Large Doors and Transom Windows. Mbr Lower Level, Bath, Grand Staircase to Sleeping Loft and Sitting Area., Additional information: Appearance:Diamond

Stunning New Construction!  Discover modern luxury in this beautifully designed barn-style home on Bridge Lane.  Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication.  Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone.  Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors.  Full basement with walkout can easily be finished.  Amazing location in the heart of the Oregon Road Trail!, Additional information: Appearance:Mint,Green Features:Insulated Doors,Interior Features:Lr/Dr,Separate Hotwater Heater:yes

Discover the perfect blend of modern style and natural beauty in this renovated Contemporary creek front home. Relax by the heated gunite pool and hot tub, paddle on the creek from your own dock, and enjoy al fresco dining under the stars. Surrounded by mature landscaping on .73 acres, this waterfront home offers privacy and seclusion.  Inside, you'll discover a cozy wood-burning fireplace, an open floor plan, perfect for entertaining guests and a first floor guest bedroom. Upstairs, the two ensuite bedrooms offer a private retreat with waterside balconies, providing stunning views of the serene surroundings.

Your Summer Waterfront Retreat Is Now Available And Waiting For You! Gourmet Chef's Kitchen With Stainless Steel Appliances. Gas Stove. Open Plan Living, Filled With Natural Light. Built In Closets In All 3 Bedrooms. Studio/Extra Bedroom On Ground-floor. Wood Burning Stove. Recent Upgrades Include The Following: New Anderson Windows Throughout In 2021. New Pool Liner And Travertine Pavers Installed Around The Perimeter Of The Pool In 2022. Ground-floor Bathroom Was Renovated In 2022. Hardwood Floors Throughout. Outdoor In-Ground Pool. Owners Canoe & BBQ Are Available For Use Upon Request. Break Away From All The Stress And Join Us Here On The North Fork For Some Well Deserved Rest & Recreation. We Have Some Of The Most Beautiful Beaches In The World, Michelin Star Restaurants, High Street Stores, Surrounded By Award Winning Vineyards/Tasting Rooms, Fishing, Swimming, You Name It... It's All Here Waiting For You. Now Book Your Waterfront Summer Retreat Today! June: Unavailable | July: Unavailable | Aug - LD: Unavailable | August: Unavailable | Sept: $8000 | Oct: $4000. Rental Permit #: 0081

Cul-De-Sac, Near Public Transit, Near School, Near Shops, Level

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