Masons Island Homes for Sale

Welcome to Masons Island, a hidden gem nestled within the picturesque town of Stonington, Connecticut. This beautiful neighborhood is a serene escape that offers a unique blend of coastal charm and suburban tranquility. Masons Island is known for its stunning waterfront views, lush greenery, and a close-knit community atmosphere that makes it a perfect place to call home.

As you stroll through the tree-lined streets, you’ll find a variety of architectural styles, from quaint cottages to elegant waterfront homes, each exuding character and charm. Many properties boast breathtaking views of the Long Island Sound, providing a peaceful backdrop for everyday life. The homes for sale in Masons Island are truly diverse, catering to a range of tastes and budgets. Whether you’re seeking a cozy retreat or a luxurious waterfront estate, you’ll find options that suit your lifestyle.

Masons Island is not just about beautiful homes; it’s also about a vibrant community. Residents enjoy easy access to local parks, walking trails, and recreational activities, making it an ideal spot for outdoor enthusiasts. The nearby Stonington Borough offers a delightful array of shops, restaurants, and cultural experiences, ensuring that you’re never far from entertainment and dining options.

With its stunning scenery, friendly neighbors, and a strong sense of community, Masons Island is a place where you can truly feel at home. If you’re looking for a peaceful haven with access to the beauty of coastal living, explore the homes for sale in Masons Island and discover the perfect place to start your next chapter.

Newest Masons Island Homes for Sale

$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

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.