ML# :814301 Perched high above the water on sought-after Nassau Point, this exceptional 4-bedroom, 2-bath home offers breathtaking views overlooking Peconic Bay. Enclosed in glass on the East and South sides, the home is bathed in natural light, providing the perfect vantage point to enjoy both sunrises and sunsets. The open floor plan seamlessly integrates the living and dining areas, creating a warm and inviting space for gatherings. A vaulted ceiling with stunning exposed beams enhances the spaciousness, adding architectural charm and character. The thoughtfully designed layout is ideal for both relaxation and entertaining. Outside, a large deck and two expansive patios offer wonderful spaces for outdoor dining and lounging, with plenty of room to entertain guests or simply soak in the serene surroundings. At the top of the bluff, a permanent gazebo with comfortable seating provides a tranquil spot to take in panoramic views of Southampton and Jessup Neck. Private stairs lead down to 142ft of pristine shoreline, complete with a sandy sun platform, perfect for beach days and enjoying the water, all protected by a sturdy bulkhead.This property truly captures the essence of North Fork living, combining stunning natural beauty with elegant design and the promise of endless waterfront enjoyment.
9975 Nassau Point Rd, Cutchogue, NY, 11935
ML# :806977 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, equipped for culinary masterpieces, 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 gatherings.The main floor features a queen bedroom, a study with a Murphy bed, and a full bath. Upstairs, find a bedroom with twin beds (one with a trundle), a crib, and a hallway bath. The first primary suite includes a king bed, while the new second suite boasts a spa-like bath, exercise room, and bay views.Outdoors, relax by the heated pool, soak in the hot tub, or unwind in the pool house. Dine on the deck with a gas grill, then gather around the outdoor stone fireplace to savor cozy evenings under the stars.Don’t miss the chance to create unforgettable summer memories in this exceptional home! Available July 7- August 10
5270 Nassau Point Rd, Cutchogue, NY, 11935
ML# :802499 Don’t miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region’s most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7, 000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with natural light and provide breathtaking views of the surrounding vineyards. Featuring six generously sized bedrooms and six opulent bathrooms, ensuring ample space and privacy for everyone.The expansive roof deck is a standout feature, offering panoramic views that stretch across thevineyards to the Long Island Sound. A beautiful gunite heated pool in the courtyard with firepit and entertainment space. This serene setting is perfect for both entertaining guests and enjoying quiet moments.This is a perfect house to share with friends and family. Two-week availability; monthly availability. $80K per month.
15105 Oregon, Cutchogue, NY, 11935
ML# :3576725 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
2700 Fairway Drive, Cutchogue, NY, 11935
ML# :813250 Cutchogue-New Suffolk area- Exceptional setting for this gracious 2+ bedroom, 2 full bath home. 1+ acre private property with a pond and specimen plantings. A gardener’s paradise with flowers and shrubs blooming through the seasons. Charming, screened gazebo is perfect for summer shade and outdoor dining, sited with pond and golf course views. First floor: Living room with hardwood floors and fireplace. Dining room with access to the rear deck. Kitchen with stainless appliances and large breakfast nook. Wolf range and hood, tumbled tile backsplash that continues over all counters, granite countertops, and radiant heat. Great room with vaulted ceiling and sliders to the rear deck. Potential for 3rd bedroom. Fabulous views from the house and deck of the pond and rear of the property. All rooms are bright, and light filled. Second floor: 2 large bedrooms, full bath, and office area. The large, beautifully landscaped rear yard is your own natural bird sanctuary. Plenty of room to explore, enjoy tranquility, and for outdoor activities. A restored outbuilding that was moved from its original Mattituck/Laurel site at Camp Immaculata perfect for an office, studio, or gardener’s shed, completes this unique offering. Unspoiled, beautifully maintained, and one of a kind. Make it yours. Easy access to Cutchogue beaches, golf, boating, wineries, and restaurants.
540 Cedars Rd, Cutchogue, NY, 11935
ML# :3590612 Experience Bliss In This Completely Renovated Beach House Located In The Heart Of Cutchogue- Just A Hop, Skip, And A Jump Down The Road From Coveted Nassau Point Beach. Natural Light Abounds throughout, with an EIK Fit For A Chef, Open-concept Living Room/ Dining Room, And 3 Bedrooms All With En-suite Bathrooms. Take In Stunning Water Views From The Open-air Front Porch, Main Living Space, As Well As Primary And Front Guest Bedrooms. Large Backyard Great For Entertaining With Paver Patio, Pergola, And Outdoor Shower. Convenient To All The North Fork Has To Offer. Available Off Season (January 2025- June 2025) Or Year-Round. It Doesn’t Get Better Than This!, Additional information: Appearance:Mint
5415 Skunk Lane, Cutchogue, NY, 11935
ML# :3371622 Available 2025: April: $12, 000, May: $17, 500, June: $22, 500, July: $35, 000, August: $40, 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.
935 Southern Cross Rd, Cutchogue, NY, 11935
ML# :3583141 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., Additional information: Appearance:MINT
1350 Eugenes Rd, Cutchogue, NY, 11935
ML# :3518964 Cutchogue North Fork: Spend August-LD 2025 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton’s Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. August-LD $40, 000 RP# 0579
2430 Dignans Rd, Cutchogue, NY, 11935
ML# :802896 Welcome to your charming log cabin retreat in the heart of Nassau Farms, moments away from Nassau Point Causeway Beach. This cozy yet spacious home offers a tranquil escape with its rustic charm and modern conveniences.Nestled on half an acre, this fully furnished cabin features 3 beds/1 bath, ideal for year-round living or weekend getaways. The spacious den with warm, natural wood finishes, seamlessly connects the living, dining, & kitchen areas, providing ample space to entertain. The heart of the home is the fireplace, perfect for gathering around on chilly evenings. The well-appointed kitchen is equipped with all appliances including a brand-new dishwasher, microwave, and washer/dryer.Outside, the expansive yard has an outside shower and plenty of space for barbecues, games, or simply enjoying the great outdoors. Don’t miss your idyllic haven, where nature meets comfort, ideal for those seeking a peaceful, nature-infused lifestyle year-round. Southold Town Permit #1236
1850 Sterling Rd, Cutchogue, NY, 11935