Shelter Island Homes with Sloped Lot features

Welcome to Shelter Island, a hidden gem nestled in the heart of Suffolk County, New York. This enchanting island, accessible only by ferry, offers a unique blend of tranquility and charm, making it a perfect retreat for those seeking a serene lifestyle away from the hustle and bustle of city life. With its lush landscapes, pristine beaches, and rich history, Shelter Island is a haven for nature lovers and outdoor enthusiasts alike.

One of the standout features of Shelter Island real estate is its stunning homes with sloped lot designs. These properties not only provide breathtaking views of the surrounding waters and lush greenery but also offer a distinctive architectural appeal that enhances the island’s natural beauty. Homes with sloped lots take full advantage of the terrain, allowing for expansive outdoor spaces, terraced gardens, and multi-level living areas that seamlessly blend indoor and outdoor living. Imagine waking up to the gentle sounds of nature, sipping your morning coffee on a deck that overlooks the serene landscape, or enjoying evening gatherings with friends as the sun sets over the horizon.

In addition to its picturesque properties, Shelter Island boasts a vibrant community with a wealth of recreational activities. From sailing and kayaking to hiking and biking along scenic trails, there’s no shortage of ways to embrace the island’s natural beauty. With a rich tapestry of local culture, art galleries, and quaint shops, Shelter Island is not just a place to live; it’s a lifestyle choice that offers peace, beauty, and a strong sense of community. Come discover your dream home on Shelter Island, where every day feels like a vacation!

Newest Shelter Island Homes with Sloped Lot features

$3,625,000

5 Beds ⋅ 5 Baths ⋅ 1012419 MLS

Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

43 Gardiners Bay Drive, Shelter Island

$1,200,000

3 Beds ⋅ 2 Baths ⋅ 1013318 MLS

Charming cottage-style home offering 3 bedrooms and 2 full baths in a highly desirable central location. Just moments from beautiful beaches, local restaurants, and boutique shops, this inviting property blends classic charm with modern updates. Renovated in 2019 with additional recent improvements, the home features comfortable living spaces filled with warmth and character. Outside, enjoy a beautifully landscaped yard with deck perfect for relaxing, entertaining, or summer gatherings. A wonderful opportunity to enjoy easy island living in a move-in-ready home.

16 Bowditch Road, Shelter Island

$1,850,000

4 Beds ⋅ 3 Baths ⋅ 1003398 MLS

Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don't miss this opportunity to own a piece of paradise in Mashomack Preserve.

4 Irene Lane, 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.