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$6,000,000
6 Beds ⋅ 6 Baths ⋅ 1006826 MLS
Experience the ultimate North Fork waterfront lifestyle in this stunning custom bayfront home, originally built in 2016 and beautifully renovated in 2025–2026. Thoughtfully designed to showcase breathtaking panoramic water views from nearly every room, this exceptional property offers 227 feet of bulkhead, a spacious sandy beach, and direct access to the bay. Crafted with the highest quality materials and finishes, the home features top-of-the-line appliances and plumbing fixtures, smart-home technology, and integrated sound, video, and security systems throughout. Newly painted exterior and interior, brand new floors, new tile in showers, brand new light fixtures. Gas heat and cooking, Central Air, Central Vacuum, Sound system, wired security and camera system. The first floor offers an expansive primary suite with decorative high ceilings, walls of glass, additional sitting area, luxurious spa bath with high ceilings, and private deck access. The main level open-concept layout is ideal for entertaining, featuring a chef’s kitchen with Thermador appliances, ice maker, double oven, gas cooking, expansive center island, dining room with coffered ceiling, family room with custom wood-burning fireplace, powder room, one of 2 laundry rooms with new cabinetry, pantry, full audio/visual equipment closet, and multiple access points to the outdoors. The second floor features three additional primary suites overlooking the Peconic Bay, two more bedrooms with a shared bath, a second laundry room with new flooring and custom cabinets, and a large multipurpose room with sweeping panoramic water views. Outdoor living is equally impressive, with multi-tiered balconies, a large waterfront deck, outdoor shower, outdoor powder room, whole-house generator, gas barbecue line, and a spacious sandy beach perfect for relaxing, entertaining, and enjoying the North Fork lifestyle. A rare blend of luxury, privacy, and coastal ease — this is truly one of the North Fork’s most exceptional bayfront offerings.

49 Dunlookin Lane, South Jamesport
$2,400,000
3 Beds ⋅ 2 Baths ⋅ 922387 MLS
Step On To The Sand From Your Deck! Scenic, Very Protected Cove With Warm & Calm Waters. Tucked away at the end of a peaceful cul-de-sac in coveted South Jamesport, this classic beach home sits on a rare double lot with 70 feet of sandy bay frontage and breathtaking panoramic views of Great Peconic Bay. Part of a charming colony of homes, this property offers exceptional privacy and endless possibilities. Home features 3 bedrooms, 2 full bath, walls of glass, and detached garage. New Central air, ample storage, raised A-Frame. A once-in-a-lifetime opportunity to own prime bayfront property in one of the North Fork’s most sought-after locations. Exterior security cameras. Professional Photos to come.

23 Scallop Lane, South Jamesport
$2,025,000
5 Beds ⋅ 3 Baths ⋅ 853083 MLS
Sparkling water and serene sunsets will be yours to enjoy from Seventy Seven Front Street. Weekend getaway or year-round primary residence, this home offers something for everyone. Open main floor with easy access to the deck and a backdrop of sun glinting off the water. Wake up to bay views and step outside to the spacious deck off the second-floor primary suite. Coffee in the morning to watch the sun come up. You'll enjoy barbequing tableside, lawn games by the water, kayaks and paddle boards launched just steps from your deck. Year-round meal prep in the kitchen featuring a gas range, wine fridge and quartzite counters over the work island and long counter with stools where everyone will gather during cocktail hour. As the cooler weather sets in, the dining space adjacent to the kitchen is perfect for holiday celebrations and the gas fireplace adds warmth on a cool night. The house is a traditional style with cedar shake shingles, natural gas heat, central air conditioning, wood floors, red oak decks, many windows and lots of sunlight. There are ceiling fans throughout the home encouraging true indoor/outdoor living. With five bedrooms, you can accommodate overnight guests. Two bedrooms are on the main floor. Two additional bedrooms and the primary suite occupy the second floor. The home is big enough for everyone to find a favorite spot in it and perfectly sized to enjoy year-round or as your weekend getaway. This area of Historic Jamesport is in wine country, you won’t be far from dining, shopping and recreational opportunities. Seventy Seven Front Street is a true coastal gem offering the ultimate in both comfort and lifestyle. Live the waterfront dream and wake up every morning to stunning views of the Peconic Bay!

77 Front Street, South Jamesport
$1,685,000
4 Beds ⋅ 4 Baths ⋅ 974068 MLS
New Construction,Modern Farmhouse with Private Beach Access And Heated Saltwater Pool. Nestled in the heart of South Jamesport, this exceptional New Construction offers the perfect North Fork lifestyle—where luxury meets laid-back coastal charm. This home provides exclusive access to pristine bay beaches, while being moments from the region’s top wineries, farm stands, and restaurants. This light-filled home features 4 spacious bedrooms and 4 elegant bathrooms, thoughtfully designed with high-end finishes. Step inside to soaring high ceilings, sun-drenched living spaces, and thoughtfully curated finishes throughout. The open-concept layout flows seamlessly from the designer kitchen with Thermador appliance package,to the living and dining areas—ideal for entertaining or relaxed everyday living. Enjoy the outdoors in style with a heated saltwater pool. The walkout basement offers excellent potential to be finished as a guest suite, entertainment area, or gym—tailored to your lifestyle needs. Whether you’re looking for a year-round residence or a sophisticated retreat, this South Jamesport gem offers the best of the North Fork

33 Dougs Lane, South Jamesport
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 907210 MLS
Welcome to this luxurious new construction in the heart of South Jamesport, just half a mile from the beach and 200 yards from deep-water marina. Located in an exceptional neighborhood, this beautifully crafted home features 3 spacious bedrooms and 2.5 elegant bathrooms, including a stunning primary ensuite with a marble bathroom, double vanity, and large custom closets. Designed with an open-concept layout, the entire home boasts 7-inch wide oak wood floors, a cozy gas fireplace, and a gourmet kitchen equipped with premium Thermador appliances. The full basement, with 9-foot ceilings and two egress windows, offers the potential to add up to two additional bedrooms-perfectly aligned with the septic system already approved for five bedrooms. Step outside to enjoy a 16x32 heated inground gunite saltwater pool, surrounded by professional landscaping, landscape lighting, and an irrigation system. A charming front porch with a tropical wood deck completes this exceptional offering, blending refined interior design with resort-style outdoor living.

957 Peconic Bay Boulevard, South Jamesport
$910,000
3 Beds ⋅ 2 Baths ⋅ 933644 MLS
Beautifully Renovated Cedar Ranch in beach community. Open Living Room With Fireplace, Cathedral Ceiling, Kitchen, Dining Area. Den. Sliders Out To Rear Deck, Primary bedroom w full bath, 2 additional bedrooms and full bath. Hardwood Floors. Full basement: office with egress window, laundry, utilities, bonus room. Deeded Beach Rights to private community beach. Enjoy all the North Fork has to offer. Beaches, restaurants, wineries, golf courses, farm stands are all nearby.

56 Dougs Lane, South Jamesport

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.