luxury waterfront houses for sale Hampton Bays, United States

A Once-in-a-Generation Hamptons Bayfront Resort Legacy Estate Looking for the Ultimate Hamptons Bayfront Resort and Waterfront Business? Here it is. Presenting an extraordinarily rare, once-in-a-generation Hamptons Bayfront Resort and legacy estate on a spectacular stretch of pristine sandy Bay Beachfront. This exceptionally rare Hamptons Resort property and business opportunity offers six charming cottages with a total of 12 bedrooms, and 6 baths creating the ultimate private retreat, waterfront compound, or income-producing Bayfront business opportunity. A defining feature of this extraordinary offering is the expansive and exceptionally rare private fully equipped with water and electric two dock marina with dockage for up to 10 Boats, plus an additional 4 Jet Skis docks - an unmatched waterfront amenity rarely found in the Hamptons. Enjoy direct access to the open waters of Shinnecock Bay with effortless boating to the Atlantic Ocean. Set on a breathtaking sandy Bayfront Beach with panoramic water views and unforgettable sunrises, this one-of-a-kind waterfront oasis offers endless opportunities for recreation, relaxation, entertaining and business. Whether envisioned as a luxury family estate, boutique waterfront retreat, or premier resort-style business investment, this is a truly irreplaceable offering in one of the Hamptons' most coveted waterfront locations. Rarely does a Hamptons Bayfront business property of this style and scale, flexibility, and boating capacity ever become available.

Set along East Quogue’s highly sought-after Sunset Avenue, this 1.4-acre waterfront estate offers a rare combination of privacy, scale, and direct access to open water. Tucked deep off the road and framed by manicured hedges, a long private drive leads to the residence, creating a grand sense of arrival. With 100 feet of water frontage on Phillips Creek and views extending toward Shinnecock Bay, the property includes a deep-water dock designed to accommodate larger boats or multiple watercraft—ideal for those who love to spend their days on the water. Custom built in 2000, the home blends timeless Hamptons character with modern comfort. Wrapped in classic cedar siding with a brand-new cedar roof, it sits beautifully within its natural surroundings. Outdoors, the grounds are designed for recreation and relaxation alike—featuring a pristine bulkhead, heated gunite pool with spa, putting green, basketball court, outdoor grill, and a gas fireplace for year-round enjoyment. The western-facing backyard captures unforgettable sunsets over the bay, creating a perfect setting for gatherings. Inside, over 4,000 square feet of thoughtfully designed living space unfolds through a double-height foyer with coffered ceiling and floor-to-ceiling windows that frame panoramic water views. The open layout includes a spacious great room with a gas fireplace, formal and casual dining spaces, and a chef’s kitchen equipped with Viking and Sub-Zero appliances, dual dishwashers, double sinks, and counter seating for easy entertaining. Upstairs, the primary suite serves as a private retreat with a balcony overlooking the bay, a walk-in closet, and a spa-like ensuite with a soaking tub and dual shower. Every bedroom in the home enjoys water views, including a second bedroom with its own private balcony. Two additional bedrooms are set within a separate wing with an adjoining den—ideal for guests, family, or office use. A fifth bedroom completes the level, offering flexibility and comfort for all. Additional highlights include custom trim throughout, a full-house generator, three-zone climate control, custom blinds, and a three-car garage. From its deep-water dock to its sunset views, this estate delivers the essence of Hamptons waterfront living—whether as a summer escape or year-round home.

