Masons Island Real Estate

Masons Island Real Estate

Welcome to Masons Island, a hidden gem nestled in the picturesque town of Stonington, Connecticut. This charming neighborhood offers a unique blend of coastal living and serene suburban ambiance, making it an ideal place for families, retirees, and anyone seeking a tranquil lifestyle by the water.

Masons Island is renowned for its stunning waterfront views and rich maritime history. Surrounded by the beautiful waters of Fishers Island Sound, residents enjoy easy access to boating, fishing, and various water sports. The island’s lush landscapes and scenic walking trails provide ample opportunities for outdoor enthusiasts to explore and connect with nature.

One of the standout features of Masons Island is its sense of community. The neighborhood boasts a friendly atmosphere where neighbors know each other by name, fostering a tight-knit environment that welcomes newcomers with open arms. Local events, from summer barbecues to holiday gatherings, create a vibrant social scene that enhances the island's charm.

Education is a priority in this area, with access to top-rated schools that cater to students of all ages. Families will appreciate the safe and nurturing environment that Masons Island provides, allowing children to thrive both academically and socially.

Additionally, Masons Island is conveniently located near Stonington's historic downtown, where residents can enjoy quaint shops, delightful restaurants, and cultural attractions. With its perfect blend of natural beauty, community spirit, and modern conveniences, Masons Island truly embodies the essence of coastal living in Connecticut. Come discover your slice of paradise in this enchanting neighborhood!

Newest Listings in Masons Island

$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
$4,995,000
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 ⋅ 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
$945,000
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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