Masons Island Homes for Sale

Welcome to Masons Island, a hidden gem nestled in the picturesque town of Stonington, Connecticut. This enchanting neighborhood is not just a place to live; it’s a lifestyle defined by coastal charm, natural beauty, and a strong sense of community. Masons Island is a unique residential area that boasts stunning waterfront views, serene landscapes, and a tranquil atmosphere, making it an ideal retreat for families and individuals alike.

Surrounded by the sparkling waters of Long Island Sound, Masons Island offers residents a chance to immerse themselves in outdoor activities such as boating, fishing, and kayaking. The island’s lush greenery and scenic walking trails invite you to explore the beauty of nature, while the nearby beaches provide the perfect spot for sunbathing or enjoying a picnic with loved ones.

The homes for sale in Masons Island reflect the area’s unique character, ranging from charming seaside cottages to elegant waterfront estates. Each property offers its own slice of paradise, with many featuring stunning views, spacious yards, and direct access to the water. Whether you’re seeking a cozy retreat or a luxurious family home, Masons Island has something to suit every taste and lifestyle.

As you stroll through the neighborhood, you’ll find a warm and welcoming community with friendly neighbors who take pride in their surroundings. Masons Island is not just about real estate; it’s about finding a place where you can truly belong. Discover the magic of Masons Island and make it your new home today!

Newest Masons Island Homes for Sale

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 24189506 MLS

Take a 3D Tour OR Enjoy a Video Walkthrough 24/7! Welcome to 10 Osprey Ln on Masons Island in Mystic, one of southeastern Connecticut's most desirable private coastal communities. Set on a low-traffic cul-de-sac, this 4 BR, 2.5 Bath Coastal Colonial offers 2,190 SF plus an enclosed 3-season room, 2-car garage, full unfinished basement & attic storage. The home sits above the flood zone, so no flood insurance is required. Masons Island offers private roads, scenic walking trails, water access, a seasonally staffed gatehouse, community activities, possible seasonal mooring/dock opportunities & optional Yacht Club membership with tennis, pickleball, swimming, bocce, clubhouse, playground & private beach access. Major improvements include propane-fired Hydro-Air HVAC w/ central A/C, replacing the original electric heat, plus an owned solar system. Outdoor features include a bluestone rear patio, brick front patio, outdoor shower & fenced garden area. The functional layout offers an ideal canvas for a custom Kitchen tailored to your style, while the setting delivers the coastal lifestyle Buyers seek near Mystic, Stonington Borough, marinas, dining, shopping & the Connecticut shoreline. Book your private showing today!"

10 Osprey Ln, Stonington

$1,975,000

6 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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

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