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58 Heritage Lane, Aquebogue
$1,398,000
4 Beds ⋅ 3 Baths ⋅ 951420 MLS
Your search is OVER! A classically modern 4-bedroom, 3 Full Bath, North Fork Custom-Built Home awaits! Make this YOUR North Fork Getaway or Year-Round Residence! Nestled in the charming and quiet hamlet of AQUEBOGUE, the home is just a short drive to multiple town beaches on the Bay or Sound, with convenient access to ocean beaches, county parks, award-winning restaurants, wineries, and numerous marinas and golf courses. Your formal entry is via a pretty-paved walkway to generous mahogany steps that lead to an inviting wraparound front porch, all framed by recently landscaped perennial gardens and shrubbery. Inside the Bright Foyer, the Central Hall is flanked by a Formal Dining Room to one side and a Formal Living Room with a cozy, wood-burning Fireplace to the other. These elegant spaces open into an expansive eat-in kitchen complete with Quartz Counters, a striking center island, a Separate Wine Bar, Double oven, its own Farmhouse sink, a second flexible casual dining area, and plentiful and sleek custom cabinetry with full pantries! The full first-floor bathroom provides convenient access for showering after the pool, while a rear entrance leads to the attached garage and spacious driveway. The home also includes interior access to a full, unfinished basement with a separate, secure exterior entrance, as well as a backyard shed to accommodate all storage needs. Follow the center hall staircase to the upper level, where a comfortable seating, study, or TV area is situated just outside all four bedrooms. The spacious Primary Ensuite features a large Walk-in Closet and an elegant Primary Bath with double sinks, a walk-in shower, and gracious views. Three additional ample Guest Bedrooms offer closets and storage, complemented by a full Guest Bath with a tub and shower, an upper-level laundry room, and linen closets — enjoying views of the pool, gardens, and expansive natural yard. Set back on a quiet little lane, this Builders One +Plus Acre property boasts ample backyard privacy and curated gardens. The beautiful Heated In-ground Pool is situated perfectly, offering numerous outdoor seating areas in addition to the spacious patio for your al fresco dining. …in your expansive Outdoor Oasis! Too many upgrades, and smart features to mention, including Crown Molding, Recessed Lighting and Beautiful Hardwood Floors throughout, as well as a new security system, Central Air, Oil hot air Heating, a Multizone Sprinkler System, Town water and a Whole-house Generator that also runs the pool heater and pump. Located on the Beautiful North Fork with convenient access to Gourmet Restaurants, Wineries, Breweries, Retail shopping and Outlets, as well as nearby Farmstands & Agricultural Attractions. Easily accessed via the NYC Jitney, among other convenient travel options. Don’t wait. This Turn-Key home that has absolutely everything will simply not last! It’s that simple!!!

58 Heritage Lane, Aquebogue

23 Red Creek Circle, Hampton Bays
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 930929 MLS
Welcome to 23 Red Creek Circle! This fully renovated 4 bed, 3 baths, home is the perfect Hamptons escape—just minutes from the beach. Set on nearly an acre of beautifully landscaped property, you’ll find everything you need for summer fun: a large in-ground pool, basketball court, and a spacious deck ideal for lounging or entertaining. Inside, the main level has an open-concept layout with vaulted ceilings, a cozy wood-burning fireplace, and glass sliders that open to the backyard. Upstairs, the primary suite feels like a retreat with soaring ceilings, while two additional bedrooms and a full bath complete the second floor. The lower level adds even more flexibility with a private bedroom, full bath, laundry, and extra space for a gym, home office, or media room. Enjoy peace, privacy, and plenty of room to spread out—whether you’re looking for a full-time residence or the perfect summer getaway. Move-in ready and waiting for you to make it yours!

23 Red Creek Circle, Hampton Bays

103 Silver Beech Lane, Calverton
$1,360,000
3 Beds ⋅ 4 Baths ⋅ 948193 MLS
Experience Luxury and Coastal Living in Baiting Hollow. Prepare to be captivated by this stunning 2,775 sq ft residence in the charming Hamlet of Baiting Hollow. Situated on a meticulously landscaped 1.03 acre property, this home seamlessly blends elegance, comfort and modern coastal living. Featuring 3 spacious bedrooms, and a generously sized bonus room currently being used as a fourth bedroom. Three full baths and one half bath, this exceptional home is designed for both relaxation and entertainment. The 20'x40' in-ground pool and newly installed NICOLOCK patio provide the perfect outdoor retreat, while the covered back porch-complete with a custom-cut thin stone feature wall, IPE decking, infrared ceiling heaters and roll-down weather shades-offers year-round comfort. Step inside and be greeted by soaring 11-foot ceilings on the first floor, enhancing the grandeur of the living and family rooms. The family room serves as a stunning focal point, featuring a wood-burning fireplace framed by a stone accent wall and flanked by built-in oak cabinetry. The first-floor primary suite is a private sanctuary, boasting high ceilings a walk-in closet, a pedestal soaking tub and a walk-in glass shower. The gourmet kitchen is a masterpiece, equipped with high-end appliances, white cabinetry, an oversized island and a large pantry. Nearby a mudroom area with full laundry and a half bath adds convenience. On the second floor you'll find two generously sized bedrooms and a generously sized bonus room currently being used as a third bedroom along with two full baths, providing ample space for guests. Additional highlights include: Pull-through driveway, three car garage with overhead storage, central air & natural gas heating, in-ground irrigation system. This home is just moments from Long Island Sound beaches, acclaimed vineyards, local eateries, parks and charming boutiques. Don't miss this rare opportunity to own a luxurious coastal retreat in the heart of the Hamlet of Baiting Hollow. Your dream home awaits!

