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$899,000
3 Beds 2 Baths 1026812 MLS
Perfectly positioned **north of Sound Avenue** in one of Riverhead's most desirable locations, this 3-bedroom, 3-full-bath ranch offers the ideal blend of privacy, flexibility, and in need of a new loving owner. This home's provides a North Fork lifestyle that's mere a stone's throw to the Sound where Sunsets are magical. Nestled on a generously sized property, the backyard has been thoughtfully designed to maximize both privacy and functionality. A **legal in-ground swimming pool** is strategically situated to create your own private retreat while preserving an expansive lawn—perfect for entertaining, recreation, gardening, or simply enjoying the outdoors. Inside, the home's versatile floor plan continues with a **fully finished basement** featuring a spacious recreation room, full bathroom, dedicated laundry room, and **three separate points of access**: interior access from the main level, a sliding glass door providing direct walkout access to the backyard, and a separate entrance through the attached garage. This exceptional layout presents outstanding potential for extended living, guest accommodations, a home office, fitness space, or multi-generational living (subject to applicable permits and approvals). Located just moments from the best of the North Fork, you'll enjoy convenient access to renowned wineries and vineyards, farm stands, golf courses, local beaches, waterfront dining, marinas, parks, and the charming villages that make this area one of Long Island's most sought-after destinations. Whether spending the day exploring wine country, relaxing by the water, or enjoying the region's celebrated culinary scene, you'll appreciate having it all just minutes from home. Riverhead's location also provides easy access to shopping, entertainment, and transportation while maintaining the peaceful atmosphere that defines North Fork living. Offering privacy, exceptional indoor and outdoor living spaces, and endless possibilities to customize for your lifestyle, 20 Dolphin Way is a rare opportunity to experience the very best of North Fork living.

20 Dolphin Way, Riverhead

$650,000
3 Beds 2 Baths 1027374 MLS
Move right in and start living. This home has already done the hard work for you, with fully renovated bathrooms and kitchen, brand new flooring throughout, and all new appliances included. Picture yourself cooking dinner in a kitchen that feels brand new, or getting ready in the morning in a bathroom that has already been beautifully updated. The roof and siding are just five years old, so you can relax knowing the big ticket items are already taken care of. A Brinks security system adds extra peace of mind, and the full basement gives you all the storage or living space you could want, whether that is a home gym, a playroom, or a cozy space to unwind. Step outside and you will fall in love with the huge, fully fenced yard. Imagine summer evenings spent relaxing under mature trees, weekend barbecues with family and friends, or simply having a private outdoor space that is all your own to enjoy however you like. The landscaping creates a peaceful setting that feels like your own retreat, a place to slow down and enjoy the outdoors right at home. Tucked away on a quiet cul de sac, this home offers the kind of calm, friendly neighborhood everyone hopes to find, where evening walks feel easy and neighbors still wave hello. The location makes everyday life easy too. You are just a short drive from grocery stores, shops, and restaurants for all your daily needs, and downtown Riverhead is only about a 5 minute drive, giving you even more options for dining, shopping, and entertainment whenever you want them. All that is left to do is bring your belongings and start making memories. This is a home where mornings feel peaceful, evenings feel relaxing, and everyday life feels just a little easier.

98 Constable Drive, Riverhead

$625,000
3 Beds 2 Baths 1024392 MLS
Just 5 years young since renovated this classic Wading River Location is ready for you to call it home. Flexible space on the second level can potentially be a 4th bedroom, play room, home office etc. A large eat in kitchen with beautiful white shaker kitchen cabinets and quarts counters with a walk in pantry make this home even more appealing. Both full bathrooms were also fully renovated. Updated 200amp electric and CAC and flooring throughout. Eight foot ceilings in the full basement give unlimited potential for more living space. The yard offers beautiful landscaping with stone retailing walls and a paver patio with over an half acre of property. Come call this home before the summer is over, nothing to do but move in.

