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795 Bayview Avenue, Mattituck
$2,395,000
4 Beds ⋅ 5 Baths ⋅ 1053883 MLS
Welcome home to an unparalleled North Fork retreat located on over 2 acres, nestled at the end of a winding stone driveway. This striking new construction farmhouse perfectly blends sophisticated craftsmanship with the casual elegance of coastal country living. Spanning approximately 3,000 square feet, the open layout features four spacious bedrooms and 4.5 beautifully appointed bathrooms. Designed for ultimate flexibility, the home boasts two luxurious primary suites—one conveniently located on the first floor and a second on the upper level. The full basement with direct outside access, offers an ideal canvas for a custom home gym, media room, or a private wine cellar. The home’s impressive exterior design seamlessly gives way to an outdoor entertainment oasis. Hidden behind a lush border of mature trees, the sprawling, professionally landscaped grounds feature a heated saltwater pool and a dedicated chiminea area for cozy evening gatherings. You can spend your days relaxing under the deep, welcoming covered front porch, hosting dinners on the rear porches, or taking in elevated views from the private balcony. Situated in the heart of Mattituck, this exceptional property balances absolute privacy with effortless access to all the North Fork has to offer.

795 Bayview Avenue, Mattituck

3525 Paradise Point Road, Southold
$4,299,000
4 Beds ⋅ 3 Baths ⋅ 1053616 MLS
WELCOME TO PARADISE. Commanding 2.38 private acres on the bay in Southold’s coveted Paradise Point, this remarkable waterfront estate possesses the cinematic North Fork presence of a setting from Nelson DeMille’s Plum Island—dramatic, intriguing and entirely unforgettable. With approximately 97 feet of private beach, panoramic views toward Shelter Island and the estate-lined shoreline beyond, plus community boating rights with access to the residents’ boat basin, the property offers exceptional privacy without sacrificing comfort or convenience. Custom built in 1993, the approximately 3,500-square-foot residence offers four bedrooms, three full baths and three levels designed for gracious year-round living. Bold proportions, soaring 20-foot ceilings, walls of glass and a sweeping staircase capture the confident glamour of grand-scale coastal architecture, while abundant natural light and extraordinary water views give the interiors a timeless quality. This is not a conventional beach house; it is a substantial bayfront residence designed to make an impression. The dramatic double-height great room is anchored by a rare natural coral-stone fireplace and opens to more than 1,500 square feet of exterior decking—an exceptional setting for entertaining, dining outdoors or simply watching the light move across the bay. A formal waterside dining room complements the spacious eat-in kitchen, which provides generous counter space and an inviting place for everyday gatherings. The main level also includes pantry and laundry areas, together with a flexible 4th bedroom or den and adjacent full bath—ideal for guests, a private home office or convenient first-floor living. Ascend the sweeping staircase to the waterfront primary suite, a private retreat featuring magnificent bay views, its own waterside terrace, a luxurious full bath and walk-in closet. Two additional bedrooms and another full bath complete the upper level. The finished lower level expands the home’s recreational possibilities with a game or media area, direct access to a waterside terrace and an attached multicar garage. Outside, the expansive, level grounds provide ample room for entertaining, recreation and quiet enjoyment amid beautiful natural surroundings. A private boardwalk leads directly to the sandy beach, where days can be spent swimming, fishing, kayaking, paddleboarding or launching a morning adventure on the bay. Although wonderfully private, the estate is only minutes from Southold Village and the restaurants, vineyards, farm stands, shops, beaches and boating destinations that define North Fork living. Additional amenities include public water, a supplemental well, oil-fired forced-air heat and central air conditioning. Rare acreage, substantial private beach frontage, community boating access and a dramatic waterfront residence come together in one extraordinary Southold offering. Paradise Found.

3525 Paradise Point Road, Southold

70 Middle Pond Road Unit #22, Southampton
$2,399,999
5 Beds ⋅ 3 Baths ⋅ 1052698 MLS
Rarely does a Southampton property offer the scale, privacy, and character of a standalone five-bedroom home with the ease of a waterfront community lifestyle. Set within Middle Pond Estates, this exceptional co-op offers approximately 2,500 square feet of living space and an uncommon sense of scale. With a nod to Southampton's rich maritime heritage, the home evokes the spirit of a classic captain's house—spacious, welcoming, and designed for gathering. The thoughtful layout includes five bedrooms, three beautifully renovated baths, a newly completed kitchen renovation, a generous living room, and an impressive great room featuring a fireplace and picturesque views of the beach and pool. Enjoy the best of waterfront living with community amenities including a private beach, scenic saltwater pool, and beautifully maintained grounds. Whether relaxing by the water, entertaining guests, or enjoying the tranquility of the East End, this unique residence offers a rare opportunity to experience Southampton living in a setting that feels truly like home.

70 Middle Pond Road Unit #22, Southampton

697 Dune Road, Westhampton Dunes
$5,295,000
4 Beds ⋅ 4 Baths ⋅ 1052655 MLS
Pristine Oceanfront Living on Coveted Dune Road Ideally positioned, sitting well protected and perched high above the dunes, this beautiful three-level Nantucket-style oceanfront residence captures sweeping, unobstructed panoramic ocean and bay views from seemingly every direction, offering the quintessential Hamptons oceanfront lifestyle. Featuring four bedrooms, plus an additional first-floor second living space, and three-and-a-half baths, the home showcases a spacious Chefs kitchen with an oversized granite island and high-end Sub-Zero and Wolf appliances. Beautiful hardwood floors, oversized windows, and an abundance of glass fill the residence with natural light, creating a warm and inviting setting designed for effortless oceanfront living. Generous living and multiple entertaining spaces, ideal for easy, open living, flow seamlessly to a classic wraparound front porch and expansive oceanfront decking overlooking the Atlantic Ocean and beyond. The spacious primary suite captures the breathtaking ocean and sunrise views, while a distinctive second-floor gazebo lounge provides an extraordinary retreat surrounded by breathtaking panoramic ocean and bay vistas. Meticulously kept and sited high above the dunes, the property enjoys a pristine private oceanfront setting with the Atlantic Ocean to the south and expansive unobstructed Moriches bay views to the north. An oversized stone driveway provides an abundance of parking- a rare and valuable amenity on world-renowned Dune Road. Your pathway to paradise begins with a private deeded boardwalk providing easy access to your pristine white-sand ocean beach, complete with two conveniently placed resting benches along the way. And just outside your front door, enjoy your deeded bayfront access with your own private bay beach, giving you the extraordinary opportunity to enjoy both sides of the Dune Road lifestyle. At 697 Dune Road, every day unfolds between the Atlantic and the Bay, with exceptional privacy, breathtaking scenery, and direct access to two pristine waterfronts. A rare opportunity to own one of the Hamptons’ most extraordinary oceanfront settings, this is coastal living at its most private, beautiful, and unforgettable. Welcome home!

