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$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
$285,000
3 Beds ⋅ 2 Baths ⋅ 1044594 MLS
Welcome to Aquebogue Mobile Home Court, A 55 & Over Manufactured Home Community. This Updated 1984 Ritz Craft Manufactured Home Offers 3 Bedrooms, 2 Baths, Newer Kitchen with Granite Countertops, Cabinets & Stainless Steel Appliances, Updated Baths, Updated Windows, Insulation, Electric Heating with Separate Controls in Each Room, Newer Hot Water Heater, PEX Plumbing with Uponor Expansion Fittings, LED High Hat Lighting, Ceiling Fans in All Rooms, Covered Porch & Carport. Laminate Flooring and Tile.

103 West Lane Unit #12B Witt Lane, Aquebogue
$1,545,000
5 Beds ⋅ 4 Baths ⋅ 1042785 MLS
Set amid two beautifully maintained acres, this spacious, renovated farmhouse captures the quiet, pastoral character of the North Fork. The five-bedroom, four-bath residence is surrounded by mature landscaping and expansive lawns, with a substantial barn adding architectural character and tremendous versatility to the property. Inside, sun-filled living spaces are comfortably arranged for both everyday life and entertaining. A fireplace anchors the main living area, which flows into a formal dining room with generous proportions and an inviting sense of occasion. The combination of a beautifully renovated farmhouse, substantial barn, and two bucolic acres creates a property with a rare sense of space and place, all just moments from the North Fork's beaches, farm stands, vineyards, and villages.

184 Phillips Lane, Aquebogue
$799,000
3 Beds ⋅ 2 Baths ⋅ 1038235 MLS
Welcome to Silver Village, an ALL-ages community in Aquebogue! Pond views and completely renovated three-bedroom condo offers stylish, turnkey living with an extensive list of recent improvements. The beautifully redesigned kitchen features new cabinetry, quartz countertops, updated plumbing and all-new appliances, including a gas range. Both bathrooms were fully renovated with designer tile, quartz-topped vanities, frameless glass shower doors and Toto toilets; the spacious primary bath also includes a double vanity and quartz shower bench. Additional upgrades include new flooring, updated closets with custom shelving, fresh paint throughout and extensive electrical improvements with new interior and exterior lighting, ceiling fans, switches, outlets and safety detectors as well as a completely restored gas fireplace. All-new windows were installed in 2025 and include a transferable lifetime warranty. Outside, enjoy a newly redone and expanded patio with a motorized awning and bonus garden space filled with mature trees, shrubs and perennials. Thoughtfully updated inside and out, this exceptional home is ready for its next owner to move right in and enjoy, Silver Village is not an age-restricted community and offers a pool, clubhouse and low-maintenance living on the North Fork. Close to vineyards, farmstands, town beaches and more!

3 Summerfield Lane S, Aquebogue
$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
$725,000
4 Beds ⋅ 2 Baths ⋅ 1037571 MLS
Welcome to this charming 4-bedroom, 2-bath Colonial located in the heart of Riverhead. The home was renovated approximately 5 years ago and features new windows, beautiful hardwood floors, and updated bathroom tile. The property offers gas heating and a standalone electric hot water system (new) and 2 car garage with new roof. Full basement and attic for storage. Conveniently located close to schools, shopping, gas stations, Main Street, and all that Riverhead has to offer. A great opportunity to own a well-maintained home in a convenient location.

41 Prospect Place, Riverhead
$999,999
3 Beds ⋅ 3 Baths ⋅ 1027659 MLS
Welcome to this stunning Contemporary Colonial set on over two beautiful acres, offering the perfect blend of privacy, elegance, and modern comfort. This spacious 8-room home has been tastefully updated throughout and features three bedrooms with the potential for a fourth. The primary suite with a spa-inspired bath featuring a step-in shower, whirlpool tub. and double vanity. Enjoy generous living spaces, a two-car garage, and an inviting layout ideal for everyday living and entertaining. Step outside to your own private oasis featuring a salt water heated in-ground pool with waterfall, expansive patio, and beautifully maintained park like grounds. A rare opportunity to own an exceptional property offering space, style, and resort-like living. Riverhead the Gateway to the North Fork! Conveniently located near Long Island Sound beaches and just minutes to the North Fork’s wineries, farm stands, and dining

723 Doctors Path Estates, Riverhead
$789,000
4 Beds ⋅ 3 Baths ⋅ 1036857 MLS
Exceptional opportunity to own a well-maintained income producing duplex or whether you are searching for a primary residence with supplemental income or a solid investment property to add to your portfolio. This is a legal duplex wih rental permits and COs in place, located in the heart of the wine country. Close to Tanger Outlets, schools, multiple golf courses, main street shopping and Long Island Railroad. Separate driveways, yard and patios for each unit. Out of rspect for the tenants 24-48 hour notice is required to show this property.

