ML# :907210   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.

ML# :822874   Waterfront! This home was designed for large families. Everyone has their own private space and room plus 3 Living Rooms for games and movies. Now is the time to experience and enjoy this wonderful home! Read on the balcony and see the beautiful Connecticut shoreline in the distance. Spacious hardly defines the space that this home offers. An entertainers dream come true! Great room with island for extra seating when the whole family gathers! Cozy up in front of the gas fireplace for ambiance and warmth on chilly days and nights and relax in the moment. Or head to your own private sandy beach, with a grassy path and deck with access to miles of shoreline for walking, beach combing, fishing, or just floating around in the sound on a hot sunny summer day! This place is a vacation for you and the ones you love!!! Numerous sitting areas to spread out and be together but not underfoot! Covered porch for dining, rocking chair front porch and sunset viewing deck on the sound all yours!!!! 4 bedrooms, plus nooks and crannies for extended family friends. This home has hardwood floors, an outdoor shower, and offers tri level living space! Come one come all and celebrate summer seaside living here on the North Fork! Visit vineyards, craft breweries, farmstands, and all the east end offers!

ML# :852570   Beautiful flat usable farmland with southern exposure and deer fencing. Currently used as a nursery. Temporary greenhouses on property. This parcel includes 2 deeds. One is a 2 plus acre building lot adjacent to the 8.9-acre farm. Grow your own food, live the dream! Also good for boutique vineyard, field crops, or nursery. Perfect for the Equestrian who wants their own barn and facility. Privacy does exist! Neighboring peach orchard and vineyard! The Best of the North Fork! Is always a great investment.

ML# :898086   Experience the serenity of coastal living at Maidstone Landing, a premier North Fork community perched on a shoreline hilltop overlooking the vast shimmering waters of the Long Island Sound and a tranquil 25 acre pond. Realize your dream of resort-style living in this large 3 bedroom/3.5 bath Beachcomber model offering three levels of spacious living with winter pond views. A dramatic double height wall of windows in the open concept living room – complete with a vaulted ceiling and gas fireplace-creates a striking focal point while perfectly framing the outdoor deck and the beautiful outdoors. A primary suite with spa bath, a spacious kitchen with dining area, a guest powder room and a laundry center with access to the attached 2 car garage complete the first level. Upstairs you’ll find two additional bedrooms and full bath, ideal for family and guests. The finished lower level adds even more living space with a cozy family room with gas fireplace with double sliding doors providing natural light and easy access to the outdoor patio. Additional lower level features include a large bonus room, perfect for office or guest space, a full bathroom and storage. Welcoming residents of all ages, Maidstone Landing offers wonderful amenities including an inviting clubhouse with dining decks boasting views of the salt water pool and LI Sound, a fitness center, tennis and pickleball courts and access to a beautiful 1400’ private beach. With close proximity to fabulous dining and shopping, wineries, farm stands and verdant golf courses- this is North Fork living at its best!

ML# :928908   Jamesport, Beautiful traditional ranch style home nicely set on private drive far off of Peconic Bay Blvd on flag lot. This ranch has an open concept floor plan. The great room offers living room with gas fireplace and built in bookshelves, dining room, and snack bar gourmet kitchen. Front and back covered porches are alternate seating options for all weather sitting outdoors. Primary bedroom with en suite bath and walk in closet. Total 3 bedrooms plus additional full bath and separate laundry room. 9’ ceilings and hardwood wide board oak floors throughout the home. Spacious 2 car garage and fantastic full basement unfinished with tall ceilings for possible future space. Established gardens .96 of an acre, with room for a pool!!! Close to Peconic Bay, lighted tennis courts, and playground. Begin your new lifestyle here on the North Fork exploring vineyards, craft breweries, farmstands, orchards, and beaches!!!

ML# :907399   Welcome to 4 Simeon Road in picturesque Jamesport. Custom built colonial style 4 bedroom, 3 bath home offers a peaceful North Fork retreat! Beautifully cared for, and set proudly on a lush acre with manicured lawns, specimen trees, and flowering gardens- this North Fork home provides both curb appeal and privacy, with a lovely backyard, bordering quiet woods and farmland. A welcoming foyer entrance, to your right is a sun filled living room with wood floors and French doors that open to the wrap around deck. To your left is the formal dining room with wood floors as well. The kitchen beyond boasts new stainless-steel appliances and flows seamlessly into a casual dining area and great room with wood-burning fireplace and sliders to the back patio.- a perfect reprieve for relaxing or entertaining. Upstairs, the luxurious and spacious primary suite includes its own en-suite bath, complemented by 3 additional bedrooms and hallway bath. Additional highlights include a first-floor full bath, central A/C, in-ground sprinklers, 2+ car attached garage, and a full basement with high ceilings and bilco door to the backyard. This exceptional home is perfectly situated close to vineyards, wineries, farmstands, golf courses- and just a stone’s throw to Iron Pier Sound beach- one of the North Fork’s widest stretches of beach with unforgettable sunsets. Whether you’re seeking a year-round residence or a vacation retreat, this home offers the perfect blend of classic style, comfort, and North Fork living.