697 Dune Road, Westhampton Dunes

11 Arbutus Lane, Stony Brook
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 1050240 MLS
Welcome to “Westwinds,” one of the original and most iconic waterfront estates in Stony Brook Village. Privately set on 3.2 acres, this extraordinary property enjoys panoramic views of Stony Brook Harbor, West Meadow Creek, and Long Island Sound, with direct access to the water. Originally built in 1910, Westwinds retains many of its distinctive historic details while thoughtfully incorporating custom enhancements and continual upgrades that preserve and elevate its timeless beauty. The magnificent 1,428-square-foot Grand Ballroom, featuring soaring 11.5-foot ceilings, serves as the spectacular centerpiece of the home. Anchored by a dramatic fireplace and framed by unforgettable water views, the ballroom creates an exceptional setting for both grand entertaining and intimate gatherings. The main level is further enhanced by a spacious Chef’s Kitchen, custom-designed Dining Room, and inviting Sum Room. The second level has been thoughtfully redesigned to offer exceptional comfort and craftsmanship, featuring four en-suite bedrooms and an extraordinary Primary Suite complete with its own fireplace, luxurious spa bath, custom-designed closet, and dream office. Spectacular water views are enjoyed from virtually every room. Outside, the private waterside gunite pool and expansive patio have recently been restored, creating a remarkable setting for entertaining and enjoying the surrounding landscape. A newly constructed bulkhead secures more than 446 feet of waterfront, complemented by a private coastal walkway and direct water access. A truly rare opportunity to own one of Stony Brook Village’s most coveted waterfront properties, Westwinds is steeped in history as well as beauty. The estate was once the residence of Joe Simon, co-creator of Captain America, one of the most enduring superheroes in comic-book history. Every major mechanical system has been upgraded with high-quality, energy-efficient systems, providing modern comfort and reliability while preserving the character and elegance of this exceptional historic estate. Westwinds is a remarkable convergence of history, architecture, waterfront beauty, privacy, and convenience—an extraordinary estate in one of Long Island’s most treasured villages.

11 Arbutus Lane, Stony Brook

41 Niamogue Lane, Quogue
$11,900,000
6 Beds ⋅ 9 Baths ⋅ 1004768 MLS
Offered for sale for the first time by only its second owner, 41 Niamogue Lane is a rare waterfront estate situated on 4 premium acres within one of Quogue’s most established enclaves. With mid-century origins, this stunning home has been thoughtfully expanded over time and now encompasses approximately 7,500 square feet with six bedrooms, seven full baths and two half baths. What makes this property so compelling is not simply its size, but the combination of waterfront acreage, privacy, established grounds and spectacular water views, attributes increasingly difficult to find in the Hamptons. The true value begins with the land, as homes can be renovated and redesigned, but waterfront acreage of this scale, in this estate location cannot be recreated. The exquisite architecture presents a distinctive blend of classic Hamptons design with mid-century influences and exceptional interior appointments. A traditional gambrel roof defines the exterior, while graceful arched openings, richly textured brick floors and a curved interior stucco staircase with brick treads bring warmth and architectural character to the interior. Substantial hand carved paneled wood doors and a grand living room with coffered ceilings further reflect the home’s craftsmanship and individuality. Wood-burning fireplaces in the great room and living room create inviting spaces for gathering throughout the seasons. Expansive walls of custom windows and doors fill the rooms with natural light while maintaining a strong connection to the surrounding landscape and water. Designed to accommodate family and guests with ease, the home features both a first-floor primary ensuite and a second-floor primary ensuite, offering flexibility for multigenerational living. Every additional bedroom is also ensuite, providing privacy and comfort throughout. Summer has its own destination here, with a saltwater gunite pool and separate poolhouse with a half bath, surrounded by sweeping lawns, ready for morning swims, afternoon lounging and evenings spent entertaining under the open sky. Private access to the serene waterfront invites kayaking, paddleboarding, fishing and birdwatching, offering a peaceful way to experience the natural beauty of the property. For those drawn to sailing, the Shinnecock Yacht Club is also close by. Additional features include a cedar-shingle roof installed in 2023, newer windows, whole-house central air installed in 2024, a new irrigation system, generator and Level 2 EV charger. Exceptionally private and secluded, yet conveniently located close to Quogue Village and ocean beaches. With its scale, waterfront setting and stellar accommodations, 41 Niamogue Lane can serve as a year-round residence, seasonal retreat or multigenerational compound.

41 Niamogue Lane, Quogue

38 Old Fort Lane, Southampton
$2,750,000
3 Beds ⋅ 3 Baths ⋅ 1049087 MLS
South of the highway on Old Fort Pond with access to Shinnecock Bay, this well-maintained waterfront home offers panoramic water views and spectacular sunrises and sunsets. The light-filled open floor plan features 3 bedrooms, a home office, and spacious living areas designed to take advantage of the waterfront setting. The large kitchen is equipped with stainless steel appliances and opens to a generous great room with walls of sliding glass doors leading to the waterside deck. Enjoy seamless indoor-outdoor living with an expansive lawn overlooking the water and a private dock ideal for boating, fishing, kayaking, and paddleboarding. A first-floor den with a full bath provides additional living space and flexibility for guests. The second-floor primary suite features a private balcony with water views, an en-suite bath, and a Jacuzzi tub. Two additional guest bedrooms and a full bath complete the second level. Conveniently located minutes from Southampton Village, fine dining, shopping, world-class ocean beaches, and all the amenities of the Hamptons. Exclusive waterfront offering with private dock, expansive water views, and easy access to Shinnecock Bay.

