$4,995,000
Stonington, CT 06378
MLS# 124927
4 beds | 3.2 baths | 4293 sqft
1 / 46
Property Description
A spectacular waterfront residence on Masons Island, 39 Chippechaug Trail captures the very best of coastal New England living. Set on 2.05 private acres with more than 250 feet of direct waterfront, this custom-built, move-in ready 4,300 square-foot home enjoys sweeping 180-degree water views, a private sandy beach, deep-water access and its own dock all within one of the Mystic/Stonington area's most coveted waterfront settings. Beautifully maintained and thoughtfully positioned to embrace its extraordinary surroundings, the residence offers comfortable, inviting interiors designed to be enjoyed from day one. Expansive windows and water-facing spaces create a natural connection between the home, grounds and shoreline, while mature oaks frame the property with exceptional privacy
Details
Maps
Location & Property Info
List Price/SqFt: 1163.52
Zoning: OT - Out of Town
Owner Financing: No
Section: Out of Town
For Rent: No
CIOA: Yes
# HBths: 2
# FPs: 2
General Property Info
Acres +/-: 2.05
Elementary School: Out of Town
Middle School: Out of Town
Pool: No
Year Built: 1968
Garage #: 3
SqFt +/-: 4293
Tax & Misc Info
Assessment: 1657500
Mill Rate: 21.58
Taxes: 35769
Exterior
See Remarks: 1
Design
Post Modern: 1
Heat System
Forced Air: 1
Entry Hall Level/FP
1st: 1
Heat Fuel
Geothermal: 1
Entry Hall Comments
Entrance Foyer: 1
Front to Back: 1
Tile Floor: 1
Living Room Level/FP
1st: 1
FP: 1
Attic
None: 1
Living Room Comments
Built-in Features: 1
Step Down: 1
Lot Description
Formal Gardens: 1
Level: 1
Roof
Other: 1
Dining Room Level/FP
1st: 1
Waterfront Descrip
Deep Water: 1
LI Sound: 1
Waterfront: 1
Waterviews: 1
Cooling System
Central Air: 1
Library/Den Level/FP
1st: 1
Water Source
Public: 1
Sanitation Source
Septic Tank: 1
Library/Den Comments
Bookcases: 1
Built-Ins: 1
Family Room Level/FP
1st: 1
FP: 1
Family Room Comments
Wet Bar: 1
Powder Room Level/FP
1st: 2
Kitchen Level/FP
1st: 1
Parking Description
Attached Garage: 1
Kitchen Comments
Breakfast Room: 1
Eat-in Kitchen: 1
Pantry: 1
Primary Bdrm Level/FP
2nd: 1
Included
All Kitchen Applncs: 1
Washer/Dryer: 1
Primary Bdrm Comments
Primary Bedroom Suite: 1
Primary Bath Level/FP
2nd: 1
Dbl Bdrms Level/FP
2nd: 3
Bath Level/FP
2nd: 3
Hot Water
See Remarks: 1
Basement Type
Full: 1
Unfinished: 1
Features
Security System: 1
Location Property Info
List Price: $4,995,000
Type: Single Family Residence
Street #: 39
Street Name: Chippechaug
Street Suffix: Trail
State: CT
Zip Code: 06378
County: New London
Area: 16 - Out of Town
Property ID: 00449800
# Bdrms: 4
# FBths: 3
Baths: 3.2
OfficeContract Info
Status: Active
List Date: 2026-05-07
Property Features
Entry Hall Comments: Entrance Foyer; Front to Back; Tile Floor
Living Room Comments: Built-in Features; Step Down
Family Room Comments: Wet Bar
Kitchen Comments: Breakfast Room; Eat-in Kitchen; Pantry
Primary Bdrm Comments: Primary Bedroom Suite
Design: Post Modern
Cooling System: Central Air
Heat System: Forced Air
Heat Fuel: Geothermal
Hot Water: See Remarks
Attic: None
Basement Type: Full; Unfinished
Water Source: Public
Sanitation Source: Septic Tank
Exterior: See Remarks
Parking Description: Attached Garage
Roof: Other
Lot Description: Formal Gardens; Level
Waterfront Descrip: Deep Water; LI Sound; Waterfront; Waterviews
Features: Security System
Included: All Kitchen Applncs; Washer/Dryer
Supplements
and an established coastal landscape.
Designed for both relaxed everyday living and entertaining, the property transitions effortlessly from the house to expansive lawns, beach and dock. Boating, swimming, kayaking and days on the water begin right outside your door, while the breadth of the property creates a remarkable sense of openness, privacy and connection to the shoreline. A three-car garage and geothermal heating add comfort and functionality, while the private island setting feels worlds away yet remains just minutes from downtown Mystic's acclaimed restaurants, boutiques, marinas and waterfront attractions. There is an ease to life here that is difficult to replicate a home where mornings begin on the water, afternoons unfold along the shoreline and evenings are framed by the beauty of the surrounding landscape. Equally suited as a year-round residence or an exceptional coastal retreat, 39 Chippechaug Trail is a rare opportunity to experience Mason's Island living at its finest.
Listing Office: Serhant Connecticut LLC
Last Updated: August - 22 - 2026
Listing information comes from various sources and may not always be accurate. No representation or warranty is made as to the accuracy of this information. You should verify any information that is important to your buying decision. Greenwich Multiple Listing Service, Inc.