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$7,850,000
5 Beds 6 Baths 1021659 MLS
Westhampton Beach Waterfront | Where Every View Tells A Story Commanding over 200+ feet of pristine water frontage across 2.2 acres in the heart of Westhampton Beach, this brand-new construction is a rare convergence of architectural brilliance and effortless luxury. Designed with intention from the ground up, every room frames sweeping, unobstructed Bay views stretching all the way to Dune Road, a living canvas of breathtaking sunsets and shimmering water light. From the moment you arrive, the craftsmanship is unmistakable. A striking all-cedar exterior with a red cedar roof sets the tone, while Marvin modern doors and Ultimate windows frame every view with architectural precision. Inside, 8-inch white oak engineered hardwood floors flow seamlessly throughout, grounding every space with warmth and understated elegance. The state-of-the-art chef's kitchen is a masterclass in form and function, appointed with Sub-Zero and Wolf appliances, custom cabinetry, and a seamless open design that draws your eye effortlessly to the water beyond. The living room, anchored by a wet bar and Sub-Zero wine refrigerator, sets the stage for effortless entertaining at any scale. Five luxurious bedrooms and five-and-a-half spa-inspired baths are appointed with radiant heated floors, Toto fixtures, and California-style closets in every suite. Thoughtful technology and conveniences complete the picture, including Litron lighting, a Sonos sound system, private elevator, central vacuum system, dual laundry room, and two-car garage, ensuring every detail of daily living is as refined as it is effortless. Outside, the experience only deepens. IPE decking leads to a heated gunite pool, while a dedicated outdoor wellness area, complete with a sauna and outdoor shower, offers a private sanctuary built for restoration. A built-in BBQ creates an effortless setting for entertaining against the backdrop of 200+ feet of waterfront. This is the ultimate Hamptons experience, just minutes from the vibrant shops, dining, and culture of Westhampton Beach Village. 200+ feet of waterfront. Zero compromises.

9 E Division Street, Westhampton Beach

$1,749,000
3 Beds 3 Baths 1020254 MLS
Serene waterfront diamond Post-Modern Colonial on The Great South Bay, custom built in 2015, offering 3 spacious bedrooms, 2.5 beautifully appointed bathrooms, and thoughtfully designed interiors that showcase breathtaking panoramic bay views from every bedroom and virtually every room in the home. Blending timeless coastal elegance with modern sophistication, this extraordinary residence was designed to embrace its spectacular waterfront setting while providing exceptional comfort for everyday living and entertaining. Nestled on a quiet dead-end street, the home offers an exceptional sense of privacy and tranquility while remaining just minutes from the heart of Babylon Village. The heart of the home is a stunning gourmet chef’s kitchen featuring premium Viking stainless steel appliances, a built-in espresso machine, custom cabinetry, granite countertops, a generous center island, a large walk in pantry and an open-concept design that flows effortlessly into the dining area. Whether hosting intimate dinners or large gatherings, the seamless layout creates the perfect atmosphere for entertaining while enjoying uninterrupted water views. The inviting living room is both elegant and comfortable, anchored by a gas fireplace and surrounded by dramatic walls of glass that bathe the interior in natural light throughout the day. Expansive glass doors open onto an oversized Trex deck, creating a seamless indoor-outdoor lifestyle and providing the ideal setting for colorful sunrises with your morning coffee, al fresco dining overlooking the sparkling bay, or an evening moon lit bay. Set on an impressive double lot of 80 feet of protected waterfront with a professionally installed bulkhead, this exceptional property offers direct access to the bay and an unparalleled connection to the water. Whether you’re an avid boater, kayaker, paddleboard enthusiast, or simply enjoy the serenity of coastal living with the natural wildlife of this remarkable setting, it delivers an unmatched waterfront lifestyle with endless opportunities for recreation and relaxation. The luxurious primary suite serves as a private waterfront sanctuary, complete with its own private balcony where you can enjoy spectacular sunrises, and refreshing bay breezes. Sweeping water views create a true resort-like atmosphere, making every day feel like a vacation. Two additional generously sized bedrooms are thoughtfully positioned to capture the same stunning full water views, providing family members and guests with equally impressive vistas and comfortable accommodations. Enhancing the home’s functionality is a conveniently located second-floor laundry room, making everyday living effortless. The unfinished attic provides exciting potential to create a loft, home office, fitness studio, media room, or additional guest space, allowing future owners to customize the home to their lifestyle. On the lower level, a versatile bonus room offers endless possibilities, home gym, or even a hobby space. Additional highlights include an attached two-car garage, abundant storage throughout, and a circular driveway that provides ample parking while enhancing the home’s impressive curb appeal. Beautifully landscaped grounds complement the home’s striking architecture and perfectly frame the spectacular waterfront backdrop. Note: Zillow estimate $1,721,600. annual flood insurance, $800.00. Low taxes. This home is your rainbow, figuratively and literally!

