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$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

$2,795,000
5 Beds 5 Baths 1018538 MLS
Set on 2.3 private acres just off one of the North Fork's most desirable waterfront streets, this brand-new cedar-shingled residence offers timeless design, generous proportions, and an enviable combination of privacy and convenience. Spanning three finished levels, the home features five bedrooms and five baths, with thoughtfully designed living spaces that balance everyday comfort with an optimal footprint for entertaining. Outside, a gunite pool is positioned within the expansive grounds, creating a private retreat surrounded by mature landscaping. The prime location is just a few hundred yards from Sound beach access and less than five minutes from Greenport Village and Orient's Village Lane. With acclaimed restaurants, marinas, farm stands, wineries, and golf all minutes away, you have incredible access while maintaining the peace and privacy that make this corner of the North Fork so special.

205 Kats Court, East Marion

$1,499,999
6 Beds 5 Baths 1006261 MLS
Experience exceptional craftsmanship and timeless luxury in this exquisite custom builder's home, thoughtfully designed with the finest finishes throughout. Offering approximately 5,900 square feet of beautifully appointed living space, this spectacular residence features 5 spacious bedrooms, 4.5 luxurious bathrooms, plus a legal one-bedroom apartment with its own private entrance. Ideal for extended family, guests, or rental income. The heart of the home is a stunning chef's kitchen, complete with custom cabinetry, premium high-end appliances, expansive countertops, and abundant space for both everyday living and effortless entertaining. The elegant formal living room with gas fireplace and stone mantle offers plenty of natural light from oversized windows that perfectly frame the resort-style backyard. Step outside to your private oasis featuring an in-ground swimming pool, covered deck, and inviting fire pit creating the perfect setting for relaxing or entertaining family and friends. The luxurious primary suite is a true retreat, offering a spa-inspired ensuite with a spacious walk-in shower, oversized soaking tub, dual vanities, and a private water closet. French doors provide direct access to the covered deck and pool, allowing you to enjoy seamless indoor-outdoor living. The home offers four additional beautifully appointed bedrooms, including a private guest suite with its own full bath, thoughtfully situated away from the other bedrooms to provide exceptional privacy and comfort. It's the perfect retreat for overnight guests, extended family, or multigenerational living. The beautifully finished lower level is fully legal and thoughtfully designed with exceptional attention to detail. Offering an abundance of flexible living space, it is ideal as a recreation room, home theater, fitness studio, game room, or additional family living area. Whether you're entertaining, relaxing, or creating the space you've always envisioned, the possibilities are endless. Designed with comfort, sophistication, and quality in mind, this remarkable home offers the perfect balance of elegant living and everyday functionality. Enjoy this Ranch with three car attached side load garage. A rare opportunity to own a one-of-a-kind luxury residence that truly has it all.

58 South Path, Calverton

$2,495,000
5 Beds 5 Baths 1019304 MLS
Just completed, this beautifully renovated transitional home is the quintessential Hamptons retreat. Set on nearly 1.5 private acres and complemented by a detached accessory studio with its own private entrance, the property offers a rare combination of flexibility, exceptional privacy, and expansive level grounds. Abutting protected Southampton Town preserve, the home enjoys a peaceful natural backdrop with miles of scenic walking trails just beyond the backyard, all while being moments from Southampton Village, world-renowned ocean & beaches, boutique shopping, and acclaimed restaurants. The thoughtfully redesigned residence features five spacious bedrooms, 4- of which are en-suite, and five full bathrooms. Bright, open living spaces are filled with natural light, flowing seamlessly between the living room, dining area, and beautifully appointed kitchen. Contemporary finishes, refined craftsmanship, and timeless design create a sophisticated yet welcoming atmosphere throughout. Designed for effortless indoor-outdoor living, the expansive backyard is a private oasis featuring a sparkling swimming pool, generous patio space, mature landscaping, and a sprawling lawn ideal for entertaining or relaxing. The detached accessory recreational space with a bathroom and wet bar provides exceptional flexibility as a home office, fitness studio, creative workspace. Combining a just-completed custom renovation, nearly 1.5 private acres, a detached accessory studio, a two-car garage, and an exceptional Southampton setting, this turnkey property offers the very best of Hamptons living.

