39 Chippechaug Trail, Stonington, CT 06378
Local realty services provided by:ERA Insite Realty Services
Listed by: danielle malloy, jessica lane
Office: serhant connecticut llc.
MLS#:124927
Source:CT_GAR
Price summary
- Price:$5,995,000
- Price per sq. ft.:$1,396.46
About this home
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 distance away. Enhanced by geothermal efficiency and access to a private yacht club within the association, the offering is as functional as it is remarkable.
A private coastal retreat. A legacy waterfront estate. One of Mason's Island's rarest holdings, offered for the first time in more than half a century....
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Home facts
- Year built:1968
- Listing ID #:124927
- Added:1 day(s) ago
- Updated:May 08, 2026 at 03:39 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:3
- Half bathrooms:2
- Kitchen Description:All Kitchen Appliances, Eat-in Kitchen
- Basement Description:Full, Unfinished
- Living area:4,293 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Forced Air, Geothermal, Heating
- Central air:Yes
Structure and exterior
- Year built:1968
- Building area:4,293 sq. ft.
- Lot area:2.05 Acres
- Lot Features:Formal Gardens, Level
- Architectural Style:Post Modern
Schools
- Middle school:Out of Town
- Elementary school:Out of Town
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$5,995,000
- Price per sq. ft.:$1,396.46
- Tax amount:$35,769
Features and amenities
- Appliances:All Kitchen Appliances, Washer/Dryer
- Laundry features:Washer/Dryer
- Amenities:Bookcases, Built-in Features, Entrance Foyer, Pantry
Parking
- Garage:Yes
- Garage spaces:3
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