Discover the pinnacle of waterfront living with these six exceptional properties nestled in the scenic landscapes of New York’s coastal havens. From the secluded luxury of Shelter Island’s poetic peninsula to the timeless splendor of a meticulously restored Gilded Age estate, these homes exemplify elegance and comfort. Featuring panoramic water views, bespoke craftsmanship, and unparalleled amenities, each residence is a sanctuary that seamlessly blends natural beauty with architectural mastery. Whether you dream of a private dock, lush gardens, or sweeping vistas, these estates are the ultimate coastal retreats for discerning homeowners.
Nestled within the beauty of Shelter Island down a hidden one mile drive through “forever green” land, you will discover a peninsula abode, “Congdon’s Point”, 2.1 acres of secluded luxury, cradled by 443 +/- ft of Coecles Harbor shoreline and stunning vistas to Reel Point and Mashomack Preserve. Built in 2014 on a grandfathered building site, and crafted from reclaimed New England hardwood, its artful touches meld effortlessly with sophisticated comforts. The grand living room, crowned with 24 ft ceilings, boasts towering 10 ft windows that frame the ever-changing dance of water on both sides of the home. Nearly every culinary dream is realized in the Thermador-equipped kitchen, designed with both the professional chef and family barbecue in mind.
Size:
sf
Price: $17,975,000
Listing details: The first floor primary bedroom indulges with stunning 180-degree harbor views, beverage center, a spa-like bath with steam shower, and a sequestered outdoor deck. Upstairs are two additional guest bedroom suites, one facing east and the second facing west, greeting the day’s sunrise and bidding adieu to its sunset. A nostalgic bunk room with built-ins warms the heart, and is sure to bring a smile for not only little ones, but also grown-ups. The expansive porch, embracing nearly the entire home, offers a view to an inviting pool and spa, with nature’s avian wonders, which include bald eagles, as part of the scenic landscape. The raised stone terrace overlooking the harbor acts as an outdoor extension of the home. Renowned chefs have presented gourmet dinners here, and it has inspired visiting artists to create captivating artwork. Stroll down the path to the scenic boat house offering 957 +/- sq ft of finished space for a game of billiards, enjoy elixirs at the entertainment hub, then settle in with a good book upstairs, where there is a library and guest suite. Your classic cars are easily stowed within the boat house by way of an elevator to a secure underground garage. A 100 ft dock awaits down a short path near the sandy beach area, and accommodates four boats seeking adventure of up to 40 ft long. Congdon’s Point is not just a residence—it’s an unparalleled poetic retreat.
Contact: Penelope A Moore, SAUNDERS & ASSOCIATES, +1 917.208.5519
This meticulously restored Gilded Age shingle-style home presents a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Spanning over 10,000 sq. ft. on 140 feet of pristine bayfront with a private sandy beach, the main residence seamlessly blends period architecture with modern luxury. Every detail, down to the doorknobs and hardware, has been meticulously curated, resulting in a warm and classic home anchored in refinement and exceptional craftsmanship. Perfect for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtful design moments throughout.
Size:
sf
Price: $12,000,000
Listing details: Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef’s kitchen with breakfast room and handsome butler’s pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. Outside, lush perennial gardens and hedged lawns surround the property.
Contact: Bridget Elkin & Eric Elkin, Compass Greater NY LLC, +1 516.330.6086, 315.521.4669
Welcome to a true waterfront paradise—Down a private lane sits this exceptional opportunity to build your dream estate on a rare, nearly one-acre private peninsula. Nestled within a pristine setting, this unique property offers over 500 feet of bulkheaded waterfront, providing sweeping water views in nearly every direction. Welcome to your private sanctuary waiting for those who seek a peaceful retreat while enjoying endless recreational possibilities.