478 Marcy Avenue, Riverhead
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 1033367 MLS
Set just a block from the beach in the heart of charming South Jamesport, this circa 1837 Captain's house offers a rare combination of authentic history and modern comfort. Wide plank floors and period details remain intact and define the home's shared living spaces and four bedrooms. A tasteful 2007 renovation and addition brought the space up to date without disturbing its historical integrity. With a chef's kitchen that opens up to a side deck and the expansive backyard, 64 South Jamesport is an optimal environment for entertaining or a quiet retreat. The property sits on a double lot, offering ample room for a pool, while the detached two-car garage includes a workshop, loft, and flexibility. A special property for those drawn to the water and the character of another era.

64 S Jamesport Avenue, South Jamesport
$2,100,000
6 Beds ⋅ 4 Baths ⋅ 1034035 MLS
Welcome to this Oversized Gorgeous 6 bedroom, 4 full bathroom estate nestled on a private cul-de-sac Located in the exclusive SEA COVE ESTATES community of South Jamesport. Situated on nearly half an acre, this impressive 3,847 square foot home offers the perfect blend of luxury, comfort, and resort-style living. Designed for both everyday living and unforgettable entertaining, the backyard is a true private oasis featuring a 16 x 20 in-ground pool with an electric solar cover, a fully equipped outdoor kitchen, Trex deck, gazebo, retractable awning, outdoor shower, and beautifully landscaped grounds. Just beyond your doorstep, enjoy access to the private deeded bay beach reserved exclusively for Sea Cove Estates residents. Inside, you'll find an open and inviting floor plan with hardwood floors throughout, a spacious eat-in kitchen complete with a peninsula, quartz countertops, Energy Star appliances, tile flooring, and a trash compactor. The dramatic living room showcases soaring vaulted cathedral ceilings, electric blinds, and one side of a stunning double-sided fireplace, while the adjoining first-floor bedroom features the other side, creating warmth and character in both spaces. Sliding glass doors lead from the living room into a bright and spacious sunroom, where another set of sliding glass doors opens directly to the spectacular backyard, creating a seamless indoor-outdoor living experience. The elegant formal dining room, accented with crown molding, also features sliding glass doors that lead to the backyard, making entertaining effortless. The first floor also includes a full bathroom, offering flexibility for guests or multigenerational living. An additional guest or nanny suite on the first floor offers its own living room, private bathroom, and separate outside entrance, providing comfort and privacy for extended family or visitors. Upstairs, the spacious primary suite serves as a private retreat with a beautifully appointed en suite bathroom featuring a double vanity, soaking tub, and separate walk-in shower. Within the primary suite there is a private washer and dryer area and a walk-in closet. Continue to the third-floor bonus room, a versatile space that can be utilized as an additional bedroom, private office, or creative retreat, all while enjoying beautiful water views. Additional highlights include an indoor heated lap pool, a full finished basement with extra storage space, and an additional washer and dryer conveniently located on the first floor, owned solar panels for significantly reduced electric costs, and copper gutters that enhance both beauty and durability. This remarkable home truly offers every amenity imaginable in one of South Jamesport's most sought-after waterfront communities. Marina within walking distance.

29 Seacove Lane, South Jamesport
$1,950,000
4 Beds ⋅ 5 Baths ⋅ 1028043 MLS
Set on a private 0.63-acre lot, this exceptional Postmodern home offers scenic views of preserved acreage and water views from the second floor. Thoughtfully designed with quality craftsmanship throughout. The chef’s eat-in kitchen is appointed with custom solid East End wood cabinetry, a cherry wood center island, radiant-heated brick ceramic tile flooring, a Wolf propane range with hood, Energy Star Café double convection wall ovens, and Café refrigerator. The living room features a wood-burning fireplace and hardwood flooring that extends throughout the main living areas. The second level is highlighted by a luxurious primary suite and spa-inspired bath. Two additional guest bedrooms, a dedicated home office, loft with water views, and a conveniently located laundry room completes the upper level. The finished walkout lower level offers exceptional flexibility for extended living, recreation, or entertaining and includes a second laundry area, utility room, and direct access to the attached garage. An additional detached heated garage provides expansive space for vehicles, a workshop, or hobby enthusiasts. Designed to embrace both indoor and outdoor living, and room for pool, this property features a welcoming front porch, rear deck, flagstone patio with pavers, barbecue hook up and storage shed . Surrounded by natural beauty and offering exceptional privacy, luxurious amenities, and versatile living spaces, this remarkable residence presents a rare opportunity to enjoy the finest in East End living. POOL PERMIT IN PLACE!