2639 N Wading River Road, Wading River

$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

$629,996
3 Beds 2 Baths 1015466 MLS
Location, location! Nestled in a highly desirable beachside community, this sun-drenched and fully updated 3-bedroom, 2-bath split ranch offers the perfect blend of coastal charm and modern luxury—with private access to the water just a stones throw away. Make this your year round or weekend getaway. Step inside to an open-concept main level featuring soaring ceilings, gleaming hardwood floors, and a spacious living and dining area. The beautifully renovated eat-in kitchen is a showstopper, with crisp white cabinetry, quartz countertops, a glass tile backsplash, stainless steel appliances, and a stunning center island with seating—ideal for entertaining. Custom blinds and recessed lighting add a refined touch throughout. Both bathrooms have been thoughtfully updated with modern ceramic tile and high-end finishes. The lower level offers a den with sliding doors to the outside and a full bath—perfect for guests, a home office, or extended living space. An additional third bedroom or entertainment area awaits on the lowest level, providing flexible space for gatherings, game nights. All of this, located just minutes from award-winning wineries, top-rated restaurants, and outlet shopping. This beachside beauty won’t last—don’t miss your chance to own a piece of paradise on Long Island’s North Shore!

25 Cherry Lane, Wading River

$825,000
3 Beds 2 Baths 1009720 MLS
Fully renovated and beautifully designed mixed-use property located on Main Road in Jamesport offering both residential and commercial flexibility in a highly visible North Fork location. The property currently features a storefront/gallery space connected to a thoughtfully updated residential layout with additional upside through the unfinished loft, basement, and rear outdoor space. The residential portion is presently configured as a 2-bedroom, 1-bath residence, with town records reflecting a 3-bedroom 1.5 bath configuration. The unfinished second-floor loft offers strong expansion potential for additional living area, studio space, office use, or value-add possibilities depending on buyer vision and approvals. Positioned on a 6,246 SF lot with excellent Main Road exposure, the property also benefits from a private driveway and on-site parking — a rare advantage in an area with limited street parking. Adding to the property’s appeal, the land immediately west of the property is protected open space owned by the Town, helping preserve neighboring green space and providing a more open setting. Ideal opportunity for an owner-user, investor, live/work setup, boutique retail concept, gallery, office, wellness space, or mixed-use investment. Additional features include public water, cesspool, rear yard access, and flexible mixed-use potential in a prime North Fork location. Rare opportunity to own a distinctive mixed-use property with long-term upside, expansion potential, and a highly desirable North Fork location.

1550 Main Road, Riverhead

$775,000
2 Beds 2 Baths 991855 MLS
ESCAPE TO THE NORTH FORK, APPROXIMATELY 90 MINUTES FROM NEW YORK, into this beautifully renovated 2-bedroom, 2-bathroom condominium, perfectly situated in the sought-after community of Baiting Hollow. Just minutes from acclaimed wineries, farm stands, and pristine Sound beaches, this turnkey residence offers the rare combination of luxury, location, and lifestyle. Step inside to discover a home where every detail has already been attended to. The designer kitchen features premium cabinetry, upscale countertops, and coordinated appliances, opening seamlessly into a bright and inviting living space. Both bathrooms have been beautifully appointed with spa-inspired finishes, while updated flooring, fresh paint, and custom lighting carry the same level of quality throughout the home. This is a residence built for unwinding — whether it's morning coffee on your outdoor deck, an afternoon at a nearby vineyard, or an evening watching the sky turn gold over the North Fork. With major systems updated and no projects left to tackle, THIS HOME OFFERS TRUE LOCK-AND LEAVE EASE FOR A PRIMARY RESIDENCE, OR WEEKEND RETREAT. Located within easy reach of Riverhead, the Hamptons, and the North Fork's wine trail, 605 Fox Hill Drive offers a peaceful, private setting without sacrificing convenience. This is the North Fork escape buyers have been searching for — completely updated, beautifully finished, and ready for its next chapter. Don't miss this rare opportunity to own a fully upgraded condominium in one of Long Island's most desirable hidden gems.