Size: 3
sf
Price: $8,200,000
Listing details: One of the most compelling features of this property is its deep-water dock, ideal for boating enthusiasts who wish to explore the waterways of the Hamptons. With direct access to Shinnecock Bay, Peconic Bay and the Atlantic Ocean you can set out for a leisurely day of sailing, fishing, or cruising. This is the ultimate boater’s paradise, offering both privacy and easy access to some of the most beautiful waterways in the region. Perfect for swimming, kayaking, paddleboarding and all water sports. There is currently a main house, guest house and waterfront pool, which one could keep intact, or create a customized estate that fulfills your vision. Envision a main residence thoughtfully designed to take advantage of panoramic water views, with floor-to-ceiling windows, open spaces, and luxurious finishes that blend seamlessly with the natural landscape. Additionally, this property allows for the construction of a legal guest house—ideal for hosting family, friends, or simply offering extra privacy. Create your waterside pool, spa and lounge area where you can relax and unwind against a backdrop of shimmering water views. Whether you’re lounging poolside or enjoying a quiet evening on your private deck, this property offers countless ways to savor the natural beauty surrounding you. The property’s unique positioning on the peninsula offers unmatched privacy, allowing you to fully immerse yourself in this secluded environment. And, with an ideal southwest exposure, you’ll enjoy breathtaking sunsets that turn each evening into a picturesque experience. This is an incredible opportunity to create a custom waterfront estate that truly embodies the best of coastal living. Secluded yet accessible, this location is close to all the attractions and conveniences of the Hamptons, while feeling worlds away in its own natural paradise. Secure this unique property and start designing your waterfront dream—where luxury, privacy, and unparalleled views meet in perfect harmony. Co-Exclusive. Please contact Jennifer McLauchlen for more information.
Contact: Jennifer McLauchlen, James R. McLauchlen Real Estate, Inc., +1 516.885.8140
Nestled in a sought-after Bridgehampton location, this expansive 1.18 +/- acre of land offers a rare opportunity to craft a legacy. With a generous building envelope, it provides the perfect canvas for creating a dream estate that embodies the essence of Hamptons living.
Size:
acres
Price: $8,000,000
Listing details: Just a short distance from the ocean, the property combines privacy with accessibility, making it an ideal setting for enjoying everything the lifestyle has to offer. Whether you envision a retreat for generations to come or a project that captures the imagination, this property is a unique offering in one of the most exclusive markets. End Users and Builders take note. Don’t miss this chance to shape the future in a world-class location. R80 Zoning
Contact: Angela Boyer-Stump, Sotheby’s International Realty, +1 917.207.7777
Step back in time while enjoying modern luxury at this stunning 1920s Tudor-style estate on the Navesink River. With its timeless slate roof and classic architectural details, this 7,720-square-foot home is set on nearly 5 acres of picturesque land, combining historic charm with contemporary amenities.
Size:
sf
Price: $7,900,000
Listing details: Featuring 6 spacious bedrooms and 10 bathrooms, the home offers an array of thoughtfully designed spaces for both relaxation and entertainment. Highlights include a wine cellar, cigar room, and a billiard room, along with a newly completed custom movie theater. The primary suite is a sanctuary of comfort, complete with a private elevator leading to a custom-designed closet. Outdoors, the owner spared no expense in creating the ultimate retreat. Enjoy a new dock with a boat lift, a built-in hot tub, and an outdoor kitchen, along with a private beach area perfect for relaxation or hosting waterfront gatherings. Don’t miss the opportunity to make it your forever home.
Contact: Jillian Abbadessa, Keller Williams Realty Central Monmouth, +1 347.267.6288
Chic, sophisticated and contemporary luxury best describes this spectacular backcountry retreat. Fully renovated 2023 classic shingle style residence w/pool, pool house, and tennis court has it all. Iron gates, long driveway and large courtyard offer the perfect approach to 5 bed/6.3 bath masterpiece wi/high ceilings, beautiful floors, exquisite wall coverings, dramatic staircase, amazing kitchen, perfect bathrooms, private office, and full gym. High ceilings throughout. Soaring stone fireplace in Great room, stunning glass wine wall in adjacent game room & solarium w/ flr to ceiling windows set the tone for both elegant entertaining and family gatherings.
Size:
sf
Price: $7,495,000
Listing details: 2nd Level: primary suite w/sitting room & luxury bath w/infrared sauna, 4 en-suite bedrooms w/custom walk-in closets and separate bonus wing. 3rd Level: gym. Amenities include pool, pool house, tennis court/pickleball lines), Koi pond, 5 car garage and private walking trail. This estate is the epitome of modern luxury, offering an unmatched lifestyle amid Greenwich’s country estates.
Contact: Helene Barre & Francine Ehrlich, Sotheby’s International Realty, +1 203.550.0855, 203.249.5561