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$1,425,000
4 Beds ⋅ 3 Baths ⋅ 1031134 MLS
Nestled on the shores of the Long Island Sound in Jamesport, this beautifully rebuilt Soundfront home offers direct beach access and breathtaking water views from nearly every room. Originally built in 1935 and completely rebuilt by Gabrielson in 2007, the home perfectly blends timeless coastal charm with modern comfort and quality craftsmanship. Featuring 4 bedrooms and 3 full baths, the open-concept layout is ideal for relaxed waterfront living and entertaining alike. The granite and stainless steel kitchen with center island flows seamlessly into the dining area and living room, highlighted by hardwood floors, a wood-burning fireplace, and expansive views of the Sound. The primary bedroom features a private balcony overlooking the water, the perfect place to take in the spectacular sunsets. Maintenance-free Cedar Impressions siding adds to the home’s easy coastal lifestyle. Whether you're seeking a year-round residence or the perfect summer retreat, this exceptional property delivers. Additional features include a full basement, walk-up attic offering endless flexibility, and a spacious 2-car garage providing exceptional storage. A rare opportunity to enjoy effortless beachfront living on the North Fork.

900 Sound Shore Road, 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
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 1021468 MLS
Move-In Ready and Furnished, Ultra-Luxury, Brand-New Construction! Featuring an Exclusive Imported Woodtone Hardie Plank Exterior with an Unmatched, Gorgeous Two-tone Finish that Requires No Maintenance. Complete with a $150,000 Landscaping Package and Set Back 1,000 Feet from the Road, this 1.2-Acre Estate Lot Seamlessly Blends Natural Beauty and Privacy, Epitomizing the North Fork Aesthetic at its Finest. The Open-concept First Floor is Perfect for Entertaining, Anchored by a Bespoke Chef’s Kitchen Featuring a Cambridge Quartz Island with a 2.5-inch Mitered Edge, Full-height Backsplash, and Double-stacked Premium Custom Cabinetry. A First-floor Bedroom Suite with Full Bath Offers an Ideal Option for Guests or Single-level Living. The Second Floor Hosts a Spacious Primary Suite with a Magnificent Spa Bath and Sweeping Views Over Vast Protected Farmland. The Lower Level Spans the Home’s Full Footprint, with Soaring Ceilings, Chic Plank Flooring, Recessed Lighting, an Exterior Entrance, and Three Egress Windows. Outside, a 20x40 Heated Saltwater Pool and Custom Masonry Patio Overlook Acres of Protected Open Space - the Perfect Backdrop for Unforgettable North Fork Sunsets and Countless Memories with Family and Friends. Every Detail for Modern Luxury Living Was Considered, Including a Full Smart Home Integration Package and Electric Vehicle Charging Outlet. With the Home, Pool, and Lush Landscaping Fully Complete and the Certificate of Occupancy Expected in Two Weeks, This is the Ultimate Turnkey Masterpiece!

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.

7 Sea Crest Court, Jamesport
$1,299,000
3 Beds ⋅ 4 Baths ⋅ 1019997 MLS
Nestled atop a private, secluded Lane in the heart of Jamesport, this stunning contemporary home offers the perfect blend of space, privacy, and endless potential. Set 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 home features an inviting eat-in kitchen, formal dining room, and a spacious living room with a cozy fireplace, perfect for entertaining or relaxing. A den and dedicated home office provide flexibility for today’s lifestyle, while a huge laundry room and oversized mudroom add everyday convenience. The property is well-appointed with a full basement housing updated mechanicals, including a boiler, hot water heater, and oil tank just six years young. Modern comforts include two-zone central air conditioning, oil heat, propane for cooking and laundry, city water, and a separate well servicing the in-ground irrigation system. A standout feature is the detached 1.5-car garage with loft, offering a beautifully finished space complete with a full bathroom and independent heating and cooling—perfect for guests, a studio, or private retreat. An attached one-car garage adds to the home’s versatility. Outdoors, the estate truly shines with three expansive decks overlooking serene, natural surroundings. The property also includes a fenced dog run and offers ample space to accommodate equestrian use, a pool, tennis courts, or additional outdoor amenities. Surrounded by nature and abundant wildlife, yet 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
$1,149,000
5 Beds ⋅ 3 Baths ⋅ 1016340 MLS
Nestled on a beautifully landscaped 1.2-acre lot, this cedar-shake retreat offers over 3,000 square feet of comfortable living space surrounded by natural beauty and privacy. Thoughtfully built with quality craftsmanship, this well-constructed home often sought but rarely found. Featuring 5 bedrooms, 2.5 baths, and a full basement. The heart of the home includes a spacious galley kitchen , formal dining room, inviting den, and a living room highlighted by a stunning double-sided wood-burning fireplace. The primary suite offers a private balcony overlooking the grounds, creating the perfect place to enjoy your morning coffee or unwind at day’s end. Additional highlights include central air conditioning, 3-zone heating, 400-amp electric service, in-ground sprinklers, hardwood floors, a one-car garage, and a newer boiler. Expansive lawn space provides endless possibilities for entertaining, recreation, or the future addition of a luxury pool and outdoor oasis. Ideally located to enjoy the very best of the North Fork lifestyle, you’ll be just minutes from renowned wineries, farm stands, beaches, golf courses, marinas, and waterfront dining. Offering the perfect blend of privacy and convenience, this exceptional property provides a peaceful estate-like setting while remaining close to all that the East End has to offer. A rare opportunity to own a truly special home where space, character, and location come together to create an exceptional lifestyle.

