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767 Montauk Highway, Quiogue
$9,800,000
8 Beds ⋅ 7 Baths ⋅ 1031579 MLS
MEADOWCROFT | QUIOGUE A Hamptons estate so extraordinary, an entire book was written about it. Set on 6.9; waterfront acres at the head of Quantuck Creek in Quiogue, Meadowcroft is a rare historic compound offering more than 9,500 square feet of interior living space with eight bedrooms and seven bathrooms, nearly 600 feet of bulkheaded waterfront, a private dock, waterside pool and spa, tennis court, vintage guest cottage and detached two-car garage. Built in 1903–1904 for industrialist Theodore Eaton Conklin and designed by celebrated architect Wilson Eyre, the estate carries a remarkable architectural legacy, including an association with Louis Comfort Tiffany. More than a century later, Meadowcroft remains a property that simply could not be recreated today. Sweeping lawns descend toward the protected waters of Quantuck Creek, creating extraordinary privacy and captivating water views. The scale of the property provides the feeling of a true Hamptons compound, with multiple structures and exceptional space for entertaining, recreation and multigenerational living. For its next owner, Meadowcroft presents two equally compelling opportunities: preserve and reimagine one of the Hamptons' storied historic estates, or explore the possibilities afforded by nearly seven acres of valuable waterfront land, subject to all applicable zoning, governmental approvals and independent due diligence. 6.9; acres. 9,500+ square feet. Nearly 600 feet of waterfront. More than 120 years of history. One extraordinary opportunity.

767 Montauk Highway, Quiogue

19 Jagger Lane, Westhampton
$8,950,000
7 Beds ⋅ 9 Baths ⋅ 1033957 MLS
Situated on over 4 acres spectacular waterfront acres, this extraordinary estate offers the perfect blend of luxury, privacy, and timeless sophistication. This exceptional residence showcases impeccable craftsmanship, hardwood floors, and breathtaking water views from nearly every room. Designed for elegant entertaining and everyday living, the home features four fireplaces, a gourmet chef's kitchen with Viking and Sub-Zero appliances, propane cooking, a spacious walk-in pantry, and a stylish wet bar. The first floor offers two ensuite bedrooms and a laundry/mudroom conveniently located off the 3-car garage. The second level includes five luxurious bedroom suites, a private office, and a spacious media room. Outside, enjoy a heated Gunite pool surrounded by a beautiful mahogany deck, hot tub, and a gazebo, all situated within the park-like grounds. A brick paver driveway completes the impressive curb appeal. This waterfront estate offers an unparalleled lifestyle, combining luxury amenities, and breathtaking views. Some photographs have been digitally enhanced and/or virtually staged to illustrate the property's potential while preserving its overall character.

19 Jagger Lane, Westhampton

1140 Park Avenue, Mattituck
$11,500,000
5 Beds ⋅ 5 Baths ⋅ 1036287 MLS
Welcome to one of the East End's most distinguished estates. This waterfront property, built in the early 1900s, is situated on 3.24 acres and offers 170 feet on one of the North Fork’s most coveted stretches of pristine coastline, overlooking Peconic Bay, This offering represents a legacy opportunity. Upon arrival, the grandeur of the home makes a lasting impression with its sprawling lawn, magnificent trees, manicured grounds, and classic New England-style residence featuring an understated wrap-around porch and porte-cochere entry. Several years ago, the residence underwent a meticulous renovation that preserved its historic features while incorporating modern design elements and craftsmanship, enhancing the home's timeless beauty amid its coastal setting. Entering through a grand vestibule, you are welcomed by a double set of wide wooden doors with large inset glass. The spacious formal living room, complete with exposed beams, detailed oak paneling, a wood-burning fireplace, and weight-and-chain windows, provides a warm atmosphere while embracing views of the bay. The open and airy dining room features sliding doors that lead to a covered porch and provides access to a quaint library for more intimate conversations. The home's kitchen is designed for entertaining and enjoys abundant natural light. It boasts an oversized island, chef-grade appliances, custom cabinetry, beautiful countertops, and a hostess pantry, combining functionality with elegance. The casual dining area in the sunroom is surrounded by windows, allowing natural light and showcasing cascading hydrangeas, perfect for enjoying sunrises. Additionally, there is a side door leading to a blue stone patio for outdoor cooking and access to the home's waterside yard. The sunroom also includes a small alcove with floor-to-ceiling windows, providing extra seating or a quaint office space that highlights the natural beauty outdoors. The open floor plan incorporates a lounge anchored by a gas fireplace, making hosting easy with the kitchen's close proximity. The intricate staircase, both restored and timeless, leads to the home's five bedrooms, three of which face south to maximize the views. The primary ensuite captures the waterfront view and includes a spa-inspired bathroom with a soaking tub and an oversized walk-in closet. The Jr. Primary ensuite is spacious and overlooks the backyard. Two additional bedrooms, also facing the water, share a full bathroom, while the final bedroom is ensuite and overlooks the side of the property. The residence features a unique, restored two-story boathouse, providing access to the double-tiered bulkhead and beach. This space is ideal for intimate gatherings and enjoying the sound of the waves. The expansive property additionally includes a Gunite pool with a covered outdoor lounge, a powder room, and a three-car garage. Encapsulated by mature trees and hedges, the property offers exceptional privacy and serenity. Whether you are looking for a summer sanctuary or a year-round estate, this property offers a level of prestige that rarely hits the market.