103 Silver Beech Lane, Calverton

707 Pleasure Drive, Flanders
$1,325,000
2 Beds ⋅ 2 Baths ⋅ L3583735 MLS
Welcome to this architecturally stunning contemporary home, where modern design meets functional living spaces. Upon entry, the clean lines and open layout create an immediate sense of flow, with large windows that bathe the home in natural light and provide stunning views of the surrounding landscape. The kitchen, designed with both style and practicality in mind, features sleek stainless steel appliances, ample counter space, and a thoughtful layout for ease of cooking and entertaining. Adjacent to the kitchen, the dining area overlooks the lush outdoors, seamlessly connecting indoor and outdoor living with access to the expansive deck and heated pool. The living spaces showcase a perfect balance of form and function. Unique design elements, including textured accent walls and stylish lighting, add to the home's distinct charm, while the open-concept layout creates ideal spaces for relaxation and entertainment. The cozy sitting areas and stylish modern fireplace provide warmth and ambiance. This home offers two bedrooms, including a convenient first-floor bedroom with easy access to the main living areas. Upstairs, the private primary suite serves as a peaceful retreat, featuring a bath complete with a sauna and jacuzzi, and two walk in cedar closets. Outdoors, the spacious deck is perfect for lounging or dining al fresco, with a heated pool ready for enjoying long summer days. The detached garage provides flexibility, whether you're looking for a home office, art studio, or extra storage space. The property is also zoned for up to four horses and has plenty of room for expansion, offering endless possibilities for customization. Situated in Flanders, NY, this home is an ideal retreat for those seeking privacy without sacrificing accessibility. Close proximity from Manhattan and minutes to Gabreski airport. Nestled between The Hamptons and the North Fork, this home offers the best of both worlds.

707 Pleasure Drive, Flanders

213 Herricks Lane, Jamesport
$1,250,000
4 Beds ⋅ 2 Baths ⋅ 990544 MLS
Surrounded by the pastoral charm that defines Jamesport, 213 Herricks Lane seems to exhale-at golden hour, light settles in softly, like honey across the landscape, slipping through the trees, and warming every surface with a quiet glow that feels almost unreal. It's the kind of light that lingers in your memory long after you've left. The home itself carries that same ease. 4+ bedrooms, 2 baths, thoughtfully updated, with a sense of style that feels gathered rather than designed. The natural rhythm of comfort and the right amount of intimacy. It's polished, relaxed, unmistakably refined. Outdoors, the pool sets the tone for summer days that stretch into candlelit evenings, while lush landscaping creates a private, almost storybook atmosphere. This is the setting that invites barefoot mornings, long lunches, late swims, and the quiet certainty that you've found something special. Close to North Fork farmstands, award winning vineyards, renowned restaurants, boating, and great shopping.

213 Herricks Lane, Jamesport

24 Tanglewood Trail, Hampton Bays
$1,207,000
3 Beds ⋅ 2 Baths ⋅ 971750 MLS
Welcome to your dream escape in Hampton Bays! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and investment potential. Whether you're searching for a summer retreat or a smart income-producing property, this one checks every box. Step inside to find sun-filled living spaces, a spacious layout ideal for entertaining, and well-appointed bedrooms that provide both privacy and relaxation. The home’s thoughtful design makes it perfect for hosting guests or enjoying quiet coastal living year-round. Outside, imagine warm summer days, evening gatherings, and effortless indoor-outdoor living in a setting that captures the essence of the Hamptons lifestyle. Located just moments from pristine beaches, marinas, dining, and all that Hampton Bays has to offer, this is a rare opportunity you don’t want to miss. Dreams like this don’t come along often—don’t let it slip away!

