$4,995,000
 $26,814 est/mo Sourced by Back At You

39 Chippechaug Trail,Stonington, CT 06355

Stonington, CT 06355

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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 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.

Details

MLS #24172306
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1968
Days On Site138
Listing Provided BySerhant Connecticut, LLC | Danielle Malloy

Features

Bed(s)4
Bath(s) 5 Total
SQ Feet4,293
Garage3
BasementY
ZoningRA-20
Acreage2.05
Golf CourseYes
Water FrontYes

Interior

Total Rooms9
Cooling SystemCentral Air
Interior FeaturesSecurity System
Appliances IncludedOven/Range, Refrigerator, Dishwasher, Disposal, Washer, Dryer
Fireplaces Total2

Exterior

Exterior FeaturesDeck, Garden Area, French Doors
Roof InformationOther
Foundation TypeConcrete

Parking

Garage & ParkingAttached Garage
Garages Number3

Utilities

Sewage SystemSeptic
Energy FeaturesGeothermal Heat

Taxes

Tax YearJuly 2026-June 2027
Property Tax37460

Area Information

StateCT
CountyNew London
CityStonington
Zip Code06355
AreaMasons Island
School DistrictDeans Mill
Elementary SchoolDeans Mill
High SchoolStonington
Listing VS Median (in 06355)
Price:
$4,995,000
low | high
Med:
$722,450
100% of Average
sqft:
4,293
low | high
Med:
1,955
100% of Average
$ / sqft:
$1,164
low | high
Med:
$370
100% of Average
On site:
138
low | high
Med:
38
100% of Average
Sourced by Back At You

Market Activity 06355

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Learn More About This Property

StateCT
CountyNew London
CityStonington
Zip Code06355
AreaMasons Island
School DistrictDeans Mill
Elementary SchoolDeans Mill
High SchoolStonington
Listing VS Median (in 06355)
Price:
$4,995,000
low | high
Med:
$722,450
100% of Average
sqft:
4,293
low | high
Med:
1,955
100% of Average
$ / sqft:
$1,164
low | high
Med:
$370
100% of Average
On site:
138
low | high
Med:
38
100% of Average
Sourced by Back At You
Listing Updated: September 17, 2026 at 8:30:58 AM PDT
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