Home Homes for Sale Stonington, CT 39 Chippechaug Trail

39 Chippechaug Trail, Stonington, CT 06355

Lots and Land For Sale · Residential Land

$5,995,000
39 Chippechaug Trail, Stonington, CT
Active
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2.05
Acres

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 drive away.

Listed by Danielle Malloy (203) 921-9987 with Serhant Connecticut, LLC (203) 489-7800

Listing Snapshot

Price $5,995,000 Days on Our Site 0 days
Property Tax $35,769/yr Style
Year Built Total Sq Ft
Lot Size 2.05 acres HOA Fees N/A
Bedrooms Full Bathrooms
Total Rooms Half Baths

Key Features

Outdoor
  • Beach
  • Dock or Mooring
  • Water Community
  • View
Nearby
  • Golf Course
  • Library
  • Park
  • Private School(s)
  • Public Rec Facilities

Systems & Utilities

Water Private Well
Sewer Septic

Schools

Elem Deans Mill
Middle Stonington
High Stonington

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $2,981/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jun 4, 2026 Listed $5,995,000

Frequently Asked Questions

How much does 39 Chippechaug Trail in Stonington, CT cost?
This property is listed at $5,995,000.
Is 39 Chippechaug Trail, Stonington, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 39 Chippechaug Trail, Stonington in?
This home is served by the Stonington public school system, with Deans Mill as the elementary school and Stonington as the high school.
How do I schedule a tour of 39 Chippechaug Trail, Stonington, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Danielle Malloy · (203) 921-9987

Serhant Connecticut, LLC · (203) 489-7800

MLS# 24180978 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 4, 2026 8:06 PM UTC