ML# :857285   Welcome to 264 Washington Avenue in the Heart of the Village of Jamesport on the North Fork of Long Island. Originally Built in 1883. Lovingly Inhabited and Maintained Over the Years. A Very Special Home and Property. All Updated Throughout While Keeping the Old-World Charm and Detailing. Custom Built-Ins, Moldings and Wood Flooring are Mostly Original. Stained Glass Accents. The Eat-In Kitchen is Updated with White Wood Cabinetry, Black Granite Countertops, Stainless Appliances, Brand New Induction Range for Cooking. There is a Wood Burning Stove in the Mudroom with Laundry Off the Kitchen. 2 Additional Gas Fireplaces in the Family Room and Living Room. The Home Boasts 3+ Bedrooms, All Located on the Second Floor of the Home. The Primary Bedroom has a Bonus Room Currently Storage and Additional Living Space. The Second Floor Full Bath Features a Great Claw Foot Tub for Soaking. The Entire House is Geothermal. Solar Panels Service the Home for All Heating and Electric Needs. Extremely Low Energy Costs. The Roof is 5 Years Old and the Solar Panels are Approximately 10 Years Old. There is a Brand-New Oil Tank for the Back-Up Furnace to the Geothermal System. Street Gas Also Services the Home. Tankless Hot Water. Central Air Cools the Home. The Full Basement with Indoor and Exterior Access is Home to All Utilities and the Full House Generator. There is a Great Front Porch on the Home for Enjoyment at Any Time of the Day or Night. A Huge Screened in Porch on the Rear of the Home Allows for Additional Living, Lounge or Entertainment Space. The Property is .77 of an Acre with an Incredible Amount of Yard Space for a Pool and More. There are 2 Outbuildings on the Property. The Workshop Provides a Great Space for the Artist in You with Loft Above and Full Basement Below. There is a Machine Shop to the Rear of the Property with Front and Rear Double Doors for Easy Access for Large Equipment. All Just Around the Corner from Town Center Shoppes, Restaurants, Bakery, Vineyards, Farmstands and Beaches Galore. Make Jamesport Your New Home. You Will Truly Love Where You Live.

ML# :897886   Welcome home to this secluded and bright home nestled next to a beautiful apple orchard in the heart of Jamesport Hamlet. This home boasts 3 bedrooms and 2 bathrooms with an open floor plan for hosting a great time with family. Forced air climate control throughout the home with vaulted ceilings and skylights for natural light. Full Finished Basement with outside entrance and large driveway with an attached 1 car garage. This home features an Electric car charger hookup beach rights, close proximity to wineries, wedding venues, restaurants, breweries, aquarium, splish splash, tanger, Greenport, Southold and orient point!

ML# :917992   Welcome to your Jamesport Retreat! This meticulously maintained 3-bedroom, 2-bath cedar-clad saltbox contemporary sits in North Wind Estates, at the heart of North Fork wine country. Set on an impeccably landscaped private lot with mature plantings, it features an 18x36 ft pool surrounded by wide decking—ideal for entertaining or relaxing. Inside, the sun-filled living room with wood-burning fireplace and cathedral ceiling opens to the kitchen and dining areas, which flow out to the deck. A flexible third bedroom/office is also on the main floor. Upstairs, two bedrooms overlook the living space below; the primary has its own deck with views of the pool and gardens. Additional highlights include central air, hardwood floors, newer windows, irrigation, custom moldings, and a full basement with outside entrance. Just minutes to fine dining, shopping, glorious sunsets at Iron Pier beach or sugar sand South Jamesport beach, wineries, hiking trails, off roading, and all of the activities the North Fork offers, 7 Eileen Circle is the perfect North Fork getaway or primary home.

ML# :912551   Move right in and start your North Fork dream today—this home is truly turn-key.Impeccably renovated and expanded in 2022 by a highly regarded architect in collaboration with Gabrielsen Builders, this contemporary Jamesport retreat offers effortless living in the heart of the North Fork. Set back over 130 feet on a lush, tree-filled .70-acre lot, the home combines modern comfort, thoughtful design, and immediate access to some of the area’s most beloved amenities.Inside, 1, 330 square feet of light-filled living space features a vaulted ceiling, white-oak hardwood floors, and double-paned Andersen windows. The chef’s kitchen is equipped with top-of-the-line appliances, including an LG Signature stove with double ovens, a Samsung French-door refrigerator, a Sharp Insight Pro microwave drawer, and a Bosch dishwasher. The renovated full bath features large-format tile and an Ove smart bidet toilet. A new roof, Navien on-demand hot water system, Rheem gas central heating/cooling, and a new septic system (serviced in 2025) ensure years of worry-free ownership.Additional conveniences include a full 764-square-foot basement with a Maytag refrigerator/freezer, a one-car garage with 220-volt capacity for EV charging (or potential studio use), and a new outdoor storage shed.Two distinct outdoor entertaining areas invite gatherings in every season: a private side patio perfect for dining, grilling, and lounging, and a circular front gravel lounge with firepit – all framed by old-growth trees and lush new landscaping.The home is just a three-minute walk to Jamesport Vineyards, Harbes Farm Stand, Little Oak Wood Fired Kitchen, Main & Mill House, the Jamesport Country Store, and William Ris Gallery. Also a minute away by car are Jamesport’s restaurants, cafes, shops, and amenities including the Main Road Biscuit Company, Grana Trattoria Antica & Enoteca, Jedediah Hawkins Inn, Cliff’s Elbow Room, Black Sheep Bagels, Kam Hung Kitchen, Lenny’s Pizza & Bistro, Dunkin Donuts, the post office, Barths Pharmacy and the gas station. South Jamesport Park & Beach on the Peconic Bay is a 5-minute drive, and Iron Pier Beach on the Long Island Sound is only 7 minutes away.Home is in the Rural Corridor (RLC) Zoning Use District.