1579 N Sea Road, Southampton

$2,500,000
4 Beds 5 Baths 1017237 MLS
Brand New Oceanfront Home with Pool! This stunning newly constructed residence offers the perfect blend of luxury, comfort, and breathtaking natural beauty. Featuring four spacious bedrooms, including two private primary ensuite retreats, and three-and-a-half beautifully appointed bathrooms, the home is designed for effortless coastal living. The bright and airy open-concept living, dining, and kitchen area is ideal for entertaining, with seamless indoor-outdoor flow and spectacular water views. Step outside to enjoy the fabulous new swimming pool and stylish cabana, creating your own private resort by the sea. Crowning this exceptional property is an expansive roof deck showcasing panoramic vistas of both the Atlantic Ocean and the Great South Bay—an unforgettable setting for sunrise coffee, sunset cocktails, and stargazing. A rare opportunity to own a brand-new oceanfront sanctuary in an incomparable location.

52 Lewis Walk, Cherry Grove

$2,200,000
8 Beds 5 Baths 1012493 MLS
Prime Investment & Income-Producing Opportunity in East Quogue Discover a rare and versatile multi-residence compound in the heart of East Quogue, offering exceptional investment potential and a proven history of rental income. Whether you're seeking a lucrative income-producing property, a private retreat, or a combination of both, this unique offering presents endless possibilities. The centerpiece of the property is a charming farmhouse, once a popular Bed and Breakfast from the 1900's, "The Morgan Tourister". Filled with generous living space, the home comfortably accommodates you and your guests, featuring five bedrooms, living room, formal dining room, spacious eat-in country kitchen, den, and expansive outdoor areas. Unwind and enjoy peaceful afternoons on the inviting wraparound porch overlooking the property's beautiful grounds. Complementing the main residence are two separate one-bedroom cottages and an attached studio, each with its own private yard area, providing ideal accommodations for guests and tenants. Rental permits are already in place, making this a turnkey opportunity for immediate income generation. The grounds offer ample parking, abundant outdoor entertaining areas, and room for a pool, creating even more opportunities to enhance and personalize the estate. Bordering a picturesque 35-acre tree farm and ideally situated on the Quogue border, this desirable location is just moments from East Quogue's charming shops, restaurants, ocean beaches, train service, Hampton Jitney stops, and less than two hours from New York City. A truly unique opportunity to own a multi-residence compound with established rental history, bordering beautiful open space, in one of the Hamptons most sought-after locations.

718 Montauk Highway, E. Quogue

$7,300,000
5 Beds 5 Baths 1017672 MLS
The first of three exclusive residences developed on the grounds of the former Colgate Estate, this exceptional offering embodies privacy, prestige, and timeless appeal. Striking contemporary architecture and sophisticated design define this private two-acre retreat in prestigious Lloyd Neck, offering water views, private beach access, and over 5,000 square feet of luxury living. Designed for seamless indoor-outdoor living, the home features expansive walls of glass, soaring ceilings, Accoya wood siding, and Luna wood ceilings extending from the interior to the exterior spaces. The dramatic great room opens to a designer kitchen featuring a statement lilac marble island, custom cabinetry, and premium appliances. Five bedrooms include a main-level primary suite, upper-level junior primary suite, and an additional en-suite bedroom. Highlights include a den with fireplace, mudroom, butler’s pantry, first-floor laundry, a glass-enclosed temperature-controlled wine display accommodating approximately 1,000 bottles, and an expansive lower level with defined spaces, already outfitted, offering endless possibilities for additional living, wellness, recreation, and entertainment spaces. Resort-style outdoor amenities include expansive terraces, a saltwater pool and spa, outdoor kitchen, professionally landscaped grounds, and a spectacular 1,300-square-foot upper terrace with a wood-burning fireplace. A rare opportunity to experience contemporary coastal living in one of Lloyd Neck’s most coveted locations.

