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$965,000
3 Beds ⋅ 2 Baths ⋅ 1046133 MLS
Fully renovated, effortlessly livable, and set on a shy acre with an in-ground pool, this beautifully updated Jamesport ranch offers the best of easy single-level living and quintessential North Fork style. The interior home has been thoughtfully renovated throughout, while the exterior has been beautifully transformed, including new pool mechanicals and liner, creating a turnkey retreat ready to enjoy. Inside, a bright, fresh aesthetic is paired with tasteful finishes and thoughtful craftsmanship throughout. The newly renovated kitchen features GE Profile stainless steel appliances, natural stone countertops, beautifully crafted cabinetry, and abundant natural light. New lighting, fixtures, hardware, and custom closets in each closet complement the engineered oak flooring throughout the home. The primary suite offers a spacious and private setting overlooking the pool and backyard, with sliding glass doors opening directly to the outdoor space. A beautifully appointed ensuite features a walk-in shower, while a true walk-in closet is outfitted with a custom closet system. Two additional bedrooms each enjoy large windows overlooking the pool and private grounds as well. Set on a shy acre, the property offers both privacy and flexibility. Approximately half of the lot is currently cleared, leaving a wonderfully lush, established landscape while providing the opportunity to clear additional acreage and nearly double the existing level, usable yard space. The in-ground pool creates a natural centerpiece for outdoor entertaining and summer enjoyment. New filter and liner for pool. A two-car attached garage and full, clean, unfinished basement provide excellent storage and future potential. The location is quintessential Jamesport. Situated on a corner lot along Herricks Lane, where vineyards meet open farm fields, the setting offers beautiful pastoral views and some of the North Fork's most spectacular sunsets. Jamesport Brewing Company, RGNY and Clovis Point are all just moments away, while both the Long Island Sound and Peconic Bay are minutes from home, with Jamesport Beach and Iron Pier Beach close by. A turnkey home, a lovely lot, an in-ground pool, and a truly special North Fork setting—this is North Fork living at its best.

177 Herricks Lane, Jamesport
$445,000
2 Beds ⋅ 2 Baths ⋅ 1045989 MLS
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.

8 North Railroad Avenue, Jamesport
$1,399,000
4 Beds ⋅ 3 Baths ⋅ 1038540 MLS
Looking for the ultimate North Fork retreat near the beach? Look no further. This exceptional Colonial-style residence offers a spacious, sun-drenched floor plan designed for comfortable everyday living and effortless entertaining. Step inside to a bright, inviting interior with generous room sizes, abundant natural light, and an easy, flowing layout. The main level features an updated eat-in kitchen with granite countertops and French doors opening to a private patio—perfect for morning coffee or evening sunsets. Entertain in the formal dining room, relax in the cozy den, or gather in the light-filled formal living room, anchored by a warm fireplace. Upstairs, a welcoming landing and lounge area leads to three generously sized guest bedrooms and a private primary Master Bedroom suite retreat. The primary suite offers a private walk-out balcony, spacious walk-in closet, and ensuite bath with a dedicated makeup vanity. A skylight-filled full bathroom adds even more natural light and character. The full basement provides flexible space for recreation, entertainment, extensive storage, and future expansion, with the added convenience of an Outside Entrance (OSE). Additional features include central air conditioning, central vacuum, and a newly updated hot water heater. Step outside into a fully fenced backyard oasis designed for both entertaining and relaxation. The centerpiece is an impressive 20' x 40' inground swimming pool, complemented by a pool pump and filter approximately three years old and a solar cover. Beautifully landscaped grounds include a brand-new storage shed, a productive vegetable garden, and fruiting trees, all set against unobstructed views of neighboring open farm fields. For exceptional energy efficiency, the property also features a 100% owned solar panel system installed on a brand-new roof, offering significant potential for utility savings. Standalone Guest House & 2-Car Garage Adding tremendous value and versatility, the separate detached guest structure—under 1,000 square feet—features new electrical wiring, a brand-new heating and cooling system, and a brand-new dedicated washer and dryer. The property also includes its own 2-car garage Exceptional high-ceiling garage/workshop with the height and space to accommodate a vehicle lift, perfect for automotive enthusiasts, hobbyists, or a serious home workshop and separate driveway entrance. Whether used for multi-generational living, extended guests, a private home office, or an executive retreat, this flexible space offers endless possibilities. Ideally located just a short distance from Great Peconic Bay Marina, local beaches, award-winning wineries, championship golf courses, fine dining, parks, and beloved North Fork farm stands, this property captures the very best of the North Fork lifestyle. Whether you're hosting summer gatherings by the pool, enjoying quiet afternoons overlooking the open fields, or heading out to the beach, this exceptional property offers the space, privacy, and versatility to make every season memorable. Your North Fork lifestyle awaits—come experience it for yourself.