30 Milton Road, Babylon

$699,000
3 Beds 1 Baths 1020417 MLS
Welcome to The Rowand Retreat — because some homes deserve more than just an address, they deserve a name. Perfectly situated at the end of a quiet canal in Amity Harbor, this waterfront home captures a rare straightaway view down the canal, creating a peaceful and scenic setting that is hard to come by. Offering 90’ of bulkhead, this property was designed to fully embrace waterfront living. Thoughtfully cared for and filled with warmth, this is more than just a house — it is a home. And now, the opportunity is yours to make it your own. This ranch offers easy one-level living with hardwood floors throughout and a layout designed for both comfort and functionality. The updated kitchen features butcher block countertops, stainless steel appliances, gas cooking, and under-cabinet lighting with a timeless design that perfectly complements the home’s waterfront setting. Just off the kitchen is a convenient mud room with access to both the backyard and attached 1.5-car garage. Additional highlights include an updated bathroom, Pella and Andersen windows, central air conditioning, sewers, an updated boiler and hot water system, a 9-year-old roof, and leaf guards with a transferable warranty. Outside, the property was designed to fully embrace waterfront living. Featuring updated siding with brick accents, paver walkways, a fully fenced PVC yard, and two asphalt driveways, the exterior offers both beauty and functionality. The 16x16 shed is equipped with electric and supported by its own pilings, while additional electric has been extended to the dock and deck areas through a 200-amp service — ideal for entertaining and waterfront living. Additional highlights include in-ground 5-zone sprinklers, a security system, and 90’ of bulkhead framing this exceptional canal-front setting. True taxes $11,602.

19 Buchanan Avenue, Amity Harbor

$3,995,000
4 Beds 4 Baths 1021398 MLS
We are proud to introduce Crest House, one of Cherry Grove's most extraordinary oceanfront estates. Commanding 120 feet of direct Atlantic Ocean frontage on a rare double lot spanning 0.37 acres. Built in 2012 and maintained with meticulous attention to detail, this 7,130 square foot post-and-beam residence rises three stories above the dunes and delivers an unmatched Fire Island living experience. Four bedrooms, three full baths, a powder room, soaring vaulted ceilings, three fireplaces, and a fully furnished interior make this a true turn-key retreat. The open-plan main level flows seamlessly into over 4,700 square feet of outdoor living - expansive decks, a heated pool, covered porch, and private courtyard - all framed by endless ocean views. Central air, forced air heat, and four zones of climate control ensure comfort in every season. Car-free Cherry Grove offers the rarest combination of privacy and community on the East End. Exit the ferry and enter a world where you're surrounded by nothing but the sounds of the ocean and the breeze. Properties of this caliber - this size, this position, this craftsmanship - simply do not come to market often.

55 Lewis Walk, Cherry Grove

$6,450,000
6 Beds 8 Baths 1021701 MLS
Introducing 1775 Point Pleasant, a newly constructed waterfront estate set on 1.8 acres with over 280 feet of pristine creek-frontage along iconic Mattituck Inlet. Thoughtfully designed and expertly crafted, this exceptional shingle sided Post-Modern style residence seamlessly blends timeless architecture with modern luxury. Spanning more than 7,000 square feet, the home showcases wide-plank hardwood flooring throughout, dual primary suites on both the first and second levels, a fully finished lower-level with private fitness studio, sauna, climate controlled wine storage, an unmatched custom lighting package, pre-wired recessed speaker system and expansive living spaces on all three levels designed for both everyday comfort and effortless entertaining. At the heart of the home is a chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, multiple beverage stations and refined finishes throughout. Outdoors, resort-inspired amenities await, including a heated 22'x44' gunite pool surrounded by an expansive travertine terrace, fully equipped outdoor kitchen, a covered lounge with ceiling mounted heaters for those cooler nights and anchored by a third wood-burning fireplace, creating an ideal setting for waterfront entertaining. Finally, enjoy a manicured path of travertine stepping pads that lead to an oversized floating dock, equipped with water and electric, that can easily house a large boat with deep draft, perfectly capping off this incredible custom build opportunity. Offering an extraordinary combination of scale, privacy, craftsmanship, and lifestyle, 1775 Point Pleasant represents a rare opportunity to own a truly exceptional waterfront retreat on the North Fork.

