Shelter Island Serenity

Step into the timeless charm of this classic Shelter Island retreat, where understated elegance meets effortless island living. Ideally located just moments from town, this beautiful home offers easy access to Shelter Island’s beloved restaurants, boutiques, galleries, bars, beaches, and farm stands—perfectly situated for both lively exploration and serene relaxation. Beyond its prime location, the property welcomes guests into a private sanctuary: an expansive fenced-in yard enveloped by lush greenery, a sparkling heated pool, and multiple outdoor living spaces designed for memorable gatherings. This home is made for slowing down and savoring every sun-drenched moment. With a traditional floor plan, multiple sitting areas, and a spacious screened-in porch that invites in the sea breeze, this four-bedroom, two-and-a-half-bathroom home is the ultimate family escape, comfortably accommodating up to eight guests.

Outside, the experience continues in spectacular fashion. The sprawling fenced yard offers unparalleled privacy and space to roam, perfect for games, leisurely walks barefoot in the grass, or simply lounging with a favorite book. The heated pool is the centerpiece, flanked by comfortable chaise loungers on the sun deck, beckoning guests to bask in the island’s golden rays. After a swim, gather for a long lunch or sunset dinner at the outdoor dining table. A gas grill stands ready for casual barbecues, while multiple sitting areas scattered across both covered and uncovered decks set the stage for cocktail hours under the stars. The crown jewel of the outdoor spaces is the screened-in porch—a breezy, beautifully furnished living room where guests can savor the gentle hum of island life without a care. Ample parking ensures that coming and going is always easy, whether for a spontaneous beach trip or a wine tasting tour.

Inside, the home is designed to welcome you at every turn with warmth, light, and thoughtful touches. The traditional floor plan flows seamlessly, with sunlight streaming through plentiful windows and illuminating the inviting living areas. The formal dining room is a lovely space for shared meals and special celebrations, while the main living room offers a cozy area to unwind. Additional sitting areas provide quiet nooks for reading or conversation. The open-concept kitchen, complete with a breakfast nook, is well-equipped with everything needed for home-cooked meals: a coffee maker, all appliances, and a full suite of cookware and dining essentials. From the living room, sliding doors open directly onto the outdoor deck, allowing for effortless indoor-outdoor living. High-speed WiFi, a washer and dryer, central AC, and a designated work-from-home space ensure that every modern comfort is at your fingertips, making this home equally suited for vacations, extended stays, or remote working retreats.

The second floor is devoted to rest and relaxation, offering four beautifully appointed bedrooms and two full bathrooms. The primary suite is a soothing sanctuary, featuring a king-size bed and a spa-like ensuite bathroom with a luxurious soaking tub and walk-in shower—an inviting reward after a day of exploration. The second guest bedroom also features a king bed, perfect for couples or parents seeking their own retreat. The third bedroom is a versatile space ideal for children or guests traveling together, offering twin bunk beds alongside a queen bed. The fourth bedroom includes a full bed, completing the accommodations with comfort and style. Three of the guest bedrooms share a modern, spacious hall bathroom featuring a large vanity and a shower/tub combination, perfect for family routines. A powder room is conveniently located on the main floor. Fresh, crisp linens and all necessary essentials ensure a luxurious and carefree stay.

Beyond the property, Shelter Island’s many treasures await. Spend days exploring Crescent Beach or Wades Beach, both just a short drive or bike ride away, where calm waters and breathtaking sunsets create picture-perfect days. The quaint town center offers an array of walkable destinations, including charming shops, artisanal cafes, acclaimed restaurants like Vine Street Café and SALT Waterfront Bar and Grill, and inviting bars for a nightcap. Art lovers will appreciate local galleries, while golf enthusiasts can tee off at the nearby Shelter Island Country Club. Visit local farm stands for the freshest produce, or spend an afternoon touring nearby wineries for a true taste of Long Island’s North Fork. Every experience here feels just a little more special, a little more effortless—a testament to the magic of Shelter Island itself.

Whether you're seeking a peaceful family getaway, a gathering of close friends, or a much-needed escape from the demands of daily life, this charming home offers the perfect setting to make memories that linger long after your departure.