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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.
Listed by Danielle Malloy (203) 921-9987 with Serhant Connecticut, LLC (203) 489-7800
Estimate only. Contact a lender for accurate figures.
Danielle Malloy · (203) 921-9987
Serhant Connecticut, LLC · (203) 489-7800
MLS# 24172306 · Data provided by SmartMLS. Information deemed reliable but not guaranteed. Listing updated Aug 24, 2026 7:00 AM UTC
Peter & Konrad
Co-Founders, RYZE Realty Group
You'll work directly with Peter and Konrad on this home — never an assistant.
$5,000,000
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39 Chippechaug Trail, Stonington CT, 06355
$4,995,000 • Active
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