luxury waterfront property for sale Greenport, United States

17 Brander Parkway, Shelter Island, NY 11964

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.

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.

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.