For Sale
Price CutPrice Drop: $1M (10/22)
No HOANo HOA
Single family home for sale at 39 Chippechaug Trl, Mystic, CT 06355 | MLS# 24172306 | Listing updated on 2026-10-22
Photo 1 of Single family home for sale at 39 Chippechaug Trl, Mystic, CT 06355 | MLS# 24172306 | Listing updated on 2026-10-22
Photo 2 of Single family home for sale at 39 Chippechaug Trl, Mystic, CT 06355 | MLS# 24172306 | Listing updated on 2026-10-22
Photo 3 of Single family home for sale at 39 Chippechaug Trl, Mystic, CT 06355 | MLS# 24172306 | Listing updated on 2026-10-22
Photo 4 of Single family home for sale at 39 Chippechaug Trl, Mystic, CT 06355 | MLS# 24172306 | Listing updated on 2026-10-22
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$3,995,000

Monthly Est:$19,885

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,293sqft

39 Chippechaug Trl, Mystic, CT 06355

$19,885/moEst:

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  • Single Family Residence

  • Built in 1968

  • $-- HOA

  • 2.05 acres lot

  • $931/sq.ft

Description

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.

  • Houzeo last checked: 4 hours ago
  • Listing updated: October 22, 2026 at 6:20 pm
  • Listing Provided by: Danielle Malloy | Serhant Connecticut, LLC
  • Source: SMART MLS-CT | MLS#: 24172306 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    New London County

  • City

    Mystic

  • Neighborhood

    --

  • Year Built

    1968

  • HOA Fees

    -

  • Finished Area

    4,293 sqft

  • Lot Size

    2.05 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24172306

  • MLS Status

    Active

  • Days on Market

    180

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Location

HOA Management

1

HOA Fees

$-/

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Road Maintenance Road Maintenance

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Appliances

    Oven/range, Refrigerator, Dishwasher, Disposal, Washer, Dryer

  • Interior Features

    Security System

  • Cooling

    Central Air

  • Sewer

    Septic

  • Heating

    Geothermal

  • Exterior Features

    Deck, Garden Area, French Doors

Construction

  • Year Built

    Year Built: 1968

  • Home type

    Single Family Residence

  • Architectural Style

    French, Modern

  • Roof

    Other

  • Foundation Details

    Concrete

Utilities & Energy

  • Water Source

    Public Water Connected, Other

  • Parking Features

    Attached Garage

  • Basement

    Full, Unfinished

Other Features

  • Lot Features

    Secluded, Level Lot, Water View

  • Subdivision Name

    Masons Island

Price History

DateEventPrice

10/22/2026

Source: mls_logoSMART MLS-CT #24172306

Listed for Sale

$3,995,000 -20.02%

$931/sqft

08/19/2026

Source: mls_logoSMART MLS-CT #24180978

Listing Removed

$4,995,000

$1,164/sqft

07/07/2026

Source: mls_logoSMART MLS-CT #24172306

Price Decreased

$4,995,000 -16.68%

$1,164/sqft

05/07/2026

Source: #24172306

Listed for Sale

$5,995,000

$1,396/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Nov 04, 2026, 12:45PM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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