Shelter Island Homes with Waterfront YN

Welcome to Shelter Island, NY – a picturesque gem nestled in the heart of Suffolk County, where serene waterfront living meets exceptional educational opportunities. Known for its stunning landscapes and charming small-town vibe, Shelter Island is not only a haven for nature lovers and outdoor enthusiasts but also a community that prides itself on its commitment to quality education.

The Shelter Island School District serves as the cornerstone of this vibrant community, offering a well-rounded curriculum that emphasizes academic excellence, creativity, and character development. With a small student-to-teacher ratio, educators are able to provide personalized attention, ensuring that each child receives the support they need to thrive. The district boasts a range of extracurricular activities, from sports to arts, fostering a holistic development approach that prepares students for future success.

For families considering a move to this idyllic location, Shelter Island offers an array of stunning homes with waterfront views. Imagine waking up to the gentle sound of waves lapping at the shore and enjoying breathtaking sunsets from your own backyard. These waterfront properties not only provide a tranquil lifestyle but also serve as a perfect backdrop for family gatherings and unforgettable memories.

Living in Shelter Island means embracing a unique lifestyle where nature meets nurture. With its exceptional school district and beautiful waterfront homes, this charming community is an ideal place to raise a family and create lasting memories. Come experience the magic of Shelter Island – where education and nature harmoniously blend to create a truly enchanting living experience.

Newest Shelter Island Homes with Waterfront YN

$3,795,000

5 Beds ⋅ 5 Baths ⋅ 1016596 MLS

Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtaking views across Mabel’s Creek and the South Fork, with a sandy beach just steps from your door. As a resident of Shorewood Farms, you’ll also enjoy exclusive access to a private association beach and tennis courts, enhancing the relaxed waterfront lifestyle. Designed for both entertaining and everyday enjoyment, the property features two private docks ideal for boating, paddleboarding, and kayaking, along with a spacious waterside deck overlooking the sparkling water. The first floor has a large waterfront room that opens directly onto the deck, complemented by 4 generously sized bedrooms and 4 full bathrooms. Upstairs, soaring cathedral ceilings frame an open-concept great room encompassing the living, dining, and kitchen areas. Walls of glass capture stunning panoramic water views, creating a light-filled and inviting gathering space. Privately situated off the great room, the expansive primary suite offers a large walk-in closet and a spa-inspired bathroom. Completing the property is a detached 2-car garage with a finished upper level, providing the perfect space for recreation, a home office, artist’s studio, or additional guest accommodations. A rare opportunity to enjoy waterfront living with private docks, beach access, tennis, and some of Shelter Island’s most captivating water views.

5 Sea Gull Road, Shelter Island

$4,800,000

5 Beds ⋅ 4 Baths ⋅ 1007669 MLS

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. Mature landscaping 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. A chance to own a piece of Shelter Island's story.

90 Peconic Avenue, Shelter Island

Start Your Search

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.