Shelter Island Heights Real Estate

Welcome to Shelter Island Heights, a hidden gem nestled in the heart of Suffolk County, New York. This picturesque community is perched on the northern side of Shelter Island, offering residents and visitors alike a unique blend of natural beauty, rich history, and a tranquil lifestyle.

One of the most enchanting aspects of Shelter Island Heights is its stunning waterfront views. The area is surrounded by the sparkling waters of Peconic Bay and the Long Island Sound, providing ample opportunities for boating, fishing, and swimming. The lush landscapes, dotted with charming Victorian homes and quaint cottages, create a serene atmosphere that feels worlds away from the hustle and bustle of city life.

The community is steeped in history, with many buildings dating back to the late 19th century. The Shelter Island Heights Historic District is a testament to its Victorian roots, showcasing beautifully preserved architecture that tells the story of a bygone era. Residents can enjoy leisurely strolls along tree-lined streets, taking in the sights and sounds of this idyllic setting.

For those who appreciate outdoor activities, Shelter Island Heights offers an array of recreational options. The nearby beaches are perfect for sunbathing and picnicking, while hiking trails weave through the lush greenery, allowing nature enthusiasts to explore the island's diverse flora and fauna.

With a close-knit community feel, Shelter Island Heights is not just a place to live; it’s a lifestyle. Whether you’re looking for a summer retreat or a year-round residence, this charming enclave promises a peaceful haven where you can create lasting memories. Discover the allure of Shelter Island Heights, where every day feels like a vacation.

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.