24 Tanglewood Trail, Hampton Bays

85 Roanoke Court, Riverhead
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 972849 MLS
$100,000 Dollar Price Improvement, Now the Best Deal in the Entire Town! An Exceptional Opportunity to Own Great Value, Custom Brand-New Construction with the Certificate of Occupancy Expected to be Issued the First Week of June! Fully Finished and Furnished, this Stunning New Home Delivers Over 3,400 Sq. ft. Across Three Levels, a Two-Car Side-Entry Garage, and is Located on One of the North Fork’s Most Beautiful Ultra-Custom Cul-de-Sacs. Multi-Million Dollar Feel From Westerly Facing Yard Overlooking Wide Open Farm Views As Far as the Eye Can See, Capturing the Magnificent Sunsets the North Fork is Famous For. Delivered with Permit for Pool. Definitely Won’t Last! The Turnkey Residence has Curb Appeal to the Max with its Crisp White Exterior, Designer Black Accents, and is Bursting with Luxury Appointments Throughout: Black Andersen Windows, 6-Inch Wide-Plank White Oak Floors, Imported Italian Tile Baths, and a Bespoke Chef’s Kitchen Showcasing a Cambria Quartz Island, Stacked Tile Backsplash, Wine Fridge, and Custom Cabinetry. The Primary Suite Impresses with Soaring Vaulted Ceilings and a Spa Bath Overlooking Countless Acres of Protected Open Space. The Customizable Lower-Level Features Chic Plank Flooring, Three Egress Windows, and a Private Exterior Entrance to the Expansive Backyard. Set on Approx. One Acre with Full Sod and Irrigation, this Modern New Construction Offering Brings Peace of Mind, Comfort, and Tremendous Cost Savings: Superior Energy Efficiency, Whole-House Fresh Air Ventilation, Smart Home Integration, EV Charging, and a Substantial Builder Warranty! Don’t Miss Out!

85 Roanoke Court, Riverhead

48 Dune Drive, Jamesport
$1,165,000
2 Beds ⋅ 3 Baths ⋅ 920302 MLS
Enjoy the best of North Fork living in this sun-filled condo with tranquil pond views, located in the highly sought-after Maidstone Landing community. This residence offers two bedrooms plus a versatile loft area, 2.5 baths, and a 2-car garage. The spacious eat-in kitchen with a bright breakfast nook is perfect for casual dining, while hardwood floors throughout the main level create a warm and inviting atmosphere. The first-floor primary suite provides convenience and privacy, and a full walk-out basement offers endless potential for future customization. Maidstone Landing’s unmatched amenities include a pool, clubhouse, fitness center, tennis and pickleball courts, and private beach access—all set against the backdrop of Long Island Sound. Whether as a year-round home or a weekend retreat, this property combines convenience, elegance, and the unique charm of North Fork waterfront living.

48 Dune Drive, Jamesport

98 Calverton Court, Wading River
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 985530 MLS
Location! Location! Welcome to this Stunning picture perfect Sun-Filled 4 Bedroom, 2.5 Bath Colonial nestled in the heart of the desirable Birchwood Community in Wading River. This stunning custom-built Jamesport Model offers exceptional craftsmanship, upscale finishes, and a spacious open floor plan designed for both luxurious everyday living and effortless entertaining. From the moment you arrive, you are greeted by beautifully landscaped grounds, striking curb appeal, and an impressive 3-car garage with lift, accommodating up to 4 cars. Step inside to discover hardwood floors, custom doors and moldings, soaring ceilings, elegant custom chandeliers, and hi-hat lighting throughout, all enhancing the home’s bright and sophisticated ambiance. The heart of the home is the gourmet eat-in kitchen, thoughtfully designed for the culinary enthusiast and entertainer alike. This spectacular space features quartz countertops, a massive 10-foot center island with built-in microwave, Stainless steel farmhouse sink, pot filler, Viking gas cooking with oven and range, three ovens, two dishwashers, stainless steel appliances, wine cooler, garbage compactor, and a spacious pantry. Sliders from the kitchen lead directly to the backyard, seamlessly blending indoor and outdoor living. The inviting living area showcases a beautiful wood-burning fireplace with a gorgeous cased mantel, creating a warm and elegant focal point within the home’s expansive open-concept layout. Generously sized bedrooms provide comfort and flexibility, including a spacious primary suite complete with a walk-in closet. The beautifully updated bathrooms offer modern style and refined finishes throughout. Additional interior highlights include a full unfinished basement offering endless potential, as well as hardwired security features for added peace of mind. Step outside to your own private backyard retreat, where resort-style living awaits. The fully fenced yard is surrounded by mature evergreen privacy trees and features an 18x36 heated in-ground saltwater pool with two waterfalls, a paver patio, pergola, shed, and abundant space for outdoor entertaining or peaceful relaxation, with its very own vegetable garden. Perfectly located, this extraordinary home combines luxury, comfort, and exceptional amenities in one remarkable package. Don’t miss this rare opportunity to own a truly one-of-a-kind property in Wading River. This home won’t last!

98 Calverton Court, Wading River

48 Crows Nest Drive, Baiting Hollow
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 833269 MLS
Stunning Waterfront Oasis - Welcome to your dream sanctuary! This exquisite waterfront property boasts 3 bedrooms and 2 full baths nestled in a serene setting. The custom landscape features boast breathtaking specimen plants that create a lush, private retreat. As you step outside, be captivated by the soothing sounds of a beautiful waterfall, enhancing the tranquil atmosphere of your outdoor space. With beach access just steps away, this home offers direct access to sun-soaked sand and sparkling waves, making it an ideal getaway for beach lovers. Indulge in fantastic water views from almost every room, where you'll experience stunning sunsets that paint the sky with vibrant hues. Whether you’re entertaining guests or enjoying quiet evenings, this property combines luxury with nature’s beauty, providing an unparalleled living experience.

