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Land with Home for Sale in Stonington, Connecticut

39 Chippechaug Trl, Stonington, CT 06378

$4,995,000
2 acres
Active sale
$1m drop
Est $28,502/mo

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.

4,293
Sq feet
4
Beds
3
Full baths
2
1/2 baths
1968
Built

Location

Street address
39 Chippechaug Trl
Zip code
06378
Elevation
27 feet
Coordinates
41.3289, -71.9654

Property details

Acreage
2.05 acres
MLS #
GMLS 124927
Posted

Property taxes

Recent
$35,769

Parcels

  • 00449800

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

Waterfront
Waterfront
Features
Formal Gardens, Level

Exterior

Parking
Garage-Attached

Structure

Basement
Full, Unfinished
Water
Public
Sewer
Septic Tank
Heating
Forced Air, Geothermal
Cooling
Central Air

Interior

Rooms
Bathroom x 5, Bedroom x 4
Fireplaces
Yes
Security
Security System
Features
Bookcases, Built-In Features, Eat-In Kitchen, Entrance Foyer, Pantry

Listing history

DateEventPriceChangeSource
July 7, 2026Price drop$4,995,000$1,000,000 -16.7%GMLS
May 7, 2026New listing$5,995,000GMLS
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This 2.05-acre property is located at 39 Chippechaug Trl in Stonington, CT 06378. The property is available for sale, priced at $4,995,000. It has a 4,293 square foot 4-bedroom, 4-bath house built in 1968.

Listed by Serhant, (646) 480-7665

Checked 2 hours agoUpdated Source

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