luxury waterfront houses for sale Southampton, United States

Presenting a once-in-a-lifetime opportunity, 70 & 71 Cobb Lane are now available together for the first time. Set on a private peninsula in Water Mill South, this extremely rare generational compound spans over 21 total acres. With 24 bedrooms and 38 bathrooms spread across two magnificent residences, the unique multi-parcel offering represents true opulent living. Meticulously designed by renowned architect Barnes Coy Architects, the waterfront property encompasses a 17,173 +/- sq. ft. house with 13 bedrooms and a plethora of amenities including a tennis court, saltwater gunite pool and spa, and a two-level pool house with a commercial kitchen, gym, sauna, and pool-side deck. Located on the inland portion of the compound, the secondary property is comprised of a 28,000 +/- sq. ft. residence along with a heated pool and spa, pool house with pergola and moat, courtyard with fire pit, and multiple lounging/dining areas. Designed for entertainment, the second home features extensive interior amenities including a 14-seat movie theatre, 2-lane bowling alley, half court basketball, professional gym, 350 bottle wine cellar, spa with sauna and steam room, indoor swimming pool, and a game room with billiards, 750 gallon shark tank, wet bar, and arcade. Showcasing over 3,100 feet of private shoreline on Burnett Creek, the compound offers access to Mecox Bay via a private dock. With a perfect marriage of architectural splendor and natural beauty, this extraordinary piece of Hamptons' history presents an unrivaled program with a picturesque south of the highway setting amidst a backdrop of bay views.

Experience the epitome of coastal luxury with this stunning 4-bedroom home, perched high on a bluff along Oceanview Drive, offering direct southern exposure and breathtaking views of Shinnecock Bay. This rare gem, located south of the highway, features an open floor plan with expansive glass walls that seamlessly merge indoor and outdoor living, capturing panoramic bay views. The recently renovated kitchen boasts stainless steel appliances, including a wine cooler, flowing into a spacious dining and great room anchored by a cozy fireplace. A separate den provides the perfect retreat for relaxation.

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.

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.

A once-in-a-generation opportunity awaits on the storied "Gold Coast" of the Hamptons: a 3.6-acre waterfront estate perched high atop a bluff with 260 feet of private beach frontage and panoramic views across Great Peconic Bay, Robins Island, and the North Fork. This extraordinary property occupies the historic site of the original 1896 bluff-side cottage known as Mostly Hall, a beloved Hamptons landmark. Today, the land has been meticulously prepared for a new legacy, offering a rare shovel-ready opportunity to build a custom residence designed by renowned Hamptons architect Brian Brady, celebrated for his refined, timeless approach to coastal luxury. With all permits secured and materials already on-site, the vision for this modern waterfront estate is ready to come to life immediately. The proposed 5,700-square-foot home blends classic Hamptons architecture with contemporary sophistication, designed to maximize natural light, waterfront living, and sweeping views from every level. The lower level is thoughtfully planned to include a private guest suite, recreation room, home gym, walk-in cedar closet, full bath, laundry, and abundant storage-creating a perfect balance of function and comfort. The main floor presents an elegant flow for both everyday living and grand entertaining, featuring a chef's kitchen with butler's pantry, breakfast room, formal dining room, a spacious living room with a dramatic fireplace, a screened porch, a garden room, a mudroom, a full bath, and the option of a first-floor primary suite. Elevator access connects all three floors, ensuring ease and accessibility throughout the home. Upstairs, the primary suite becomes a sanctuary with breathtaking bay views, joined by three additional en-suite bedrooms and a sitting room with a private balcony, creating an elevated vantage point above the coastline. Designed for the ultimate Hamptons waterfront lifestyle, the property includes a brand-new bulkhead with stairs leading directly to the private beach, and pending dock approval allows for future boat docking and direct water access. Outdoor living is at the heart of the estate's design, with expansive wraparound decks, a pool with spa, and a 450-square-foot pool house creating an exceptional setting for coastal entertaining. A two-car garage and an adjacent one-acre parcel-ideal for a guest house and tennis court-complete this unparalleled offering. Seamlessly merging history with modern luxury, and positioned along one of the most coveted stretches of waterfront in the Hamptons, this estate represents a rare chance to build your own Southampton-area waterfront legacy with architectural plans fully approved and construction ready to begin.

