39 Chippechaug Trail, Stonington, CT is a French and Modern residence located in Stonington, CT. This property was listed for sale on (approximately days ago) and is currently offered at $4,995,000.
39 Chippechaug Trail, Stonington, CT is a 4-bed, 5-bath, 4,293 square foot home built in 1968 , featuring French,Modern architecture This home is part of a homeowners association. The HOA fee includes: road maintenance.
This home is within the Stonington school district. Local, with nearby schools including Deans Mill.
Pricing Insight: Originally listed at $5,995,000, this home last saw a price adjustment of –$1,000,000 (16.7%) on August 27, 2026 — about -1 days ago. It has been on the market for approximately 112 days, with a total price adjustment of –$1,000,000 (16.7%).
MLS #: 24172306
Days on Market: 112
Residence Type: Single Family
Architectural Style: French,Modern
Neighborhood: Masons Island
Garage Spaces: 3
Heating: Hot Air
Offered Price: $4,995,000
Price per Sq Ft: $1,164
Year Built: 1968
Living Area: 4,293 Sq. Ft.
Lot Size: 2.05 Acres
Design & Construction: Masonry
Estimated Tax: $37,460
Price per square foot: $1,164 / Sq. Ft.
Tax assessed value: $1,657,500
Estimated Tax: $37,460
Architectural Style: French,Modern
Design & Construction: Masonry
Residence Type: Single Family
Year Constructed: 1968
Living Area: 4,293 Sq. Ft.
Lot Size: 2.05 Acres
Fuel: Geothermal
Home Automation: Not specified
Energy Features: Geothermal Heat
Solar Contract: Not specified
Heating Fuel: Geothermal
Fuel Tank Location: Not specified
Cooling System: Central Air
Hot Water System: Not specified
Air Radon Mitigation: Not specified
Water Radon Mitigation: Not specified
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.
Continue reading ▾Mechanicals & Utilities: Hot Air • Geothermal • Central Air • Public Water Connected,Other water • 2 fireplaces
Exterior Features
Exterior Construction: Other
Roof Type: Other
Foundation: Concrete
Garage: Attached Garage (3 car)
Patio/Deck: Deck,Garden Area,French Doors
Utilities: Water: Public Water Connected,Other