Masons Island Real Estate

Masons Island Real Estate

Welcome to Masons Island, a hidden gem nestled in the picturesque town of Stonington, Connecticut. This enchanting neighborhood offers an idyllic blend of coastal charm and tranquil living, making it a perfect haven for families, retirees, and anyone seeking a serene escape from the hustle and bustle of everyday life.

Masons Island is renowned for its stunning waterfront views and lush landscapes. Surrounded by the shimmering waters of Fishers Island Sound, residents enjoy easy access to boating, fishing, and a variety of water sports. The island’s scenic walking trails provide the perfect backdrop for leisurely strolls or invigorating jogs, allowing you to soak in the natural beauty that surrounds you.

The community here is tight-knit and welcoming, fostering a sense of belonging and camaraderie among neighbors. Local events and gatherings are common, providing opportunities for residents to connect and create lasting friendships. Families will appreciate the excellent educational options available in nearby Stonington, where schools are known for their commitment to academic excellence.

Masons Island is also conveniently located near charming shops, delightful restaurants, and cultural attractions in Stonington. Explore the historic downtown area, where you can find unique boutiques and enjoy a meal at one of the many waterfront dining spots, offering fresh seafood and breathtaking views.

Whether you’re looking for a seasonal retreat or a permanent residence, Masons Island is a captivating community that promises a lifestyle rich in leisure, beauty, and community spirit. Discover the magic of Masons Island, where every day feels like a vacation!

Newest Listings in Masons Island

$4,995,000
4 Beds 5 Baths ACTIVE Status 24172306 MLS
A spectacular waterfront residence on Masons Island, 39 Chippechaug Trail captures the very best of coastal New England living. Set on 2.05 private acres with more than 250 feet of direct waterfront, this custom-built, move-in ready 4,300 square-foot home enjoys sweeping 180-degree water views, a private sandy beach, deep-water access and its own dock all within one of the Mystic/Stonington area's most coveted waterfront settings. Beautifully maintained and thoughtfully positioned to embrace its extraordinary surroundings, the residence offers comfortable, inviting interiors designed to be enjoyed from day one. Expansive windows and water-facing spaces create a natural connection between the home, grounds and shoreline, while mature oaks frame the property with exceptional privacy and an established coastal landscape. Designed for both relaxed everyday living and entertaining, the property transitions effortlessly from the house to expansive lawns, beach and dock. Boating, swimming, kayaking and days on the water begin right outside your door, while the breadth of the property creates a remarkable sense of openness, privacy and connection to the shoreline. A three-car garage and geothermal heating add comfort and functionality, while the private island setting feels worlds away yet remains just minutes from downtown Mystic's acclaimed restaurants, boutiques, marinas and waterfront attractions.

39 Chippechaug Trl, Stonington

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