8 High Meadow Lane, Jamesport
$5,750,000
13 Beds ⋅ 7 Baths ⋅ 1029909 MLS
LISTING IS FOR 6 HOMES AND .77 VACANT LAND! An exceptional opportunity to own a one-of-a-kind waterfront estate featuring 6 income-producing residences plus an adjoining nearly one-acre buildable lot, offering tremendous potential to expand the rental portfolio or create a spectacular multigenerational compound. The property includes two Bayfront homes—one offering 4 bedrooms and 3 bathrooms, the other has 3 bedrooms and 1.5 bathrooms—along with four additional cottages, including two 2-bedroom cottages and two 1-bedroom cottages. The adjacent buildable parcel presents endless possibilities, whether for a custom waterfront residence, additional income-producing opportunities, or the ultimate private estate. A rare investment with multiple revenue streams, redevelopment potential, and breathtaking waterfront setting. Please do not go on the property without a scheduled appointment.

18 Smith Lane, Jamesport
$3,795,000
4 Beds ⋅ 4 Baths ⋅ 1027302 MLS
There are properties that offer more space, and then there are places that offer an entirely different way of living. Positioned in the heart of the North Fork, Starry Night Farms invites you to embrace a way of life that has become increasingly sought after yet is rarely found. Set on 6.3 exquisite acres, this remarkable equestrian estate is ideal for horse enthusiasts, hobby farmers, and those seeking an exceptionally private retreat. The charming yet updated farmhouse welcomes you with a classic covered wraparound porch, inviting interiors, and a bright rear sunroom overlooking the picturesque grounds, Outdoors, a heated saltwater pool, custom barbecue kitchen, and outdoor fireplace provide the perfect setting for entertaining family and friends. Designed with an equestrian lifestyle in mind, the property features two barns, indoor and outdoor riding arenas, ten horse stalls in total, and a dedicated tack room. Beyond its equestrian amenities, the property is filled with distinctive features, including a wine barrel sauna with steam and hot rocks, an art studio, putting green, and 16 raised garden beds ready for farm-to-table living. Apple, nectarine, cherry, and peach trees flourish throughout the backyard, while an established chicken coop with 20 chickens, productive Flow beehives, and multiple outbuildings offer exceptional flexibility. The grounds are further enhanced by a vineyard with thriving Merlot grapevines, creating an idyllic country setting where luxury and sustainable living come together. This one-of-a-kind Jamesport estate presents a rare opportunity to enjoy refined country living, premier equestrian facilities, and resort-style wellness amenities within one extraordinary property. Luxury is no longer defined simply by what you own, but by how you live.

1810 Main Road, Jamesport
$1,785,000
4 Beds ⋅ 4 Baths ⋅ 1021468 MLS
$110,000 Price Improvement! Builder's last and absolutely stunning home, closing out his development. Ultra-luxury new construction with CO's in hand, fully furnished, and ready for immediate occupancy. Definitely won't last! Wrapped in an imported Woodtone Hardie Plank exterior with a striking, low-maintenance finish, this 1.2-acre estate lot sits 1,000 feet off the road for total privacy, framed by a $150,000 professional landscaping package. The open-concept first floor is built for entertaining, anchored by a bespoke chef's kitchen with a Cambria quartz island, a matching full-height backsplash, and double-stacked custom cabinetry. A first-floor guest suite with a full bath offers effortless single-level living. Upstairs, a spacious primary suite with a luxurious spa bath is joined by generous secondary bedrooms and a shared bath. The lower level spans the home's full footprint with soaring ceilings, wide-plank flooring, recessed lighting, a private exterior entrance, and three egress windows — ready to be finished as additional living space. Outside, a 20x40 heated saltwater pool and custom masonry patio overlook countless acres of protected land that can't be built on. Full smart-home integration and EV charging complete this truly turnkey estate — ready to enjoy this fall!