28 Watch Way, Lloyd Harbor

$2,400,000
3 Beds 5 Baths 1017787 MLS
Architect's Home. Waterfront Lifestyle. Welcome to 15 Harbour Point Drive, a substantially upgraded waterfront residence offering 6,000 square feet of luxury living within one of Northport's most coveted waterfront communities. Perfectly positioned along the harbor with direct access to a private boat slip, this exceptional home seamlessly blends sophisticated design, modern technology, and resort-style living. Thoughtfully enhanced by its current owners, the home showcases a remodeled European kitchen, radiant heated floors, smart-home automation, whole-home Sonos audio, custom built-ins, automated shades, and a luxurious primary suite featuring a private sauna, fireplace, dressing room, and spa-inspired bath. Expansive indoor and outdoor living spaces, including multiple fireplaces, a waterfront patio, recreation level, and sweeping harbor views, create an ideal setting for both grand entertaining and everyday enjoyment. Beyond the home, Harbour Point offers a lifestyle few communities can match, with a private marina, clubhouse, pool, tennis courts, and beach access. Just moments away, enjoy waterfront dining, boutiques, and cultural attractions of Northport Village, including the renowned John W. Engeman Theater, the Luxury Northport Hotel, Del Vino Vineyards, and the vibrant waterfront park and marina, home to concerts and community events throughout the summer season. A rare offering where boating, culture, and coastal luxury come together to create an unparalleled North Shore lifestyle.

15 Harbour Point Drive, Northport

$949,990
4 Beds 5 Baths 1017682 MLS
Custom-built and thoughtfully designed, this exceptional home offers luxury finishes, expansive living spaces, and unmatched privacy backing directly to unbuildable state land in the West Islip School District. The main level features a gourmet chef’s kitchen complete with a center island, quartz countertops, stainless steel appliances, double ovens, and a gas range. A dramatic living room highlighted by soaring 16-foot vaulted ceilings, oversized windows that flood the space with natural light, custom built-in shelving and bar area, and a wood-burning fireplace. Formal dining room. Two spacious bedrooms and two full baths are also located on the first floor. Throughout the home, you'll find custom millwork, detailed molding and trim, tray ceilings, and high-end craftsmanship that sets this residence apart from typical builder-grade construction. Upstairs, the luxurious primary suite offers a spa-inspired bath with a soaking tub, separate shower, and generous his-and-her closets. Rich hardwood flooring is accented by stunning reclaimed 100-year-old barnwood details, adding warmth and character. The second floor also includes two separate den/family room spaces, a finished loft, an additional bedroom and full bath, and access to a private second-story terrace overlooking the serene surroundings. The fully finished basement provides exceptional additional living and entertaining space, featuring a wet bar with beverage refrigerator, full bathroom, and a separate outside entrance. Designed for year-round enjoyment, the backyard is an entertainer’s dream with a custom outdoor living area complete with built-in seating, bar counter, television, cooktop, sink, and beverage refrigerator. Combined with the privacy of the adjacent state land, this remarkable property offers a rare blend of luxury, comfort, and tranquility.

19 Joan Road, Bay Shore

$5,100,000
5 Beds 5 Baths 1017106 MLS
Perched on 2.5 private waterfront acres in the prestigious Village of Old Field, this extraordinary North Shore estate captures sweeping panoramic views of Long Island Sound and Smithtown Bay, offering a rare blend of luxury, privacy, and timeless coastal elegance, and includes 280 feet of water frontage. The approximately 6,000-square-foot residence features five bedrooms and five baths, thoughtfully designed to maximize both grand-scale entertaining and comfortable everyday living. A dramatic great room with fireplace, formal dining room, gourmet chef's kitchen, custom granite and cherrywood bar, wine cellar, and private theater create an unparalleled lifestyle experience. Walls of glass frame breathtaking water views from nearly every principal room, while exquisite craftsmanship and sophisticated architectural details elevate the home's refined character. Outside, resort-style grounds unfold with a stunning Gunite, Aquabrite pool and waterfall, pool house, expansive patios, lush gardens, and sprawling lawns that lead to the waterfront. Spectacular sunsets paint the sky each evening, creating a setting that is both serene and unforgettable. Located within the acclaimed Incorporated Village of Old Field and moments from beaches, yacht clubs, and the historic charm of Setauket, this is a rare opportunity to own one of the North Shore's most captivating waterfront estates.