1140 Park Avenue, Mattituck

Mattituck
$4,500,000
2 Beds ⋅ 2 Baths ⋅ 1036267 MLS
A rare opportunity to own a piece of history on Laurel Lake, a 33 acre kettle lake located in the hamlet of Laurel just 1 1/2 miles southwest of Mattituck. The structure was originally built as a "hunting lodge" by the Beverwyck Brewing Company of Albany, NY and placed on the lake at the 1939-1940 World's Fair in Queens to promote its beer. After the fair, the structure was relocated to its new home on Laurel Lake with 126' of lake frontage. The property was extensively restored in 2019. You have to see it to believe it! No description will ever do it justice, but certainly nothing like this exists on the North Fork of Long Island. Whether you are an avid fisherman or just inclined to sit back and enjoy the wildlife the lake attracts, a world of peace, tranquility, and beauty awaits you.

Mattituck

21515 Soundview Avenue, Southold
$2,595,000
3 Beds ⋅ 2 Baths ⋅ 1033102 MLS
Life on the North Fork doesn't get better than this! Set along the Long Island Sound in one of Southold's most desirable locations, this chic waterfront escape offers sweeping water views, sensational sunsets, and effortless coastal living. Renovated in 2016 and completely move-in ready, the home blends sophisticated style with relaxed comfort, creating the perfect setting for both entertaining and quiet moments by the sea. Thoughtful upgrades include radiant floor heating, ducted heating and cooling with remote access, marble countertops, updated mirrors and light fixtures, keyless entry, Sonos speakers, and a beautifully appointed chef's kitchen. The primary suite includes a gorgeous bathroom, featuring a sculptural egg-shaped soaking tub perfectly positioned to capture the sunset views, separate shower and double sinks. The primary also has an office nook, and custom walk-in closet. Outdoor living is at the heart of the property. An expansive sun deck provides ample space for dining, lounging, entertaining, or morning yoga, while private stairs lead directly to the sea. A rare grandfathered lower waterfront platform creates an extraordinary setting at the water's edge for cocktails, Pilates, or simply taking in the sights and sounds of the Sound. The outdoor audio system extends the experience all the way to the property's iconic Whale Rock. Additional highlights include a detached garage offering potential for conversion into additional living space with proper permits. With dramatic water views, unforgettable sunsets, and a lifestyle centered around the Sound, this is North Fork waterfront living at its finest.

21515 Soundview Avenue, Southold

1007 W Shore Road, Mill Neck
$6,846,000
8 Beds ⋅ 6 Baths ⋅ 1033511 MLS
Welcome to 1007 West Shore Rd, Mill Neck, an extraordinary estate where timeless Neo-Classical architecture meets exceptional craftsmanship, with panoramic harbor views from nearly every room. Perched high above the water on Long Island’s prestigious Gold Coast, this residence draws inspiration from the grand estates of ancient Greece and Rome. Defined by its striking symmetry, stately full height columns, elegant proportions, and refined architectural detailing, the home embodies a level of sophistication and permanence rarely found in today’s luxury market. A magnificent double height foyer welcomes you with soaring 12 foot ceilings and an impressive dual curved mahogany staircase, setting the tone for the grandeur that unfolds throughout this remarkable residence. Rich mahogany craftsmanship is showcased in every detail from the custom doors, staircases, intricate moldings, and built-ins to the distinguished executive library, complete with handcrafted millwork, a window seat, and exquisite 24-karat gold gilded details. Designed for both elegant entertaining and comfortable everyday living, the residence offers 8 bedrooms and 5 and a half luxurious custom marble bathrooms. The grand formal living room and oversized formal dining room are framed by breathtaking harbor views, while the dining room is enhanced by custom mahogany built-ins and hand-applied 24 karat gold leaf detailing. The spacious eat-in chef’s kitchen opens to a private deck and front balcony, creating the perfect setting to enjoy morning coffee while overlooking the sparkling water views. The inviting family room, executive library, powder room, and thoughtfully designed entertaining spaces complete the main level. The luxurious primary suite serves as a private sanctuary, featuring spectacular panoramic water views, generous walk-in closets including a cedar closet, and a spa-inspired marble bathroom complete with a steam shower, Jacuzzi tub, and refined finishes. The upper level offers 4 bedrooms, including the primary suite, with 3 bedrooms enjoying private en-suite marble bathrooms. An elegant sitting area overlooking the harbor and a secondary spiral staircase provide both beauty and convenience. The fully finished walk out lower level expands the home’s exceptional living space, offering 4 additional bedrooms, a full bathroom, an expansive recreation and living area, and direct access to the patio overlooking the picturesque English gardens and tranquil water views beyond. Every full bathroom is beautifully appointed with luxurious marble finishes, Jacuzzi tubs, and steam showers, reflecting the uncompromising attention to detail found throughout the home. Brazilian hardwood flooring, custom Marvin windows, smart thermostats, and a whole house AquaSure water filtration system further enhance both comfort and quality. Outside, the estate continues to impress with beautifully landscaped grounds inspired by traditional English gardens, multiple terraces and outdoor entertaining spaces, an oversized driveway capable of accommodating numerous guests, and an attached 3 car garage. Completed in 1993 and designed by a renowned Manhattan architect, 1007 West Shore Road is more than a home, it’s a legacy estate. Combining timeless Neo-Classical architecture, extraordinary craftsmanship, and one of Mill Neck’s most captivating settings, this is a rare opportunity to own a residence of enduring elegance, distinction, and unmatched beauty.