96 Tuthills 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
$1,485,000
4 Beds ⋅ 3 Baths ⋅ 1007976 MLS
Nestled on a cut-de-sac just moments from the wavefront, 42 Adelia Path offers a thoughtfully updated Colonial in one of the North Fork's most sought-after settings. A welcoming foyer introduces a well-designed floor plan that balances open-concept living with traditional spaces for gathering and entertaining. At the heart of the home is a renovated chef's kitchen with an inviting eat-in area, French doors that open to the backyard and a full property sound system, creating a seamless connection between indoor and outdoor living. The kitchen flows effortlessly into a spacious great room anchored by a wood-burning fireplace, making it an ideaI space for everyday living as well as entertaining. For more formal occasions, a separate dining room sits just off the foyer, white the sun - filled living room enjoys abundant natural light through a large picture window. A conveniently located laundry room, powder room, and direct access to the rear deck complete the main level. The second floor features a generous primary suite with a private bath and spacious ensuite bathroom, along with three additional bedrooms and a full half bath, providing comfortable accommodations for family and guests alike. Outside, the property has been carefully landscaped to create a private and inviting setting. Mature trees and established plantings frame the backyard, where a pool, expansive deck, and charming tree house offer spaces to relax, entertain, and enjoy the seasons. Whether hosting summer gatherings or enjoying a quiet afternoon at home, the outdoor amenities provide exceptional versatility. Additionally, highlights include a full basement and attached two-car garage. Ideality Located just minutes from Iron Pier Beach, acclaimed wineries, farm stands, restaurants, and all that the North Fork has to offer, 42 Adelia Path presents an opportunity to enjoy coastal living with the convenience of nearby amenities. Offered at $1,485,000.

42 Adelia Path, Jamesport
$750,000
3 Beds ⋅ 2 Baths ⋅ 976084 MLS
Beautiful expanded 3-bedroom, 2 full bath ranch located on a private road with beach access just steps away to the PECONIC BAY. This light and bright home features wood floors, gas cooking/heat, and a wood-burning fireplace that adds warmth and charm. The expanded layout offers a spacious living room, dining room, and an eat-in kitchen, along with a beautiful 4 season sun-room, perfect for relaxing or entertaining. Additional highlights include a detached oversized two-car garage and a walk-up attic with abundant storage and expansion potential. Located in the beautiful hamlet of Jamesport, this charming North Fork community offers a quaint, historic downtown, lovely rural scenery, and some of the best wine and dining destinations on the North Fork. The location and lifestyle are truly unmatched.

51 Lockitt Drive, Jamesport
$1,495,000
5 Beds ⋅ 5 Baths ⋅ 963444 MLS
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, 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 a 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-acre, fully 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. *TAX GRIEVANCE FILED: Estimated annual taxes dropping from $31,700 to approximately $24,000 Special Features: • Newly constructed, modern design • Open views, double-height living room • Hardwood floors, full basement • Underground two-car garage with EV chargers • Four-zone central AC & ceiling fans Amenities: • The 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

1001 Peconic Bay Boulevard, 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.