About 39 Chippechaug Trail
A spectacular waterfront residence on Mason's 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 4,293-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 acreage provides a sense of privacy and scale rarely found along the Connecticut 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. What distinguishes this property is a combination that is increasingly difficult
Features of 39 Chippechaug Trail
| MLS® # | 24172306 |
|---|---|
| Price | $4,995,000 |
| Bedrooms | 4 |
| Bathrooms | 3/2 |
| 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 |
| Garage Spaces | 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 |
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 | 102 |
| Zoning | RA-20 |
| RE / Bank Owned | No |
Listing Details
| Office | Serhant Connecticut, LLC |
|---|