48 Crows Nest Drive, Baiting Hollow

51 Dune Drive Unit #51, Jamesport
$1,132,500
3 Beds ⋅ 3 Baths ⋅ 898086 MLS
Experience the serenity of coastal living at Maidstone Landing, a premier North Fork community perched on a shoreline hilltop overlooking the vast shimmering waters of the Long Island Sound and a tranquil 25 acre pond. Realize your dream of resort-style living in this large 3 bedroom/3.5 bath Beachcomber model offering three levels of spacious living with winter pond views. A dramatic double height wall of windows in the open concept living room – complete with a vaulted ceiling and gas fireplace-creates a striking focal point while perfectly framing the outdoor deck and the beautiful outdoors. A primary suite with spa bath, a spacious kitchen with dining area, a guest powder room and a laundry center with access to the attached 2 car garage complete the first level. Upstairs you’ll find two additional bedrooms and full bath, ideal for family and guests. The finished lower level adds even more living space with a cozy family room with gas fireplace with double sliding doors providing natural light and easy access to the outdoor patio. Additional lower level features include a large bonus room, perfect for office or guest space, a full bathroom and storage. Welcoming residents of all ages, Maidstone Landing offers wonderful amenities including an inviting clubhouse with dining decks boasting views of the salt water pool and LI Sound, a fitness center, tennis and pickleball courts and access to a beautiful 1400’ private beach. With close proximity to fabulous dining and shopping, wineries, farm stands and verdant golf courses- this is North Fork living at its best!

51 Dune Drive Unit #51, Jamesport

182 Farm Road E, Wading River
$1,120,000
4 Beds ⋅ 3 Baths ⋅ 1019984 MLS
Welcome to this beautifully updated Modern Expanded Cape, privately situated on 1.41 acres bordering a golf course. Offering exceptional craftsmanship, quality upgrades, and a desirable layout, this impressive home combines luxury with everyday comfort. Cobblestone-lined driveway and elegant slate walkway lead to the inviting full front porch, setting the tone for what awaits inside. The spacious interior features a formal dining room with stunning herringbone hardwood flooring and a gourmet eat-in kitchen complete with marble countertops, high-end appliances, a pot filler, garbage disposal, and a large bay window overlooking the private backyard. The inviting den is centered around a striking double-sided gas fireplace, creating the perfect gathering space. The first-floor primary suite is a true retreat, featuring its own fireplace, walk-in closet, spa-inspired bath with a jetted tub, oversized shower, and double vanity. Upstairs offers generously sized bedrooms, including one with two closets and another with hardwood flooring and crown molding. A beautifully appointed hall bath features double sinks, tiled finishes, and a raised ceiling. An additional upper-level primary suite includes walk-in closets, a luxurious bathroom with heated floors, a dedicated laundry room with a slop sink, and a versatile bonus room.. Additional features include a walk-out basement, oversized three-car garage, whole-house generator, central vacuum (2023), sauna (2025), 200-amp electric service, two oil tanks, newer Weil-McLain burner (2022), hot water heater (2019), roof, siding, and windows (2022), plus additional new windows and a new sliding patio door installed in 2026. The expansive backyard offers exceptional privacy while backing directly to a golf course, creating a peaceful setting for entertaining or relaxing. Conveniently located near local farms, wineries, shopping, and all the attractions the area has to offer, this exceptional property truly has it all.

182 Farm Road E, Wading River

15 Crescent Court, Wading River
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 961950 MLS
Welcome to 15 Crescent Court. This Plantation style home, at nearly 3700 sqft with 4 bedrooms and 3.5 bath, set on a .59 acre lot on a quiet cul-de-sac is a testament to superior craftsmanship boasting 9ft ceilings adorned with triple crown molding and hardwood floors throughout. Upon entering, you are greeted with soaring ceilings and an abundance of natural light, creating a warm and inviting atmosphere. The formal living room seamlessly flows into a cozy family room, equipped with a gas fireplace and atrium doors. These doors lead you to a versatile 3-season room, perfect for year-round enjoyment and provides access to the rear deck and yard. This sunroom oasis is also accessible by the first floor primary en-suite with WIC and claw foot tub. Adjacent to the family room is a bright kitchen, featuring custom cabinetry and double-height ceilings, a haven for those who enjoy cooking and entertaining. The second floor reveals a spacious loft and three additional bedrooms and two full baths. An expansive basement offers potential for extended living space with direct access from the 2-car garage. Whether you are relaxing on the expansive front porch or strolling on the deeded private beach this North Fork home beckons you to a life of tranquility and luxury in this custom-built haven.

