39 Chippechaug Trail, Stonington, CT 06378

Stonington
Local realty services provided by:ERA Insite Realty Services
39 Chippechaug Trail,Stonington, CT 06378
$4,995,000
Virtual Tour
  • 4 Beds
  • 5 Baths
  • 4,293 sq. ft.
  • Single family
  • Active
Listed by: danielle malloy, jessica lane
Office: serhant connecticut llc.
MLS#:124927
Source:CT_GAR

Price summary

  • Price:$4,995,000
  • Price per sq. ft.:$1,163.52

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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an ERA®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an ERA®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , CENTURY 21® , Coldwell Banker® , Corcoran® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1968
  • Listing ID #:124927
  • Added:97 day(s) ago
  • Updated:August 08, 2026 at 02:15 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Full bathrooms:3
  • Half bathrooms:2
  • Kitchen Description:All Kitchen Appliances, Eat-in Kitchen
  • Basement Description:Full, Unfinished
  • Living area:4,293 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air, Geothermal, Heating
  • Central air:Yes

Structure and exterior

  • Year built:1968
  • Building area:4,293 sq. ft.
  • Lot area:2.05 Acres
  • Lot Features:Formal Gardens, Level
  • Architectural Style:Post Modern

Schools

  • Middle school:Out of Town
  • Elementary school:Out of Town

Utilities

  • Water:Public
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$4,995,000
  • Price per sq. ft.:$1,163.52
  • Tax amount:$35,769

Features and amenities

  • Appliances:All Kitchen Appliances, Washer/Dryer
  • Laundry features:Washer/Dryer
  • Amenities:Bookcases, Built-in Features, Entrance Foyer, Pantry

Parking

  • Garage:Yes
  • Garage spaces:3
Copyright 2026 Greenwich Multiple Listing Service. All rights reserved. Greenwich Multiple Listing Service provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. Greenwich Multiple Listing Service will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of Greenwich Multiple Listing Service. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

New listings near 39 Chippechaug Trail