1775 Point Pleasant Road, Mattituck

$2,700,000
3 Beds 3 Baths 1019925 MLS
SHINNECOCK HILLS - A Private Retreat with Resort-Style Amenities! A Private Retreat with Resort-Style Amenities Set on a beautifully appointed one-acre property, this exceptional home offers a rare combination of luxury, privacy, recreation, and breathtaking water views. Designed for both relaxed living and effortless entertaining, the property feels like your own private resort. The outdoor amenities are truly exceptional, featuring a heated pool with two sun decks, a private sport court, and a detached building with a fully equipped gym and custom bar. Unwind in the jacuzzi spa, gather with friends on either of two spacious covered decks, or enjoy evenings gathered around the fire pit. For those who love to garden and entertain, the expansive vegetable garden and dedicated BBQ area create the perfect setting for outdoor cooking and memorable farm-to-table dining. Inside, the meticulously updated home showcases an open, light-filled floor plan with beautiful water views from nearly every room. The custom kitchen is appointed with top-of-the-line appliances, stone countertops, and a gas cooktop, opening to a dining area with soaring cathedral ceilings and a welcoming fireplace. The private primary suite offers a dressing area, en suite bath, laundry, and direct access to the rear porch. Two additional bedrooms and a full bath comfortably accommodate family and guests. The elegant living area features cathedral ceilings and a convenient half bath, with seamless access to the second covered deck—an inviting space for afternoon relaxation or intimate evenings by the fire. And just down the road, a pristine sandy beach awaits, offering endless days by the water and spectacular sunsets. A rare opportunity to enjoy the very best of Hamptons-style living—with resort-caliber amenities, water views, and a private setting all in one extraordinary property.

32 Inlet Road W, Hampton Bays

$1,699,000
3 Beds 4 Baths 1019701 MLS
Minutes from Westhampton Beach Village, 56 South Country Road is a fully renovated, designer coastal retreat offering stunning sunset views, seamless indoor-outdoor flow, and rare privacy at the edge of protected wetlands. Spanning over 2,700 square feet, the home features three spacious bedrooms plus three additional flexible rooms ideal for a gym, office, or guest overflow. The open-concept living area and chef’s kitchen lead directly to a new Trex deck, heated pool, and expansive firepit lounge overlooking the estuary. Every room reflects thoughtful, upscale upgrades, including: • All-new kitchen + designer bathrooms • Fresh interior + exterior paint • Custom landscaping + hardscape • Dedicated home gym • New pool heater and smart home features • Fire Pit This home offers the perfect blend of modern style and natural serenity, whether hosting summer dinners al fresco, birdwatching from your living room, or winding down in the spa-like primary suite. Move-in ready and minutes from ocean beaches, this is a rare opportunity to own a low-maintenance, high-style Hamptons retreat with protected views and unmatched tranquility. Remodeled in 2024

56 S Country Road, Westhampton

$6,899,000
5 Beds 6 Baths 1019832 MLS
Anchored on the Atlantic.... The essence of Hamptons coastal luxury awaits on coveted Dune Road, just moments west of the Jessup Lane bridge. Perfectly positioned between the serene waters of Moriches Bay and the Atlantic Ocean, this extraordinary custom-renovated contemporary offers a rare opportunity to experience one of the most coveted lifestyles in the Hamptons—where every day begins with ocean breezes and ends with unforgettable waterfront sunsets. Set on .52 private acres with exclusive ocean access via your own private pathway to the beach, this spectacular 3,797-square-foot residence seamlessly blends sophisticated design with effortless coastal elegance. Featuring five luxurious ensuite bedrooms, five full baths, and one half bath, every bedroom is thoughtfully designed to capture breathtaking water views and opens to private decking, creating a seamless connection between indoors and out. Designed for elevated entertaining and relaxed seaside living, the chef’s kitchen is beautifully appointed with a Viking six-burner range with grill, Miele dishwasher, built-in Miele espresso station, wine cooler, Library/Media room with 80 inch TV, and exceptional custom finishes throughout. Crowning the home is an extraordinary rooftop deck with panoramic 360-degree views of both bay and ocean—an unrivaled setting for sunrise coffee, sunset cocktails, and stargazing under endless Hamptons skies. Luxury details abound, including copper gutters, central air, Kohler whole-house generator, and integrated Sonos sound system, ensuring both comfort and peace of mind year-round. Outdoor living is nothing short of spectacular. Expansive mahogany decking, lush professional landscaping, elegant new teak furnishings, and a beautifully refurbished heated gunite pool create a private resort-like setting designed for unforgettable summer gatherings or quiet moments of retreat. Offered fully furnished and professionally designed, this turnkey masterpiece embodies the very best of Hamptons living— where private ocean beach access, watching boats on Moriches Bay, and world-class dining in nearby Westhampton Beach become part of your everyday life. This is more than a home—it is Dune Road living at its finest.

