Shelter Island Homes with Contact Agent Elementary school

Welcome to Shelter Island, New York – a hidden gem nestled between the North and South Forks of Long Island. This picturesque island boasts a unique blend of natural beauty, rich history, and a vibrant community atmosphere. With its stunning waterfront views, serene beaches, and lush landscapes, Shelter Island is a haven for those seeking tranquility and a close-knit community.

One of the island’s most appealing features is its commitment to preserving the environment, making it an ideal location for outdoor enthusiasts. Explore the scenic trails of Mashomack Preserve or enjoy a day of sailing, fishing, or kayaking in the pristine waters surrounding the island. The charming downtown area offers delightful shops, art galleries, and a variety of dining options that cater to all tastes.

Families will appreciate the strong educational foundation provided by the local schools, including the highly regarded Shelter Island School. This school not only focuses on academic excellence but also fosters a sense of community and belonging among students and parents alike. With small class sizes and dedicated educators, children receive personalized attention and support.

When it comes to real estate, Shelter Island offers a diverse range of homes that cater to various lifestyles, from cozy cottages to luxurious waterfront estates. Whether you’re seeking a summer retreat or a year-round residence, you’ll find a unique property that meets your needs. For more information about available listings and to explore the enchanting homes of Shelter Island, don’t hesitate to contact our knowledgeable agents. Let us help you find your dream home in this idyllic setting!

Newest Shelter Island Homes with Contact Agent Elementary school

$2,700,000

6 Beds ⋅ 3 Baths ⋅ 1005789 MLS

A rare opportunity to own a legacy compound on Shelter Island, this offering brings together three income-producing historic cottages and a separate buildable lot, all just moments from the water. Positioned at 2 Prospect Avenue and 38 Rock Point Road, the properties are offered as one cohesive investment, blending immediate revenue with exceptional future potential. Each of the three cottages features two bedrooms and one bath, with strong summer rental histories and an undeniable sense of place rooted in the island’s coastal charm. Rich in character and provenance, each residence tells its own story. The Hill Cottage, dating to the 1890s, is a one-of-a-kind former boathouse thoughtfully relocated from a grand Nostrand Avenue estate, with original architectural details preserved throughout. The Red Cottage, originally built in the 1920s as a fisherman’s retreat, has been expanded to include enclosed patios at both the front and rear. The Main House, constructed in the 1940s, has been carefully renovated to enhance modern comfort while maintaining the craftsmanship and warmth of its era. Completing the offering, the adjacent lot at Rock Point Road presents a rare blank canvas, ready for a primary residence and pool, surrounded by three established rental cottages. Whether envisioned as a private multi-generational retreat, a boutique rental compound, or a long-term development investment, this is a truly exceptional opportunity to own a piece of Shelter Island’s history with both immediate income and enduring upside in one of Long Island’s most sought-after enclaves.

2 Prospect Avenue, Shelter Island

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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.