14 Woodcock Lane, Old Field

$3,795,000
5 Beds 5 Baths 1016596 MLS
Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtaking views across Mabel’s Creek and the South Fork, with a sandy beach just steps from your door. As a resident of Shorewood Farms, you’ll also enjoy exclusive access to a private association beach and tennis courts, enhancing the relaxed waterfront lifestyle. Designed for both entertaining and everyday enjoyment, the property features two private docks ideal for boating, paddleboarding, and kayaking, along with a spacious waterside deck overlooking the sparkling water. The first floor has a large waterfront room that opens directly onto the deck, complemented by 4 generously sized bedrooms and 4 full bathrooms. Upstairs, soaring cathedral ceilings frame an open-concept great room encompassing the living, dining, and kitchen areas. Walls of glass capture stunning panoramic water views, creating a light-filled and inviting gathering space. Privately situated off the great room, the expansive primary suite offers a large walk-in closet and a spa-inspired bathroom. Completing the property is a detached 2-car garage with a finished upper level, providing the perfect space for recreation, a home office, artist’s studio, or additional guest accommodations. A rare opportunity to enjoy waterfront living with private docks, beach access, tennis, and some of Shelter Island’s most captivating water views.

5 Sea Gull Road, Shelter Island

$32,995,000
4 Beds 5 Baths 1013290 MLS
Beyond a discreet approach on one of East Hampton Village's most coveted waterfront lanes, 64 West End Road unfolds as a rare and irreplaceable estate where land, water, and privacy exist in perfect harmony. Set on 2.71± acres with an extraordinary 970± feet of direct frontage along Georgica Pond, this remarkable property commands one of the most breathtaking settings in the Hamptons, offering uninterrupted views that stretch from the tranquil waters of the pond to the Atlantic Ocean beyond. Positioned at the end of its own private cove and surrounded by protected land, the estate enjoys a level of privacy that is nearly impossible to replicate. From sunrise reflecting across the pond to the legendary sunsets that paint the western sky each evening, every moment here is framed by water, light, and nature. Few properties in East Hampton Village offer such an immersive connection to their surroundings while remaining moments from Main Street, world-class dining, boutique shopping, and some of the finest ocean beaches on the East Coast. Spanning approximately 5,500 square feet, the residence was thoughtfully designed to embrace its extraordinary waterfront setting. Walls of glass and expansive living spaces draw the outdoors in, capturing panoramic pond and ocean vistas from nearly every room. The home offers four bedrooms, four full bathrooms, and one half bath, with light-filled interiors that seamlessly blend comfort, elegance, and a deep connection to the surrounding landscape. Whether hosting guests or enjoying quiet mornings overlooking the water, every space has been carefully positioned to maximize the property's unparalleled views. Outside, a heated waterside gunite pool sits just steps from the pond's edge, creating a resort-like atmosphere where swimming, entertaining, and relaxation take place against one of the most spectacular backdrops in East Hampton. The expansive grounds provide endless opportunities to enjoy the natural beauty of Georgica Pond, while the surrounding preserved land ensures lasting privacy and protected vistas for generations to come. For those looking to create an even grander estate, the property offers significant future potential, including the opportunity to expand into a seven-bedroom, seven-and-one-half-bathroom compound of exceptional scale and stature. Whether enjoyed in its current form or transformed into a world-class legacy residence, 64 West End Road represents one of the rarest waterfront offerings to come to market in East Hampton Village-a generational opportunity defined by extraordinary frontage, unrivaled privacy, and some of the most coveted pond and ocean views in the Hamptons.

64 W End Road, East Hampton

$3,600,000
5 Beds 5 Baths 1012206 MLS
Set on a beautifully landscaped shy 2 acres in one of Water Mill's most desirable locations, this "just renovated" residence offers a seamless blend of Hamptons architecture and modern luxury. Designed for effortless year-round living, the residence features gracious gathering spaces, a beautifully appointed chef’s kitchen and luxurious bedroom suites that provide comfort and privacy. Expansive windows and glass doors invite natural light while creating connection to the surrounding grounds. Mature landscaping frames a private retreat with ample space for relaxation, recreation and entertaining. Every element has been carefully curated to deliver a turnkey Hamptons lifestyle in a coveted Water Mill setting. Ideally located moments from ocean beaches, world-class golf, renowned farm stands, equestrian facilities and the villages of Southampton, Bridgehampton and Sag Harbor, 1999 Deerfield Road presents a rare opportunity to enjoy a fully renovated home in the heart of the Hamptons.

