Jamesport NY Real Estate & Homes for Sale

Modern, Sleek & Sophisticated, This Stunning One Of A Kind Custom Built Post Modern/Contemporary Is Perfectly Situated Tucked Away At The End Of A Beautiful Cul De Sac Community & Is A Perfect Second Home/Summer Getaway Or Year Round Residence With It's Close Proximity To Long Island Sound Iron Pier Beach & Bayfront South Jamesport Beach, Farmstands, Wineries, Championship Golf Courses, Quaint North Fork Towns & Restaurants, And All That The Bucolic, North Fork Has To Offer! Beautiful Curb Appeal - Board & Batten Siding, A 6+ Car Paver Lined Driveway & Meticulously Landscaped Property Leads To The Paver Walkway & Paver Stone Steps, Stunning Fieldstone Accent Front Facade & Into The Home Offering A Dramatic Modern & Open, Yet Warm & Comfortable Interior - A Magnificent 18'7" x 24'3" Great Room Offers Soaring Ceilings (Open To The Loft Above) With Two Skylights, Gleaming Newly Refinished Hardwood Floors, Gas Fireplace With Custom Mantel, Andersen Sliding Doors To The Backyard Flanked By Two Double Andersen Windows, Industrial Style Railings, Ample Room For A Large Living Room Set/Furniture & A Stunning Open Stairway To The Upper & Lower Levels With Two Stories Of Andersen Windows. The Stunning Open Concept Kitchen & Dining Room (Walls Removed Between The Rooms To Create A Wonderful Flow For Entertaining Family & Friends, And Holiday Get Togethers) Offers Walls Of Custom Cabinetry With Beautiful Crown Moldings, Trims & Details, Expansive Silestone Countertops, Serving Areas & Built In Barstool Area, Upgraded Stainless Steel Appliances, Built In Wine Rack & Wine Refrigerator, Large Pantry With Roll Out Shelves, Ample Storage, Large Drawers, Accent Glass Tiled Backsplash, Recessed Lighting, Ceramic Tiled Floors, And The Dining Room Offers Vaulted Ceilings, Andersen Sliding Doors To The Backyard, Ample Room For A Large Dining Room Set, And Opens Into The Great Room. The Inviting First Floor Primary Bedroom Offers Hardwood Floors, Andersen Sliding Doors To The Backyard, Two Double Andersen Windows For Natural Light, Ample Room For A Large Bedroom Set, Stone Topped Makeup Area/Vanity & Large Walk In Closet And The Beautifully Renovated Primary Bathroom Offers An Oversized Custom Shower With All Stunning Tilework, Decorative Borders & Inlays, Frameless Glass Doors, Porcelain Tiled Floors, Tongue & Groove Ceilings & Upgraded Fixtures. A Large Second Bedroom With Hardwood Floors, Two Double Andersen Windows, Double Closet & Ample Room For Furniture, Lovely Half Bath/Powder Room, Large Laundry Room With Three Year Old Maytag Washer & Dryer, Double Sized Closet & Second Linen Closet, And Two Car Garage Completes The First Floor. The Second Floor Offers A Large Loft/Open Space Area With Industrial Railings, Beautiful Views Of The Great Room And Ample Room For Furniture, The Third Bedroom (13'3" x 18'4") Offers Beautiful Angled Ceilings, Hardwood Floors, Huge 13' Walk In Closet & Ample Room For Furniture, The (11'11" x 18'6") Fourth Bedroom Offers Beautiful Angled Ceilings, Hardwood Floors, Large 12' Walk In Closet & Ample Room For Furniture, And The Beautifully Appointed Bathroom Offers A Large Stone Topped Vanity, Stunning Custom Shower With Fully Ceramic Tiled Walls With Beautiful Accents, Inlays & Borders, Frameless Glass Doors & Upgraded Fixtures. The Expansive Unfinished Basement Offers Many Possibilities To Create Additional Living Space, Top Of The Line Buderis Natural Gas Heating System, Aprilaire Humidifier, Noritz On Demand Hot Water System, Rheem Central Air Conditioning System & Mechanicals For The Fully OWNED Solar Panel System, And The Entertainer's Backyard Is A Spectacular Oasis With A 20' x 40' Saltwater In Ground Pool, 1100 Square Feet Of Tanzite Multilevel Stone Plank Decking & Industrial Style Railings, Meticulous Landscape & Beautiful Wooded & Farm Views. Hurry To See This Stunning, One Of A Kind Custom Built Home & Beautiful Perfect, Peaceful Setting Close To All That The Serene North Fork Offers Before It's Gone!