1007 W Shore Road, Mill Neck

15 Little Cobb Road, Water Mill
$8,500,000
4 Beds ⋅ 3 Baths ⋅ 1034186 MLS
Perched on a hill overlooking breathtaking Mill Creek and Mecox Bay, 15 Little Cobb Road offers a rare combination of panoramic waterfront views, privacy, and history in the heart of Water Mill. Set in an X flood zone with no wetlands and fully bulkheaded, this exceptional property enjoys peace of mind along with one of the most beautiful outlooks on the East End. Once home to Toby and Dan Talbot, the pioneering couple behind Manhattan's legendary art-house theaters including the New Yorker and Lincoln Plaza Cinemas, the residence carries a quiet cultural legacy. Here, far from the projection booths of the Upper West Side, the Talbots spent their summers overlooking the same waters that have drawn artists, writers, and filmmakers to the Hamptons for generations. The home is designed for relaxed waterfront living, with a waterside stone pool, brick patio, private floating deck, covered porches, and porte cochere, all positioned to capture the extraordinary setting. Inside, the main level offers warm and inviting living spaces, including a dining room and sunroom each with wood-burning fireplaces, a bright kitchen with breakfast nook, and a private guest suite with screened porch. Upstairs, the primary suite commands sweeping views over the bay, joined by additional guest bedrooms, office space, and flexible third-level rooms, with room to add a full basement if desired. Just minutes from Southampton and Bridgehampton Villages, yet set in a peaceful waterfront enclave, this is a home that reflects the true spirit of Water Mill timeless, elevated, and deeply connected to the landscape. A rare opportunity to own not only a beautiful waterfront property, but a piece of Hamptons cultural history

15 Little Cobb Road, Water Mill

16 Cricket Path, Remsenburg
$8,495,000
7 Beds ⋅ 6 Baths ⋅ 1033478 MLS
Sited on 200 feet of waterfront on Moriches Bay, where exceptional architecture, superior craftsmanship, and unparalleled views come together in perfect harmony. Thoughtfully designed to capture the water views from nearly every room, this 7-bedroom, 6-bath residence offers an effortless blend of modern elegance and timeless luxury. Built to the highest standards in 2016 by Sea Level Construction, the home features radiant heated floors, central air, and a chef's kitchen appointed with Sub-Zero and Wolf appliances. Walls of glass create a seamless connection to the outdoors, where a spectacular gunite infinity-edge pool and spa, marble patios, and sweeping waterfront vistas create a true resort-like setting. Every detail has been thoughtfully curated to deliver an uncompromising luxury lifestyle. Completing the offering is an oversized two-car garage, state-of-the-art systems, and an unmatched level of quality rarely found on the East End. 16 Cricket Path is more than a waterfront home—it's a statement of timeless design, exceptional quality, and luxury living at its finest.

16 Cricket Path, Remsenburg

676 Derby Avenue, Woodmere
$3,200,000
4 Beds ⋅ 4 Baths ⋅ 1033428 MLS
WELCOME TO THIS WATERFRONT PROPERTY IN WOODMERE WHICH IS TOUCHED BY WATER ON TWO SIDES. IT'S A HIDDEN GEM AND TRUE DIAMOND IN THE ROUGH. THIS RARE EXPANSIVE DOUBLE PARCEL BOASTS A UNIQUE DUAL-WATERFRONT SETUP WITH THE QUIET CHARM OF THE FIVE TOWNS. THIS MODERN PENINSULA DELIVERS BREATHTAKING PANORAMIC WATER VIEWS, STUNNING SUNSETS AND A LEVEL OF PRIVACY RARELY FOUND IN TODAY'S LUXURY MARKET. THIS HOME EXUDES A MAJESTIC PRESENCE WHILE MAINTAINING A STEALTH-LIKE ELEGANCE THROUGHOUT. EVERY ROOM HAS BEEN THROUGHLY AND THOUGHTFULLY DESIGNED TO MAXIMIZE THE EXTRAORDINARY WATERFRONT SURROUNDINGS. THIS HOME FEATURES 4 BEDOOMS AND 3.5 BATHS. THE HEART OF THE HOME IS A FULLY UPDATED MODERN KITCHEN DESIGNED WITY HIGH-END FINISHES AND APPLIANCES. THIS IS EVERYDAY RESORT STYLE LIVING COMPLETE WITH DECKING OVERLOOKING TOTAL TRANQUILITY. LAUNCH PADDLE BOARDS AND KAYAKS FROM YOUR OWN SHORELINE. THIS ATHLETE'S RETREAT FEATURES A REGULATION FULL-SIZE BASKETBALL COURT ONCE HOME TO SPIRITED LOCAL LEAGUES AND COUNTLESS JOYFUL COMMUNITY MEMORIES. THE VIRTUAL RENDERING SHOWS A POTENTIAL SWIMMIMING POOL LAYOUT IN PLACE OF THE EXISTING BASKETBALL COURT. THIS PROPERTY OFFERS A BLANK CANVAS TO BUILD A STUNNING BACKYARD POOL AND CREATE YOUR OWN PRIVATE OASIS. PERHAPS, ONE OF THE MOST REMARKABLE FEATURES BEYOND THE LOCATION AND CONDITION IS THE EXCEPTIONALLY LOW ANNUAL TAXES OF APPROXIMATELY 14,000-AN INCREDIBLE VALUE FOR A PROPERTY OF THS CALIBER. Listing may include images that have been digitally altered, enhanced or virtually staged.

676 Derby Avenue, Woodmere

59 Laurel Avenue, Seaview
$3,490,000
4 Beds ⋅ 2 Baths ⋅ 1033203 MLS
Oceanfront on Laurel Street in Seaview (Brookhaven) — Fire Island's Most Coveted block Welcome to 59 Laurel Avenue, a rare oceanfront offering just steps from the sand on the Brookhaven side of Seaview. This 4-bedroom, 2-bathroom midcentury ranch sits on a standard 60' x 100' lot, tucked behind a pre-Sandy, mature, vegetated dune that delivers natural beauty, privacy, and real protection from the elements — even through Hurricane Sandy, the home saw no water intrusion. With just 12 homes on Laurel Avenue, the beach out front stays serene and uncrowded, even on peak weekends like the Fourth of July. A 3-minute walk takes you to Seaview's ball field, playground, bay beach, and six pristine clay tennis courts. Bike 5 minutes to the shops and restaurants of Ocean Beach, or stroll 10 minutes to Seaview Market and the ferry terminal. Renovate the existing home or build your custom dream retreat: Desirable Brookhaven zoning allows up to a 2,100 SF footprint, 2.5 stories, allowing 4,000+ square foot of living space — room for a pool, roof deck, and every modern amenity. And with annual taxes of just $6,247 and flood insurance of only $670/year, the carrying costs are as attractive as the address. Opportunities like this in Seaview are exceedingly rare—don't miss your chance to own a piece of Fire Island paradise.