Experience the perfect blend of comfort, luxury, and waterfront living at 9 Shinnecock Road in East Quogue. Ideally located south of the highway in the desirable Shinnecock Shores community, this custom-built 2010 home offers breathtaking views of Shinnecock Bay & Ponquogue Bridge with exclusive beach rights, all just 82 miles from Manhattan. Spanning 3,569 square feet on a manicured 0.26-acre lot, the cedar-shingled residence features 4+ spacious bedrooms, 4 bathrooms, and refined interior finishes throughout. The open-concept main level includes a welcoming entry foyer designed with a sightline to the open bay, a cozy den with gas fireplace and built-ins, and a living/dining area framed by Andersen windows showcasing uninterrupted bay views. A spacious kitchen is outfitted with GE Monogram stainless steel appliances, granite countertops, dual sinks, a 4-burner convection stovetop, wall oven and microwave, and a generous island with seating for four. The first-floor primary suite offers stunning water views, a walk-in closet, and a spa-like bath with a double vanity, walk-in shower with bench, and rainfall and handheld shower heads. Upstairs, a light-filled loft leads to three additional bedrooms -two with bay front balcony access-and a bonus room. Bathrooms feature double vanities, walk-in showers with rainfall showerheads, and linen closets. Outside, entertain from a waterside deck with a retractable awning, launch kayaks, or swim from the private, 70' bulkhead with built-in ladder, and enjoy the convenient option of mooring your boat in Shinnecock Bay. This meticulously maintained home also includes modern mechanicals such as central HVAC - with separate controls in each bedroom, living room, family room, and den - natural gas fuel, central vacuum, full home security alarm and Ring camera systems, and property irrigation. Additional highlights include LED lighting, an interior sound system, Hunter Douglas custom window shades, a large first-floor laundry room, and partial 1/2 car garage for storage. The property benefits from low HOA dues and access to private community amenities, including a bay beach, private park, and snow removal. Don't miss this opportunity to live on the bay in style and comfort.

Experience the ultimate Hamptons waterfront lifestyle at 147 & 148 Cold Spring Point Road, a rare offering in Southampton's coveted Cold Spring Point Beach community. Set on a serene peninsula with breathtaking bay and harbor views, this exceptional property delivers both privacy and panoramic beauty. Originally built in 2004 and fully renovated in 2017, this 3,841± square foot beach house sits on a generous .58 acres and features 4 spacious bedrooms, 3 full baths, and 1 half bath. Thoughtfully designed for both comfort and entertaining, the home offers a sun-filled great room, dining area, and a generous living space with fireplace. Enjoy seamless indoor-outdoor living with a large deck, outdoor shower, and stunning water views from multiple vantage points. With direct bay frontage, a private dock, and tranquil beachfront access from both the front and backyard, this is a true boater's retreat. As part of the Cold Spring Point community, residents enjoy access to tennis courts and proximity to world-class golf courses, including Sebonack, National, and Shinnecock Hills, as well as beaches, boating, and all that Southampton has to offer. A rare opportunity to own a premier waterfront retreat in one of the Hamptons' most desirable locations.

Perfectly positioned on the bay, in the heart of Westhampton Beach Village, this exceptional 3-bedroom, 3-bath waterfront residence offers effortless coastal living with panoramic water views and seamless indoor-outdoor flow. Built in 2014 with a focus on modern comfort and timeless design, the home is filled with natural light and thoughtfully designed for both relaxed living and entertaining. Expansive waterside decking creates the perfect setting for sunset dining, lounging, or enjoying the tranquil bayfront backdrop. Complete with deeded path over the dune to the ocean, enjoy all that Dune Rd living has to offer, while being moments from the village shops, restaurants and the arts. This turnkey retreat delivers an elevated Hamptons lifestyle in one of the area’s most coveted waterfront locations.

Welcome to your own private waterfront retreat on nearly 3⁄4 of an acre in Westhampton Beach. Thoughtfully reimagined and extensively improved, this exceptional property offers the perfect blend of luxury, privacy, and effortless coastal living. Featuring 5 bedrooms (or 4 bedrooms plus a nursery/home office), the home includes a newly constructed private guest wing, creating an ideal space for extended family, visitors, or multigenerational living.Nearly every major component of the property has been enhanced, including a comprehensive renovation, a heated saltwater pool, a new sanitary system, professionally engineered shoreline revetment, and the newly added guest wing allowing the next owner to simply move in and enjoy. Inside, light-filled living spaces frame beautiful water views, while outside you’ll discover your own private oasis with expansive entertaining areas, lush landscaping, a heated saltwater pool, and a private dock offering direct access to Moriches Bay. Ideally located just moments from ocean beaches, Westhampton Beach Village, boutique shopping, dining, and world-class golf. With the significant improvements already completed, this is a rare opportunity to own a truly turnkey waterfront property where the next owner can simply unpack and begin enjoying the Hamptons lifestyle from day one. Whether you’re searching for a full-time residence, a weekend retreat, or a legacy waterfront home, this exceptional offering is ready to be enjoyed for years to come.