Welcome to 21 & 407 Fairfield Pond Lane. Wind down your private road to your oceanfront compound, shared with only three other oceanfront homes. This unique offering affords a new buyer the opportunity to be on the most exclusive stretch in Sagaponack, with the potential for a multigenerational compound with sweeping views of the ocean and pond. The oceanfront parcel, with 200' of direct ocean frontage, features a 9,000+/- square foot residence with floor-to-ceiling glass, expansive ocean views, and terraces overlooking the pool, spa, and natural landscape extending to the dunes. A grandfathered beachfront pavilion and private stairs provide direct access to the Atlantic Ocean. The lower level, which could not be replicated under current building regulations, includes staff quarters, a wine cellar, gym, and game room. An existing nonconforming rock revetment provides coastal protection. The second parcel features an existing golf course and deeded ocean access, with the potential for a full program including a residence, pool, pool house, and sport court. This is truly a once-in-a-lifetime opportunity for a discerning buyer with a growing family who values privacy and location. When we think of trophy real estate assets, this checks all the boxes. Properties like this are increasingly difficult to find and represent a solid investment today and for generations to come.

Welcome to 21 & 407 Fairfield Pond Lane. Wind down your private road to your oceanfront compound, shared with only three other oceanfront homes. This unique offering affords a new buyer the opportunity to be on the most exclusive stretch in Sagaponack, with the potential for a multigenerational compound with sweeping views of the ocean and pond. The oceanfront parcel, with 200' of direct ocean frontage, features a 9,000+/- square foot residence with floor-to-ceiling glass, expansive ocean views, and terraces overlooking the pool, spa, and natural landscape extending to the dunes. A grandfathered beachfront pavilion and private stairs provide direct access to the Atlantic Ocean. The lower level, which could not be replicated under current building regulations, includes staff quarters, a wine cellar, gym, and game room. An existing nonconforming rock revetment provides coastal protection. The second parcel features an existing golf course and deeded ocean access, with the potential for a full program including a residence, pool, pool house, and sport court. This is truly a once-in-a-lifetime opportunity for a discerning buyer with a growing family who values privacy and location. When we think of trophy real estate assets, this checks all the boxes. Properties like this are increasingly difficult to find and represent a solid investment today and for generations to come.

Welcome to 21 & 407 Fairfield Pond Lane. Wind down your private road to your oceanfront compound, shared with only three other oceanfront homes. This unique offering affords a new buyer the opportunity to be on the most exclusive stretch in Sagaponack, with the potential for a multigenerational compound with sweeping views of the ocean and pond. The oceanfront parcel, with 200' of direct ocean frontage, features a 9,000+/- square foot residence with floor-to-ceiling glass, expansive ocean views, and terraces overlooking the pool, spa, and natural landscape extending to the dunes. A grandfathered beachfront pavilion and private stairs provide direct access to the Atlantic Ocean. The lower level, which could not be replicated under current building regulations, includes staff quarters, a wine cellar, gym, and game room. An existing nonconforming rock revetment provides coastal protection. The second parcel features an existing golf course and deeded ocean access, with the potential for a full program including a residence, pool, pool house, and sport court. This is truly a once-in-a-lifetime opportunity for a discerning buyer with a growing family who values privacy and location. When we think of trophy real estate assets, this checks all the boxes. Properties like this are increasingly difficult to find and represent a solid investment today and for generations to come.

