Multi-Family Homes & Duplexes for Sale in Shelter Island, NY

Shelter Island, NY, is a secluded 20-square-mile island community accessible only by ferry, located two hours from Manhattan. Known for its rocky peninsulas and serene environment, the island offers a peaceful lifestyle with a low crime rate compared to the national average. The island's single grocery store fosters a close-knit community where residents quickly get to know each other. Seasonal changes impact the island's pace, with many residents leaving after summer but increasingly staying longer due to remote work. Attractions include Sunset Beach for swimming and water sports, and the Mashomack Preserve, a 2,000-acre nature reserve with hiking trails and diverse wildlife. Golfers can enjoy the Shelter Island Country Club and Gardiner’s Bay Country Club, while boaters often join the Shelter Island Yacht Club. The island hosts an annual Arts & Crafts Fair and a 10K race, along with school plays at the highly rated Shelter Island School, which serves around 175 students with a low student-teacher ratio. Dining options are vibrant, especially in summer, with popular spots like Stars Café, Vine Street Café, and SALT Waterfront Bar & Grill. Shopping includes essentials like the IGA Supermarket and seasonal farmers markets. However, the island lacks a hospital, mail delivery, and garbage pickup, requiring residents to use post offices and manage their waste. The South Ferry connects Shelter Island to Long Island, facilitating access to New York City via a two-hour drive or the Long Island Rail Road. Homes on the island range from Colonials to modern styles, often with spacious yards, and start at around $1.3 million.