Water Front Living at its best! With over 116' of waterfront, launch a paddle board or kayak and explore the pristine waters of North Sea Harbor and the Peconic Bay. This is a rare opportunity in the coveted Southampton Cove enclave next to a town reserve. This newly renovated 3-bedroom, 2-bath home sits on a generous waterfront parcel on Fish Cove, offering serene views, direct access to the water and endless sunsets. The property features private water front frontage on Fish Cove with dock plans currently in progress, creating exceptional potential for boaters, paddle boarders, and anyone who dreams of stepping outside and onto the water. Inside, the home offers bright, comfortable living spaces with an easy flow and room to expand or reimagine. Whether you're seeking a year-round residence, a summer escape, or an expansion opportunity in a premier location, this property delivers tremendous value-especially with the recent price reduction. Plans are also available to add an additional 500 sq' plus onto the current home and possible pool or hot tub. This is a rare chance to secure a waterfront address in Southampton with future dock access and endless potential. A bonus room on the first floor has a separate kitchenette and laundry. Within minutes to both the bay beaches and Southampton Village amenities and the ocean. Enjoy kayaking in the peaceful waters of the Cove, or bring your canoe and picnic at the nearby bay beach. Centrally located just minutes from Southampton Village shops, dining, and world-class beaches.

Tucked away along Terry Path, a rustic country lane within, an offshoot of the Camp Mineola Beach Association, this exceptional waterfront property is nestled in a quiet seaside enclave along the Great Peconic Bay. Opportunities to purchase within this historic neighborhood are exceptionally rare, making this a truly special offering. Set on approximately 1.4 acres with more than 110 feet of unobstructed frontage on the Great Peconic Bay, the classic Cape Cod-style residence offers timeless charm and tremendous potential. The spacious interior is centered around a striking stacked red brick wood-burning fireplace, while outside, a private sugar sand beach and full bulkhead provide an ideal setting for enjoying the waterfront. A substantial original boathouse, complemented by a newer three-car garage and expansive bonus space above, offers endless possibilities for storage, recreation, or future customization. The level, cleared grounds enjoy abundant sunlight throughout the day and provide ample space for expansion from the house, an in-ground pool as part of a remarkable waterfront compound. Combining a coveted Bayfront setting, generous acreage, and the enduring character of one of the North Fork's most treasured beach communities, this is a rare opportunity to create an exceptional coastal retreat.

A striking waterfront estate 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.

At the very end of one of Remsenburg’s most coveted lanes lies a private estate where specimen plantings canopy 1.7 sublime acres. Welcome to 53 Cedar Lane, a four-bedroom, five-and-a-half-bath custom-built residence with abundant bonus space and private shore front on Seatuck Cove. Spanning approximately 5,654 square feet, the home offers a harmonious blend of refined elegance and everyday comfort. You are welcomed by a classic foyer that opens into a spacious great room—perfect for gatherings or quiet evenings by the fire. The chef’s kitchen, overlooking pool and tennis, flows into a sun-drenched breakfast nook, while a separate formal dining room sets the stage for memorable meal or celebration. A sunroom offers peaceful views of the property and versatile bonus room with coffered ceiling is ideal as a den, music room or library, adapting to suit your lifestyle. On the main level, a junior suite offers comfort and privacy for guests with access to patio, gardens and tennis. The second level features a primary suite that is a sanctuary unto itself, featuring a luxurious en-suite bath, abundant closet space, office area and private balcony with treetop views. Three additional ensuite bedrooms ensure space and privacy for all. The attached two-car garage with interior access adds ease and practicality. The grounds, truly exceptional! A sparkling pool and tennis court invite recreation, while a right-of-way to the water and private beach access provide moments of coastal joy. A rear acre of grassy lawn is shaded by a canopy of mature trees—blue spruce, mock-orange, Japanese cedar, black oak and blossom-filled magnolia among them. Set in the peaceful hamlet of Remsenburg, just moments from dining, shopping and the white sand beaches of the Hamptons, 53 Cedar Laneis not just a home—it’s a retreat. A rare blend of timeless architecture, verdant beauty and refined seclusion

