Masons Island Homes For Sale

Masons Islandis 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 homeson 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

Property Results

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• Under $100,000
• $900,000 - $1,000,000
• Over $1,000,000

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Listing. $4,995,000. 39 Chippechaug Trail, Stonington. 0 Beds, 0 Baths, 0 SqFt, Lots and Land For Sale, MLS® # 24180978.

$4,995,000

Active

39 Chippechaug Trail, Stonington

0 Beds 0 Baths 0 SqFt Lots and Land For Sale MLS® # 24180978

Serhant Connecticut, LLC

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

$2,950,000

Active

29 Dubois Drive 29, Stonington

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

Berkshire Hathaway NE Prop.

Listing. $2,275,000. 32 Money Point Road, Stonington. 6 Beds, 3 Baths, 2,899 SqFt, Single Family For Sale, MLS® # 24176769.

$2,275,000

Active

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. $1,349,000. 83 Old North Road, Stonington. 3 Beds, 3 Baths, 2,341 SqFt, Single Family For Sale, MLS® # 24171876.

$1,349,000

Under Contract

83 Old North Road, Stonington

3 Beds 3 Baths 2,341 SqFt Single Family For Sale MLS® # 24171876

William Pitt Sotheby's Int'l

Listing. $945,000. 12 Kingfisher Way, Stonington. 0 Beds, 0 Baths, 0 SqFt, Lots and Land For Sale, MLS® # 24158818.

$945,000

Active

12 Kingfisher Way, Stonington

0 Beds 0 Baths 0 SqFt Lots and Land For Sale MLS® # 24158818

Switz Real Estate Associates

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