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Contentment Island Road
Darien, Connecticut
$6,175,000 Price
6 Bedrooms  
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Photo 1 of Contentment Island Road, Darien, Connecticut, $6,175,000, Web #: 24105934Previous PhotoNext Photo1 of 78

Escape to a world of elegance and serenity at this custom waterfront estate that captures the enchanting essence of New England's coastal charm. Gold Coast Luxury in exclusive Tokeneke Association. Set on a sprawling perched lot, this residence offers an unparalleled living experience with 6 generously sized bedrooms and...

Escape to a world of elegance and serenity at this custom waterfront estate that captures the enchanting essence of New England's coastal charm. Gold Coast Luxury in exclusive Tokeneke Association. Set on a sprawling perched lot, this residence offers an unparalleled living experience with 6 generously sized bedrooms and 5.5 bathrooms. Every room in this meticulously crafted home provides breathtaking water views, ensuring a magical ambience throughout. Designed by a local coveted firm, Brooks & Falotico. The chef's kitchen is perfect for culinary enthusiasts, while the formal dining room and expansive living areas offer exquisite spaces for entertaining all with fireplaces and views to last into the evening. Enjoy the privilege of your own private dock and mooring, perfect for fishing, bird watching and a day on the water. Guests will want to extend their stay! Retreat to the charming cottage, a delightful addition for visitors seeking comfort and privacy. Leisurely afternoons await! The estate also features a gym, mudroom, boat garage, library with speak-easy and a leveled lawn ensuring all your lifestyle needs are met within this exclusive escape. Room to build and even design a pool on one of three locations on the property. Experience the ultimate blend of luxury and coastal beauty, just a stone's throw from the captivating waters of Long Island Sound. Indulge in a lifestyle where elegance meets nature, offering a truly dreamy retreat. Stop daydreaming, start living.

Listing courtesy of Compass Connecticut Llc

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* All information furnished regarding property for sale, rental, financing or estimated mortgage rates is from sources deemed reliable but no warranty or representation is made as to the accuracy thereof. For further financing information, please contact a Brown Harris Stevens agent.

Listing Details

New Listing
Darien, Connecticut
Type: House
Price: $6,175,000
Re Tax: $59,052
Date Listed: 6/23/2025
Approx. sqft: 6,586 sf
Web ID: 24105934

Info & Amenities

Type: Single Family
Rooms: 20.0
Bedrooms: 6
Bathrooms: 6.0
Built: 1912
Woodburning fireplaces: 7

Get to Know Darien

The picturesque coastal town of Darien is the smallest town on Connecticut's Gold Coast. Rolling hills, indigenous trees, and open land dot the landscape of this town nestled on the shoreline of the Long Island Sound. With a rich history and close-knit community, Darien boasts many local traditions and events, as well as an active town center—all less than an hour's train ride away from Manhattan.

More About Darien

Neighborhood Guide to Darien

All information is from sources deemed reliable but is subject to errors, omissions, changes in price, prior sale or withdrawal without notice. No representation is made as to the accuracy of any description. All measurements and square footages are approximate and all descriptive information should be confirmed by customer. All rights to content, photographs and graphics are reserved to Brown Harris Stevens. Customer should consult with its counsel regarding all closing and tax costs. Broker represents the seller/owner on Broker's own exclusives, except if another agent of Broker represents the buyer/tenant, in which case Broker will be a dual agent, in Connecticut, or , in New York State and New Jersey, a dual agent with designated or disclosed agents representing seller/owner and buyer/tenant. Broker represents the buyer/tenant when showing the exclusives of other real estate firms. In Florida, Broker acts as a Transaction Broker with all sellers and buyers, unless a different form of agency has been established in writing. If you are looking to purchase or rent housing, are using a screen reader, and are having problems using this website, please call 1-212-712-1163 for assistance. All phone charges will be reimbursed by Brown Harris Stevens. Broker actively supports Fair Housing and Equal Housing Opportunities. BHS has adopted the attached policy statement - Prior to showing a homebuyer a property or providing services: (1) BHS does not require identification from a prospective homebuyer, (2) BHS may require a written agreement from a homebuyer before showing properties; and (3) BHS does not require a pre-approval for a mortgage loan in order to show a homebuyer properties. However, based upon the requirements of the seller, the building in which the properties is located, or others, some or all of the foregoing items may be required. Listing information for certain New York City properties provided courtesy of the Real Estate Board of New York's Residential Listing Service (the "RLS"). The information contained in this listing has not been verified by the RLS and should be verified by the consumer. The listing information provided here is for the consumer's personal, non-commercial use. Retransmission, redistribution or copying of this listing information is strictly prohibited except in connection with a consumer's consideration of the purchase and/or sale of an individual property. This listing information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. 2025 The Real Estate Board of New York, Inc., all rights reserved. RLS Data display by Brown Harris Stevens. Powered by Terra Holdings.