118 Peconic Bay Boulevard, Aquebogue
$789,000
4 Beds ⋅ 3 Baths ⋅ 1028749 MLS
Exceptional opportunity to own a well-maintained income producing duplex or whether you are searching for a primary residence with supplemental rental income or a solid investment property to add to your portfolio. This is a legal duplex with rental permits and CO's in place, located in the heart of the East End wine country. Close to Tanger Outlets, schools, multiple golf course's, main street shopping and the Long Island Railroad. Separate driveways and yards for each unit. Out of respect for the tenants 24-48 hour advance notice is required to show. Don't miss out.

478 Marcy Avenue, Riverhead
$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
$260,000
3 Beds ⋅ 2 Baths ⋅ 1030425 MLS
Welcome to this beautifully updated 3 bedroom, 2 full bathroom home, perfectly situated in the heart of Riverhead with convenient access to both the North Fork and South Fork, making it an ideal location for work, recreation, and everything the East End has to offer. From the moment you arrive, you'll appreciate the care and attention that has gone into every detail. The home has been meticulously updated with a fresh, modern style, featuring brand new carpeting, fresh paint throughout, and spacious, light-filled rooms designed for comfortable everyday living. The thoughtfully designed floor plan offers generously sized bedrooms, abundant storage, and inviting living spaces that are perfect for entertaining and hosting. The updated exterior is equally impressive, with updated siding and skirting providing enhanced curb appeal, while the recently replaced front and rear decks create the perfect spaces to relax or enjoy outdoor gatherings. A storage shed offers additional room for lawn equipment, tools, and seasonal belongings, adding to the home's functionality. Move-in ready and beautifully maintained, this exceptional home offers the perfect combination of style, comfort, and convenience. Don't miss the opportunity to make this stunning home your own!

309-15 Fanning Boulevard, Riverhead
$1,800,000
1028888 MLS
Beautiful Forever views. 11.3 Acres of open and cleared farmland with road frontage on Sound Avenue. Opposite Palmer Vineyard. Development rights intact! Consists of 3 contiguous parcels 5.1, 4.4 & 1.8 totaling 11.3 acres. This North Fork property is perfect for your new farmhouse and barn, pool and tennis court. Builders take a look. Ideal setting for boutique vineyard, nursery, winery or state of the art equestrian facility. Perfect for a compound. The taxes are $1,180.77 with agricultural exemption.

Sound Avenue, Aquebogue
$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
$519,500
3 Beds ⋅ 1 Baths ⋅ 1027806 MLS
AS-IS. Improved price. A gem to be polished. This charming and welcoming home is perfectly situated, making it an ideal choice for someone eager to create lasting memories. Not only does it sit in proximity to a variety of restaurants and shops, but it also features expansive living spaces and a generous yard that's perfect for hosting unforgettable celebrations and enjoying delightful outdoor cooking. Close enough in town to enjoy theatre events, and access to roads east and west is not a problem. Sounds like a must-see? Let's talk! (Subject to approval of the Suffolk County Surrogate's Court)

27 Philip Street, Riverhead
$699,000
4 Beds ⋅ 2 Baths ⋅ 1020534 MLS
Beautifully renovated Cape Cod, this exceptional four-bedroom, two-bath home offers the perfect balance of elegance and everyday comfort. Ideally situated on an expansive corner parcel in the heart of Riverhead, the home presents a rare opportunity to enjoy turnkey living with endless possibilities for future enhancement. Designed with both style and functionality in mind, the curated open-concept floor plan is filled with natural light and features seamless transitions between the living, dining, and kitchen spaces, creating an effortless setting for entertaining and relaxed daily living. The main level offers two spacious bedrooms and a beautifully renovated full bath, while the second floor provides two additional bedrooms and a second full bathroom, offering exceptional flexibility for family, guests, or a home office. This corner lot provides a blank canvas to create your own private outdoor space, with ample room for a pool, a patio, an outdoor kitchen, a fire pit, or future expansion. A full basement with both interior and exterior access offers abundant storage. Perfectly positioned just minutes from wineries, farm stands, beaches, marinas, golf courses, shopping, and exceptional dining, this sophisticated home offers effortless access to the very best of the North Fork and the Hamptons.