1999 Deerfield Road, Water Mill

$1,595,000
3 Beds 5 Baths 1015525 MLS
Located on a quiet cul-de-sac, this meticulously maintained home offers exceptional privacy on nearly an acre. Surrounded by lush landscaping, the property features a wraparound driveway, a heated 20' x 40' pool, expansive multi-level decking, an attached cabana with a full bath, a screened in porch and a koi pond. Inside, vaulted ceilings, skylights, and a stone fireplace complement the home’s relaxed indoor-outdoor lifestyle. A full basement with a walk-in cedar closet and a detached garage with an attic above, provide abundant storage and the possibility of additional finished space. Thoughtfully renovated and expanded over the years, this move-in-ready home also includes a recently replaced roof and windows, further enhancing its value.

2 Strathmore Court, Remsenburg

$5,695,000
4 Beds 5 Baths 1012436 MLS
Introducing a stunning waterfront estate on the Long Island Sound, now available for the first time from its original owners. This coastal gem, located in the North Fork, is situated in one of the most sought-after and picturesque areas on the East End. Nestled on nearly 2 acres, this 4,500 sq. ft. residence offers exceptional views and over 200 feet of private waterfront. The spacious open floor plan includes a junior primary ensuite on the first floor, featuring a separate entrance, a wrap-around covered porch, and direct access to the backyard. The gourmet kitchen is designed to capture breathtaking coastal views, boasting custom cabinetry, high-end appliances, beautiful granite countertops, and a spacious island with seating. Al fresco dining is made easy through the breezeway, which leads to the inviting patio and outdoor decks. The living room and dining room, enhanced by a central fireplace, are filled with natural light and feature beautiful wood floors. Tucked behind the fireplace and accessed through sliding barn doors, the home office offers water views and separate access to the yard. Upstairs, the primary bedroom features a balcony and an ensuite bathroom, showcasing stunning views. Additional bedrooms with balconies, a full bathroom, and a bonus space ensure privacy and comfort for guests. An oversized lounge, also with a waterside balcony and fireplace, connects to the kitchen below via a private staircase, creating an ideal space for a quiet retreat. The spacious art studio, built as part of the expansion, has cork flooring and a wall of windows overlooking the outdoor entertaining space, which includes a fully equipped custom kitchen, dining area, stunning pool, and spa amenities. The yard's mature landscaping and expansive lawn create a welcoming atmosphere for gatherings, with curated spaces for relaxation, including Adirondack chairs nestled along the coastline to enjoy the breathtaking sunsets. Additional amenities include an attached garage, greenhouse, a full unfinished basement with side yard access, and a generator. This property is conveniently located near Greenport Village, wineries, farms, and the bucolic landscape that exemplifies the essence of the North Fork region.

160 Sound Drive, Greenport

$3,625,000
5 Beds 5 Baths 1012419 MLS
Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

