Shelter Island Heights Real Estate

Welcome to Shelter Island Heights, a hidden gem nestled in the heart of New York’s Suffolk County. This charming village is situated on the picturesque Shelter Island, offering a serene escape from the hustle and bustle of city life. Known for its stunning waterfront views and lush landscapes, Shelter Island Heights is a perfect blend of natural beauty and quaint community spirit.

As you stroll through the tree-lined streets, you’ll discover an array of beautifully preserved Victorian homes, each telling its own story of the island’s rich history. The village is renowned for its vibrant arts scene, with local galleries showcasing the works of talented artists inspired by the island’s breathtaking surroundings. Whether you’re an art enthusiast or simply looking for a leisurely afternoon, you’ll find plenty to explore.

Outdoor enthusiasts will revel in the numerous recreational opportunities available. With easy access to pristine beaches, hiking trails, and serene parks, Shelter Island Heights invites you to immerse yourself in nature. The nearby Shelter Island Sound offers excellent sailing, kayaking, and fishing opportunities, ensuring that adventure is never far away.

Community events are a staple of life here, fostering a strong sense of belonging among residents. From summer concerts to farmers’ markets, there’s always something happening that brings people together.

If you’re searching for a peaceful retreat that combines natural beauty with a close-knit community feel, Shelter Island Heights is the perfect destination. Come discover the charm of this idyllic village and envision your new life in this enchanting corner of New York.

Newest Listings in Shelter Island Heights

$2,595,000

4 Beds ⋅ 3 Baths ⋅ 1022345 MLS

Shelter Island Heights Icon Gracefully positioned in the heart of Shelter Island Heights, this timeless residence has been thoughtfully renovated and restored to honor its original character while seamlessly incorporating today's modern comforts. Rich in architectural charm and classic detail, the home offers an elegant blend of historic beauty and refined living. A gracious, oversized covered porch welcomes you upon arrival, providing the perfect setting to relax and enjoy the property's elevated position and picturesque water views. Inside, a warm and inviting foyer opens to beautifully proportioned living spaces, where natural light, period details, and a sense of understated sophistication create an atmosphere of effortless elegance. Toward the rear of the home, a formal dining room and well-appointed kitchen serve as the heart of the residence. Expansive windows and French doors bathe the interiors in natural light while creating a seamless connection to the surrounding landscape and outdoor living spaces. The second level is highlighted by a spacious primary suite featuring a generously sized bath, accompanied by two well-appointed guest bedrooms designed for comfort and privacy. The third floor offers a versatile retreat, ideal as a media room, den, home office, or additional gathering space for family and guests. Outside, the beautifully landscaped grounds provide a private sanctuary framed by mature trees and established plantings, creating a tranquil setting for relaxation and entertaining alike. Ideally situated just moments from the coveted Shelter Island Heights Beach Club, tennis courts, golf, marinas, shops, and beloved local restaurants, this exceptional offering presents a rare opportunity to own a meticulously restored home in one of Shelter Island's most desirable and historic neighborhoods.

11 Prospect Avenue, Shelter Island Heights

$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.