291 Dune Road, Westhampton Beach

$1,200,000
3 Beds 4 Baths 1019997 MLS
NEW PRICE! Experience unmatched value in the heart of Jamesport with a $99,000 price adjustment on this stunning contemporary estate. Offering the perfect blend of space, privacy, and endless potential, this is now the best-priced home in the area for its size and property.Nestled atop a private, secluded lane 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 main home features an inviting eat-in kitchen, formal dining room, a spacious living room with a cozy fireplace, a den, and a dedicated home office. A huge laundry room and oversized mudroom add everyday convenience, while the full basement houses updated mechanicals (boiler, hot water heater, and oil tank) just six years young. Modern comforts include 2-zone central AC, city water, and a separate well servicing the in-ground irrigation.A standout feature is the detached 1.5-car garage with a finished loft, complete with a full bathroom and independent heating/cooling—perfect for guests, an art studio, or a private retreat. Outdoors, three expansive decks overlook serene, natural surroundings and a fenced dog run. With ample space to accommodate a pool, tennis courts, or equestrian use, this private sanctuary offers a rare opportunity to own an incredible estate 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

$85,000,000
10 Beds 15 Baths 1018596 MLS
Commanding nearly a quarter-mile of pristine frontage on Georgica Pond, 100 & 90 Briar Patch is one of East Hampton’s most extraordinary waterfront estates. Encompassing two contiguous parcels across 11.2+/- acres, this rare compound offers an unparalleled level of privacy, scale, and natural beauty, complemented by approximately 13,800+/- square feet of exquisitely curated living space. Positioned to capture sweeping southwestern views, the estate enjoys breathtaking sunsets over Georgica Pond, with the Atlantic Ocean shimmering on the horizon beyond. A property of exceptional pedigree and provenance, Briar Patch presents a once-in-a-generation opportunity to own a landmark East Hampton retreat where history, architecture, and setting converge in perfect harmony. The main residence, originally constructed in 1931, is a masterful expression of timeless elegance and architectural distinction. Designed for grand-scale entertaining and sophisticated living, the home encompasses six bedrooms, eight full baths, and two powder rooms, along with an array of expansive gathering spaces. Rich in character and craftsmanship, the interiors seamlessly blend old-world charm with refined contemporary comforts. French doors throughout the residence open to expansive terraces and outdoor entertaining areas, creating a seamless connection to the estate’s spectacular waterfront surroundings. Set on a separate 3.7+/- acre parcel, the guest house was designed by renowned architect Peter Marino and completed in 1990. Both modern and enduring in its design, this exceptional residence offers four ensuite bedrooms, four full baths, and a powder room. Coffered ceilings, a fireplace, and beautifully proportioned living spaces create an atmosphere of understated luxury, while a full kitchen and private accommodations provide the ultimate retreat for family and guests. Between the two residences, a heated gunite pool and spa serve as the centerpiece of the compound’s resort-like amenities. Meandering nature trails wind through mature specimen trees and lush natural landscaping, leading to a secluded private pond. From the property’s shoreline, residents can sail, paddleboard, or kayak across Georgica Pond directly to the ocean, embracing the quintessential East Hampton waterfront lifestyle. Originally commissioned by Arthur C. Jackson, the main residence was designed by the celebrated architect behind the plans for the New York Public Library and Lasata, the childhood home of Jacqueline Kennedy Onassis. In 1990, Peter Marino further elevated the estate, thoughtfully enhancing the main residence while introducing the guest house, creating a cohesive architectural vision across the compound. Ideally situated south of the highway on coveted Briar Patch Road, the estate is moments from East Hampton’s celebrated ocean beaches, fine dining, and luxury boutiques, accessible by car or boat. Rarely does a property of such magnitude, heritage, and seclusion become available. 100 & 90 Briar Patch stands as one of the Hamptons’ most distinguished private estates - a legacy property of enduring significance.