Embrace North Fork living in this beautifully maintained Mattituck home, where water views, beautifully appointed interiors, exceptional outdoor spaces, and a coveted location come together. Offering 3 bedrooms and 3 full baths, the home is thoughtfully designed for both everyday living and effortless entertaining. Abundant natural light, relaxed finishes, and a gas fireplace create a warm and inviting atmosphere. The open-concept kitchen, dining, and living areas flow seamlessly together, while the well-appointed kitchen features stainless steel appliances and generous counter space. Upstairs, the spacious primary suite overlooks Mattituck Inlet and includes a spa-like private bath and expansive walk-in closet. Two additional bedrooms and a full bath provide comfortable space for family and guests. A finished lower level with a dedicated tv room offers additional flexibility for movie nights, recreation, or quiet retreat. Outside, beautifully landscaped grounds create a private setting for enjoying the outdoors. The spacious patio and built-in BBQ area are made for entertaining, while Sonos speakers extend throughout the home and backyard. Ideally located near sought-after Love Lane, North Fork wineries, farm-to-table restaurants, local beaches, and farm stands, this turnkey home offers an exceptional opportunity to experience the North Fork lifestyle year-round.

Bay frontage. 1.70 acres. Gorgeous water views from every angle. A rare offering on Eastport’s waterfront — where Long Island’s next great shoreline destination is taking shape. This generous parcel commands sweeping bay views and sits minutes from town beaches, with the energy of Westhampton just down the road. Build the waterfront estate you’ve imagined, in a market still ahead of the curve. Eastport is emerging. This is the moment to claim its shoreline.

Set on .94+/- acres, this rare south of the highway opportunity is on a private Sagaponack cul-de-sac with deeded ocean access and water views of the Ocean, Sagaponack Pond, and sweeping Farm Fields. Spanning three levels with a rooftop deck offering three scenic outlooks, this existing residence can be renovated or replaced, offering tremendous upside in one of the Hamptons' most desirable locations. The existing residence offers approximately 5,000+/- square feet of living space with 5 bedrooms and 6.5 bathrooms, with elevator access, thoughtfully designed for both comfortable living and seamless entertaining. Generous gathering spaces include both indoor and outdoor living areas. The primary suite is a standout feature, offering 2 full bathrooms and dual walk in closets, benefiting from western exposure over Sagaponack Pond. The suite enjoys breathtaking sunsets throughout the year. A private pathway leads directly from the property to the beach, creating a unique access to the ocean, rarely found today. Surrounded by premier estates and endless potential, this is an extraordinary opportunity to create a custom Hamptons retreat in a truly special setting. Combining privacy, natural beauty, protected views, and direct beach access, this is a sought after opportunity in one of Sagaponack's most desirable settings.

An extraordinary offering on the Peconic Bay, this refined Cedar Beach waterfront estate presents over 200 feet of direct, sun drenched, south facing shoreline and beach with a protected, private dock deep enough for a mid twenty ft boat, a truly rare combination of attributes to find on the North Fork. Thoughtfully designed to embrace its breathtaking setting, the house is set on a double lot whose southern exposure also produces the luxuries of southerly breezes and a true, useable and enjoyable beach not encumbered by prolific rocks or muck. The home itself is defined by soaring cathedral ceilings, sun-drenched interiors, and elegant entertaining spaces that seamlessly transition to expansive waterside terraces overlooking endless bay views and spectacular sunsets. Private ensuite accommodations and beautifully curated living spaces evoke a sense of understated coastal sophistication. Complementing the property, a separate waterfront parcel directly across the street features a newly refurbished private dock with direct bay access, offering an exceptional opportunity for boating, fishing, quick trips to Shelter Island, Sag Harbor, the Hamptons and other beautiful East End destinations. A exceptional and rare North Fork lifestyle centered around the beach, sun and water.

Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a private resort-like escape. A semi-enclosed gazebo, generous lounge areas, and open-air dining space make entertaining effortless, while the spacious lawn beyond is perfect for a fire pit, lawn games, and summer afternoons. A private dock accommodates a 20-foot boat with easy access to Peconic Bay, while the HOA’s private bay beach offers another coveted way to enjoy the waterfront. Elevated above the shoreline, the property enjoys beautiful water views and abundant wildlife from nearly every vantage point. Polished yet relaxed, private yet perfectly connected to the water, this is North Fork living designed to be enjoyed all season long.

Waterfront Living on the North Fork- Wake up to breathtaking views of the Peconic Bay, where sunlight dances across the water, birds soar above the neighboring nature preserve, and a tranquil deep-water inlet stretches beyond your deck. This charming beach cottage offers a rare opportunity to experience the very best of North Fork waterfront living. Featuring 3 bedrooms and 2 baths, the home offers a comfortable, open-concept layout connecting the waterside living room, dining room, kitchen, and entertainment areas—perfect for relaxed summer mornings, afternoon gatherings, and memorable evenings with family and friends. Step outside onto the spacious wraparound deck and take in 120 feet of pristine waterfront. Spend your days swimming, kayaking, sunbathing, or simply enjoying the ever-changing beauty of the bay. The property is extremely private and peaceful, yet just steps from the private sandy association beach. A rare and special waterfront retreat, this quintessential cottage captures the effortless beauty of North Fork living—a place where every day feels like summer.

Extraordinary Waterfront Estate in Center Moriches Introducing a rare and remarkable offering on the serene shores of Senix Creek and the Great South Bay—an exceptional waterfront residence boasting panoramic bay views and an unparalleled 388 feet of impeccably maintained Navy bulkhead. Nestled on nearly one acre of secluded, manicured grounds, this custom-renovated masterpiece is a boater’s dream, featuring a protected 50-foot slip, deepwater dock and accommodations for vessels up to 75 feet. The residence showcases timeless craftsmanship and elegant design, with four spacious bedrooms and three and a half luxurious baths. An expansive living room is graced by wide-plank wood flooring, gas fireplace, exquisite coffered ceiling, molding and bespoke built-in bar—an ideal setting for both intimate gatherings and grand entertaining. The gourmet eat-in kitchen is a culinary showcase, outfitted with custom cabinetry, quartzite countertops, JennAir refrigerator and range, Bosch dishwasher and dual sinks, all designed to inspire the chef in you. Retreat to the tranquil primary suite offering breathtaking 270-degree water views, a cozy gas fireplace, spa-like ensuite bath, generous walk-in closet and private covered porch for savoring sunset serenity. Additional highlights include mahogany wraparound porch, expansive covered decking off both the kitchen and living room, rich cedar shake siding, central air, integrated sound system and oversized three-car garage with parking for up to six vehicles. Lush lawn space with a full irrigation system and pool potential complete this waterfront haven. Whether you’re enjoying world-class boating, spectacular sunrises and sunsets, or simply relaxing by the creek, this is the ultimate coastal retreat—just minutes from Westhampton Beach and only 75 miles from the heart of Manhattan. Welcome to your private paradise on the water.