38 Old Fort Lane, Southampton

3499 Anchor Place, Oceanside
$3,650,000
5 Beds ⋅ 5 Baths ⋅ 1044851 MLS
Introducing 3499 Anchor Place this amazing, and FEMA compliant custom built smart waterfront accessible home on a massive 55x255 Property with a 15'x45' Custom built salt water, heated in ground pool. Built with unmatched quality, precision, and durability, the exterior boasts a sophisticated blend of premium vinyl siding, stone accents, black Andersen windows, and matching black gutters and downspouts. Inside, 9-foot ceilings, wide-plank porcelain floors with radiant heat on the 1st floor and wide plank hardwood floors on the second level, intricate millwork, coffered ceilings, and custom moldings set an elegant tone throughout. As you enter the main level with its grand entrance hall, formal dining room, designer eat in kitchen featuring shaker cabinets, an island, stainless steel appliances, double oven and quartz counter tops, an oversized living room, a bar area with a wine fridge, half bathroom and 2 sliders to a huge balcony sitting area with a gas fireplace and trex decks. An additional accessible primary bedroom with a barrier free full bathroom and own heating zone and an elevator which accesses all 3 floors completes this level. The second level features wide plank hardwood floors throughout starting with a main hallway, a primary bedroom with its own bathroom, 2 additional bedrooms, with a shared full bathroom, a laundry area and a massive grand primary suite with an expansive his & her wardrobe closet and a spa-inspired bath complete with a 2 sink vanity and a large step in shower, a gas fireplace, and sliders to your own private balcony with a trex deck. The ground level features a front to back 2 car garage, a large room and a gym/therapy room with it's own ductless cac/heat. The over $1,000,000 outdoor oasis features a covered patio which features a cultured stone outdoor kitchen with stone tops, full service sink, barbeque, 2 refrigerators, a freezer, icemaker, cabinets and a tv. The pool area has it's own private professional bar with 10 person seating, tv and wet bar. The in ground accessible pool features a spill over spa hot tub, a sun ledge, ramp, fountains, underwater seating, an accessible hoist and led lighting. There is also a private bathroom and a cabana, an accent wall with cascading waterfall, huge lawn and private trex dock with new bulkhead and aluminum ramp to accommodate your yacht. Energy efficiency is optimized with spray foam insulation and high-end multi-zone HVAC systems. A Fire suppression system, Generac whole house gas generator, 2 Navien gas boilers supply heat and hot water. The over $200,000 Savant smart home system controls everything from window shades to heating and air conditioning systems to tv's outdoor lighting the changes colors. Two DJ hookup’s one in the house and one in the cabana area. Video surveillance inside and out, a surround audio system inside and out. 2 car garage plus 4 car plus outdoor parking and so much more.

3499 Anchor Place, Oceanside

7 S Pond Road, East Hampton
$4,495,000
4 Beds ⋅ 2 Baths ⋅ 1046558 MLS
Waterfront living with a private dock in East Hampton. Set within the desirable Hamptons Waters community, this 2,184-square-foot, four-bedroom, two-bath waterfront retreat offers a relaxed East Hampton lifestyle with captivating water views and a private dock. Natural light fills the open-concept living and dining areas, creating a bright, inviting setting for everyday living and entertaining. Beautifully maintained grounds lead toward the water, while a spacious rear deck with a grilling area provides an ideal setting for alfresco dining and summer gatherings. Additional features include an outdoor shower and a detached 550-square-foot heated two-car garage offering generous parking and storage. The property also offers room for a swimming pool and the ability to add on up to just over 3,500 square feet of total GFA. With its private dock, tranquil waterfront setting, and convenient East Hampton location, this property presents a rare opportunity to enjoy life on the water.

7 S Pond Road, East Hampton

54 Rampasture Road, Hampton Bays
$3,995,000
6 Beds ⋅ 6 Baths ⋅ 1046981 MLS
Waterfront 1.1 Acres New Construction Experience modern waterfront living at 54 Rampasture Road, a newly constructed six-bedroom residence set on approximately 1.1 acres along Tiana Bay. Offering more than 140 feet of shoreline, the property combines striking contemporary architecture, refined interiors and a seamless connection to the water. Walls of glass fill the main living spaces with natural light and frame views across the grounds toward the bay. The open-concept kitchen serves as the centerpiece of the home, featuring custom natural-oak and contrasting dark cabinetry, dramatic stone surfaces, an oversized waterfall island and direct access to the outdoor entertaining areas. The adjoining dining and living spaces open to an expansive rear terrace, heated pool and beautifully landscaped lawn, creating an effortless setting for entertaining and everyday waterfront living. The home offers six bedrooms, five full bathrooms and one powder room across three finished levels. The primary suite provides a private retreat with a dramatic bedroom and spa-inspired bath, while the additional bedrooms and bathrooms are finished with a sophisticated mix of stone, wood and designer fixtures. A spacious finished lower level provides flexible room for recreation, media, fitness and guests. Outside, the pool, terraces and multiple gathering areas are surrounded by mature trees and thoughtfully designed landscaping, providing privacy while maintaining views toward Tiana Bay. With potential for a permitted dock and direct access to the bay, 54 Rampasture Road presents a rare opportunity to own a newly built waterfront retreat in the Hamptons.