15 Crescent Court, Wading River

3 Summit Drive, Baiting Hollow
$1,085,000
4 Beds ⋅ 2 Baths ⋅ 988115 MLS
Welcome home to this charming 4-bedroom, 2 full bath Cape, ideally nestled on a quiet dead-end street with stunning water views that truly set this home apart. This inviting residence offers a flexible, open layout featuring a gourmet kitchen, a cozy family room with a fireplace, a year-round sunroom, and generously sized bedrooms. The main level includes a primary bedroom along with an additional bedroom for added convenience. Separate guest quarters provide the perfect space for visiting friends and family, a home office, or extended living. Sunlight pours throughout the home, enhancing its warmth and character at every turn. Wake up to serene water views and unwind at the end of the day in peaceful surroundings that make every moment feel like a getaway. Whether you're enjoying your morning coffee or entertaining in the backyard, this setting offers a rare blend of privacy and natural beauty. Situated on a low-traffic street, this home delivers the tranquility you’ve been searching for while remaining close to local amenities, beaches, and everything the North Fork has to offer. A perfect opportunity to own a slice of coastal charm—ideal as a year-round residence or weekend retreat. 2 deeded beach lots are included for homeowner's use.

3 Summit Drive, Baiting Hollow

6 Mastro Court, Baiting Hollow
$1,057,500
4 Beds ⋅ 3 Baths ⋅ 948058 MLS
Nestled in Baiting Hollow and situated on a cul-de-sac, this beautifully appointed home offers the very best of North Shore living with easy access to local farms, wineries, beaches, golf courses, shopping, and dining. Thoughtfully updated with high-end finishes throughout, the home features refinished wood floors, New Luxury Vinyl Plank flooring in Bedrooms, solid-core interior doors, and custom interior cabinet lighting. The gourmet kitchen is a standout, complete with Jenn-Air appliances, a gas burner cooktop, double wall ovens, drawer microwave, beverage refrigerator, porcelain farmhouse sink, and a Walter filtration system at the sink. Entertain effortlessly indoors and out with hi-hat lighting, plantation shutters, and a whole-house air scent diffuser system. The lower level includes a basement with egress window and walkout entrance, offering future possibilities. The garage is outfitted with custom cabinetry and heat while the home is fully protected by a whole-house alarm and surveillance system with cameras, low-voltage exterior lighting, and a generator hookup with portable generator. Step outside to your private backyard oasis featuring a brand-new IG saltwater, heated pool (18x36) with stadium-style steps that is perfect for relaxing or entertaining. This exceptional property blends luxury, comfort, and security in one of the North Fork’s newer development. 2026 Tax bill is higher due to back charge of previous VA exemption, Tax bill for 2027 will be reduced by $4,000. Owner applied for tax grievance.

6 Mastro Court, Baiting Hollow

2 Dolphin Way, Riverhead
$1,049,000
3 Beds ⋅ 2 Baths ⋅ 935605 MLS
Experience coastal living at its finest in this fully renovated three bedroom, two bathroom waterfront home, perfectly positioned to capture sweeping, unobstructed views of the Long Island Sound. With 145 feet of private waterfront, this property offers an unmatched sense of peace, privacy, and connection to the shoreline. Inside, the home features an inviting open-concept layout flooded with natural light through an entire wall of oversized windows framing the water. The expansive living area flows effortlessly into the dining space and out to a wraparound deck—the perfect setting for sunrise coffee, sunset dinners, or simply taking in the endless horizon. The kitchen has been thoughtfully updated with white shaker cabinetry, quartz countertops, stainless steel appliances, and a large center island, creating a clean, modern space ideal for cooking and entertaining. Throughout the home, refinished hardwood floors and fresh, contemporary finishes add warmth and sophistication. Both bathrooms have been stylishly renovated, featuring modern tilework, black matte fixtures, and crisp, minimalist design. The lower level includes bright, flexible living space ideal for a guest area, home office, or recreation room, complete with its own private entry. Step outside and the property truly becomes a retreat. The expansive deck offers commanding water views, while private access leads you directly to the beach below. Whether you are relaxing, hosting, or simply unwinding, every vantage point showcases the beauty of the Sound. Completely renovated and move-in ready, this home offers the perfect blend of modern design, comfortable living, and breathtaking natural surroundings. A rare opportunity to own a stylish, turnkey waterfront home where every day ends with a sunset over the water.