Rarely does a property like this become available in Sagaponack. Set on half acre on a quiet lane with only a few neighboring residences, this exceptional three-bedroom, three-bathroom contemporary beach house allows its extraordinary setting to take center stage. With direct access to one of the East End's most beautiful stretches of beach, it is designed to embrace its remarkable setting, with stunning ocean vistas from almost every room. The open plan first floor is flooded with light, with sliding doors on two sides open to a wrap around deck perfect for indoor outdoor oceanfront entertaining. Upstairs there are three bedrooms, also with magnificent views, and a covered deck. If you have dreamed of a carefree, low maintenance, barefoot living, listening to the sound of the surf and watching the iridescent Sagaponack light over the sea, look no further!

Perched at the highest elevation on coveted Cliff Drive in Bay Point, Sag Harbor, this rare opportunity offers sweeping western sunset views over Peconic and Noyack Bays. Renovate, reimagine, or build your own custom waterfront retreat in one of the Hamptons' most desirable waterfront communities. Bay Point captures the charm of classic coastal living with boating, kayaking, and nearby Long Beach, all just minutes from the restaurants, marinas, galleries, and boutiques of Sag Harbor Village. The existing home is offered as-is and awaits a visionary buyer ready to unlock the extraordinary potential of this exceptional setting. Whether restoring the current residence or creating a brand-new coastal masterpiece, this is a rare chance to own a premier sunset-view property in Sag Harbor.

Surrounded by the natural beauty and tranquility of West Banks, a private waterfront community in North Haven , 16 Barclay dr is a well appointed modern traditional residence. This gated enclave is a true boaters paradise featuring a deep water dock , a private beach and the most glorious westerly sunsets in all the Hampton's. Sited on 1.72+/- acres and surrounded by a 20 acre reserve, this property offers elegant style and sophistication. The desirable floor plan offers 4200 square feet of beautiful living spaces, and an additional 2050 square foot lower level with high ceilings just waiting to be finished. Upon arrival, the coastal light cascades through the double height ceiling living room with over sized windows overlooking this lush property. The first level offers a wonderful flow with a large eat in kitchen, granite counters and center island, offsetting all the amenities for entertaining one would appreciate. A formal dining room , office or family room anchor the living area's. A first level private and spacious primary suite with walk-in large closets, and a luxurious bath with jacuzzi tub is a great addition. The second level's open landing divides two wings, offering an en-suite second primary bedroom and bath with a spacious walk in closet and additional unfinished area's that can be reimagined as a sitting room or extra living space. There are 2 additional bedrooms on the opposite wing with a shared Jack and Jill bath completing the second level. Numerous unfinished area's across this level just waiting to be expanded and customized. Mature plantings and beautiful landscaping create a park like setting surrounding the sparkling salt water gunite pool and lovely patio's for lounging and entertaining . A two car over sized attached garage also is a wonderful addition. This two-story traditional residence provides a serene and beautiful Hampton's retreat in a uniquely private and rare setting. The expansive acreage gives room for this residence to be substantially increased in sq footage with additional living area's if desired. A live in community caretaker is part of this wonderful offering, and conveniently available for concierge needs. Additionally, community tennis and a designated mooring for the boating enthusiast enhances this coastal experience. The natural beauty and tranquility of North Haven, also offers 'Love Lady Park' a new addition to this area, with walking trails and gathering area's for all season enjoyment. This exceptional North Haven, Sag Harbor property and lifestyle, is just 10 minutes to the Historic Sag Harbor Whaling Village with coastal waterfront dining and marina's. The iconic Bay Street Theater features high profile entertainment and the Historic Whaling museum, are just a few local favorites. This sought-after private community and the residence at 16 Barclay Drive present an opportunity to own a substantial Hamptons residence in a World Class location! Listing ID 934515