54 Rampasture Road, Hampton Bays

170 S Penataquit Avenue, Bay Shore
$3,599,000
3 Beds ⋅ 3 Baths ⋅ 1032772 MLS
SPECTACULAR 2.75-ACRE WATERFRONT CONTEMPORARY ESTATE A truly rare opportunity to own an extraordinary privately gated 3,800 sq. ft. waterfront estate set on 2.75 breathtaking acres with over 1,000 feet of bulkhead and spectacular water views. Step through the grand double glass doors into a stunning open-concept interior featuring soaring windows, beautiful ceramic flooring, and a magnificent chandelier overlooking the water. The home offers 3 bedrooms, 3 bathrooms, a second-floor loft, dining room, living room with fireplace, and a 3-car garage.The fabulous chef’s kitchen features custom wood cabinetry, a large granite island, and professional Wolf and Verona stainless-steel appliances. The luxurious primary en-suite offers a spa bath, walk-in closet, glass doors with balcony and deck with bay views, elevator access, along with a convenient second-floor laundry room. The waterfront lifestyle is truly exceptional, offering over 1,000 feet of bulkhead, a large boat slip accommodating two 65-foot yachts, a boat ramp, and a dedicated cut-out for multiple jet skis. A spacious boathouse and waterfront gazebo provide the perfect setting for enjoying the water, while a beautiful patio and pergola create an ideal space for outdoor entertaining and relaxation. Take in breathtaking sunsets with picturesque views of the Robert Moses Bridge. Additional amenities include a full-house generator, 27-zone sprinkler system, and an on-demand tankless hot water heater. Perfectly positioned approximately 60 minutes by LIRR to NYC for world-class dining, entertainment and shows, and approximately 60 minutes to the Hamptons and its renowned wineries. From your own home or the nearby local ferries, enjoy a quick 20 minute ride to Fire Island's Ocean Beach and other sought after destinations, where you can spend the day exploring charming shops, enjoying waterfront dining and live music, or relaxing on the beautiful white sand beaches. It's the perfect blend of waterfront living, convenience, and the quintessential Fire Island lifestyle. Conveniently located near shopping, transportation and everyday amenities. A magnificent waterfront estate. An extraordinary lifestyle. A rare opportunity. Call today for your private showing.

170 S Penataquit Avenue, Bay Shore

218 Dune Road, Westhampton Beach
$8,995,000
5 Beds ⋅ 6 Baths ⋅ 1046251 MLS
Discover luxury waterfront living at 218 Dune Road, Westhampton Beach. This stunning bayfront coastal oasis offers unparalleled elegance and comfort throughout 4,000 sf of living space. The traditional style architecture spans across 2 stories offering 5 bedrooms, including both a first-floor and second-floor primary suite, 5 full baths and 1 half-bath. The open and bright interior features a gourmet eat-In kitchen with top-of-the-line appliances, living room with cozy fireplace, family room, and den/office. Each room showcases the spectacular vistas with walls of windows and sliding glass doors leading to decks and balconies. Outdoors, enjoy breathtaking bay views, direct bay access, the in-ground, heated pool, and an expansive entertainment-ready deck surrounded by water views. Ample driveway parking plus 3 garage spaces and plenty of storage. Come to 218 Dune Road, located between the bridges, where every day feels like a vacation.

218 Dune Road, Westhampton Beach

418 Ocean Walk, Fire Island Pines
$3,500,000
3 Beds ⋅ 4 Baths ⋅ 1045873 MLS
Set directly on the Atlantic in the coveted low 400s of Fire Island Pines, this contemporary oceanfront residence combines exceptional beachfront living with modern construction and year-round functionality. Built from the ground up in 2016 to post-Hurricane Sandy elevation and building standards, the fully permitted home offers three ocean-facing en-suite bedrooms, 3.5 baths, a heated saltwater pool, rooftop hot tub and private beach access via its own boardwalk. The open main living level features 11-foot ceilings, hardwood floors, expansive ocean-facing glass and a wood-burning fireplace. The kitchen is equipped with high-end appliances including a 36-inch refrigerator, gas range, wall oven, dishwasher, wine cooler and dedicated ice maker. Glass doors open directly to the oceanfront deck and heated saltwater pool, creating a seamless connection between the interior, outdoor living spaces and beach beyond. Upstairs, all three en-suite bedrooms enjoy ocean views and private balconies. Two are generously proportioned primary suites, while the rooftop terrace and hot tub offer panoramic views across the Atlantic and the Pines. Fully winterized with substantial heated storage beneath the home, recently replaced HVAC condensers and refinished hardwood floors. Extensively updated during the current ownership and offered fully furnished, excluding artwork. A turnkey oceanfront home designed for long summers, shoulder seasons and life in the Pines throughout the year.

418 Ocean Walk, Fire Island Pines

47 Shore Road, Stony Brook
$2,125,000
6 Beds ⋅ 4 Baths ⋅ 1045318 MLS
Welcome to 47 Shore Road, where coastal living meets timeless elegance in the heart of Stony Brook. Beautifully positioned near Stony Brook Harbor and the Stony Brook Yacht Club, this exceptional Colonial offers approximately 3,000 square feet of thoughtfully designed living space with 6 bedrooms and 3.5 baths, complemented by beautiful water views. Designed for both everyday living and effortless entertaining, the home features gracious, light-filled interiors and an inviting floor plan that flows seamlessly from room to room. The spacious kitchen with stainless steel appliances serves as the heart of the home, while generous living and gathering spaces provide plenty of room for relaxing or entertaining. Upstairs, the primary suite offers a private retreat with water views, while additional bedrooms provide wonderful flexibility for guests, home office space or extended living. Expansive bonus space adds even more versatility for recreation, fitness or entertaining. Outside, enjoy beautifully landscaped surroundings and the unmistakable charm of life near the harbor. Begin your mornings taking in the water views, spend afternoons exploring historic Stony Brook Village and enjoy peaceful evenings in this picturesque North Shore setting. Located within the Three Village Central School District and convenient to Stony Brook Village, Avalon Nature Preserve, Stony Brook University, beaches, dining and transportation, 47 Shore Road presents a special opportunity to experience the beauty and lifestyle of one of Long Island’s most treasured communities. A distinctive Stony Brook residence where home, harbor and lifestyle come together.

