Shelter Island Homes with Other Style

Welcome to Shelter Island, New York—a hidden gem nestled in the heart of Suffolk County. Known for its stunning natural beauty, Shelter Island offers a unique blend of tranquility and vibrant community life, making it an ideal place for families and individuals alike. One of the standout features of this picturesque locale is its exceptional school district, which is dedicated to fostering a nurturing environment for students to thrive academically and socially.

The Shelter Island School District is renowned for its commitment to educational excellence, offering a comprehensive curriculum that caters to a diverse range of learning styles. With small class sizes, students benefit from personalized attention from dedicated educators who are passionate about their students' success. The district emphasizes not only academic achievement but also character development, encouraging students to become responsible and engaged citizens. Extracurricular activities abound, from sports to arts programs, ensuring that every child has the opportunity to explore their interests and talents.

Beyond education, Shelter Island boasts a variety of homes with distinct architectural styles, each contributing to the area's charm. Whether you’re seeking a cozy cottage, a modern waterfront property, or a classic New England-style home, Shelter Island offers a diverse array of options to suit your lifestyle. The community's commitment to preserving its natural beauty is reflected in the thoughtfully designed neighborhoods that seamlessly blend with the environment.

Discover the allure of Shelter Island, where exceptional education meets a warm, welcoming community, and find your dream home in this idyllic setting. Embrace the opportunity to be part of a place where every day feels like a vacation, and where your family can grow and thrive.

Newest Shelter Island Homes with Other Style

$2,950,000

5 Beds ⋅ 5 Baths ⋅ 977439 MLS

Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach. Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a chef’s kitchen that flows effortlessly to the dining and living areas, highlighting views of the backyard oasis. Outside, relax in the heated pool, outdoor shower, or firepit lounge, or entertain on the spacious deck with retractable awning and covered dining area. With five generous bedrooms, including primary suites on both the first and second floors, the home accommodates guests in style. The upstairs suite features a gas fireplace and covered balcony. The fully finished lower level includes a media room with theater seating, a versatile den or gym with yard access, and a fifth bedroom with a large hall bath. Step inside and start enjoying the best of Shelter Island living.

12 Terry Dr., Shelter Island

$499,000

1 Beds ⋅ 1 Baths ⋅ 976321 MLS

Discover effortless living in this beautifully renovated one-bedroom, one bath co-op on Shelter Island. The apartment is set within a serene and private eight-acre community. Thoughtfully updated, the residence features a modern kitchen and bath, with Bosch appliances, including an in-unit washer and dryer for ultimate convenience. The home opens to a private deck-perfectly suited for outdoor dining or relaxing evenings-creating a seamless extension of the living space. As an added benefit, the apartment is offered fully furnished and thoughtfully equipped with all essential kitchenware, making it truly move in ready or ideal as a turnkey getaway. Residents enjoy access to an exceptional suite of amenities including a heated pool, gym, and tennis courts, offering a resort-like lifestyle in a tranquil setting. Ideally located, this property places you moments from both the North Fork and the Hamptons. A short ferry ride brings you to the historic waterfront village of Greenport, known for its charming harbor, boutique shopping, and acclaimed dining scene. Equally close is Sag Harbor, a storied destination celebrated for its maritime heritage, vibrant Main Street, and exceptional restaurants. Surrounded by water and natural beauty, this is an ideal retreat for those seeking a refined yet relaxed East End lifestyle-with effortless access to beaches, boating, vineyards, and some of the region’s most beloved historic towns. 1% Flip tax paid by buyer.

13 Winthrop Road Unit #24, Shelter Island Heights

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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.