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 move-in ready colonial style 4 bedroom, 3 bathroom home.This special North Fork home was custom built in 2002 and features a spacious and sunny interior with many special features throughout. Beautiful cared for, it sits proudly on a lush acre of land with manicured lawns, specimen trees, and flowering gardens- with both curb appeal and privacy. The peaceful backyard, borders quiet woods and farmland beyond. Upon entering the front door, there is a welcoming foyer. To your right is a sun filled living room with wood floors that opens to the wrap around deck; to your left is the formal dining room with wood floors and plenty of space for festive meals. The kitchen beyond boasts new stainless-steel appliances and flows seamlessly into a casual dinette and great room with wood-burning fireplace and sliders to the backyard 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. Come see this home before it is too late!

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.

ML# :927104   Welcome to the historic charm of Jamesport, NY! Here’s a fantastic opportunity to own a stunning ranch-style home nestled in one of the area’s most desirable communities. This beautiful residence is ideal for your primary home or a delightful vacation retreat.Situated on a spacious .60-acre oversized lot, this ranch features a large living room comes complete with a wood-burning fireplace, a beautiful Formal dining room with sliders to a wood deck overlooking the incredable property. Three nice size bedrooms, and two full baths ( one in Primary bedroom). complete with a nice Laundry room. The property also boasts a huge two-car attached garage, offering ample storage and convenience.This is an incredible chance for buyers looking to infuse their personal style into a home or those dreaming of customizing their ideal space. The generous layout provides endless potential for your vision!Just a stone’s throw away, you’ll find the pristine white sands of South Jamesport Beach on the Great Peconic Bay, where you can enjoy a variety of activities including kayaking, a boat launch, tennis, pickleball, basketball, or just relaxing on the beach.Embrace the rich offerings of the North Fork, with its many wineries and farms ready to be explored throughout the year. Explore Greenport or a trip to Orient State Park just a quick car ride away from this amazing home.Now is the perfect time to claim your own piece of paradise on the North Fork!

ML# :807915   Jamesport Welcome home. Move right in to this wonderful custom built home (2018). Sunny open floor plan. Living room with river rock stone fireplace and wood storage, open dining area and kitchen. The kitchen is a chef’s dream-lots of cabinetry, quartz countertops, stainless steel appliances, and a kegerator (refrigerator and tap) built in. Laundry/mud room with barn door slider, a pet wash shower, and powder room. The door to mud room leads to yard with 20x30 patio, Jacuzzi hot tub and built in wood burning fire pit and bucolic views of farmland. Basement freshly painted and newly planted green giant bushes. A perfect North Fork getaway or primary home close to the best beaches, wineries, restaurants, and shopping.

ML# :917625   Welcome to 8 Railroad Avenue, a haven of comfort and convenience nestled in the heart of Jamesport. This 2-bedroom, 2-bathroom residence boasts a new roof, siding, and gutters, promising a worry-free living experience. The secluded backyard is a personal oasis, complete with a pool featuring a new lining and energy-efficient pump. A gazebo and Trex deck offer the perfect spots for relaxation, while the 1500 square foot putting green, pickleball court, and basketball court invite fun and games. This is not a land lease. Just a stone’s throw away, you’ll find a picturesque marina, tennis courts, and a stunning sugar sand beach. The North Fork region, renowned for its wineries, fresh produce, and diverse dining options, is right at your doorstep. With its low taxes, this home is a smart investment in a lifestyle of leisure and pleasure.Whether you’re a beach lover, a sports enthusiast, or someone who enjoys the finer things in life, 8 Railroad Avenue is a place where every day feels like a vacation. Come and explore this gem today.