47 Shore Road, Stony Brook

102 & 92 Dune Road, Westhampton Beach
$9,850,000
6 Beds ⋅ 7 Baths ⋅ 1042786 MLS
Architectural Masterpiece on the Bay w/Dock & Ocean Access Welcome to 102 & 92 Dune Road, a uniquely designed 6,000 Square foot home, nestled in the heart of Westhampton Beach. This architectural masterpiece boasts 6 bedrooms and 6 bathrooms, each offering panoramic views of the surrounding Atlantic Ocean & Bay through expansive walls of glass. This residence offers a wealth of features that cater to modern, comfortable living with its innovative design and serene setting. Boasting a floor-to-ceiling gas fireplace, creating a warm and inviting atmosphere for relaxation or entertainment. The heart of the home is an open-concept kitchen, a pioneer design by First Dunes construction, featuring Gaggenau appliances. The main floor also offers a flexible space that could serve as a den or a junior primary suite, depending on your needs. Moving outside, the property extends its luxurious offerings with a detached pool cabana, perfect for summer gatherings or peaceful afternoons. The infinity edge heated pool, complete with a spa, offers an idyllic setting for relaxation and entertainment. Replete with private floating dock & bay access. The location of this home is second to none, with easy access to the ocean and proximity to village shops and dock, providing a perfect blend of convenience and tranquility. Welcome home where innovation meets luxury, and comfort meets style.

102 & 92 Dune Road, Westhampton Beach

9305 Soundview Avenue, Southold
$2,950,000
4 Beds ⋅ 4 Baths ⋅ 963793 MLS
Wake up to the salt air at your new coastal compound, a rare waterfront opportunity for those seeking something truly different. Unapologetically distinctive, this mid-century modern residence offers an extraordinary combination of waterfront, privacy, architectural character, and artistic location. Held in the same family for more than 50 years, the over 4000-square-foot home is set on two private acres overlooking the natural beauty of Great Pond. Expansive light-filled rooms, walls of glass and bold architectural lines create a residence that feels as compelling today as it was when first conceived. Mature landscaping, an inground pool, abundant wildlife and magnificent sunsets all contribute to the architectural composition. These features enhance the sense of retreat and home, while two beautiful Long Island Sound beaches—Kenney’s and McCabe’s—are just moments away. A true North Fork treasure, equal parts architectural time capsule and North Fork, grab this opportunity before it's gone.

9305 Soundview Avenue, Southold

211 Whitewood Drive, Massapequa Park
$2,699,000
4 Beds ⋅ 4 Baths ⋅ 1040353 MLS
Welcome Home to this magnificent, sun-drenched waterfront Colonial in prestigious Bar Harbour, where your gateway to the open bay is just two homes away! Upon entering, you are greeted by a dramatic two-story foyer that sets the tone for this exceptional home. The second floor features four spacious bedrooms, two en-suites and additional bathroom. The true showstopper is the spectacular primary suite, complete with a sunken living area surrounded by wall-to-wall windows, a huge custom walk-in closet and primary bathroom. The first floor is truly an entertainer’s dream, offering an open, inviting layout with oversized windows that capture breathtaking views. Whether hosting intimate gatherings or large celebrations, this home provides the perfect backdrop for effortless entertaining. Step outside to your private waterfront oasis, with 100 ft of bulkhead where you are sure to fit multiple boats and jet skis! Plenty of room for your dream pool to enjoy endless summer days. With the open bay just two homes away, this exceptional location offers the perfect blend of luxury, privacy, and waterfront living.

211 Whitewood Drive, Massapequa Park

1190 Harbor Road, Hewlett Harbor
$5,899,999
5 Beds ⋅ 7 Baths ⋅ 1042996 MLS
Welcome to 1190 Harbor Road, a newly built waterfront estate where timeless European elegance meets the ease and sophistication of modern Long Island living. Set within the prestigious enclave of Hewlett Harbor, this more than 7,500-square-foot residence was completed in 2024 with a singular vision: to create a home where craftsmanship, technology, comfort, and beauty exist without compromise. Step inside and the experience immediately begins. Grand, light-filled interiors unfold beneath Baccarat chandeliers, while hand-carved Italian moldings, imported interior doors, and carefully selected finishes give the home a sense of character rarely found in new construction. Radiant-heated floors throughout the main level bring warmth beneath your feet, while bespoke furnishings imported from Italy make every room feel intentional and complete. At the heart of the home is a kitchen designed to be as unforgettable as the gatherings held within it. Dramatic Taj Mahal quartzite, a custom copper range hood, dual copper farmhouse sinks, and professional-grade Sub-Zero, Wolf, and Miele appliances create a space equally suited for quiet mornings at home and evenings spent entertaining on a grand scale. But the true luxury of 1190 Harbor Road is how effortlessly it lives. Music moves throughout the residence through whole-home Sonos audio. Commercial-grade networking keeps the property seamlessly connected. A six-person cedar sauna creates a private retreat at the end of the day, while a full house Kohler generator and security system provide the infrastructure and peace of mind expected of an estate of this caliber. Then there is the waterfront. Step outside and the pace changes. Professionally landscaped grounds, custom exterior lighting, irrigation, and a marine grade bulkhead create a private setting designed around life by the water. It is a place for summer evenings outdoors, entertaining beneath the lights, and enjoying the quiet beauty of Hewlett Harbor from your own backyard. Offered fully furnished, the residence includes bespoke pieces sourced from Italy and selected specifically for the scale and design of the home allowing its next owner to arrive with little more than a suitcase and begin living the lifestyle immediately. 1190 Harbor Road is not simply a collection of luxury finishes or recognizable names. It is the result of thoughtful design, extraordinary craftsmanship, and an uncompromising attention to detail. A waterfront estate created not just to be seen, but to be experienced.