2 Dolphin Way, Riverhead

798 Sound Shore Road, Jamesport
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 822874 MLS
Waterfront! This home was designed for large families. Everyone has their own private space and room plus 3 Living Rooms for games and movies. Now is the time to experience and enjoy this wonderful home! Read on the balcony and see the beautiful Connecticut shoreline in the distance. Spacious hardly defines the space that this home offers. An entertainers dream come true! Great room with island for extra seating when the whole family gathers! Cozy up in front of the gas fireplace for ambiance and warmth on chilly days and nights and relax in the moment. Or head to your own private sandy beach, with a grassy path and deck with access to miles of shoreline for walking, beach combing, fishing, or just floating around in the sound on a hot sunny summer day! This place is a vacation for you and the ones you love!!! Numerous sitting areas to spread out and be together but not underfoot! Covered porch for dining, rocking chair front porch and sunset viewing deck on the sound all yours!!!! 4 bedrooms, plus nooks and crannies for extended family friends. This home has hardwood floors, an outdoor shower, and offers tri level living space! Come one come all and celebrate summer seaside living here on the North Fork! Visit vineyards, craft breweries, farmstands, and all the east end offers!

798 Sound Shore Road, Jamesport

210 Tyler Court, Riverhead
$1,020,000
4 Beds ⋅ 3 Baths ⋅ 902759 MLS
Welcome to 210 Tyler Court, a cherished gem nestled in The Estates at Olde Vine. This property is a breath of fresh air, situated on a generous .26-acre lot, surrounded by lush greenery and a world-class golf course. This expansive home features four bedrooms and three bathrooms, boasting a classic extended ranch design. With impressive 18’ ceilings and an open floor plan, the home invites a sense of spaciousness and ease. The moment you open the door, you're greeted by a warm ambience radiating from the hardwood floors, large windows, and the inviting dining area. The great room, complete with an adjoining garden room, leads to a rear patio that offers serene views, bringing a slice of nature right to your doorstep. The spacious primary bedroom features an en-suite bath, plentiful closets, and is adorned with marble and tile, complete with a soaking tub and a large shower. An additional bedroom offers a private bathroom, perfect for accommodating guests. Two more bedrooms complete the package, one of which can serve as a versatile space, such as a home office. The kitchen is a chef’s dream, equipped with hardwood cabinets, an eat-in island, a water purification system, and high-end appliances. Additional features include a security system, a generator for those unexpected moments, a welcoming front porch and rear deck, a gas fireplace, central air-conditioning, a central vac, an in-ground sprinkler system, and an oversized two-car garage, all tucked away in a beautiful cul-de-sac location. The Vineyards Golf Club, by membership, is a stone's throw away, offering world-class golf, tennis, pickleball, and a resort-style pool. The North Fork's finest wineries, exquisite dining options, sandy beaches, and shopping destinations are all within reach. This property is making its debut on the market, boasting no HOA fees. Your dream home awaits at 210 Tyler Court!

210 Tyler Court, Riverhead

16 High Meadow Lane, Jamesport
$999,000
3 Beds ⋅ 3 Baths ⋅ 995976 MLS
Welcome to your North Fork escape in the heart of Jamesport—where relaxed coastal living meets effortless entertaining. This sprawling 3-bedroom, 3 full bath ranch is designed for both comfort and style, featuring hardwood floors throughout, cathedral ceilings, skylights, decorative beams, and two wood-burning fireplaces that create a warm, inviting atmosphere year-round. This home boasts light filled principal rooms, open flow living and tons of storage or flex living space. This home is also equipped with owned solar panels, enhancing efficiency and long term value. Step outside and experience a true entertainer’s paradise. Set on .6 acre with sweeping, unspoiled farmland views, the backyard offers a private retreat with an in-ground heated saltwater pool, fire pit, perfect for hosting or unwinding under the stars. Ideally located moments from the beach, this home is at the center of everything the North Fork is known for, renowned vineyards, charming farm stands, and exceptional local dining, all while maintaining a peaceful, rustic ambiance. Whether you’re seeking a full-time residence or the perfect weekend retreat, this property offers the best of North Fork living and an opportunity to truly enjoy your next chapter.

16 High Meadow Lane, Jamesport

86 Louise Court, Riverhead
$999,000
5 Beds ⋅ 3 Baths ⋅ 950463 MLS
Stunning Colonial located in the desirable Riverhead Community of Rolling Woods, on the North Fork! This incredible home features a bright, open floor plan with dramatic 2 story entry hall, soaring 18' ceiling in the Living Rm/Great Room area and 9' ceilings thru-out the first floor. Large formal Dining Room is fabulous for entertaining! Gourmet Eat-in Kitchen features top of the line appliance, center island with Granite countertop, gas cooking, double sliding door to deck with views, plus more. The Great Room boasts a Gas Fireplace, gleaming, hard floors. There is a 1st floor Office or Guest Bedroom and powder room. The 2nd floor features gorgeous, oversized Primary Bedroom Ensuite with soaring tray ceiling, 2 walk-in closets and Full Bath W/ Double Sinks, tub and separate large shower. There are 3 additional spacious bedrooms and Full Bathroom plus a convenient 2nd floor laundry Area. The Walk-Out Basement is massive with 10' ceilings, lots of storage and possibilities, can be finished to suit! Fabulous, lush, green Acre property, that is professionally landscaped. Large deck and plenty of room for a Pool! Near the Beach! Additional Amenities include Hardwood floors, Generac Generator, Inground Sprinklers, Central Air Conditioning, Gas Heat, Town Water, plus much more!