100 & 90 Briar Patch Road, East Hampton

$859,000
3 Beds 3 Baths 1015942 MLS
Live like you're on vacation every day for under a million dollars in one of the best kept secrets on Long Island in this pristine, completely updated direct open bay waterfront 2,340 square feet townhouse located in a 28 unit community nestled in South Amityville! Drive into the tree lined cul-de-sac through impeccably HOA maintained sprinklered grounds which include exterior lighting and other common features that tastefully blend with the distinctive Victorian-style architecture of the homes. Wake up every morning to dramatic sunrises from the primary bedroom with sliders that open to a private upper balcony that boasts unobstructed 180 degree panoramic views of the Great South Bay. Relax and entertain on your private lower deck with a spacious manicured lawn and the open bay as part of your backyard. Short walk to Village amenities, private beach, boat launch, and marinas. European-style portico opens to a beautiful first floor entry hall and open floor plan with tile floors throughout. Lots of natural light enhanced with 3 large skylights. First floor includes fully equipped updated eat-in kitchen, stainless steel appliances, gas stove and oven. Half bath and generous dining room with high ceiling and skylight open to a large sunken living room. Living room includes high ceilings, ceiling fan, wood burning fireplace, and sliders leading to the back lower deck. Front and rear lower decks have Trex planking and rear deck is secluded from neighbors and has an electric retractable awning. Both dining room and living room have spectacular views of the Great South Bay. Upper floor includes a large primary bedroom with a walk-in closet , ceiling fan and sliders leading to a private balcony with more unobstructed breathtaking panoramic water views. Gorgeous en-suite bathroom with skylight. 2 additional nice size guest bedrooms with ceiling fans and large closets. Full updated guest bath with tub and skylight. 2 zone gas forced air heat, central air conditioning, and ultraviolet air purifier in the HVAC system. Lots of closets throughout with additional attic and basement storage along with a loft and built-in shelving in the attached 1 car garage. 2 car driveway with additional ample close-by guest parking on the campus. Enjoy carefree living where the $675 monthly HOA fee includes landscaping, snow removal, water, exterior painting, insurance and maintenance of roadways, driveways, and other common areas. Common walls separating the unit are concrete block construction for maximum insulation and privacy. Unit is located in an area with good elevation. Favorable X rated flood zone with low flood insurance premiums. Town and village taxes recently grieved with successful outcomes.

8 Victoria Drive Unit #8, Amityville

$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

$1,500,000
2 Beds 2 Baths 1011815 MLS
Welcome to Admiralty, a luxury gated community this beautifully appointed waterfront residence, where boating, private beach access, and resort-style living creates an exclusive coastal lifestyle.This beautifully appointed 2-bedroom residence showcases elegant imported flooring, soaring cathedral ceilings, and a breathtaking living room centered around a warm and inviting fireplace. The spacious gourmet kitchen is designed for both everyday living and entertaining, featuring premium stainless-steel appliances, a stylish bar area, and an open, sophisticated layout. The primary suite offers a private spa-like bathroom and with two walk-in closets, while additional features include a washer and dryer, ample storage, a spacious garage, and attic space. Step outside to your private patio, perfect for hosting family gatherings or enjoying peaceful outdoor living. Boating enthusiasts will appreciate the deep-water marina with private dockage and direct access to the Great South Bay. Situated within a meticulously maintained 158-acre waterfront community, residents enjoy an unparalleled lifestyle with 24/7 gated security, a newly renovated clubhouse, fitness center with Pilates and other wellness classes, three tennis courts, a pickleball court, private gardens, kayaking, a private beach, and a resort-style swimming pool with lifeguards. Perfectly positioned across from Fire Island’s Kismet and Ocean Beach and just a short drive to the Hamptons, this rare offering delivers the ultimate blend of luxury, recreation, and waterfront elegance. It includes snow removal, grass mowing and outside maintenance.Conveniently located near public transportation and supermarkets for easy everyday living.Just minutes from Bay Shore, offering access to shopping, dining, waterfront parks,less than two miles from ferry terminals to fire island and only one hour from NYC via LIRR. Don't miss out. https://theadmiraltyhoa.org

202 Captains Way, Bay Shore

$1,250,000
5 Beds 3 Baths 965982 MLS
Don't miss this stunning 5-bedroom, 3-bath Waterfront Contemporary. This property offers 80 feet of bulkhead and a floating dock.(43 Pilings) on a wide, open canal. Behind the home you're able to park 4 boats. Property is Located 4 Houses from the Great South Bay. The main level features a high ceiling foyer, formal living rm w gas fireplace, dining room, laundry room, EIK with Energy Star appliances and a bdrm with a full bath. It provides ideal flexibility. Upstairs includes a primary with an amazing view of the Bay. The primary has a large closet and Spa like bth.( w a 2 person jacuzzi ). Three additional spacious bdrms on the second floor w another full bth. Hardwood floors throughout. The showpiece is the rooftop deck with sleek stainless-steel wrap around railing and breathtaking panoramic views of the Great South Bay. A rare opportunity to own a true waterfront retreat in Lindenhurst.