Set on just over half an acre in Hampton Bays,15 Nautilus Drive offers the ease of single-level living in a three-bedroom, two-bath home. A fireplace anchors the living space, while the generous grounds offer room to enjoy the outdoors. Whether envisioned as a year-round residence or a Hamptons getaway, this property offers a welcoming setting with space to make it your own. Boatslip available

Nestled on nearly two acres along the shores of Shinnecock Bay, this waterfront estate offers a rare combination of privacy, space, and direct water access. The sprawling ranch features six bedrooms and five baths, complemented by a separate guest cottage, private dock, bulkheaded shoreline and heated inground pool. Expansive bay views, generous outdoor living spaces, and beautifully landscaped grounds create an exceptional setting for year-round enjoyment or a Hamptons retreat.

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!

The pinnacle of Luxury Living In the historic heart of Sag Harbor — a village shaped by its storied whaling past and now celebrated for its cultural sophistication — Residence A stands as a singular architectural statement along one of the most coveted stretches of waterfront. Commanding approximately 250 feet of prime frontage on the harbor, this exceptional estate is far more than a home; it is a four-level masterwork of glass, stone, and light, created for a global buyer seeking complete privacy, effortless luxury, and direct nautical access.This extraordinary property is the result of a visionary collaboration between J. Bialsky of Bialsky Premiere Design & Development and the internationally acclaimed Hollander Design Landscape Architects. Together, they have crafted a residence that exists in perfect harmony with the Peconic Bay — a seamless dialogue between architecture, landscape, and water. Every line is intentional, every perspective framed, and every material selected to endure the coastal environment while maintaining an elevated, timeless aesthetic.Spanning an impressive 16,974 square feet across four levels, the estate is conceived as a vertical sanctuary where grand-scale entertaining and intimate retreat coexist effortlessly. Interiors encompass approximately 12,551 square feet of meticulously designed living space, defined by a palette of organic textures, refined finishes, and state-of-the-art systems. The residence offers eight expansive bedroom suites and ten beautifully appointed baths, thoughtfully arranged to accommodate family, guests, and live-in staff with complete comfort and privacy.Outdoor living unfolds across multiple levels of tiered terraces and lounge decks, creating a dynamic al fresco experience that keeps the water constantly within view. At the pinnacle, a private rooftop sanctuary serves as a crowning architectural achievement — featuring a pool and spa seemingly suspended above the harbor, offering uninterrupted 360-degree vistas and breathtaking sunset views across Sag Harbor’s golden coastline.For the yachting enthusiast, the property delivers a level of functionality rarely found in village waterfront estates. A private, deep-water marina includes two 60-foot boat slips, placing you at the center of the Hamptons’ maritime lifestyle with immediate access to the open Atlantic and the protected waters of Shelter Island Sound.Beyond its beauty, the residence operates with the precision of a modern high-security retreat. A rare private garage provides secure parking in the heart of the village, while fully integrated smart-home technology manages climate, lighting, and security seamlessly from anywhere in the world.Turn-key in every sense, Residence A represents a rare convergence of location, design prestige and waterfront capability — an exceptional offering for the most discerning buyer seeking a legacy property in one of the Hamptons’ most iconic destinations.

The one you've been waiting for. Welcome to your private retreat in the heart of Mattituck. This spacious 3-bedroom, 2 updated bath sprawling ranch is nestled in a quiet, sought-after neighborhood and offers the perfect blend of comfort, charm, and outdoor beauty. Step inside to find a large, sun-filled eat-in kitchen—ideal for gathering with family and friends. The warm and inviting family room features a classic wood-burning fireplace, creating the perfect ambiance for cozy fall and winter evenings. Outside, escape to your own backyard oasis. Enjoy lush gardens, mature landscaping, and a sparkling pool—perfect for relaxing summer days or entertaining guests in style. Whether you're lounging poolside or sipping coffee on the patio out front surrounded by nature, this home delivers peace and privacy. With plenty of room for all and a layout designed for easy living, this home is perfect for year-round living or a seasonal getaway. Don’t miss this rare opportunity to own a slice of North Fork serenity!

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.

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.

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.

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.

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.

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

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

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

Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your dream legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story.