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Land with Home for Sale in Stonington, Connecticut

39 Chippechaug Trl, Stonington, CT 06378

$5,995,000
2 acres
Active sale
ago
Est $31,735/mo

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.

4,293
Sq feet
4
Beds
3
Full baths
2
1/2 baths
1968
Built

Location

Street address
39 Chippechaug Trl
Elevation
27 feet
Coordinates
41.3289, -71.9654

Property details

Acreage
2.05 acres
MLS #
GMLS 124927
Posted

Property taxes

Recent
$35,769

Parcels

  • 00449800

Details and features

Listing

Type
Residential
Subtype
Single Family Residence
Franchise
None

Lot

Waterfront
Waterfront
Features
Formal Gardens, Level

Exterior

Parking
Attached Garage

Structure

Basement
Full, Unfinished
Water
Public
Sewer
Septic Tank
Heating
Forced Air, Geothermal
Cooling
Central Air

Interior

Rooms
Bathroom x 5, Bedroom x 4
Fireplaces
Yes
Security
Security System
Features
Bookcases, Built-In Features, Eat-In Kitchen, Entrance Foyer, Pantry

Listing history

DateEventPriceChangeSource
May 7, 2026New listing$5,995,000GMLS
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This 2.05-acre property is located at 39 Chippechaug Trl in Stonington, CT 06378. The property is available for sale for $5,995,000. It has a 4,293 sq ft 4 bedroom, 3 bath house built in 1968.

Listed by Serhant Connecticut, (646) 480-7665

Checked 1 hour agoUpdated Source

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