Active

39 Chippechaug Trail

Stonington, CT 06355

$5,995,000 $25,275/Mo

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Overview

2.05

Acres(Lot)

Description

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 parce ls 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.

Property Details

Property Type : Land

Price : $5,995,000

AD Id : 80076320

MLS Id : 24180978

Lot Size : 2.05 Acres(Lot)

County : New London

Map

What's Nearby

Nearby Areas

Features

Heating & Cooling

Water front: 1

Exterior Features

Exterior Features: Dock

Lot Information

Lot Size Acres: 2.05 Lot Description: Rolling Slope, Waterfront

Listing Price Information

Listing Price: $5995000

Tax Information

Parcel Number: 2076943 Annual Tax: $35769

School Information

Elementary School: Deans Mill

Junior High School: Stonington

Senior High School: Stonington
Location Information

Direction: Masons island WaterSource: Well

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
LOT 5 Lantern Hill Road, Stonington, CT, 06355	$125,000	--	--	--	2.06 Acres(Lot)
12 Kingfisher Way, Stonington, CT, 06355	$945,000	--	--	--	1.27 Acres(Lot)

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/06/2026 @ 19:42

MLS: 24180978 LISTED BY: Danielle Malloy, Serhant Connecticut, LLC SOURCE: SmartMLS