39 Chippechaug Trail, Stonington, CT 06355

• 4 beds |
• 5 baths |
• 4,293 sqft

Property 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 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.

Listing Status:

Active

Date Added:

May 7, 2026

Data Last Updated:

May 13, 2026 at 12:52AM

Listing Office:

Serhant Connecticut, LLC : (203) 489-7800

Listing Agent:

Danielle Malloy : (203) 921-9987

MLS ID:

24172306

Interior

• General: Security System
• Appliances: Oven/RangeRefrigeratorDishwasherDisposalWasherDryer
• Basement: FullUnfinished
• A/C: Central Air
• Heating: Hot AirGeothermal
• Fireplace: Fireplaces: 2

Exterior

• General: DeckGarden AreaFrench Doors
• Style: FrenchModern

Construction

• Roofing: Other

Location

• HOA Amenities: Road Maintenance0.0
• County: New London

Lot

• Zoning: RA-202076943

Utilities

• Water: Public Water ConnectedOther
• Sewer: Septic