90 Sunrise Avenue, Riverhead
$1,749,000
4 Beds ⋅ 5 Baths ⋅ 1025045 MLS
Experience the pinnacle of waterfront living in this exceptional newly constructed residence, perfectly situated on 1.19 acres of pristine waterfront property. Designed to capture breathtaking water views from nearly every room, this sophisticated 4-bedroom, 4.5-bathroom home seamlessly blends timeless elegance with modern luxury. The sun-filled open-concept floor plan is anchored by a stunning chef's kitchen featuring premium stainless-steel appliances, custom cabinetry, and an expansive island, all overlooking the tranquil waterfront. The spacious living and dining areas flow effortlessly to the rear deck, creating the perfect setting for indoor-outdoor entertaining while enjoying spectacular sunsets and refreshing bay breezes. Each of the four generously sized bedrooms is a private ensuite retreat, offering beautifully appointed bathrooms and exceptional comfort for family and guests. A stylish powder room adds convenience for entertaining. Outside, the expansive backyard leads to an impressive private dock capable of accommodating up to five boats, making this an extraordinary opportunity for boating enthusiasts. Whether you're setting out for a day on the water or returning home to relax on the spacious rear deck, this property offers an unparalleled waterfront lifestyle. Additional features include a two-car garage, quality craftsmanship throughout, and the peace of mind that comes with new construction. Offering privacy, luxury, and direct water access, this remarkable home is a rare opportunity to own a premier waterfront retreat minutes from the Hamptons, wineries and beaches.

255 Peconic Bay Boulevard, Aquebogue
$550,000
3 Beds ⋅ 1 Baths ⋅ 1022877 MLS
72 Fanning Blvd. Is Awaiting its New Owner! Located on a Fully Fenced-in Corner Lot, Private Driveway With Extra Parking & 30 AMP Service for the RV! This Home Features Three Bedrooms all with Hardwood Flooring, 1 Full Nicely Sized Bathroom, Storage, Living Room with a Nice Size Closet, Hardwood Flooring, & Pellet Stove, Updated Eat-In Kitchen with Propane Range, Refrigerator, Dishwasher, & Microwave, A Separate Laundry Room with Washer & Dryer & Freezer. A 3 Season Sunroom which leads out to a private backyard to a Deck, Patio Area, A Shed, & Dog Kennel. 1 Car Garage with Storage, Newer Indirect Hot Water Heater, Boiler Heating System, Pull Down Attic Stairs, Entrance to 5’ poured concrete Basement, & Bilco Doors As Well. Inside Entrance too! Asphalt Roof 2017, 275 Gal Oil tank in basement replaced in 2017, 200 AMP Service, Siding and Windows & Plumbing Have Been Replaced. Central Vac, Propane Cooking, Extra Pellets for Stove in Basement (gift). 2 Window AC's -It Does have CAC but needs repair or replacing, (26 years old) Duct work is in place. Three spigots for outside watering -

72 Fanning Boulevard, Riverhead
$995,000
3 Beds ⋅ 2 Baths ⋅ 1021791 MLS
Just steps from a private, nearly mile-long stretch of sugar-sand beach, the home is a thoughtfully renovated coastal retreat in a desirable North Fork beach community. Designed for effortless everyday living and entertaining, this move-in-ready residence blends timeless charm with modern comforts—all just approximately 90 minutes from Manhattan. Enjoy easy access to acclaimed wineries, farm stands, waterfront dining, and everything that makes North Fork living so special. The light-filled open-concept living and dining area is anchored by a natural stone wood-burning fireplace, while the beautifully updated kitchen features quartz countertops, shaker cabinetry, and a ZLINE professional range. A thoughtfully designed mudroom & beverage bar features dual wine refrigerators, a sleek bar sink, and an LG WashTower, creating a stylish and highly functional extension of the kitchen, perfect for entertaining and everyday organization. The thoughtfully designed floor plan includes three comfortable bedrooms and two well-appointed full bathrooms, creating inviting spaces for family and guests while maintaining the home's relaxed coastal feel. The spacious rear deck is ideal for al fresco dining and entertaining, while the inviting mahogany front porch provides the perfect spot for morning coffee. Fully-fenced, professionally landscaped grounds feature mature trees, hydrangeas, irises, and boxwoods, all supported by a smart irrigation system with app-controlled sprinklers and drip lines serving the flower beds and planters. A detached outbuilding provides convenient storage for kayaks, paddle boards, and beach gear while also offering exciting potential as a future home office, fitness studio, artist's retreat, or additional entertaining space. Other highlights include an attached one-car + garage, owned solar panels, central air conditioning, whole-house water filtration, a new hot water heater, and a skylight with remote operation in the main bath. Whether you're taking a morning walk along the beach, spending the afternoon exploring nearby wineries, or enjoying dinner on the deck with friends, this residence combines the comfort of home with the effortless coastal lifestyle that defines Long Island's North Fork.