59 Laurel Avenue, Seaview

450 Oyster Bay Road, Matinecock
$2,895,000
7 Beds ⋅ 9 Baths ⋅ 1033116 MLS
Beautifully renovated, this elegant classic Colonial is nestled in the heart of Locust Valley, offering timeless charm and exceptional modern amenities. Set on five breathtaking acres with sweeping lawns and a picturesque spring-fed pond, this one-of-a-kind estate is a true North Shore retreat. The home features a stunning state-of-the-art eat-in kitchen, beautifully updated bathrooms, and thoughtfully designed living spaces that blend classic elegance with contemporary comfort. Designed for both everyday living and entertaining, the property includes an exceptional pool house complete with an old-fashioned parlor, full kitchen, sauna, gym, and game room. Additional highlights include a spacious one-bedroom guest cottage, a charming playhouse, in-ground pool (not being represented, needs to be completed), creating the ultimate compound. Offering unparalleled privacy, beauty, and resort-style amenities, this extraordinary estate is located in one of the North Shore's most sought-after communities—a rare opportunity to own a truly exceptional property in Locust Valley.

450 Oyster Bay Road, Matinecock

608 Shore Drive, Oakdale
$3,650,000
5 Beds ⋅ 5 Baths ⋅ 1029824 MLS
SUMMERWIND – An Extraordinary Waterfront Estate on the Connetquot River. Welcome to Summerwind, one of Oakdale’s most distinguished waterfront estates. Privately set behind stone gates on 1.09 beautifully landscaped acres, this custom-built residence offers approximately 6,286 square feet of luxurious living space, 200 feet of Connetquot River frontage, and a 150-foot private deep-water dock with float and direct access to the Great South Bay, Fire Island, and the Atlantic Ocean. Built in 2004 with exceptional craftsmanship, this three-story brick Colonial showcases Brazilian cherry hardwood floors, handcrafted custom millwork including archways & crown moldings, soaring ceilings, crystal chandeliers, wall sconces and timeless architectural details throughout. The gourmet chef’s kitchen features custom cabinetry, expansive granite countertops, premium appliances, pantry with additional refrigerator, and an oversized center island that opens seamlessly to the spectacular Great Room with a coffered ceiling and fireplace. The luxurious primary suite offers a private sitting area with fireplace, spa-inspired bath, his/hers walk-in closet suite has custom dressing room and built-ins with inlaid custom doors and island with marble tops and lighting, laundry shoot from primary bedroom to laundry room and a private balcony overlooking the resort-style backyard and waterfront. Additional guest suites, a formal dining room, music room, executive office, billiards room, home theater, recreation rooms, tremendous amount of closets for storage, a finished 2000 square foot third floor, and a full finished basement with outside entrance provide exceptional space and flexibility, and the outdoor living rivals a private resort with a 48’x 28’ freeform Gunite pool featuring a natural rock waterfall and waterslide, a 10’x14’ pool cabana, expansive covered terraces, natural stone patios, fire pit, professionally landscaped gardens, and a private sports court. Western exposure provides breathtaking sunsets over the Connetquot River. Built to an exceptional standard, the home features 2x6 construction, 600-amp electrical service, 45kw whole-house diesel backup generator, security cameras and alarm, dual-fuel heating (natural gas and oil), six-zone high-efficiency air conditioning, radiant-heated bathroom floors, separate electrical subpanels throughout the home, garage, and cabana, and a 4-inch water service. Situated at an approximate elevation of 11.5 feet in an X Flood Zone, no FEMA flood insurance is currently required. Summerwind is a rare opportunity to own one of Long Island’s premier waterfront estates—where timeless architecture, exceptional engineering, world-class boating, and resort-style living come together in one extraordinary property. A legacy estate unlike any other.

608 Shore Drive, Oakdale

879 Oceanfront, Long Beach
$4,995,000
5 Beds ⋅ 5 Baths ⋅ 1032224 MLS
A rare opportunity to own one of Long Beach’s most magnificent oceanfront estates, this custom-built, FEMA-compliant masterpiece boasts over 63 feet of private Atlantic beachfront. The fully furnished smart home blends luxury and energy efficiency, welcoming you with a grand 9-car driveway, mahogany garage doors, and a detached storage garage. Inside, an open-concept great room features cathedral ceilings, a grand staircase, and panoramic ocean views. The adjacent chef’s kitchen is equipped with custom finishes, GE Monogram appliances, dual dishwashers (Bosch and Miele), and a wine fridge. Designed for premium coastal living, the home features bamboo flooring, custom tile work, a DaVinci roof, and sound and security systems. Each of the 5 bright, airy bedrooms includes a private ocean-view balcony, highlighted by a primary suite with an oversized closet, oversized bathroom, and top-floor deck access. The property shines outdoors with over 2,000 square feet of living space, featuring 1,000 square feet of premium IPE decking overlooking the ocean. This private paradise is rounded out by a ground-floor bar and TV entertainment area, two outdoor showers, and custom pavers. Turn-key ready and fully optimized for modern living, this beachfront beauty is completely move-in ready. Proof of funds/pre-approval prior to showing.