1190 Harbor Road, Hewlett Harbor

3651 Soundview Avenue, Peconic
$3,100,000
3 Beds ⋅ 2 Baths ⋅ 1009245 MLS
Charming updated Soundfront beach house! This home is what dreams are made of. Steps away is a plush, powder white sandy path leading to a serene private beach where panoramic vistas and mesmerizing sunsets will sweep you off your feet. Offering approximately 1,600 sq. ft. of living space, the first level boasts an eat-in-kitchen, living room with fireplace to cozy up to during those brisk fall evenings, access to a 110 sq. ft. screened-in porch - perfect for enjoying your morning coffee, a family room/dining area with soaring pitched ceilings, a full bath, laundry room and a bonus room that is currently used as a bedroom. Two additional bedrooms are located on the second floor - both with water views. There is also a new HVAC system in place. A multitude of opportunities await. This property is also offered as a compound. See 3645 Soundview Ave.

3651 Soundview Avenue, Peconic

3645 Soundview Avenue, Peconic
$3,300,000
4 Beds ⋅ 3 Baths ⋅ 1007876 MLS
North Fork retreat! A powder white sandy path leads to a gorgeous private beach offering 116 ft. of waterfrontage while incredible sparkling Sound views, sunsets, and lush greenery set this property apart. Enjoy water views from the open concept main level and the expansive 800+ sq. ft. rear deck - perfect for lounging, al fresco dining and taking in the fresh sea air. With over 3,000 sq. ft. of living space and an unfinished basement that offers an additional shy 1,000 sq. ft. without the 2-car attached garage, there is ample space for entertaining and to accommodate large gatherings. The first level includes a living/dining room and kitchen that flow seamlessly into one another while walls of glass allow natural light to saturate the space and provide access to the deck. There is also a bonus room conveniently located on the first floor. The second level boasts an oversized 800+ sq. ft. primary suite - also with gleaming water views, which can be divided into two ensuites. Two additional bedrooms and a full bath complete this level. All baths are updated and there are new HVAC and water filtrations systems in place. There is oil heat with the oil tank located in the basement. This property is also offered as a compound. See 3651 Soundview Ave.

3645 Soundview Avenue, Peconic

220 Beach Road, Centre Island
$12,850,000
7 Beds ⋅ 10 Baths ⋅ 1032317 MLS
Introducing 220 Beach Road, a brand-new custom waterfront compound set on approximately 5.23 private acres +/- on Centre Island, offering nearly 270-degree panoramic water views, direct private beach access, and nearly 38 acres +/- of protected preserve along its border. Rarely, if ever, does ground-up new construction of this scale and amenity come to market in this enclave, making this an exceptionally uncommon offering on the North Shore’s Gold Coast. The adjoining 38-acre protected preserve is no ordinary buffer. It blends into the grounds without a visible boundary, so the land reads as one uninterrupted expanse — creating the privacy and experience of living on nearly 50 acres +/-, at the water’s edge. A gated entrance framed by custom stone piers opens to professionally designed landscaping and manicured lawns. From the backyard, a private paved path leads directly to the beach — designed for golf cart, bicycle and foot — delivering the rarest of waterfront luxuries: your own shoreline, moments from the door. The transitional residence balances modern lines with coastal character across 7 bedrooms and 9 full and 1 half bathrooms, with a first-floor bedroom suite and dedicated home office served by an adjacent wet bar. A dramatic two-story foyer sets the tone, with chevron-laid white oak floors and soaring ceilings leading to interiors where retractable glass walls dissolve the threshold between inside and out. Extensive custom millwork, arched openings and wide-plank rift-and-quarter-sawn white oak floors define interiors of quiet precision, with radiant-heated floors in every bath. At the center of the home, a custom chef’s kitchen pairs inset cabinetry and full-slab natural quartzite with Sub-Zero and Wolf appliances, while integrated LED display cabinetry and retractable glass walls elevate the space. A formal dining room and butler’s pantry with wine refrigeration extend the home’s entertaining capacity. The adjacent family room, with wood-beamed coffered ceiling and quartzite-surround fireplace, connects directly to more than 2,100 square feet of covered and open-air terraces overlooking panoramic water views. Upstairs, five bedrooms include a primary suite with private sitting area, fireplace and over 600 square feet of private terrace wrapping the corner of the home, alongside a spa-inspired bath with dual vanities and a dual-shower wet room with freestanding soaking tub, framed by an expansive picture window overlooking the grounds. A custom 25’ x 50’ gunite pool with heated spillover spa is set within a bluestone terrace, anchored by a stone fireplace and a striking 22-foot cathedral pool house wrapped in retractable glass walls — complete with full-height stone fireplace, wet bar, full bath and built-in barbecue, creating a true indoor-outdoor pavilion. A private putting green, sand bunker, dedicated tee box and sunken fire pit complete the resort-style grounds. A full walkout lower level with approximately 11-foot ceilings +/- opens directly to the pool terrace and is envisioned as a private wellness and entertainment retreat with sauna, cold plunge, fitness center, massage room, home theater, golf simulator, and full-service bar and lounge. The residence is comprehensively equipped with multi-zone climate control, radiant heat, whole-house generator, Lutron lighting, Sonos sound, integrated security, and a lift-ready, EV-equipped garage. Brand-new waterfront construction. 5.23 private acres. Nearly 270-degree panoramic water views. Direct private beach access. Nearly 38 acres of protected preserve. A 25’ x 50’ gunite pool and spa. 22-foot cathedral pool house. Private putting green. Retractable glass walls. The privacy and experience of nearly 50 acres at the water’s edge. 220 Beach Road stands alone — a genuinely irreplaceable offering on Centre Island.

