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
ACTIVE Status ⋅ 24180978 MLS
First time available in over 50 years, this generational waterfront estate on Masons Island presents an extraordinary coastal offering. Set on two private acres with more than 250 feet of direct water frontage, deep water access, sweeping 180-degree unobstructed views, a private dock, majestic mature oak trees, and its very own sandy beach, 39 Chippechaug Trail is a rare convergence of acreage, privacy, and position. Set within a private island enclave, the property is defined by scale, serenity, and an uninterrupted connection to the water. Dappled light, coastal breezes, and a timeless natural landscape create an environment that feels both grounded and quietly spectacular. Expansive, ever-changing views stretch toward the horizon from one of the largest and most coveted waterfront parcels in the community. Deep water access and a private dock support an effortless yachting lifestyle, while the breadth of the acreage allows for a setback residence, maximized square footage, and the possibility of bountiful formal gardens. Morning light rises dramatically over the water, with breathtaking sunrises that define the daily experience of living here. Surrounding oaks provide privacy, shade, and a rare sense of established beauty not often found in waterfront offerings. Despite its quiet, retreat-like atmosphere, the property is just minutes from the heart of Mystic, with renowned dining, boutique shopping, marinas, and waterfront charm only a short drive away.

39 Chippechaug Trl, Stonington
$1,975,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24176769 MLS
Perched high above the shoreline with commanding panoramic views from the Mystic River to Fisher's Island Sound, this exceptional waterfront residence offers the perfect blend of timeless coastal elegance and modern comfort. Designed for effortless living, the home features a first-floor primary suite, sun-filled living and dining rooms that open to an expansive stone terrace, and an updated chef's kitchen with custom cherry cabinetry, granite countertops, a Viking range, and wine cooler. Upstairs, six versatile rooms and two full baths provide abundant space for guests, home offices, or multi-generational living. Enjoy a picturesque lower lawn, classic boathouse with electricity, tranquil salt pond, and owned marsh frontage with direct access to 19 feet of waterfront.

32 Money Point Rd, Stonington
$4,995,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24172306 MLS
First time available in over 50 years, this generational waterfront estate on Masons Island presents an extraordinary coastal offering. Set on two private acres with more than 250 feet of direct water frontage, deep water access, sweeping 180-degree unobstructed views, a private dock, majestic mature oak trees, and its very own sandy beach, 39 Chippechaug Trail is a rare convergence of acreage, privacy, and position. Set within a private island enclave, the property is defined by scale, serenity, and an uninterrupted connection to the water. Dappled light, coastal breezes, and a timeless natural landscape create an environment that feels both grounded and quietly spectacular. Expansive, ever-changing views stretch toward the horizon from one of the largest and most coveted waterfront parcels in the community. Deep water access and a private dock support an effortless yachting lifestyle, while the breadth of the acreage allows for a setback residence, maximized square footage, and the possibility of bountiful formal gardens. Morning light rises dramatically over the water, with breathtaking sunrises that define the daily experience of living here. Surrounding oaks provide privacy, shade, and a rare sense of established beauty not often found in waterfront offerings. Despite its quiet, retreat-like atmosphere, the property is just minutes from the heart of Mystic, with renowned dining, boutique shopping, marinas, and waterfront charm only a short drive away.

39 Chippechaug Trl, Stonington
$945,000
ACTIVE Status ⋅ 24158818 MLS
Build your perfect coastal home on the nicest lot on Kingfisher Way! This cleared 1.27 acre building lot located in Masons Estates, is Masons Island's newest enclave of custom homes. A natural stone wall borders the property that abuts 5 acres of preserved open space offering added privacy to this serene setting. Easy access to boating and water sports, biking and hiking can be steps from your front door. Masons Estates is conveniently located between Boston and New York and locally just minutes to popular Historic Downtown Mystic and Stonington Borough. Don't miss your opportunity to be part of this sought after gated coastal community and experience what makes living on Masons Island so unique.

12 Kingfisher Way, Stonington
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