298 W Lido Promenade, Lindenhurst

$16,800,000
10 Beds 11 Baths 1015559 MLS
Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main residence sits gracefully within the landscape, designed to celebrate both the surrounding water and the art of refined living. Sunlight pours through expansive windows, illuminating generous entertaining spaces and framing panoramic bay views that shift beautifully throughout the day into the evening. The home features eight bedrooms and eight and a half bathrooms, thoughtfully arranged to create both comfort and space. A private screening room, gym, and sauna offers relaxation and recreation. A separate guest cottage with two bedrooms and two bathrooms provides a welcoming retreat for your guests, creating the perfect balance of independence and hospitality. Outside encompasses every aspect of waterfront resort living, boating from your deep water dock, swimming in the Gunite pool to playing tennis or catching shade in the pool house and dining seaside while watching the sunset. Combining extraordinary scale, exceptional waterfront frontage, and a setting that captures the spirit of the North Fork, this Nassau Point compound offers a rare opportunity to own a truly distinguished coastal retreat - ideal as a legacy property or an unforgettable seasonal escape.

1350 W Cove Road, Cutchogue

$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

$3,550,000
5 Beds 6 Baths 1013917 MLS
Tucked at the end of a tree-lined drive on a secluded waterfront acre, this exceptional Bellport Village residence offers the rare combination of privacy, scale, water access, and relaxed resort-style living. With approximately 5,500 square feet across three levels, the home is designed for gathering, hosting, and extended stays, with five bedrooms, five-and-one-half baths, luminous interiors, soaring ceilings, and beautiful outlooks toward Howells Creek, the Bellport Golf Course, and the Great South Bay beyond. A gracious foyer opens to elegant living and entertaining spaces, including a formal dining room and intimate study, each with its own fireplace. At the heart of the home, the brand-new chef’s kitchen features custom cabinetry, quartz surfaces, an expansive waterfall-edge island, wine and beverage storage, and premium appliances by Viking, Sub-Zero, and Miele. The adjoining great room is a true centerpiece, with arched windows, fireplace, and multiple sets of French doors that open directly to the outdoor living spaces. Outside, the property feels like a private retreat. An expansive patio surrounds the 12x36-foot Gunite pool, creating an effortless setting for summer afternoons, outdoor dining, and entertaining by the water. Beyond the pool terrace, a path winds through the waterfront grounds and natural coastal grasses to a private dock on Howells Creek, offering a peaceful connection to the water and the surrounding landscape. The second level includes two generous primary suites. One features a sitting area, fireplace, spa-inspired bath, walk-in closet, and balcony overlooking the water and golf course. The second offers its own bath, abundant closet space, and access to an adjoining den with balcony and spiral staircase leading directly to the pool terrace. An additional guest bedroom and full bath complete the main second level. Separate living quarters above the two-car garage provide a kitchen, full bath, and flexible space ideal for guests, extended stays, work-from-home needs, or a private studio. The airy third floor, complete with a bedroom, full bath, cedar closet, and open bonus space, offers even more flexibility for an office, fitness room, media lounge, recreation space, or artist’s retreat. Moments from Bellport Village, Mother’s Beach, the marina, restaurants, shops, and the ferry to Ho-Hum Beach, this is a rare opportunity to enjoy the best of waterfront living in one of Long Island’s most beloved coastal villages.

68 S Howells Point Road, Bellport Village

$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

$574,999
2 Beds 3 Baths 1012566 MLS
Spacious townhouse in private HOA community comprised of 32 Homes. A rare find at the Bayberry Club, nestled in a private wooded preserve near Golf, boating, shopping, beaches and so much more. Main Level of home has polished Engineered wood floors and open floor plan. Entrance foyer, Living room with Wood burning Fireplace, Formal Dining Room, Eat-in-Kitchen w updated Stainless appliances. Slider to Trex deck in yard w/ vinyl bannister. Large Pantry in Kitchen/ Dining Area. 1/2 bath down. All Anderson windows, updated heat/air conditioning system. On the second floor final a spacious light and bright Master Bedroom Suite w updated tiled bathroom w walk-in shower-wood floor-granite, Vaulted ceiling , solar tube, Large walk-in closet, second bedroom, Full Bathroom, Open Airy Lofted area that can be converted to 3 rd Bedroom. Raised panel doors Through-out, Full unfinished basement with washer and dryer. Heating and Cooking Natural Gas. Amenities include - renovated outdoor pool, tennis/pickleball, Landscaping, Snow removal of Common Areas, Garbage Removal (dumpster). Common Charges- $400/ monthly Taxes - $12,966.29

