Real Estate Agent in Connecticut and Western Massachusetts

39 Chippechaug Trail
Stonington, Connecticut

Single Family For Sale

4

Bedrooms

3 (full) / 2 (half)

Bathrooms

4,293

Sq Ft

$ 4,995,000

Price

39 Chippechaug Trail
Stonington, Connecticut

Stonington, Connecticut

Description:

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.

Listing Courtesy of Serhant Connecticut, LLC

Meet Our Team

Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:

Alison Malkin
Alison Malkin

Broker/Owner

860-214-8008

Email
Alison Malkin
Nicole Malkin James

Broker/Owner

843-614-7222

Email
Alison Malkin
Luis Torres

Associate Broker

860-383-5211

Email
Alison Malkin
Debra Pliego

Realtor®

860-919-7376

Email
Alison Malkin
Madison Wells

Realtor®

860-538-7567

Email
Alison Malkin
Lori Sierpinski

Realtor®

860-222-4692

Email
Alison Malkin
Jim Murkette

Realtor®

860-539-5009

Email
Alison Malkin
Leah Pliego

Realtor®

860-681-7373

Email

Acres : 2.05
Appliances Included : Oven/Range, Refrigerator, Dishwasher, Disposal, Washer, Dryer
Association Fee Includes : Road Maintenance
Basement : Full, Unfinished
Full Baths : 3
Half Baths : 2
Baths Total : 5
Beds Total : 4
City : Stonington
Cooling : Central Air
County : New London
Elementary School : Deans Mill
Fireplaces : 2
Foundation : Concrete
Garage Parking : Attached Garage
Garage Slots : 3
Description : Secluded, Level Lot, Water View
Middle School : Stonington
Amenities : Golf Course, Library, Park, Private School(s), Public Rec Facilities
Neighborhood : Masons Island
Parcel : 2076943
Postal Code : 06355
Roof : Other
Sewage System : Septic
Total SqFt : 4293
Tax Year : July 2025-June 2026
Total Rooms : 9
Watersource : Public Water Connected, Other
weeb : RPR, IDX Sites, Realtor.com

Phone

860-384-7624

Address

20 Hopmeadow St, Unit 821, Weatogue, CT 06089


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