879 Oceanfront, Long Beach

106 Cove Road, Northport
$4,495,000
6 Beds ⋅ 7 Baths ⋅ 1031732 MLS
Set on nearly 2 private acres overlooking the breathtaking waters of Duck Island, this extraordinary new construction estate is a rare opportunity to own one of Northport’s most spectacular waterfront homes. Spanning just under 8,000 square feet of living space, this custom-built masterpiece offers 6 bedrooms, 6.5 baths, and a level of craftsmanship that is evident in every detail. Designed for both everyday living and effortless entertaining, the open floor plan is anchored by a stunning chef’s kitchen featuring premium Sub-Zero refrigerator, Wolf gas stove and Wolf microwave an oversized quartz center island, a walk-in pantry, and uninterrupted panoramic water views that become the backdrop to every gathering. A grand foyer with exceptional custom millwork sets the tone, while coffered ceilings, designer finishes, and a beautiful fireplace create a warm yet elevated atmosphere throughout the home. An elevator provides seamless access to all three levels, adding both convenience and sophistication. The primary suite is a private retreat unlike any other, complete with its own waterfront balcony, elegant tray ceilings, a dedicated makeup area, and an extraordinary custom walk-in closet featuring two center islands and beautifully designed cabinetry. Built with uncompromising quality from top to bottom, this exceptional residence features 10 foot basement ceilings, a 50 year architectural roof, and timeless Tando Beach House shake siding accented by custom Azek trim, creating a striking exterior that is both elegant and built to last. Outside, the resort-style grounds are every bit as impressive. A saltwater pool with a sun shelf overlooks the sparkling waters beyond, creating an outdoor setting that feels more like a five-star resort than a private residence. The sprawling double lot offers exceptional privacy and beautifully landscaped grounds, while a pea gravel driveway approach creates a striking first impression as you arrive. A temperature-controlled three-car garage provides the perfect home for any car collection. As an added bonus, enjoy access to a private beach just minutes away, offering the perfect place to relax, launch a paddle board or kayak, or simply take in Northport's picturesque waterfront lifestyle. Every room has been thoughtfully designed to capture the beauty of its surroundings, making this a home that is as unforgettable as the views themselves. A true Northport showpiece where timeless design, exceptional craftsmanship, and an unparalleled waterfront setting come together to create what can only be only be described as the new crown jewel of Northport!

106 Cove Road, Northport

18 Smith Lane, Jamesport
$5,499,000
13 Beds ⋅ 7 Baths ⋅ 1029909 MLS
LISTING IS FOR 6 HOMES AND .77 VACANT LAND! seller financing available! An exceptional opportunity to own a one-of-a-kind waterfront estate featuring 6 income-producing residences plus an adjoining nearly one-acre buildable lot, offering tremendous potential to expand the rental portfolio or create a spectacular multigenerational compound. The property includes two Bayfront homes—one offering 4 bedrooms and 3 bathrooms, the other has 3 bedrooms and 1.5 bathrooms—along with four additional houses, including two 2-bedroom houses and two 1-bedroom houses. The adjacent buildable parcel presents endless possibilities, whether for a custom waterfront residence, additional income-producing opportunities, or the ultimate private estate. A rare investment with multiple revenue streams, redevelopment potential, and breathtaking waterfront setting. Please do not go on the property without a scheduled appointment.

18 Smith Lane, Jamesport

195 Williamsburg Drive, Southold
$2,550,000
4 Beds ⋅ 4 Baths ⋅ 1023134 MLS
This breezy, open-concept home was made for hosting, with seamless flow and water views at every turn. Set on 101 feet of Corey Creek frontage, you get a brand-new bulkhead, your own boat ramp, and instant access to the bay. With 4 bedrooms and 3.5 baths, including both a first-floor primary ensuite and a second-floor primary suite, there's room for everyone to spread out in style. Two mahogany decks invite you to soak in those bay views, entertain friends, or just unwind with the coastal breeze. Effortless, elevated, and ready for summer. This is the one you've been waiting for. Near Cedar and Goose Creek beach, Sophie's Rest, tasting rooms, farm stands, vineyards, and all that the North Fork is known for!

195 Williamsburg Drive, Southold

32 Westland Drive, Glen Cove
$3,199,000
5 Beds ⋅ 4 Baths ⋅ 1023246 MLS
A Hamptons alternative with exceptional waterfront serenity, this expanded brick ranch offers breathtaking 180-degree views of Long Island Sound, spectacular sunsets, the Manhattan skyline, and passing boats. Located on iconic East Island (Morgan’s Island)—once owned entirely by J.P. Morgan Jr.—residents enjoy a private boat launch and exclusive access to two beaches. Renovated in 2005 and meticulously maintained, the home features hardwood floors throughout and dramatic wall of windows across the rear as well as the Primary bedroom, maximizing the stunning waterfront views. The home offers 5 bedrooms, including a luxurious primary suite with radiant-heated bath with soaking tub, spa shower, and towel warmer, two walk-in closets, and panoramic western water views. Two additional bedrooms and hall bath are on the main level, while the second floor features a private guest bedroom with a full bath and abundant storage. The spacious kitchen includes a center island, granite countertops, Terra Cotta quarry tile flooring, a walk-in pantry, Sub-Zero refrigerator, Miele dishwasher, and garbage disposal. The living room with a propane fireplace and the dining room with custom built-ins showcases sweeping water views. Additional highlights include two laundry rooms (main and upper levels), an attached two-car garage, burglar and fire alarm systems, four-zone central air, a four-zone Buderus oil-fired heating system, a brand-new hot water heater, and a whole-house generator. NOT IN A FLOOD ZONE!