220 Beach Road, Centre Island

64 Mowbray Avenue, Bay Shore
$2,000,000
9 Beds ⋅ 9 Baths ⋅ 1040354 MLS
Rare Waterfront Investment Opportunity On Penataquit Canal! This Exceptional Home Offers Over 180 Feet Of Prime Waterfront With 13 Private Boat Slips, Expansive Docking, And Breathtaking Views Of Fire Island. Situated At The End Of A Quiet Cul-De-Sac, This Unique Property Features A Total Of 9 Bedrooms And 9 Bathrooms, Including 5 Bedrooms With Private En-Suite Baths. Step Outside To A True Waterfront Oasis Featuring An In-Ground Pool With An In-Ground Hot Tub, A Stunning Brick Outdoor Kitchen, Expansive Paver Patio, And Swaying Palm Trees, Creating The Ultimate Resort-Style Setting For Entertaining Or Relaxing Along The Water. Whether You're Looking To Expand Your Investment Portfolio, Generate Exceptional Rental Income, Or Own A One-Of-A-Kind Waterfront Property With Endless Possibilities, This Incredible Offering Checks Every Box. A Rare Opportunity To Own A High-Income Producing Property In An Unbeatable Waterfront Location.

64 Mowbray Avenue, Bay Shore

36 Old Neck Road S, Center Moriches
$2,999,900
5 Beds ⋅ 6 Baths ⋅ 1039826 MLS
From the moment you arrive, this newly constructed modern East End waterfront estate feels like a private resort. Tucked away within a quaint waterfront community and just a short boat ride from Moriches Bay, this exceptional residence offers an extraordinary combination of luxury, privacy and waterfront living. Set on 3.94 acres with approximately 153 feet of frontage along the Forge River, this custom-designed home encompasses just under 11,500 square feet. Every room tells a story, and every detail has been created to make coming home feel like an escape from the everyday. Enter through the grand foyer and experience soaring architectural ceilings, expansive Andersen windows and doors, abundant natural light and hardwood floors throughout. The magnificent great room showcases these elements alongside a dramatic floor-to-ceiling tiled fireplace. At the heart of the home is a gourmet kitchen designed to impress accomplished chefs and casual cooks alike. Whether preparing a favorite family recipe or entertaining on a grand scale, this is where guests naturally gather and lasting memories are made. The main level also features an elegant formal dining room and a step-down den with its own fireplace. The ultimate year-round retreat awaits inside: a spectacular indoor, inground Gunite pool complete with a lounge area and swim-up bar. A full bathroom and changing room provide added convenience, while sliding glass doors open directly to the outdoor patio. Also located on the first floor are a flexible gym or home office and a private en-suite bedroom. The second-floor primary suite is truly in a class of its own. The approximately 980-square-foot bedroom area features a fireplace, wet bar and private balcony with a seating area and outdoor gas fireplace. The spa-inspired primary bathroom delivers the comfort, tranquility and indulgence of a world-class resort. Continuing through the second level, a cozy sitting area with a fireplace overlooks the main floor. A second laundry room adds everyday convenience. Beyond the home’s second staircase is another spacious ensuite bedroom with an adjoining den that may serve as a fifth bedroom, along with its own private balcony. Across the landing, an additional ensuite bedroom overlooks the indoor pool and also enjoys a private balcony. And then comes the grand finale: an incredible rooftop entertainment deck featuring a bar, full outdoor kitchen, hot tub and a generous seating area surrounding an outdoor fire pit. It is the perfect setting for intimate evenings, unforgettable celebrations and panoramic waterfront enjoyment. This remarkable estate is more than a home—it is a private resort, an entertainer’s dream and an extraordinary waterfront lifestyle waiting to be experienced. The photographs are spectacular, but seeing this home in person is an experience on an entirely different level.

36 Old Neck Road S, Center Moriches

10 Bay View Drive, Hampton Bays
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 1039554 MLS
Set on a peaceful stretch of Shinnecock Bay in Hampton Bays, this sleek new-construction home sits atop one of the area's highest points, offering unobstructed water views from nearly every room. Floor-to-ceiling windows and an open layout create seamless indoor-outdoor living. Three floors, five bedrooms, and four and a half baths, including four en suites — one on the ground floor. Four of the five bedrooms open directly to a deck or garden, with wraparound decks on the second and third floors offering sweeping water views. First and second-floor laundry rooms add everyday convenience. Outside: a heated pool, private dock, and beach access to Shinnecock Bay for boating and kayaking, plus a fire pit and outdoor shower for classic coastal evenings.

10 Bay View Drive, Hampton Bays

37 Soundview Drive, Shoreham
$2,499,000
4 Beds ⋅ 3 Baths ⋅ 1025848 MLS
37 Soundview Drive | Shoreham, New York Set against the dramatic backdrop of the Long Island Sound, 37 Soundview Drive is a completely renovated coastal residence where exceptional water views and thoughtfully designed outdoor living take center stage. The home offers three bedrooms, three full baths, and a dedicated office, with a bright, open layout designed to capture views of the Sound from virtually every room. The living and dining spaces flow naturally into the eat-in kitchen, creating an inviting setting equally suited to relaxed everyday living and entertaining. Outside, the property’s 1.78 acres becomes a private resort. A gunite pool with a waterfall edge overlooks the landscape, complemented by an outdoor fireplace for evenings under the stars. A private putting green with its own tee box adds a distinctive recreational element, while access to a beautiful sandy beach on the Long Island Sound completes the coastal experience. Completely renovated and beautifully positioned, 37 Soundview Drive offers a turnkey opportunity to enjoy refined North Shore living—defined by sweeping water views, sandy beach access, privacy, and an effortless connection between indoors and out.