43 Gardiners Bay Drive, Shelter Island

$4,799,000
4 Beds 5 Baths 1013267 MLS
CALLING ALL BOATERS. NEWER LUXURY, HARBORFRONT, POOL, PRIVATE DEEP WATER DOCK OPPORTUNITY, BOATING LIFESTYLE FOR UNDER $5 MILLION! Nestled On A Private Harborfront Setting In The Coveted Strongs Neck Enclave Of Setauket, This Exceptional Custom Residence Offers The Perfect Blend Of Timeless Coastal Elegance, Modern Luxury, And Breathtaking Water Views of Port Jefferson Harbor And The Long Island Sound. Rebuilt And Meticulously Renovated In 2022, This Home Spans Approximately 5600 Square Feet And Showcases Superior Craftmanship, Sophisticated Finishes, And An Effortless Indoor-Outdoor Lifestyle. A Grand Entry Introduces Beautifully Appointed Living Spaces Highlighted By Soaring 10 Foot Ceilings On First Floor, 9 Foot Ceilings On Second Floor, Custom Coffered And Tray Ceilings, And Abundant Natural Light Throughout. The Gourmet Chef's Kitchen With Quartz Countertops And A 14 Ft. Island Serves As The Heart Of The Home, Complemented By A Full Walk-In Pantry And Seamless Flow To Formal And Informal Entertaining Areas. This Residence Features 4 Spacious Bedroom En-Suites And 4.5 Luxurious Bathrooms, Including A Stunning Primary Suite With Spa-Inspired Bath And Radiant Heated Floors. Thoughtfully Designed For Modern Living, The Home Offers Both First And Second Floor Laundry Rooms, Providing Convenience And Flexibility For Family And Guests Alike. Additional Expansion Opportunities Abound With An Unfinished Third Floor Of Approximately 850 SF, Complete With A Full Staircase, And Access To A Spectacular Widows Walk Offering Panoramic Harbor Views. The Lower Level Encompasses Impressive 12 Ft Ceilings, Outside Entrance, And Additional Unfinished Space Ready For Customization. Outside, Resort-Style Amenities Create A Private Waterfront Retreat. Enjoy The Saltwater Pool, Deck, And Professionally Landscaped Grounds. There Is A Full-House Generator, New Cesspools And Drywells, And Premium Lead-Coated Copper Gutters And Leaders. Enhancing The Property's Exceptional Waterfront Appeal Is An APPROVED NYSDEC PERMIT For A Private DEEP WATER Dock Accommodating A 40 Foot Boat. This Offers A Rare Opportunity With 40 Feet Of Water Frontage And Direct Water Access To Enjoy Boating, Kayaking, Paddleboarding, And The Unparalleled Lifestyle That Accompanies Direct Harborfront Living. Situated On A Private Cul-De-Sac And A Prized Harborfront Parcel With Captivating Water Views And A Serene Coastal Atmosphere, This Remarkable Property Presents A Rare Opportunity To Own A Luxury Waterfront Residence In One Of Long Island's Most Prestigious And Sought-After Communities!

7 Preston Lane, E. Setauket

$3,390,000
4 Beds 5 Baths 1012474 MLS
Welcome to the Hamptons and an extraordinary opportunity to own a truly rare waterfront retreat. Perfectly positioned directly on the bay, this exceptional residence offers unobstructed, panoramic water views that stretch endlessly across the horizon and can be enjoyed from nearly every room, every level, and every corner of the property. This is the definition of a true waterfront gem. From the moment you enter, you are immediately captivated by the breathtaking bay views. The home's thoughtfully designed open-concept layout creates an inviting atmosphere that is both spacious and comfortable, seamlessly blending elegant coastal living with everyday functionality. Built from the ground up in 2015, the property has been meticulously maintained and remains in pristine condition. Never leased and occupied by the owner for only approximately two months per year, the home presents with the appearance and feel of new construction. The first floor features a generously sized guest bedroom with an en-suite full bathroom, a spacious den or home office, and an additional powder room. The heart of the home is the impressive chef's kitchen, perfectly positioned to capture sweeping bay views while flowing effortlessly into the dining area, living room, and expansive waterfront patio. Whether entertaining guests or enjoying a quiet morning coffee, every space is designed to maximize the stunning waterfront setting. The second level is equally impressive, offering three spacious bedrooms across the entire floor. Two of the bedrooms feature en-suite bathrooms, providing the rare luxury of dual primary suites. Both suites enjoy direct bay views and private access to the second-floor waterfront terrace, creating the perfect setting to wake up to spectacular sunrises and enjoy breakfast overlooking the water. Offering private beach access and an unparalleled waterfront lifestyle, this remarkable residence embodies the quintessential Hamptons experience—where luxury, tranquility, and timeless coastal beauty come together in perfect harmony. (NOTE: A comprehensive video walkthrough is available upon request, including interior and exterior tours, private beach access, and aerial and street-view footage)