32 Westland Drive, Glen Cove

1600 King Street, Orient
$8,400,000
6 Beds ⋅ 7 Baths ⋅ 964447 MLS
Rare opportunity to own a uniquely private 7.49-acre bay front estate in Orient Village. This exceptional waterfront property features a spacious 5700 sq ft main residence with 6 bedrooms, 7 baths, three wood burning fireplaces, three bay garage, expansive front and rear covered porches and panoramic bay views. The 20 x 44 heated pool is complemented with a 860 sq ft pool house featuring open common area, kitchenette, full bath, laundry, two changing rooms, outdoor shower, & porch – creating an ideal setting for entertaining and summer living. A fully fenced clay 60 x 120 ft tennis court is expertly sited, so sun glare is never an issue. The property offers an additional free-standing two-bay garage with second floor bonus space providing flexible options for recreation, boat/bike storage or studio space. The 195 ft wide private walkout bay beach offers sweeping Harbor views of Long Beach State Park, Bug Light House and Orient Yacht Club. The property is ideally located within walking or biking distance to the Village of Orient, Orient Yacht Club, local marinas, Post Office, the Country Store, Oysterponds Historical Society and all village amenities.

1600 King Street, Orient

29 Tiana Circle, Hampton Bays
$4,499,000
4 Beds ⋅ 4 Baths ⋅ 1029440 MLS
First time to market, this designer-created waterfront estate on prestigious Rampasture Point captures the essence of Hamptons coastal living with breathtaking views of Tiana Bay and a private beach. Completely reimagined inside and out, this 4-bedroom, 3.5-bath smart home showcases exceptional craftsmanship, sophisticated finishes, and seamless indoor-outdoor living. A dramatic oversized pivot entry door opens to soaring ceilings, walls of glass, wide-plank white oak floors, custom millwork, Phillip Jeffries designer wallcoverings, statement lighting, and panoramic waterfront views. The chef’s kitchen features custom inset cabinetry, honed quartz countertops, a handcrafted range hood, Thermador appliances, and a designer coffee bar, flowing effortlessly into the dining and living spaces anchored by a natural-gas fireplace. The luxurious primary suite offers vaulted ceilings, designer lighting, a private coffee bar, and a waterfront balcony overlooking Tiana Bay. The spa-inspired primary bath features a freestanding soaking tub positioned beside a picture window with open-bay views. Motorized shades and smart-home technology provide effortless modern living, while multiple beverage stations and two temperature-controlled wine refrigerators enhance entertaining. The designer-created outdoor living space is an extension of the home, featuring expansive waterfront decking, a fully equipped outdoor kitchen, elegant dining and lounge areas, and a private gazebo overlooking the bay. A private beach provides direct access to kayaking, paddleboarding, boating, swimming, and shoreline walks, room for a pool. A whole-house generator provides year-round peace of mind, with room for a pool to further enhance the resort-style setting. Minutes from the sandy white beaches of Dune Road, premier marinas, waterfront dining, shopping, and the best of the Hamptons lifestyle, this is a rare opportunity to own a truly exceptional designer waterfront estate.

29 Tiana Circle, Hampton Bays

25 Lake Road, Lake Success
$6,300,000
6 Beds ⋅ 7 Baths ⋅ 1028608 MLS
25 Lake Road | Waterfront Contemporary on the Golf Course — Village of Lake Success | Smart Home. 10816 Sqft On 0.92 Acres. A Masterpiece of Waterfront Luxury: Where elite contemporary living meets country club prestige. This custom-built 2002 contemporary estate offers an extraordinary blend of privacy, grand scale, and resort-style living, uniquely positioned on the waterfront alongside the rolling greens of a private golf course. The dramatic split-level layout showcases soaring ceilings and walls of glass, framing a state-of-the-art chef's kitchen, a refined private library, and 6 bedrooms with 7 designer bathrooms—including a palatial primary suite with panoramic water views. The resort-caliber grounds feature a heated pool, fireplace, a finished pool house, a full outdoor kitchen, and a fenced basketball court. The estate is approached via a grand horseshoe driveway with parking for over 10 vehicles, complemented by an attached 3-car garage. Set within the exclusive, gated Village of Lake Success, residents enjoy private police, an 18-hole golf course, tennis and pickleball courts, and community pools. Zoned for Blue Ribbon Lakeville Elementary and Great Neck South schools, with seamless access to the LIE and GCP. All information is deemed reliable but not guaranteed. --------------- Architecture: Custom-built 2002 contemporary with dramatic split-level layout and glass walls.///Primary Suite: Palatial waterfront sanctuary featuring panoramic views and designer spa bath.///Culinary Kitchen: State-of-the-art chef's kitchen with premium finishes and appliances.///Outdoor Oasis: Heated pool, finished pool house, full outdoor kitchen, and fenced basketball court.///Parking: Grand horseshoe driveway for 10+ vehicles plus an attached 3-car garage.///Community: Exclusive Village of Lake Success with private police and 18-hole golf course.///Recreation: Private village access to tennis, pickleball courts, and community pools.///Education: Top-tier, Blue Ribbon Lakeville Elementary and Great Neck South Schools. All information is deemed reliable but not guaranteed.

25 Lake Road, Lake Success

38 Landing Meadow Road, Smithtown
$3,995,000
7 Beds ⋅ 6 Baths ⋅ 1022766 MLS
Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12’ horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

38 Landing Meadow Road, Smithtown

90 Lakeside Lane, Westhampton
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 1026057 MLS
Westhampton Lakeside Post Modern - Move-in condition - exceptional opportunity! This delightful lakefront Post Modern home is sited in a private cul-de-sac community on 1.34 acres, offering seasonal water views. A retreat to enjoy year round, this spacious light-filled residence boasts four exposures , soaring ceilings, har-tru tennis court, heated in-ground pool, outdoor shower and a four-seasons room making it the perfect place to entertain and enjoy fun-filled summers and cozy, quiet off season months. Beautifully maintained this meticulous home has new roof, new windows, new hvac, lighting, new pool liner and equipment, in addition to all new property fencing. The first level offers bright open-concept floorplan, featuring living room with vaulted ceilings, wood burning fireplace, fully equipped eat-in kitchen with stainless appliances, large dining area, spacious primary suite, guest bedroom , full bath and large den . Second level offers two generously sized bedrooms with a shared full bath. The finished lower level provides a great flex space perfect for gym, media room, playroom, etc. Ideally located to enjoy all that Westhampton has to offer, including the newly redesigned Westhampton Beach Village Main Street with the Performing Arts Center, notable restaurants and shoppes, the best ocean beaches and more.