22 Tuthills Lane, Jamesport
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 1001049 MLS
Welcome to Sea Crest Estates, a new 13-home luxury community located around the corner from Jamesport’s Iron Pier Beach. This exceptional new-construction residence blends timeless architecture, designer finishes, and modern energy efficiency with a spacious open-concept floor plan. The first level features soaring ceilings, oversized Andersen 400 Series windows, and six-inch wide-plank white oak flooring throughout. The chef’s kitchen is appointed with quartz countertops, custom cabinetry, Kohler fixtures, and stainless-steel appliances with wine fridge opening seamlessly to the living room with a gas fireplace and dining area. The first-floor primary ensuite features a spa-inspired bathroom with elevated designer finishes, separate tub, oversize shower and double sinks. The first floor also has a separate room that can be used as an office, den or flex space. Upstairs there are 3 en-suite bedrooms and an unfinished bonus room which can be finished for more square footage. The mudroom off the 2 car garage offers abundant custom cabinetry and storage. Additional highlights include custom millwork, two laundry areas, and a full semi-finished basement with 8ft ceilings and private exterior access. Sliding doors lead to a private backyard oasis with a covered deck, 16x32 heated saltwater pool, paver patio, professional landscaping, and irrigation. Designed to exceed Energy Star standards with spray foam insulation, a tankless hot water system, ERV fresh-air system, and three-zone heating and central air. Estimated annual taxes are $27,340. Use 874 Sound Shore road Riverhead for GPS.

7 Sea Crest Court, Jamesport
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 1019997 MLS
NEW PRICE! Experience unmatched value in the heart of Jamesport with a $99,000 price adjustment on this stunning contemporary estate. Offering the perfect blend of space, privacy, and endless potential, this is now the best-priced home in the area for its size and property.Nestled atop a private, secluded lane on 1.57 beautifully landscaped and wooded acres, this 3-bedroom, 3.5-bath residence boasts approximately 3,100 square feet of thoughtfully designed living space. The main home features an inviting eat-in kitchen, formal dining room, a spacious living room with a cozy fireplace, a den, and a dedicated home office. A huge laundry room and oversized mudroom add everyday convenience, while the full basement houses updated mechanicals (boiler, hot water heater, and oil tank) just six years young. Modern comforts include 2-zone central AC, city water, and a separate well servicing the in-ground irrigation.A standout feature is the detached 1.5-car garage with a finished loft, complete with a full bathroom and independent heating/cooling—perfect for guests, an art studio, or a private retreat. Outdoors, three expansive decks overlook serene, natural surroundings and a fenced dog run. With ample space to accommodate a pool, tennis courts, or equestrian use, this private sanctuary offers a rare opportunity to own an incredible estate moments from the best of the North Fork. This is a rare opportunity to own a private sanctuary in one of Jamesport’s most desirable settings.

81 Manor Lane, Jamesport
$880,000
3 Beds ⋅ 2 Baths ⋅ 1008189 MLS
Located in the hamlet of Jamesport on nearly an acre at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath ranch offers a rare combination of privacy, usable outdoor space, and a desirable North Fork location. Being sold by its original owner, the oversized property provides plenty of room to enjoy the outdoors and is surrounded by the natural beauty the area is known for. A haven for birdwatchers and nature lovers alike, the setting offers a peaceful retreat while remaining close to local amenities. Inside, the home features an open layout with cathedral ceilings, skylights, a full basement, and an attached garage. Conveniently located near North Fork wineries, beaches, farm stands, restaurants, shopping, and major roadways. Rarely does a property of this size become available in such a sought-after location.

44 Aliperti Road, Jamesport
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 1007976 MLS
Welcome to 42 Adelia Path. A Beautiful Home Nestled in the Hamlet of Northville on Our Coveted North Fork of Long Island. The Home is Set on a Cul-de Sac, just One Block from the Locally Enamored Iron Pier Sound Beach. Enjoy the Sounds of the Sea and the Incredible, Incomparable Sunsets Over the Sound Every Day and Night. The Home is Warm and Welcoming and Feels Like Home Upon Entry. A Grand Cathedral Living Room Greets You, Overlooked by the Open-Air Staircase to the Second Floor. A Formal Dining Room and Family Room are Off of the Kitchen and Breakfast Dining Area with Sliders to the Rear Deck and Yard. The Kitchen and Baths Have All been Redone in Recent Years. New Carpeting. New A/C and Handler, Newer Windows and the Roof is 11 Years Young. Many More Updates Throughout. The Backyard is Enchanting with an Expansive Rear Deck for Enjoyment and View of the Beautiful Inground Pool and Surroundings. The Home is on Owned Solar Lending Extremely Low Energy Costs Year-Round. Close to Town Proper and with Shoppes, Restaurants, Vineyards, Farmstands, Beaches and Marinas. Come and Make the North Fork Your New Home and Truly Love Where You Live.

42 Adelia Path, 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.