86 Louise Court, Riverhead

395 Stonecrop Road, Aquebogue
$999,000
4 Beds ⋅ 3 Baths ⋅ 899749 MLS
SUNSETS, VINES & COASTAL BREEZES...Gem of the North Fork at The Highlands at Aquebogue! This premium Dawson Model is situated on one of the community's most desirable lots, offering breathtaking views in every direction. Wake up to tranquil sunrises over open farmland from the front of the home, and unwind with spectacular sunsets over the golf course from the back. Overlooking the community's largest pond, this home's setting is unmatched. The owner has spared no expense on the meticulously designed landscaping creating a serene picture-perfect setting. Immaculate home featuring 4 bedrooms with primary en-suite on the first floor, 3 full baths and endless upgrades. Completing the first floor is a beautiful renovated kitchen with quartz countertops, SS appliances, quartz backsplash, SS farm sink, waterfall quartz island, living room, formal dining room, cozy den, private office, and convenient laundry room. The inside open floor plan boasts cathedral ceilings, molding package, new oak wood floors, custom window treatments, gas fireplace with floor to ceiling stone. The upper level offers 3 spacious sized bedrooms, full bath and a versatile loft area. This home also boasts a huge full basement with 9" ceilings offering abundant storage space & recreation area. Totally renovated basement with all NEW HI-HATS, NEW HVAC, HOT WATER HEATER , A/C, APRIL AIR DEHUMIDIFIER and MOEN FLO SYSTEM. An outdoor oasis with 2 level paver patio, hot tub, and professional lighting. Located just minutes from premier golf courses, renowned wineries, charming farm stands, Peconic Bay and the Long Island Sound. The appearance of this home is MINT and a must see!! MOTIVATED SELLER - MORE THAN A HOME - IT'S WHERE YOUR NEXT CHAPTER BEGINS!

395 Stonecrop Road, Aquebogue

61 Eileen Circle, Jamesport
$999,000
4 Beds ⋅ 3 Baths ⋅ 941255 MLS
Modern, Sleek & Sophisticated, This Stunning One Of A Kind Custom Built Post Modern/Contemporary Is Perfectly Situated Tucked Away At The End Of A Beautiful Cul De Sac Community & Is A Perfect Second Home/Summer Getaway Or Year Round Residence With It's Close Proximity To Long Island Sound Iron Pier Beach & Bayfront South Jamesport Beach, Farmstands, Wineries, Championship Golf Courses, Quaint North Fork Towns & Restaurants, And All That The Bucolic, North Fork Has To Offer! Beautiful Curb Appeal - Board & Batten Siding, A 6+ Car Paver Lined Driveway & Meticulously Landscaped Property Leads To The Paver Walkway & Paver Stone Steps, Stunning Fieldstone Accent Front Facade & Into The Home Offering A Dramatic Modern & Open, Yet Warm & Comfortable Interior - A Magnificent 18'7" x 24'3" Great Room Offers Soaring Ceilings (Open To The Loft Above) With Two Skylights, Gleaming Newly Refinished Hardwood Floors, Gas Fireplace With Custom Mantel, Andersen Sliding Doors To The Backyard Flanked By Two Double Andersen Windows, Industrial Style Railings, Ample Room For A Large Living Room Set/Furniture & A Stunning Open Stairway To The Upper & Lower Levels With Two Stories Of Andersen Windows. The Stunning Open Concept Kitchen & Dining Room (Walls Removed Between The Rooms To Create A Wonderful Flow For Entertaining Friends, And Holiday Get Togethers) Offers Walls Of Custom Cabinetry With Beautiful Crown Moldings, Trims & Details, Expansive Silestone Countertops, Serving Areas & Built In Barstool Area, Upgraded Stainless Steel Appliances, Built In Wine Rack & Wine Refrigerator, Large Pantry With Roll Out Shelves, Ample Storage, Large Drawers, Accent Glass Tiled Backsplash, Recessed Lighting, Ceramic Tiled Floors, And The Dining Room Offers Vaulted Ceilings, Andersen Sliding Doors To The Backyard, Ample Room For A Large Dining Room Set, And Opens Into The Great Room. The Inviting First Floor Primary Bedroom Offers Hardwood Floors, Andersen Sliding Doors To The Backyard, Two Double Andersen Windows For Natural Light, Ample Room For A Large Bedroom Set, Stone Topped Makeup Area/Vanity & Large Walk In Closet And The Beautifully Renovated Primary Bathroom Offers An Oversized Custom Shower With All Stunning Tilework, Decorative Borders & Inlays, Frameless Glass Doors, Porcelain Tiled Floors, Tongue & Groove Ceilings & Upgraded Fixtures. A Large Second Bedroom With Hardwood Floors, Two Double Andersen Windows, Double Closet & Ample Room For Furniture, Lovely Half Bath/Powder Room, Large Laundry Room With Three Year Old Maytag Washer & Dryer, Double Sized Closet & Second Linen Closet, And Two Car Garage Completes The First Floor. The Second Floor Offers A Large Loft/Open Space Area With Industrial Railings, Beautiful Views Of The Great Room And Ample Room For Furniture, The Third Bedroom (13'3" x 18'4") Offers Beautiful Angled Ceilings, Hardwood Floors, Huge 13' Walk In Closet & Ample Room For Furniture, The (11'11" x 18'6") Fourth Bedroom Offers Beautiful Angled Ceilings, Hardwood Floors, Large 12' Walk In Closet & Ample Room For Furniture, And The Beautifully Appointed Bathroom Offers A Large Stone Topped Vanity, Stunning Custom Shower With Fully Ceramic Tiled Walls With Beautiful Accents, Inlays & Borders, Frameless Glass Doors & Upgraded Fixtures. The Expansive Unfinished Basement Offers Many Possibilities To Create Additional Living Space, Top Of The Line Buderis Natural Gas Heating System, Aprilaire Humidifier, Noritz On Demand Hot Water System, Rheem Central Air Conditioning System & Mechanicals For The Fully OWNED Solar Panel System, And The Entertainer's Backyard Is A Spectacular Oasis With A 20' x 40' Saltwater In Ground Pool, 1100 Square Feet Of Tanzite Multilevel Stone Plank Decking & Industrial Style Railings, Meticulous Landscape & Beautiful Wooded & Farm Views. Hurry To See This Stunning, One Of A Kind Custom Built Home & Beautiful Perfect, Peaceful Setting Close To All That The Serene North Fork Offers Before It's Gone!