22 Kettle Hole Road, Manorville

$749,000
3 Beds 3 Baths 1010712 MLS
Resort-style living awaits in the prestigious gated community of Lakebridge in Kings Park. This beautifully maintained and light-filled 3-bedroom, 2.5-bath residence offers a spacious open layout ideal for today's lifestyle. The inviting living room with a gas fireplace flows into the formal dining room, where sliding glass doors open to a Trex deck overlooking a serene manmade lake with a charming waterspout—an idyllic setting for entertaining or simply relaxing. The main level also features an eat-in kitchen, a powder room, and an attached one-car garage. A discreet chair lift offers seamless access to the second level, where the primary suite features a private balcony, creating a peaceful escape. Two additional bedrooms, two full baths, and a conveniently located second-floor laundry room enhance the home's thoughtful design and functionality. Ideally situated in a private location, residents enjoy exceptional amenities including a clubhouse, swimming pools, tennis courts, playground, and more. Discover the charm, comfort, and convenience of Lakebridge and fall in love with the lifestyle you've been waiting for. Lakebridge is not age restricted and is pet friendly. With its outstanding community amenities, prime North Shore location, and close proximity to local attractions, this home delivers an exceptional lifestyle experience. Whether enjoying the community's recreational offerings or exploring the surrounding villages, you'll appreciate the comfort, convenience, and charm that await. Come see for yourself and fall in love...

38 Lakebridge Drive S, Kings Park

$1,150,000
5 Beds 3 Baths 1011636 MLS
Nestled on 2.5 private acres in the picturesque Village of Nissequogue, this beautifully remodeled Colonial offers a rare opportunity to enjoy peaceful country-style living with seasonal water views of the Nissequogue River in one of Long Island’s most sought-after communities. This well-maintained home features numerous updates, including a newer roof, siding, driveway, eat-in kitchen, and hardwood flooring throughout the first floor. The interior was freshly painted in March 2026, creating a bright and welcoming atmosphere. The spacious den is highlighted by a cozy wood-burning fireplace with a stove insert, perfect for relaxing on cooler evenings. Updated bathrooms add modern comfort, while the full basement and attached two-car garage provide ample storage and functionality. Enjoy tranquil outdoor living from the rear patio, where partial river views can be appreciated during the summer months. The backyard is surrounded by mature trees, offering privacy, serenity, and a peaceful natural setting. Ideally located near local beaches, hiking and nature trails, fine dining, shopping, and Stony Brook University and Medical Center. This exceptional property combines scenic beauty, modern updates, and convenient access to area amenities. Smithtown Schools

451 River Road, Nissequogue

$849,000
2 Beds 2 Baths 1009988 MLS
Location, Location, LOCATION!! Perched on a hill overlooking the Long Island Sound, this truly one-of-a-kind, waterfront residence offers breathtaking water views and a feature unlike any other - a private lighthouse tower! Yes, your very own LIGHTHOUSE! Climb to the top and step out onto the balcony, where panoramic vistas of the Sound stretch before you, creating the perfect place to enjoy sunrises, sunsets, stargazing, and the beauty of coastal living everyday. Inside, the open-concept living and dining areas are designed to showcase the home's spectacular setting. A wall of floor-to-ceiling windows spans the rear of the home, filling the space with an abundance of natural light, while framing stunning water views from nearly every angle. Anchored by a cozy fireplace, the entire space creates the perfect place to gather, relax, and enjoy the everchanging scenery of the Long Island Sound throughout the seasons. Conveniently situated near local favorites including Cedar Beach, the Mt. Sinai Yacht Club and Marina, Willow Creek Golf and Country Club, Heritage Park, and an array of shopping and dining, this home offers the perfect blend of coastal beauty and everyday living all just minutes from your doorstep! This exceptional home offers a lifestyle that's as memorable as its setting - it is more than just a home, it's a destination. Come see this rare opportunity to own a truly distinctive property in an unforgettable location, and experience the true beauty, tranquility, and uniqueness of North Shore living at its finest!

195 Shore Road, Mt. Sinai

$799,000
1011446 MLS
Desirable South Amityville Waterfront Property 40x187 Build your dream waterfront home on this exceptional South Amityville property, featuring 40 ft of waterfront frontage and breathtaking open bay views. The sale includes fully approved plans and a paid building permit for a stunning 2,980 square-foot contemporary residence with 4-5 bedrooms and 3 full bathrooms. Property Highlights include: * 40 feet of Waterfront Navy Bulkhead * Private Dock with 3 Boat Slips and Ramp * Utilities Already Available On The Property * Gas and Water Already Connected and Sewers Connection In the road * Situated On The Canal with Spectacular Open Bay Views Located in a highly sought-after waterfront community, this property is just minutes from the local beach, charming village shops, fine dining, live music venues, and boutiques. Residents have the opportunity to join the prestigious Unqua Corinthian Yacht Club and enjoy amenities including dining, swimming, sailing, and year round social events. The community also benefits from its own private police department, providing an added sense of security. Conveniently located near the Long Island Rail Road, offering approximately 60-minute access to both New York City and the renowned Hamptons, as well as nearby wineries. An incredible opportunity to create your custom waterfront retreat. Call today and start building tomorrow!