21 Shinnecock Road, East Quogue

$1,399,000
6 Beds 5 Baths 1012182 MLS
Welcome to 2 Jodi Drive, a beautifully appointed residence nestled on a peaceful street in the heart of Manorville, a community often referred to as the "Gateway to the Hamptons." This exceptional home offers the perfect blend of comfort, style, and privacy. 6 Bedrooms, 5 full bathrooms with a protentional in-law suite offers plenty of space for the entire family to enjoy. From the moment you arrive, you'll appreciate the property's inviting curb appeal, spacious layout, and thoughtfully designed living spaces that cater to both everyday living and elegant entertaining. The interior showcases sun-filled rooms, generous living areas, and a seamless flow that creates a warm and welcoming atmosphere. The well-appointed kitchen serves as the heart of the home, offering ample space for gathering with family and friends, while the bedrooms provide peaceful retreats designed for relaxation and comfort. Step outside to discover a private backyard oasis with the in-ground pool, ideal for outdoor dining, entertaining, a smoke house for meat or simply enjoying the tranquility of Long Island living. Whether hosting summer gatherings or enjoying a quiet evening under the stars, this outdoor space offers endless possibilities. Conveniently located near parks, shopping, dining, major roadways, and all that the East End has to offer, 2 Jodi Drive provides the perfect balance of suburban serenity and accessibility.

2 Jodi Drive, Manorville

$1,975,000
4 Beds 5 Baths 1009212 MLS
Set on a picturesque 2-acre parcel in Aquebogue, this exceptional to-be-built residence offers the opportunity to own a beautifully crafted new construction home. Located adjacent to Overlook Drive and surrounded by the natural beauty of the North Fork, the property features an impressive approach and expansive grounds that provide a sense of privacy and space. The thoughtfully designed floor plan encompasses approximately 2,886 square feet with 4 bedrooms(first floor primary), 4.5 bathrooms, a full basement, and a 3-car garage. Open-concept living spaces, 9-foot ceilings on both levels, hardwood flooring, a custom kitchen, and quality craftsmanship throughout create a home that is both elegant and functional. Built with premium materials and energy-efficient systems, this residence combines timeless design with modern performance. As a pre-construction offering, buyers may have the opportunity to personalize select finishes and design features selections, to suit their personal taste and vision. Optional unfinished bonus space and pool packages are available. Enjoy the best of North Fork living, just minutes from vineyards, farm stands, beaches, marinas, and waterfront restaurants.

704 Hubbard Avenue, Aquebogue

$1,388,000
5 Beds 5 Baths 1009076 MLS
Inc Village--Drive through "The Gates to Belle Terre" onto Cliff road to a dead-end street near the water and discover this custom home in a Beach and Country Club community. The 1.61 acre wooded lot offers privacy with oval driveway and brick walkway to front door. Custom built by "Clarendon", this 4,252 sq ft home features open spaces and lots of light for today's living and entertaining with its huge deck, in-ground pool, 5 bedrooms, 4.5 baths , plus oversize primary with renovated bath and additional room for visiting parents and /or guests on main floor. The Village of Belle Terre has been designated as a bird sanctuary, has a private beach for residents, a park with children's playground, a pickle ball court, a summer program for children, and residents are also welcome at the Port Jefferson Country Club for golf membership. Belle Terre is located adjacent to quaint Port Jefferson Village with restaurants, shops, Library, Ferry to Bridgeport, deep water mooring for boats and 2 major hospitals. Belle Terre truly is "a beautiful place to live!"

6 Cliffside Drive, Port Jefferson

$920,000
5 Beds 5 Baths 1008779 MLS
Location, Location, Location! Beautiful and charming Victorian home located in the heart of Medford. This spacious residence features 5 generously sized bedrooms, including a primary suite with a private full bathroom, and a total of 4.5 bathrooms. The fully finished basement offers additional living space and includes its own full bath, making it ideal for guests, recreation, or extended family. Enjoy year-round comfort with central air conditioning. Designed for both entertaining and everyday living, this home offers plenty of space for a large family, a spacious backyard, and a large driveway with parking for up to four vehicles. Conveniently situated near schools, shopping, and parks, you'll have everything you need just minutes away. This is a wonderful home for comfort, space, and a prime Medford location. This home is currently being used as a mother daughter setup with 2 separate living spaces. Don't miss this exceptional opportunity!