17 Locust Street, Riverhead
$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. CO Is Now in Hand for the House and Pool, So The Home Can Be Enjoyed This Fall Season!

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
$1,299,000
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
$950,000
4 Beds ⋅ 3 Baths ⋅ 996681 MLS
Set on one of Calverton's most desirable one-acre properties, 52 Mastro Road offers the perfect blend of quality craftsmanship, generous living spaces, and peaceful country surroundings. A dramatic cathedral-ceiling foyer welcomes you into this beautifully constructed home, where nine-foot ceilings, abundant natural light, and an open-concept floor plan create an inviting atmosphere throughout. Designed for both everyday living and effortless entertaining, the spacious kitchen features brand-new stainless-steel appliances, granite countertops, tile flooring, and a sunny breakfast area. A formal dining room provides the ideal setting for holiday gatherings and special occasions. This thoughtfully designed one level home offers four generously sized bedrooms, including a spacious primary suite with a private en-suite bath. A second bedroom also enjoys its own full bathroom, while a well-appointed hall bath serves the remaining two bedrooms, providing exceptional comfort and convenience for family and guests alike. Additional highlights include a sprawling full basement with endless possibilities, a three-car garage, pull-down attic, central vacuum system, central air conditioning, two-zone climate control, a wide cement driveway with additional parking pad, and a charming covered front porch—perfect for enjoying the tranquil surroundings, breathtaking sunrises, and spectacular sunsets. If you've been searching for space, privacy, and a home that truly has it all, 52 Mastro Road delivers. Offered at $950,000.

52 Mastro Road, Calverton
$165,000
2 Beds ⋅ 2 Baths ⋅ 1018919 MLS
Welcome to Aquebogue Mobile Home Court. - A 55 & Over Manufactured Home Community Offering Home Ownership at Affordable Prices. Monthly Land Lease - $708 Monthly Taxes - $206.00 Total = $914 1980 Ritz-Craft Home 14x66, with 12x24 Fla Rm., Carport, CAC, LR, DR, 2 Bedroom, 1&1/2 Bath - Freshly Painted, New Carpet, New Dishwasher, Newer Hot Water Heater, Pex Plumbing & New Vinyl Windows Pet - 20lb limit

101 West Lane Unit #42B Witt Lane, Riverhead
$849,000
4 Beds ⋅ 3 Baths ⋅ 1010096 MLS
North Fork Living at The Highlands Club at Aquebogue. Beautiful 3/4 Bedroom 2.5 Bath Post Modern (Prestigious Addison Model) 1st Floor Primary En-Suite with Tray Ceiling, Soaking Tub, Walk in Shower, Quartz Vanity W/Double Sink. Plenty of closets, and Pond / Fountain view. Open Concept Formal Dining Room and Great Room with Soaring Ceiling and Gorgeous Oak Flooring, Eat in Kitchen with Cherry Cabinets, Granite Counters, Stainless Steel Appliances and Gas Cooking. Second story has a versatile Loft / Sitting Area, 2 Bedrooms and Full Bathroom. Sliders from the Kitchen lead to the Sunroom and Sliders from the Great Room lead to the Trex Deck with Pond / Fountain View. Tremendous Unfinished Basement which is great for Storage. HOA Amenities include Clubhouse, /Game Room /Exercise Room, Heated IG Pool /Tennis / Pickle Ball and more, as per Tax Grievance Company taxes can be lowered by $2,480 per year!

56 Foxglove Row, Aquebogue
$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
$549,000
1 Beds ⋅ 1 Baths ⋅ 1004148 MLS
Charming cottage nestled in the desirable Hoccabauk Park waterfront community of Aquebogue, offering the perfect North Fork retreat. Fresh, bright, and full of character, this delightful home features 1 bedroom, 1 full bath with stackable washer and dryer, a cozy living room, kitchen, and dining area, walk-up attic, and a full basement providing additional storage and flexibility. Enjoy access to the private community beach just around the corner, while restaurants, vineyards, farm stands, marinas, and the Hampton Jitney stop are all conveniently nearby. Whether you are seeking a relaxing seasonal escape or a comfortable year-round residence, this inviting cottage offers the ideal opportunity to enjoy all the charm and lifestyle the North Fork has to offer.

83 Beach Road, Aquebogue

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