39 Chippechaug Trail, Mystic, CT 06355
Local realty services provided by:ERA Key Realty Services
Upcoming open houses
- Tue, May 1211:00 am - 01:00 pm
Listed by: danielle malloy, jonathan shockley(203) 921-9987
Office: serhant connecticut, llc(203) 489-7800
MLS#:24172306
Source:CT
Price summary
- Price:$5,995,000
- Price per sq. ft.:$1,396.46
About this home
First time available in over 50 years, this generational waterfront estate on Masons Island presents an extraordinary coastal offering. Set on two private acres with more than 250 feet of direct water frontage, deep water access, sweeping 180-degree unobstructed views, a private dock, majestic mature oak trees, and its very own sandy beach, 39 Chippechaug Trail is a rare convergence of acreage, privacy, and position. Set within a private island enclave, the property is defined by scale, serenity, and an uninterrupted connection to the water. Dappled light, coastal breezes, and a timeless natural landscape create an environment that feels both grounded and quietly spectacular. Expansive, ever-changing views stretch toward the horizon from one of the largest and most coveted waterfront parcels in the community. Deep water access and a private dock support an effortless yachting lifestyle, while the breadth of the acreage allows for a setback residence, maximized square footage, and the possibility of bountiful formal gardens. Morning light rises dramatically over the water, with breathtaking sunrises that define the daily experience of living here. Surrounding oaks provide privacy, shade, and a rare sense of established beauty not often found in waterfront offerings. Despite its quiet, retreat-like atmosphere, the property is just minutes from the heart of Mystic, with renowned dining, boutique shopping, marinas, and waterfront charm only a short drive away....
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Home facts
- Year built:1968
- Listing ID #:24172306
- Added:1 day(s) ago
- Updated:May 09, 2026 at 04:42 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:3
- Half bathrooms:2
- Rooms Total:9
- Kitchen Description:Dishwasher, Disposal, Oven/Range, Refrigerator
- Basement Description:Full Basement, Unfinished
- Living area:4,293 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Air
- Central air:Yes
Structure and exterior
- Year built:1968
- Building area:4,293 sq. ft.
- Lot area:2.05 Acres
- Lot Features:Level Lot, Secluded, Water View
- Architectural Style:French, Modern
- Exterior Features:Deck, French Doors, Garden Area
Schools
- High school:Stonington
- Middle school:Stonington
- Elementary school:Deans Mill
Utilities
- Water:Public Water Connected
Finances and disclosures
- Price:$5,995,000
- Price per sq. ft.:$1,396.46
- Tax amount:$35,769 (July 2025-June 2026)
Features and amenities
- Appliances:Dishwasher, Disposal, Dryer, Oven/Range, Refrigerator, Washer
- Amenities:Golf Course, Library, Park, Private School(s), Public Rec Facilities, Security System
Parking
- Parking description:Attached Garage
- Garage:Yes
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