18 Mill Lane, Medford

$4,250,000
4 Beds 5 Baths 1007919 MLS
Orient, North Fork - For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 1640 Grand View Drive in Orient offers the kind of North Fork escape that feels both elevated and completely livable. Set above the shoreline with sweeping, cinematic views over Long Island Sound, this Nantucket-inspired coastal estate combines privacy, scale, craftsmanship, and direct waterfront beauty in one rare offering. With approximately 130 feet of private beach and more than 5,000 square feet of upscale, finely crafted living space, the home is designed around what city life often lacks: light, quiet, room to gather, room to work, and a constant connection to nature. From nearly every living area, the setting frames wide-open views of water, sky, and shoreline, creating an everyday backdrop that feels more like a retreat than a residence. A spacious covered porch entry opens to a gracious foyer and sets the tone for the home’s relaxed coastal character. The dramatic living room, with soaring vaulted ceilings, clerestory windows, and expansive Long Island Sound views, is made for both slow weekends and effortless entertaining. It is the kind of room that can host a holiday dinner, a laid-back summer gathering, or a quiet night in with multiple fireplaces, a record playing, and the water just beyond the glass. The large dining room offers an elegant setting for dinners with friends and family, while the immaculate kitchen with breakfast area overlooks the lush landscape of this private coastal retreat. The open-plan family room, complete with a gas fireplace, flows naturally to the waterside terrace, blurring the line between indoors and out. Morning coffee, golden-hour cocktails, long summer lunches, and late-night conversations all find their place here, with the Sound as the view. The main level includes a thoughtfully designed owner’s suite with fireplace, sunroom/sitting room, and serene private spaces that make the most of the home’s waterfront orientation. A dedicated home office with private en suite bath adds the flexibility modern buyers want, whether used as a true work-from-home setup, creative studio, guest suite, or potentially a fifth bedroom. Upstairs, the home continues to offer room for everyone and everything: a large sitting room, billiard/family room, sewing or craft room, junior owner’s suite with full bath, and two additional bedrooms connected by a Jack-and-Jill bath. The layout is ideal for hosting weekend guests, extended family, or friends escaping the city or a hectic life for beach days, dinners outside, and slower mornings. Immaculate and exceptionally well-maintained, the estate includes a wine cellar, full-house generator, outdoor shower, and many quality details throughout. The grounds also offer room for a waterside pool (permits required), adding the possibility of creating a full resort-style experience at home. For buyers looking for a more grounded way to live without sacrificing style, comfort, or design, 1640 Grand View Drive offers a rare balance: sophisticated coastal architecture, true privacy, direct beach access, and the natural beauty of the North Fork. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life.

1640 Grandview Drive, Orient

$2,499,000
5 Beds 5 Baths 1007146 MLS
Incorporated Vill. of Belle Terre , New Construction on flat 1 acre , 5 bedrooms 4.5 baths, 5000 sqft , winter water views, Grand 2 Story Entry, 9' ft First floor 8' 2nd floor with 10'6" tray ceilings, 9' basement w/ outside entrance, Cedar Impressions shingles,Limited Lifetime year Architectural Shingle & Standing Seam Roof, All Electrical Appliances, 6-7" Oak Flooring Throughout, UpGraded Moulding Package,Upgraded Electrical Package, 3zone Bosch Heat Pump HVAC W75 gal storage tank, system (qualified for tax abatement). White or Gray Shaker Kitchen Cabinets with Quartz Countertops, Double sided, Electrical Fireplace with Decorative Surround, Wraparound Covered Porch,Oversized 2 Car Garage, IGS, Sod Package with Green Screening, Asphalt Driveway w/ Stone walkway. NAIA Septic, Appliance Credit, Energy Star Home & Windows, ,2 Laundry Rooms, Maids Quarters,Oversized Closets, Electric Car Charger or One other extra choice from Contractor list. walk to PJ Village, Private Beach, **Time to customize**

18 Bell Circle, Port Jefferson

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