37 Soundview Drive, Shoreham

14 Jomarr Court, Massapequa
$2,599,000
4 Beds ⋅ 4 Baths ⋅ 1039548 MLS
Welcome to 14 Jomarr Court, an extraordinary modern waterfront retreat offering its own private sandy beach, 60-foot pier with two floating Jet Ski docks, and spectacular resort-style backyard. Featuring 4 generously sized bedrooms, 4 full baths and a spacious loft, this exceptional residence combines sophisticated contemporary design, smart-home technology and an incredible waterfront lifestyle. Step inside to a dramatic, light-filled open-concept floor plan where clean architectural lines, oversized windows and doors, designer lighting and a striking floating staircase with glass railings create an impressive modern aesthetic. The expansive living, dining and kitchen areas flow seamlessly together, designed for both everyday living and effortless entertaining. At the heart of the home is a stunning designer kitchen featuring quartz countertops, an oversized waterfall island, custom cabinetry and top-of-the-line Thermador appliances. Oversized windows and glass doors capture beautiful water views while creating a seamless connection between the interior and outdoor living spaces. Upstairs, the spacious open loft with glass railings overlooks the main level and adds another dramatic architectural element. All four bedrooms are generously proportioned, while the luxurious primary suite is a true waterfront sanctuary. Vaulted ceilings and oversized glass doors open directly onto an incredible wraparound balcony overlooking the water, private beach, pool and grounds. The spa-inspired primary bath is beautifully appointed with floor-to-ceiling stone, double vanity, oversized glass-enclosed shower with multiple shower fixtures, designer finishes, smart toilet and radiant heat. Technology and comfort have been thoughtfully integrated throughout the home with a Savant smart-home system, Lutron lighting, surround sound throughout the interior and exterior, and radiant heat throughout the entire first floor and primary bath. Step outside and the property transforms into your own private waterfront resort. The spectacular 14’ x 28’ saltwater infinity-edge pool, approximately 5 feet deep, is surrounded by expansive lounging and entertaining areas, a fire pit and a covered outdoor living space. Beyond the pool, your private sandy beach leads directly to the waterfront and 60-foot pier with two floating Jet Ski docks, creating an exceptional setting for boating, water sports, entertaining or simply relaxing by the water. Additional features include two sump pumps, a French drain system and the added benefit of being outside the designated flood zone. From its private beach, infinity-edge pool and boating amenities to its sophisticated interiors, smart-home technology and exceptional indoor-outdoor flow, 14 Jomarr Court delivers the ultimate Long Island waterfront lifestyle — a home designed to feel like a private resort every day.

14 Jomarr Court, Massapequa

6 Lighthouse Point, Lloyd Harbor
$3,050,000
5 Beds ⋅ 4 Baths ⋅ 1039565 MLS
Waterfront residence in the Inc. Village of Lloyd Harbor. Set on two professionally landscaped acres at the end of a quiet cul-de-sac, 6 Lighthouse Point Road offers a rare opportunity to experience waterfront living in one of Lloyd Harbor’s most beautiful and serene settings. This five-bedroom residence takes full advantage of its waterfront location with bucolic water views. Custom-designed gourmet kitchen with center island, generous prep space and large dining area. Additional living spaces are wonderfully suited for entertaining including a spacious dining room and a family room featuring a dramatic cathedral ceiling and double-sided fireplace which creates a warm and inviting gathering space. The oversized primary suite features large windows that emphasize the abundant light and waterviews. Hardwood floors run throughout both the first and second floor. Outside, beautiful plantings surround an expansive waterfront patio with a gas fireplace—the perfect place to entertain, unwind, watch the boats come and go from the harbor, and take in the views. The peaceful waterfront setting and two acres of professionally landscaped grounds create an exceptional sense of privacy and connection to the water. Residents also enjoy the exceptional lifestyle offered by Lloyd Harbor Village, including Village Camp, tennis, beach and mooring privileges, along with a dedicated Village Police Department. A truly special Lloyd Harbor waterfront property combining space, privacy, natural beauty, and an extraordinary location on the water. Private Road Association (Dues Req'd)

6 Lighthouse Point, Lloyd Harbor

839 W Park Avenue, Long Beach
$2,459,000
4 Beds ⋅ 4 Baths ⋅ 1039151 MLS
Welcome to 839 W Park Ave in the Beautiful City of Long Beach. This newly constructed 2015 Home features 4 Bedrooms (3 bedrooms en suite), Water Front Views and New Bulkhead. Open Floor Plan Welcomes You into a Living Room - Dining Area - Kitchen with Magnificent Bay Views. The Adjacent Water Front Deck Leads to a 50ft Walkway Accommodating Two Boat Slips and an Additional 20ft Floating Dock. Perfect for Summer Entertaining and Perfect For Year-Round Views. A Formal Dining Room / Office, a Bedroom and Full Bath Complete this Level. The Upper Level Boasts an Oversized Water Front En Suite Primary Bedroom with His & Hers Walk-in Closets. The Morning Sunrise Views from the Deck at this Level are Breathtaking - Second to None! Two En Suite Bedrooms and Conveniently Located Laundry Facility Complete this Third Story Level. All Bathrooms are Fully Tiled - Extensive Baseboards and Crown Moulding Thru-out - Homeowner Spared No Expense - Including an Interior Elevator You can Access from all Three Levels. Beach Access? No Problem - Two Block Walk to Beach Entrance on Pennsylvania Ave or Arizona Ave and Four Block Walk to The Fabulous 2.2 Mile Long Beach Boardwalk on New York Ave. If You're Looking For a Home with all These Features and More, Call Today to Make an Appointment for a Private Viewing.

839 W Park Avenue, Long Beach

380 The Strand, East Marion
$3,250,000
3 Beds ⋅ 2 Baths ⋅ 1038472 MLS
There are houses with water views, and then there are houses where the water is the whole point. Located in a waterfront beach community with tennis and pickleball, 380 The Strand delivers the rare North Fork combination of waterfront, an elegant renovation, community amenities, and a setting that feels quietly removed from the world-while still being exactly where you want to be. Picture perfect with the kind of wide-open sunset views that make dinner plans feel beside the point. Lovingly reimagined and offered turnkey, it has the ease of a summer house with the finish and comfort to make it very hard to leave in September. The interiors are fresh, warm, and thoughtfully done-nothing fussy, nothing to "fix". Just arrive, unpack, and settle into the rhythm of the North Fork. A garage adds welcome practicality, while the property offers room for a pool should one feel inclined to make a very good thing even better.

380 The Strand, East Marion

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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