605 Fox Hill Drive, Baiting Hollow

$728,000
4 Beds 3 Baths 972718 MLS
Welcome home to this inviting Colonial-style 4-bedroom oasis in the Town of Riverhead, set on an exceptional 155x260 lot that offers space, privacy, and beautiful curb appeal. Inside, the home feels warm, neat, and thoughtfully cared for, with natural light and an easy flow that makes everyday living comfortable. The first floor features a spacious formal dining room and an open eat-in kitchen with access to the deck and electric awning — perfect for effortless indoor-outdoor living. The family room adds even more comfort with a mini-split system, a wood-burning stove, a fireplace, and high-hat lighting. Two large bedrooms and a full bath with abundant storage complete the main level. Upstairs, you’ll find two additional oversized bedrooms and a generous bathroom with dual sinks, a shower stall, a large jacuzzi tub, and a separate toilet/sink area designed for convenience. Parking is simple with a detached 2-car garage and an expansive private driveway. The full basement offers endless possibilities — a media room, playroom, office, gym, or anything you imagine — and stays dry thanks to the home’s solid poured concrete foundation and French drain system. Additional updates include stainless steel appliances and two heating zones. This home is clean, move-in ready, and filled with potential. Enjoy exclusive access to Town of Riverhead beaches, the natural beauty of Wildwood State Park, local farm stands, vineyards, restaurants, and shopping, all with easy access to both the North and South Forks. This property delivers space, comfort, and value in one of Wading River’s most desirable settings.

43 Farm Road N, Wading River

$119,000
2 Beds 1 Baths 971919 MLS
This charming home is located in the 55+ Ramblewood community, just minutes from North Fork amenities. It features 2 bedrooms with the possibility of 3rd bedroom and a fully renovated bathroom with a modern vanity, new flooring, and a spacious stand-up shower. The primary bedroom offers custom built-in cabinets and ample closet space. The kitchen includes plenty of cabinetry and newer appliances, while the bright sunroom provides abundant natural light and potential for additional living space. Additional highlights include a backyard storage shed, spacious carport, 1 Year old roof, above-ground oil tank, and a stacked washer and dryer. Great opportunity—why rent when you can own? Additional Information: Min Age 55, Separate Hot Water Heater.

658 SOUND AVE Unit #E-5, Calverton

$1,895,000
4 Beds 4 Baths 854138 MLS
JAMESPORT BAYSIDE - 2025 New Construction - Offering Includes a Private Two-Slip Dock with Direct Bay Access, Sandy Bay Beaches, and a Beautiful Inground Pool on Nearly One Acre Stunning new construction in the heart of Wine Country. This modern farmhouse offers approximately 4,650 square feet in total, nearly 3000 square feet of living space. The home features four bedrooms and three and a half baths, providing generous comfort and convenience. A two-car side-entry garage and both upper and lower laundry areas enhance everyday functionality. The open-concept kitchen is a chef's dream, featuring quartz countertops, a center island with seating, shaker cabinetry, and 9' ceilings. The spacious floor plan flows seamlessly from the kitchen into a dining room with a vaulted, wood-beamed ceiling, and onward into a large great room with a gas fireplace. The first-floor primary en-suite offers a spa-like bath with direct access to a large closet and dressing area. A second en-suite bedroom on the main level provides flexibility for use as an office or media room. The upper level includes a loft, two additional bedrooms, a full bath, a large bonus room, and an additional laundry area-ideal for guests or multi-generational living. Outdoor living is exceptional, with covered front and rear bluestone porches and a saltwater pool. For water enthusiasts, the property includes deeded bay beach access approximately a five-minute walk away, as well as separate deeded waterfront land with a private two-slip dock offering direct access to Peconic Bay's outstanding fishing and water sports. This property is a rare blend of luxury and practicality, designed for those who appreciate both style and substance. Located on the south side of Jamesport, the residence is ideally positioned near local farmstands, sandy beaches, golf courses, and the region's acclaimed vineyards and restaurants. Come experience the epidemy of North Fork living!

33 Lagoon Court, South 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.