Jamesport Real Estate

Welcome to Jamesport, a hidden gem nestled in the heart of Suffolk County, New York. This charming hamlet, located on the picturesque North Fork of Long Island, offers a delightful blend of serene rural beauty and vibrant community life. With its rich history dating back to the 17th century, Jamesport is steeped in character, featuring quaint colonial architecture and lush landscapes that create a warm, inviting atmosphere.

One of the highlights of living in Jamesport is its proximity to the stunning Long Island Sound. Residents enjoy easy access to beautiful beaches, scenic parks, and waterfront activities, making it an ideal spot for outdoor enthusiasts and families alike. The area is known for its lush vineyards and farms, offering an authentic taste of Long Island’s agricultural heritage. Spend your weekends exploring local wineries, picking fresh fruits, or enjoying farm-to-table dining experiences at charming eateries.

Jamesport also boasts a close-knit community that hosts a variety of events throughout the year, from farmers' markets to seasonal festivals, fostering a sense of belonging and connection among residents. With top-rated schools and a peaceful environment, it’s perfect for families looking to settle down.

Whether you’re seeking a weekend getaway or a permanent residence, Jamesport offers a unique lifestyle that beautifully combines the tranquility of rural living with the vibrancy of coastal life. Come discover why this enchanting hamlet is the perfect place to call home!

Newest Listings in Jamesport

$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

$1,395,000

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

$999,000

993252 MLS ⋅ Junda's Pastry Shop BLDG.

MAJOR PRICE IMPROVEMENT! Welcome to a unique mixed-use opportunity set on approximately one acre in the highly desirable North Fork of Long Island, known for its scenic beauty, strong tourism, and vibrant culinary scene. This versatile property offers excellent income potential and is well suited for a variety of uses including a restaurant, boutique retail, or professional space, with flexibility for both immediate operation and future expansion. Existing permits and approved plans for the upper level provide a valuable opportunity to complete additional space for commercial or potential residential use, subject to local zoning. The property features a fully functioning pastry and commercial kitchen equipped with grease traps, a three-tank cesspool system, and ANSEL capability, along with stainless-steel prep tables, storage racks, freezers, commercial mixers, and an electric rack oven. The retail area is designed for customer flow and display, offering wood shelving for breads and pastries, refrigerated cases, and dry display units. The building is serviced by gas, upgraded electrical, and central air conditioning on the lower level, while the upper level is currently utilized for storage with future development potential. Ideally positioned to capture consistent foot traffic and growth in the North Fork, the property offers ample space for parking, outdoor seating, or further expansion, making it a compelling opportunity for investors and business owners alike.

1612 Main Road, Jamesport

$1,250,000

979714 MLS

Prime commercial opportunity in the charming hamlet of Jamesport. This 1.36-acre parcel is ideally positioned within Hamlet Center zoning at a signalized intersection, offering exceptional visibility, accessibility, and development potential. This specific commercial zoning allows for a wide range of uses, including MIXED-USE RETAIL with RESIDENTIAL UNITS ABOVE, offices, personal services, bakery, restaurant or cafe, catering, gallery or antiques. The site offers dual access points from both Main Road and Manor Lane, is cleared for ease of development, and offers ample space for parking. There are NO ROW's or shared access over this land. Public transportation is conveniently located directly in front of the property, with both Hampton Jitney and municipal bus stops gives accessibility for customers and employees. Bring your vision for a thoughtfully designed commercial or mixed-use development in one of the North Fork’s most desirable and high-traffic locations.

1578 Main Road, 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

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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.