35 Shore Road, Amityville

$959,900
4 Beds 4 Baths 1009184 MLS
Beautifully appointed contemporary home with refined transitional style, set on a private flag lot in Baiting Hollow. Tucked away from the road and surrounded by picturesque farm views, this light-filled residence offers a perfect blend of comfort, elegance, and privacy with a quiet ambience throughout. Vaulted ceilings, skylights, recessed lighting, maple hardwood floors, and crown molding enhance the home’s open and airy feel, making it ideal for both everyday living and entertaining. Past the foyer, the kitchen offers generous cabinetry, a center island, quartz countertops, and a stone backsplash, opening to the formal dining room and living room anchored by a propane ribbon fireplace with a wood mantel and natural stone surround. The lower level also adds exceptional versatility with a second sitting area, a flexible den or home office, hidden laundry space, and half bath—perfect for work, guests, or relaxation. Upstairs, you’ll find four spacious bedrooms, including a well-appointed primary suite featuring radiant heated floors, an oversized walk-in shower, spa tub, and a custom walk-in closet. A second ensuite bedroom offers added privacy and convenience. The hall bathroom includes a separate soaker tub, providing an additional spa-like retreat. All bathrooms throughout the home are enhanced with rain head showers, marble tile, glass shower enclosures, and thoughtfully designed built-in benches. Designed for indoor-outdoor living, the home opens to an expansive, low-maintenance Trex deck overlooking a secluded, professionally landscaped acre with sweeping sunset views and built -n fire pit Additional features include a two-car attached garage, in-ground sprinkler system, and an oversized storage shed. Ideally located near North Fork wineries, farms, shopping, golf courses, and beaches, this move-in-ready home delivers style, space, and serenity in a highly desirable setting, just minutes from major highways and transportation.

117 Southfield Road, Baiting Hollow

$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

$1,864,000
3 Beds 3 Baths 1003959 MLS
Waterfront living designed for effortless coastal comfort, ideally situated on Meeting House Creek, this boater’s dream home features a private deepwater dock equipped to accommodate a large yacht, additional watercraft, and offers quick access to Peconic Bay. This updated 3-bedroom, 3-bath contemporary residence showcases water views, spectacular sunsets, and seamless indoor-outdoor living. The light-filled main level offers an open floor plan that flows directly to the outdoor oasis, complete with a splendid heated saltwater pool with automatic cover, expansive bluestone patio, fire pit with built-in seating, luxurious mahogany outdoor shower, and a fully equipped outdoor kitchen featuring Blaze marine-grade storage cabinets, slate countertops, beverage refrigerator, and sink with hot and cold water. Generous dining and lounge areas create the perfect setting for entertaining or relaxing while enjoying breathtaking sunsets over the water. Large windows throughout the home invite in natural light and capture the stunning waterfront scenery, creating a bright and airy atmosphere. The open-concept main floor also features a chef’s kitchen with quartz countertops, high-end stainless-steel appliances, Viking range, dining area, and living room with wood-burning fireplace and hardwood oak floors throughout. A guest suite with renovated full bath , a second full bath, and a laundry room complete the first level. The second floor offers a serene primary suite with a private balcony overlooking the water, renovated spa-like bath, and additional guest bedroom. Additional amenities include radiant heated floors in the kitchen, laundry room, and all three bathrooms, a 1.5-car attached garage with ample storage room above, a Level 2 EV charger, and custom cedar fencing. A private neighborhood beach is just moments away. A truly turnkey waterfront retreat offering luxury, comfort, spectacular sunsets, and the very best of North Fork living.

81 Beach Road, Aquebogue

$4,800,000
5 Beds 4 Baths 1007669 MLS
Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island shingled beach house sits on a level acre along one of the Island's most coveted stretches of waterfront -190 feet of Silver Beach shoreline, fully bulkheaded, with a private dock and unobstructed sunset views that define the property at every hour. Deceptively generous in scale, the five-bedroom, 3.5-bath residence features an open floor plan with every room oriented toward the water. two en-suite bedrooms, one on each floor. A full waterside balcony. Two-car attached garage. Full basement with poured concrete foundation. Mature landscaping on all sides for privacy. The expansive side lawn is often mistaken for a separate lot and offers room for an accessory structure. Architectural Renderings available upon request illustrating pool placement and the full potential of this property, making this one of the rare waterfront opportunities with meaningful room to grow. A chance to own a piece of Shelter Island's story.

90 Peconic Avenue, Shelter Island

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