x
Showing 1 of 0
X
Save

39 Chippechaug Trail
Stonington CT 06355 US

$4,995,000

Active Listing ID 24172306
bed icon
4 bed
rule icon
4,293 square feet
bath icon
5.00 Bath (3 Full , 2 Half)
lot icon
Lot: 2.05 Acres
home icon
Other

$4,995,000

Active Listing ID 24172306
Save

39 Chippechaug Trail 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.

Collapse all

Property Features

  • Facts
  • Lot Size: 2.05 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 3
  • 1/2 Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Deck, Garden Area, French Doors
  • Additional Features
  • Basement
  • Fireplace
  • Patio
  • Waterfront

School Information

  • School
  • Deans Mill(Elementary)
  • Stonington(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 4995000
  • unparsedaddress: 39 Chippechaug Trail
  • postalcity: Stonington
  • stateorprovince: CT
  • country: US
  • postalcode: 06355
  • bathroomsfull: 3
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 2.05
  • lotsizeunits: Acres
  • lotsizearea: 2.05
  • livingarea: 4293
  • livingareaunits: Square Feet
  • latitude: 41.328767
  • longitude: -71.964427
  • listagentfullname: Danielle Malloy
  • listagentemail: Danielle@SerhantCT.com
  • listagentkey: 3yd-CTMLS-8505
  • listagentmlsid: 8505
  • listagentpreferredphone: 2039219987
  • listagentofficephone: 2034897800
  • listofficekey: 3yd-CTMLS-13541
  • listofficemlsid: 13541
  • disclaimer: 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.
  • sourcesystemid: CTMLS
  • yearbuilt: 1968
  • listingcontractdate: 2026-05-07
  • listagenturl: https://serhant.com/
  • countyorparish: New London
  • elementaryschool: Deans Mill
  • highschool: Stonington
  • appliances: Oven/Range, Refrigerator, Dishwasher, Disposal, Washer, Dryer
  • cooling: Central Air
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: True
  • franchiseaffiliation: None
  • interiorfeatures: Security System
  • exteriorfeatures: Deck, Garden Area, French Doors
  • architecturalstyle: Modern, French
  • rooms: Bedroom 3, Basement, Bedroom 4, Bathroom 5, Bedroom 2, Bedroom 1, Bathroom 2, Bathroom 4, Bathroom 3, Bathroom 1
  • securityfeatures: Security System
  • patioandporchfeatures: Deck
  • basement: Full, Unfinished
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -71.964424, 41.328766
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-CTMLS-24172306", "OpenHouseEndTime": "2026-05-12 13:00:00", "OpenHouseId": "4047870", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-05-12 11:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"SERHANT CONNECTICUT LLC", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"Danielle@SerhantCT.com", "ListBrokerageCity":"New York", "ListBrokerageCountry":"US", "ListBrokerageEmail":"hello@serhant.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"SERHANT CONNECTICUT LLC", "ListBrokeragePhone":"(646) 480-7665", "ListBrokeragePostalCode":"10012", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"372 W Broadway", "ListBrokerageWebsiteUrl":"https://serhant.com/", "ListOfficeAddress1":"500 W Putnam Avenue ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"13541", "ListOfficeCity":"Greenwich", "ListOfficeCountry":"US", "ListOfficeEmail":"danielle@serhant.com", "ListOfficePostalCode":"06830", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"Single Family For Sale, French, Modern, Stonington, CT", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/39-Chippechaug-Trl_Mystic_CT_06355_M47690-50828?f=listhub&s=CTMLS&m=24172306&c=rexren", "MLSModificationTimestamp":"2026-08-24 07:00:23", "Neighborhoods":[{"Description":null, "Name":"Masons Island"}], "PostalCode":null, "RoomCount":9, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":37460, "TaxDescription":null, "TaxYear":"2027"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 9/27/2026 11:05:23 AM GMT
Source Updated Date: 9/28/2026 6:58:27 PM GMT

Courtesy of: Danielle Malloy, Serhant Connecticut, LLC, Danielle@SerhantCT.com

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.