39 Chippechaug Trail, Stonington, CT 06355

bedrooms 4
bathrooms 5
|Other
AUD $7,209,298
USD $4,995,000
Published on: 08 May 2026
Last updated on: 28 Sep 2026
39 Chippechaug Trail, Stonington, CT 06355
39 Chippechaug Trail, Stonington, CT 06355
39 Chippechaug Trail, Stonington, CT 06355
+38
39 Chippechaug Trail, Stonington, CT 06355
  • 38
Property ID: 110107851713
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Single Family For Sale, French,Modern, Stonington, CT

39 Chippechaug Trail, Stonington, CT 06355
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. 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.

Property Details

Basic Info

Property Type
Other
Listing Status
Active
Land Size
8,296.06 m2
Building Size
398.83 m2
Year Built
1968
Rooms
4 bedroom(s), 5 bathroom(s)
Architecture Style
Modern
County
New London
Provider
SmartMLS, Inc.
Brokerage Office Name
SERHANT CONNECTICUT LLC
Brokerage Office Phone
(646) 480-7665
Neighbourhoods
Masons Island
Address
39 Chippechaug Trail, Stonington, CT 06355

Nearby Schools

TypeSchool nameDistrict name
HighStoningtonNot available
ElementaryDeans MillNot available

Tax History

YearTax amount
2027USD $37460AUD $54,066*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.com.au nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.com.au recommends that you independently verify any information before relying on it.

Contact Agent
Danielle Malloy
Serhant Connecticut, LLC
500 W Putnam Avenue , Greenwich, CT 06830
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500 W Putnam Avenue , Greenwich, CT 06830
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      Property ID: 110107851713

      Original Property ID: 3yd-CTMLS-24172306
      Data provided by SmartMLS, Inc., MLS #: 24172306
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      Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.