90 Lakeside Lane, Westhampton

59 Gale Avenue, Seaview
$4,200,000
3 Beds ⋅ 2 Baths ⋅ 1024784 MLS
Rare opportunity to own an oceanfront home with a pool in Seaview. This thoughtfully designed single-level residence offers 3 bedrooms and 2 full bathrooms, with a layout that maximizes the surrounding scenery. Large glass sliders on the ocean side open to a spacious front deck with sweeping water views, while sliders on the rear of the home lead to the private pool area. Positioned on the back side of the home, the pool enjoys a unique design feature that allows for direct sightlines through the house to the ocean, creating a seamless connection between the outdoor living spaces. Whether you're relaxing on the oceanfront deck or enjoying the pool, the home is designed to make the most of its exceptional setting. With one-level living, stunning ocean views, and the rare combination of oceanfront location and private pool, this Seaview property presents an exceptional opportunity in one of Fire Island's most sought-after communities.

59 Gale Avenue, Seaview

75 Yacht Club Road, Babylon
$2,099,999
4 Beds ⋅ 4 Baths ⋅ 1026094 MLS
Live the Waterfront Dream in Babylon Village Welcome to 75 Yacht Club Road — a stunning 2018-built bayfront estate offering 130 feet of vinyl bulkhead and 80 feet of pristine bay frontage, with sweeping, unobstructed views across Great South Bay to the Robert Moses Causeway Bridge, and Fire Island visible on clear days. Wake up to breathtaking sunrises and unwind to stunning sunset views from nearly every room in the house. This home sits in Babylon Village, one of the hottest neighborhoods on Long Island, with residents enjoying access to the village pool, village golf course, and the charming shopping and dining scene of downtown Babylon Village — all just minutes from your front door. Set on a quiet dead-end street, this is, quite simply, the best piece of waterfront and bayfront property in Babylon Village — the best views, the best location, and a once-in-a-lifetime opportunity to make it yours. Built to modern FEMA flood elevation standards, this home offers genuine peace of mind alongside luxury: flood insurance runs under $760 per year for maximum coverage, surcharges included. This home is as efficient as it is beautiful. Every exterior wall — including the crawl space — is fully spray foam insulated, resulting in remarkably low utility costs year-round, with the home comfortably maintained at 71 degrees in summer and 72 degrees; in winter. Sellers are happy to provide utility statements to any interested buyer, showing bills that stay in the hundreds of dollars, not even reaching a thousand a month. This is a true smart home from top to bottom — security cameras, alarm system, and appliances are all seamlessly integrated into a fully functional smart home setup, included with the sale. Monitor, control, and secure your home right from your phone. Natural hardwood flooring flows throughout every room, adding warmth and timeless craftsmanship to every space. Car enthusiasts, take note: EV Charger and the oversized 2-car garage was thoughtfully built with the height clearance and structural support needed for two auto lifts, offering the potential to store up to 4 vehicles indoors (lifts not included). The garage also comes equipped with three Garage Gator ceiling-mounted storage lifts, keeping bikes, seasonal gear, and equipment neatly stored overhead and off the floor. Boating life doesn't get easier than this. A boat lift rated for 14,000 lbs, a dedicated jet ski elevator lift, and a marine davit — each rated to 1,500 lbs — mean your entire fleet, including jet skis/wave runners, kayaks, and sailboats, is ready to go the moment you step outside. And here's the showstopper: the sale includes a 1997 Formula 312 Fast Tech race boat, valued at nearly $50,000, completely free of charge. Freshly refitted with two brand-new motors with less than two hours of run time, this boat is ready to hit the water immediately, with ownership transferring directly to the buyer at closing. Step into your new home and your new boat on day one. Inside, the home blends comfort and coastal elegance — an open, light-filled layout with a gourmet chef's dream kitchen featuring quartz countertops and stainless steel appliances, a primary suite with a spa-like bath (glass vessel sinks, Toto smart toilet), and a striking open-tread staircase that anchors the great room. Outside, low-maintenance synthetic turf and Nicolock paver patios front and back are made for entertaining, anchored by a built-in natural gas Weber grill — no more hauling or refilling propane tanks, ever. One of Long Island's most desirable villages. Waterfront homes like this rarely come available, and this one comes with its own ride.

75 Yacht Club Road, Babylon

353 Centre Island Road, Oyster Bay
$4,998,000
3 Beds ⋅ 3 Baths ⋅ 1026267 MLS
Immerse yourself in this stunning waterfront villa on Centre Island. Although newly rebuilt inside and out, the original character of this 1929 colonial creates an amazing synergy between modernity and history. Perched comfortably above the bay, the backyard slopes gracefully towards the water's edge with a new seawall. The professional landscape plan not only created beautiful grounds, but a number of entertaining and play areas, including a dining terrace with built-in barbeque/prep station. On the eastern side of the home, you are met by a sizeable driveway and a separate two car garage. Upon entering the front door, a beautiful onyx kitchen welcomes you. The charming dining room anchored by its fireplace, French doors face west, allowing you to take in the spectacular views. The cozy living room and its complementary fireplace. Through large French doors is an inviting covered terrace, making it the perfect place to entertain guests, or for intimate moments looking at sunsets over the bay. In addition to the stairs, all floors are accessible via a new elevator. The grand master bedroom comes complete with two large fully outfitted closets and a spa quality bathroom with unparalleled water views from shower and tub. A private balcony off the master offers the perfect place to enjoy a sunset or morning coffee. There are two additional bedrooms, a marble bath, and a small office on the second floor. The perfect weekend getaway or main residence this Centre Island home offers a turnkey option for any waterfront buyer could want. Truly A One-Of-A-Kind! Call For Details.

