NOMADEReal Estate

$4,995,000

Active

39 Chippechaug Trail

Stonington, Connecticut, 06355 · New London County

4

Beds

5

Baths

4,293

Sq Ft

1968

Built

MLS # 24172306

Price / Sq Ft

$1,164

Property Type

Single Family For Sale

Lot Size

2.05

Class

Property

About This Property

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.

Property Details

39 Chippechaug Trail, Stonington Connecticut 06355 — Single Family For Sale listed at $4,995,000.

At a Glance

4

Bedrooms

5

Bathrooms

4,293

Sq Ft

2.05

Lot Size

--

Garage

1968

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodNew London
Address39 Chippechaug Trail
MLS Number24172306
Year Built1968
Square Footage4,293
Lot Size2.05
Bedrooms4
Bathrooms5
Water SourcePublic Water Connected,Other

Property Details

Other Details

Appliances IncludedOven/Range,Refrigerator,Dishwasher,Disposal,Washer,Dryer
Association Fee IncludesRoad Maintenance
Parcel Number2076943
Virtual Tourhttps://www.masonsislandestate.com/mls
Virtual Tour Branded URLhttps://www.masonsislandestate.com/
ZoningRA-20

Financial

Assessed Value1657500
Home Owners Assocation1
Mil Rate Total22.6
Property Tax37460
Tax YearJuly 2026-June 2027

Property Features

Basement DescriptionFull,Unfinished
Cooling SystemCentral Air
Energy FeaturesGeothermal Heat
Exterior FeaturesDeck,Garden Area,French Doors
Exterior SidingOther
Fireplaces Total2
Foundation TypeConcrete
Garage ParkingAttached Garage
Garages Number3
Heat Fuel TypeGeothermal
Heat TypeHot Air
Hot Water DescriptionOther
Interior FeaturesSecurity System
Roof InformationOther

All Photos (62)

MARKET CONTEXTStonington
Town Median+909% vs list
$495,000
Stonington, CT
Mill Rate
21.80
New London County
NYC Commute
150 min
door-to-door estimate
Schools
B+
1 graded
LOADING COMP CLOUD…

This listing is +909% vs the Stonington median. Verify against same-school-district comps before competing offers.

Contact Danielle Malloy

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Affordability Calculator

$4,995,000

Down Payment$999,000
Loan Amount$3,996,000
Principal & Interest$25,257/mo
Property Tax$4,995/mo
Insurance$100/mo
Est. Monthly$30,352/mo

Listing Agent

D

Danielle Malloy

Serhant Connecticut, LLC

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24172306
Last Updated2026-08-24

Virtual Tour

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