Nestled between the Atlantic Ocean and Georgica Pond lies a storied property synonymous with Hamptons history. The 8.22-acre two parcel compound has changed hands just three times despite being one of the first properties developed in the Georgica Dunes, with each owner treating the estate as a sacred trust - honoring its remarkable legacy while elevating its elegance. The offering comes with the last vacant buildable oceanfront parcel in the Village. Among the landscaped grounds, you'll discover over 500 feet of ocean frontage, unobstructed views, the last working boathouse on the pond, a tennis court, a nearly 9000-square-foot main residence, and room for thoughtful additions. With award- winning design, bespoke craftsmanship, and a provenance that reads like a chapter of American cultural history, this is an unmatched residence ready to greet its next generation of proud stewards. Completed in 1894 by Laura Brevoort Sedgwick James, the residence is thought to be one of the oldest on the Georgica Dunes. In 1935, Juan Trippe, founder of Pan American World Airways, acquired the home and expanded the compound. In 1981, the property was sold to fashion designer Calvin Klein and his wife, Kelly Rector Klein, who launched a meticulous transformation of the home under renowned French architect Thierry Despont. The residence is a classic Shingle Style abode featuring gambrel roofs and over 5,000 square feet of decks, patios, and gardens for seamless indoor-outdoor living. Inside, the showplace expertly pairs glamorous contemporary design with original elements for a timeless aesthetic spanning more than a century of elegant living. Soaring beamed and coffered ceilings rise above original wide-plank pine, new oak, imported French stone, custom millwork and eight fireplaces. A gracious foyer with a two-story metal fireplace makes a dramatic first impression, while the formal dining room sets the stage for lavish entertaining. Linger in the charming tearoom, or gather in a living room topped by a glass catwalk or enjoy all-season enjoyment of the surrounding landscape in the attached screened-in porch. Entertaining is effortless with a main kitchen, prep kitchen and staff kitchen equipped with La Cornue, Viking and Sub-Zero appliances. A chic bar/lounge keeps refreshments within easy reach. Across the deck, the iconic tower is a retreat within a retreat featuring a curved staircase, a dome, a family room with its own wet bar, and a private bedroom suite above. The home's upper level includes a palatial owner's suite featuring a fireplace, two bathrooms with walk-in closets, and access to a large deck. Three secondary suites enjoy water vistas, while a study and wraparound decks complete the top floor. The thoughtfully appointed lower level - complete with a sixth bedroom suite, staff quarters, mudroom, laundry and sauna - ensures the estate runs effortlessly. Extensively updated for modern living, the residence boasts new hurricane-rated windows and doors, geothermal systems, a generator, fully integrated security and smart home automation. Thanks to its unrivaled location, the sanctuary commands virtually unimpeded, 360- degree views from dawn to dusk. Enjoy sunrise strolls on the beach, take a sunset paddle on the pond, and perfect your backhand on the clay tennis court featuring a viewing terrace. Garden paths amble past irrigated landscaping, native plantings and fountains, while the outdoor shower rinses sandy toes and paws. An automated entry, locked garden gates, a four-car garage, and ample parking complete the property. Alongside the tennis court, you'll find the ideal setting for a two-bedroom guest cottage and pool/spa addition. On the adjacent 1.63-acre parcel, architectural plans envision a three-story residence with a garage. Designs for both have been developed and will be permitted as part of the sale - a rare opportunity to continue the growth and improvement of one of the Hamptons most storied compounds.

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

This is a one of a kind fully reimagined, architectural masterpiece on Shelter Island, NY, boasting a flawless 2022 full-gut contemporary renovation by a serial tastemaker with an elite portfolio spanning NYC, California, and Hawaii. Located in the coveted Shorewood area, this premier estate offers a lifestyle of pure perfection and absolute privacy. Passing through the gated driveway, you instantly realize you are about to have an elevated experience. Indoor-outdoor living reveals breathtaking views at every turn, where the vast southwestern sky offers beautiful sunsets and truly magical light. Multiple designated spots allow you to dine alfresco while taking in the landscape. The interior spaces flow onto enchanted gardens, lawns, a private sandy beach, and a spectacular waterside pool, crowned by a roof deck with jaw-dropping panoramic views-leaving one to ask, why would you ever leave? Yet, when you do, a dinner excursion to Sag Harbor is entirely effortless, whether you choose to take a quick drive to the South Ferry or launch a boat trip straight off your own private dock.