Shelter Island Homes with Barndominium Style

Welcome to Shelter Island, New York—a hidden gem nestled between the North and South Forks of Long Island. This enchanting locale is not just a destination; it’s a lifestyle. With its serene beaches, lush landscapes, and charming small-town atmosphere, Shelter Island offers a unique blend of tranquility and community spirit. Residents enjoy a slower pace of life, where the beauty of nature meets the warmth of neighborly connections.

The island is renowned for its stunning waterfront views and abundant outdoor activities, from sailing and kayaking to hiking and biking along picturesque trails. With a rich history and vibrant arts scene, Shelter Island is a cultural oasis, featuring local galleries, quaint shops, and delightful eateries. Whether you’re soaking up the sun on Crescent Beach or exploring the lush grounds of Mashomack Preserve, every corner of this island invites you to unwind and reconnect with nature.

For those seeking a distinctive living experience, Barndominium-style homes are a perfect fit. These unique residences blend rustic charm with modern amenities, offering spacious interiors and an open-concept design that seamlessly integrates living and entertaining spaces. Imagine enjoying your morning coffee on a sprawling porch, surrounded by the natural beauty of Shelter Island. With high ceilings, large windows, and ample room for creativity, Barndominiums provide a flexible canvas for your dream home.

In Shelter Island, you’re not just buying a property; you’re investing in a lifestyle that celebrates the beauty of the outdoors and the warmth of community. Embrace the charm of this idyllic island and discover your perfect Barndominium retreat today!

Newest Shelter Island Homes with Barndominium Style

$2,199,000

5 Beds ⋅ 4 Baths ⋅ 1029569 MLS

A rare turnkey Shelter Island retreat with two distinct homes tucked away on nearly an acre in the heart of Shelter Island, 64A North Midway Road presents a truly unique opportunity to own two homes on one private property. Surrounded by mature trees, expansive lawns, and a picturesque pond next door, this exceptional estate blends privacy, flexibility, and timeless charm. This rare property offers remarkable versatility to fit your lifestyle. The welcoming ranch-style main home offers a comfortable living space with 3 bedrooms and two full bathrooms. A spacious kitchen with abundant cabinetry flows seamlessly into the dining area, creating an inviting setting for everyday living and entertaining. The living room, anchored by a wood-burning fireplace, provides a warm and cozy gathering place throughout the seasons. Step outside to the expansive rear deck, complete with a hot tub overlooking a large, private backyard with room for a pool, an ideal setting for entertaining, relaxing, or enjoying peaceful evenings. A welcoming front porch, an attached one-car garage, and a carport. Privately positioned toward the rear of the property, the stunning barn-style home feels like a secluded retreat. Overlooking a tranquil pond, this approx. The residence is filled with warmth, character, and natural light. The dramatic main room features soaring vaulted ceilings with exposed beams, a gas fireplace, and an impressive wall of windows that captures beautiful views while flooding the home with sunshine. French doors that open onto an expansive 500 square foot mahogany deck with built-in storage, creating the perfect place to enjoy morning coffee, outdoor dining, or simply unwind. The barn home also features two spacious bedrooms, two full bathrooms, a large loft, and a well-appointed kitchen. The oversized lower-level garage offers exceptional storage for vehicles, recreational equipment, bicycles, tools, and more, while additional facilities and energy-efficient solar panels further enhance the home’s appeal. The beautifully landscaped .95 acre property provides an uncommon sense of privacy while remaining just minutes from the Shelter Island beaches, marinas, restaurants, shops, farm stands, and nature preserve. 64A North Midway Road offers possibilities that are rarely available on Shelter Island.

64A N Midway Road, Shelter Island

$4,295,000

6 Beds ⋅ 8 Baths ⋅ 864101 MLS

A buyers dream rooted in nature, enhanced by design. This modern farmhouse nestled in the heart of Shelter Island, NY. completed in 2024, sits on a generous 2.16 acres of immaculate grounds, is a mere half mile from the South Ferry, placing convenience at your doorstep. Boasting six bedrooms, each with their own en-suite, and two additional half-baths, this residence effortlessly blends style and function. The open floor plan is an entertainer's dream, seamlessly connecting the living, dining, and kitchen areas. The expansive living room showcases large vaulted ceilings with a floor to ceiling doors with transoms, inviting an abundance of natural light into the space, creating a warm and welcoming atmosphere with an indoor outdoor flow. The kitchen is a culinary delight featuring high-end stainless steel appliances, modern shaker style cabinetry, a wet bar, and pantry. The design is thoughtful and efficient, making it the perfect place to prepare meals and entertain guests. The primary suite, located for optimal privacy, is a sanctuary of peace and relaxation. It features a double shower with steam, creating a spa-like experience within your own home. The second-floor hosts three additional en-suite bedrooms, one of which has its own private deck, offering a tranquil space for morning coffee or evening reflection. The lower level presents a TV room and two more en-suite bedrooms, offering flexibility for various lifestyle needs. The property also includes a heated gunite pool, a large tiled patio, and a pickle ball/sport court, promising endless outdoor entertainment. The entire home is unified by stunning white oak flooring and complemented by well-thought-out outdoor landscape lighting, emphasizing the property's architectural beauty. The community environment is as inviting as the home itself. With easy access to local amenities and the South Ferry, residents can enjoy the best of Shelter Island living but also having the convenience to the “Sag Harbor Village” and “The Hamptons”. Experience the perfect blend of modern luxury and comfort in this well-designed home. No expense was spared in creating this oasis.

100 S Ferry Road, 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.