Masons Island Homes For Sale

Masons Island is one of the largest private islands along the Connecticut shoreline, offering a unique waterfront lifestyle surrounded by the calm waters of the Mystic River.

The island is known for its private docks, boating culture, and strong sense of community. Many homes enjoy direct water access, making it a popular destination for boaters and coastal lifestyle buyers.

There are over 400 homes on the island, with approximately 29% used as second residences.

Market Pulse: Community-Level Pricing Insight

• Waterfront vs. interior pricing trends
• Boating access premiums
• Ownership mix and seasonal dynamics
• Comparison to Mystic, Borough, and Wamphassuc Point

Learn more about our Market Pulse analysis →

Explore Other Stonington Waterfront Communities

• Stonington Borough
• Wamphassuc Point
• Lords Point
• Latimer Point
• Mystic
• ← Back to Stonington Waterfront Hub

Current Masons Island Homes for Sale

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• Under $100,000
• Over $1,000,000

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Listing. $4,995,000. 39 Chippechaug Trail, Stonington. 4 Beds, 5 Baths, 4,293 SqFt, Single Family For Sale, MLS® # 24172306.

$4,995,000

Active

39 Chippechaug Trail, Stonington

4 Beds 5 Baths 4,293 SqFt Single Family For Sale MLS® # 24172306

Serhant Connecticut, LLC

Listing. $2,950,000. 29 Dubois Drive, Stonington. 4 Beds, 4 Baths, 3,360 SqFt, Single Family For Sale, MLS® # 24170430.

$2,950,000

Active

29 Dubois Drive, Stonington

4 Beds 4 Baths 3,360 SqFt Single Family For Sale MLS® # 24170430

Berkshire Hathaway NE Prop.

Listing. $2,495,000. 7 Kingfisher Way, Stonington. 4 Beds, 4 Baths, 4,449 SqFt, Single Family For Sale, MLS® # 24189581.

$2,495,000

Active

7 Kingfisher Way, Stonington

4 Beds 4 Baths 4,449 SqFt Single Family For Sale MLS® # 24189581

Berkshire Hathaway NE Prop.

Listing. $2,195,000. 6 Kingfisher Way, Stonington. 4 Beds, 4 Baths, 3,500 SqFt, Single Family For Sale, MLS® # 24189568.

$2,195,000

Under Contract

6 Kingfisher Way, Stonington

4 Beds 4 Baths 3,500 SqFt Single Family For Sale MLS® # 24189568

Berkshire Hathaway NE Prop.

Listing. $1,975,000. 32 Money Point Road, Stonington. 6 Beds, 3 Baths, 2,899 SqFt, Single Family For Sale, MLS® # 24176769.

$1,975,000

Under Contract

32 Money Point Road, Stonington

6 Beds 3 Baths 2,899 SqFt Single Family For Sale MLS® # 24176769

William Pitt Sotheby's Int'l

Listing. $1,200,000. 7 Osprey Lane, Stonington. 3 Beds, 2 Baths, 1,877 SqFt, Single Family For Sale, MLS® # 24198806.

$1,200,000

Under Contract

7 Osprey Lane, Stonington

3 Beds 2 Baths 1,877 SqFt Single Family For Sale MLS® # 24198806

Berkshire Hathaway NE Prop.

Listing. $4,500. 24 Nauyaug Point Road, Stonington. 3 Beds, 3 Baths, 1,943 SqFt, Residential Rental, MLS® # 24184729.

$4,500

Active

24 Nauyaug Point Road, Stonington

3 Beds 3 Baths 1,943 SqFt Residential Rental MLS® # 24184729

Compass Connecticut, LLC