Discover the beauty of Soundfront living in this well-cared-for 3-bedroom, 2-bath (both updated) ranch set on .33 acre with sweeping, panoramic views. The home's open, sun-filled layout flows effortlessly to an oversized 12' x 40' deck perched above the Long Island Sound, ideal for outdoor dining, entertaining, or taking in breathtaking sunsets night after night. Convenient walk-out access to the beach runs right alongside the property to enjoy walks on the beach, kayaking, paddleboarding, or peaceful mornings by the water. This home delivers a true North Fork waterfront lifestyle, blending serenity, natural beauty, and the ease of single-level living.

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!!!

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.

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.

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.

NORTH FORK DIRECT BAY FRONT GEM ON QUIET STREET WITH HIGH ELEVATION AND 115'+ FRONTAGE - Introducing a captivating waterfront property on the Peconic Bay in Jamesport boasting a large lot with over 100 feet of waterfront and direct beach access. This stunning waterfront property is move in ready or a blank canvas waiting for your vision to transform it into an extraordinary masterpiece. Nestled in a prime location, the property boasts expansive views of the water, providing an ever-changing backdrop of natural beauty. With ample space and a versatile floor plan, the possibilities are endless. Envision an open-concept living area with floor to ceiling windows that seamlessly flows to an outdoor deck perfect for entertaining. Picture a beautifully landscaped garden, complete with a fire pit and cozy seating areas, where you can unwind under the stars. This home is a rare gem, with existing architectural charm that can be enhanced with modern finishes and innovative design. The potential for an extraordinary renovation is limited only by your imagination. Whether you dream of a sleek, contemporary style or a cozy coastal retreat, this property is your opportunity to create a home that reflects your unique taste and lifestyle and to own a waterfront property that promises both tranquility and adventure. Don't miss out on the opportunity to turn this extraordinary vision into reality - schedule a viewing today! Additional features include CAC, public water, in-ground sprinklers and a detached 2-car garage and plenty of space for an in-ground pool. Located in Jamesport, this house offers not only a tranquil waterfront lifestyle but also convenient access to a host of amenities. From charming local shops and restaurants to outdoor recreational activities, there is always something to explore and enjoy. Don't miss out on this amazing opportunity to own a piece of paradise!

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.

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!

This custom-built, modern home in Jamesport is close to Riverhead's wineries, the Great Peconic Marina, and beaches. Ideal for year-round living or vacationing, it features five bedrooms, three full baths, two half baths, and four spacious decks. Inside, enjoy a dramatic double-height living room with 20-foot ceilings, a wood-burning fireplace as well as a gas-burning fireplace, and large European tilt-and-turn windows. The custom kitchen has quartz countertops and modern appliances, while the family room offers a gas fireplace and wet bar. The house also features 10" wide oak plank floors throughout, and an elegant open oak staircase leading to a gallery. The home includes a full basement with nine-foot ceilings, a two-car garage with EV chargers, and two driveways. Additional highlights: Four-zone central AC, ceiling fans in every room, two washers/dryers, a camera security system, and energy-efficient insulation. The 0.69-acrefully landscaped lot has an automated irrigation system and room for a pool. *Special Features: Newly constructed, modern design, turnkey, open views, double-height living room, hardwood floors throughout, full basement with a 2-car garage, garage and driveway equipped with electric vehicle chargers, oversized tilt-and-turn European windows, four large decks, wood-burning fireplace, gas-burning fireplace, 4-zone central AC. Amenities: Primary bedroom on the first floor, family room/den, 9 custom-built closets, two fireplaces (wood-burning and gas-burning), security system, two sets of full-size washers and dryers, moments away from the town beach, community tennis, pickleball, and local amenities.

Nestled within the picturesque landscapes of the East End of Long Island, 162 acres encompasses the North Fork's largest commercially operating equestrian training & boarding facility. Originally founded by the Entenmann Family, The property encompasses 3 parcels including 51+ Developable Acres. Positioned at the core of the estate stands a modest yet inviting home, offering four bedrooms and two bathrooms, alongside a quaint cottage designated for the farm's watchman. The esteemed property boasts rolling paddocks throughout the tract, two ponds, several boarding barns, workshops and detached structures. It features a half mile race track, in addition to two outdoor riding arenas. The indoor riding arena provides the necessary infrastructure to ride, train and retire horses of the highest caliber within this unparalleled equestrian sanctuary. The farm boasts three separate boarding stables with 90+ boarding stalls.