61 Eileen Circle, Jamesport

160 High Meadow Lane, Jamesport
$995,000
3 Beds ⋅ 2 Baths ⋅ 916406 MLS
Welcome to 160 High Meadow Lane, a charming gem nestled in the heart of Jamesport, New York. This 3-bedroom, 2-bathroom residence offers an inviting blend of comfort and style, ready to be called your home. As you step into this move-in ready home, you'll be greeted by a spacious living room, complete with a wood-burning fireplace that promises cozy winter evenings. The brand-new kitchen is a culinary enthusiast's delight, offering a perfect setting for home-cooked meals and memorable gatherings. The dining room, seamlessly connected to the living space, extends into a screened-in porch. Here, you can enjoy starlit evenings, free from the worry of mosquitoes, while basking in the serenity of your surroundings. The property boasts a large, fenced-in backyard, adorned with beautiful plantings, providing ample space for outdoor activities or relaxation. Whether you have a furry companion or simply enjoy the outdoors, this backyard is a dream come true. The home also features two newly renovated bathrooms and a new air conditioning unit, ensuring comfort all year round. A large basement with high ceilings offers a blank canvas, ready for you to customize to your liking. The 2-car garage provides ample storage and parking space. Just a stone's throw away, you'll find a sugar sand beach. The neighborhood exudes a sense of community and tranquility, making it a wonderful place to call home. At 160 High Meadow Lane, all you need to bring is your toothbrush. Your new home awaits!

160 High Meadow Lane, Jamesport

72 Jean Court, Riverhead
$990,000
3 Beds ⋅ 3 Baths ⋅ 1006816 MLS
Set within the quiet Rolling Woods neighborhood on a shy acre at the end of a cul de sac, 72 Jean Court offers a rare North Fork setting where privacy, natural beauty, and coastal living come together seamlessly. Just moments from the Roanoke Landing Association beach and close to both Roanoke Beach with four-wheel drive access and Reeves Beach with town access, lifeguards, restrooms, and outdoor showers, this location places some of the North Fork’s most cherished shoreline experiences within easy reach. Bordering more than five acres of preserved land and tucked into the bluffs of the North Fork, the property creates a peaceful backdrop that feels wonderfully removed from the pace of everyday life. The rear grounds are designed for both relaxation and entertaining, featuring an in-ground swimming pool, expansive decking, and stone terracing surrounded by a serene natural setting. Inside, contemporary design meets warmth and comfort with soaring vaulted ceilings, rich oak floors, and thoughtfully crafted spaces throughout. Offering three bedrooms and two and a half baths, the home creates a comfortable and functional layout designed for both everyday living and hosting guests. The newly renovated primary bath delivers a refined retreat, while the private family room with solarium creates an inviting space filled with natural light. A finished lower level adds flexibility for recreation, workspace, or additional gathering space, and the attached two car garage brings convenience to the overall experience. Above it all, a second story deck captures views of the Long Island Sound, adding another layer of connection to the surrounding landscape. Located just 90 minutes from New York City and close to downtown Riverhead shopping, dining, and everyday conveniences, 72 Jean Court delivers the balance of escape and accessibility that makes the North Fork so special. Experience the privacy, setting, and lifestyle that make this property truly exceptional. Schedule your private showing today and discover a North Fork retreat that feels worlds away while keeping everything within reach.

72 Jean Court, Riverhead

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.

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