353 Centre Island Road, Oyster Bay

Peconic
$5,700,000
4 Beds ⋅ 3 Baths ⋅ 1024359 MLS
An Exclusive North Fork Bayfront Retreat in an Unrivaled Private Setting Experience the beauty of one of the North Fork’s most coveted private waterfront locations. Perfectly positioned beside protected land, this exceptional property offers sweeping views of Peconic Bay and a picturesque view of the Little Creek inlet its a setting that can never be replicated. Owned by the same family for generations, this remarkable waterfront property presents a once in a lifetime opportunity to own a truly special piece of North Fork history. Wake to breathtaking sunrises, take in the ever changing views of Peconic Bay and the creek inlet, and enjoy the privacy and serenity that make this one of the North Fork’s premier waterfront settings. A legacy property where protected land, spectacular water views, and unmatched privacy come together. Room for pool overlooking tranquil pristine sanctuary and creek. Private. Protected. One of a Kind.

Peconic

177 Albany Boulevard, Atlantic Beach
$6,299,000
7 Beds ⋅ 6 Baths ⋅ 1024817 MLS
Bayfront New Construction | 7 Beds | Private Dock | Pool | Rooftop Deck. Wake up to open bay water from nearly every room. This brand-new contemporary home sits on an oversized bayfront lot in the Village of Atlantic Beach, delivering 5,100 square feet of coastal luxury with sunrise and sunset views over the water. For boaters, it is rare. A new bulkhead, private deck, and dock put the bay at your back door, and the beach, boardwalk, and waterfront dining are minutes away. Inside, 7 bedrooms and 6 full baths give you room for family and guests without compromise. The primary suite is a retreat of its own, with a private balcony over the water, walk-in closet, and spa-style bath. High ceilings, custom finishes, and generous storage carry through every level. The first floor lives easy for entertaining, with 3 bedrooms, 2 full baths, a living room with wet bar, and an eat-in chef's kitchen anchored by a center island with granite counters and a wine refrigerator. Step outside to true resort living: a heated inground pool, a rooftop deck built for sunset gatherings, and a 2-car garage. Smart thermostat, whole-house sound, and a full entertainment system are built in. All of this behind the gates of Atlantic Beach, with 24/7 security, tennis courts, and the beach at hand, and quick access to JFK and Manhattan. This is bayfront living, brand new and move-in ready.

177 Albany Boulevard, Atlantic Beach

556 Dune Road, Westhampton
$3,599,000
4 Beds ⋅ 4 Baths ⋅ 1024503 MLS
Let this be your perfect Hampton beach home! Boasting panoramic views and natural flora, this destination home will be where you want to be ....always! Meticulously as well as beautifully maintained, it has been refreshed with all weather siding, decking along with all windows and doors replaced. The home benefits from highly efficient solar panels worth bragging about. 556 Dune Road warmly welcomes you with well tended gardens and flowering pathways. Entering the home's interior space, a sense of calm comes over you via the endless water views about the living room, dining area and remodeled kitchen. A first floor en suite is generous in size also offering grand views of the surrounding water front. Three additional bedrooms are on the 2nd floor, each offering ample space and sunlight. The rear deck, an extension of the home's inviting interior space, is ideal for entertaining, fitted with outdoor speakers. There is a convenient gated entrance to the home's heated pool and lounging area enhanced by lush, colorful flower boxes. Accessible directly behind the home is a private walkway leading to your own bay beach. Most convenient is the right of way to the ocean only a stone's throw away. A manicured island about the home's circular driveway, offers ample space for all those who will want to come for a stay. This home is a must see and experience the true vibe of Hampton living on Dune.

556 Dune Road, Westhampton

25 Bluff Point Road, Sag Harbor
$14,800,000
4 Beds ⋅ 6 Baths ⋅ 1025305 MLS
5 Bluff Point Road is a remarkable new waterfront residence overlooking Morris Cove, where award-caliber architecture and waterfront living converge in one of Sag Harbor's most coveted settings. The home represents a thoughtful study in proportion, light, and connection to the surrounding landscape. Clad in cedar board-and-batten siding and complemented by a detached double-height garage of matching architectural character, the property has been conceived as a complete design statement. Designed for effortless indoor-outdoor living, expansive wraparound terraces and a covered roof deck seamlessly extend the home's living spaces, creating an exceptional setting for both everyday enjoyment and entertaining. The residence offers four bedrooms and five-and-a-half bathrooms, where expansive walls of glass frame uninterrupted water views and draw natural light deep into the interiors. The home's relationship to the waterfront is its defining feature. A newly constructed bulkhead and private dock accommodate a boat of approximately 24 feet (+/-), providing immediate access to Sag Harbor's waterways. Beyond, Morris Cove serves as a tranquil backdrop, with changing tides and spectacular sunsets becoming part of the daily experience. Outdoor living is equally compelling. Complementing the heated 11' x 20' Gunite pool are expansive wraparound landscaped Porcelain Stone patios and terraces, thoughtfully designed as a natural extension of the home's architecture. The terraces connect directly to the primary suite and upper-level hallway, while the roof deck enjoys panoramic views across Morris Cove and is thoughtfully outfitted with a dumbwaiter, as well as pre-plumbed and pre-wired for a future kitchenette, creating an extraordinary venue for entertaining above the water. Privately situated within the coveted Bluff Point community, directly across the cove from the John Steinbeck compound, now a writers' retreat, and moments from Sag Harbor Village, 25 Bluff Point Road offers a rare opportunity to acquire a newly built waterfront home distinguished by exceptional design, direct water access, and an enduring sense of place.

25 Bluff Point Road, Sag Harbor

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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