39 Chippechaug Trail, Stonington, Connecticut

$4,995,000

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4

Beds

5

Baths

4,293

Square feet

2.05

Acres

About 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.

Features of 39 Chippechaug Trail

MLS® # 24172306
Price $4,995,000
Bedrooms 4
Bathrooms 5.00
Full Baths 3
Half Baths 2
Square Footage 4,293
Acres 2.05
Type Single Family For Sale
Style French, Modern
Status Active

Community Information

Address 39 Chippechaug Trail
Area Masons Island
City Stonington
County New London
State Connecticut
Zip Code 06355

Amenities

Features Geothermal Heat
Parking Attached Garage
# of Garages 3
Is Waterfront Yes
Waterfront L. I. Sound Frontage, Beach, Dock or Mooring, Water Community, View
Has Pool No

Interior

Interior Features Security System
Appliances Oven/Range, Refrigerator, Dishwasher, Disposal, Washer, Dryer
Heating Hot Air, Geothermal
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Unfinished

Exterior

Exterior Other
Exterior Features Deck, Garden Area, French Doors
Lot Description Secluded, Level Lot, Water View
Roof Other
Foundation Concrete

School Information

Elementary Deans Mill
Middle Stonington
High Stonington

Additional Information

Date Listed May 7th, 2026
Days on Market 125
Zoning RA-20
RE / Bank Owned No

Listing Details

OfficeSerhant Connecticut, LLC

Listing Map

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Listing information last updated on September 10th, 2026 at 4:40am EDT.