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.
Sold for $6,000,000 on 08/08/25
$6,000,000
31 Contentment Island Road, Darien, CT 06820
6beds
6,586sqft
Single Family Residence
Built in 1912
2 Acres Lot
$6,001,500 Zestimate®
$911/sqft
$51,622 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: August 09, 2025 at 06:15am
Listed by:
Nancy Dauk Team,
Nancy Dauk,
Compass Connecticut, LLC,
Co-Listing Agent: Patricia Schram,
Compass Connecticut, LLC
Bought with:
Keiley Fuller, RES.0778203
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24105934

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Balcony/Deck, Bedroom Suite, Fireplace, French Doors
- Level: Upper
- Area: 306.53 Square Feet
- Dimensions: 20.3 x 15.1
Bedroom
- Features: High Ceilings, Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 212.91 Square Feet
- Dimensions: 15.1 x 14.1
Bedroom
- Level: Other
Bedroom
- Features: High Ceilings, Full Bath, Hardwood Floor
- Level: Upper
- Area: 132.09 Square Feet
- Dimensions: 11.9 x 11.1
Bedroom
- Features: High Ceilings, Bedroom Suite, Fireplace, Hardwood Floor
- Level: Upper
- Area: 191.4 Square Feet
- Dimensions: 11 x 17.4
Bedroom
- Features: Hardwood Floor
- Level: Third,Upper
- Area: 132.09 Square Feet
- Dimensions: 11.9 x 11.1
Primary bathroom
- Features: Built-in Features, Double-Sink, Dressing Room, Hydro-Tub, Stall Shower, Walk-In Closet(s)
- Level: Upper
- Area: 986.04 Square Feet
- Dimensions: 24.9 x 39.6
Bathroom
- Level: Third,Other
- Area: 36.04 Square Feet
- Dimensions: 5.3 x 6.8
Bathroom
- Features: Corian Counters, Double-Sink, Tub w/Shower
- Level: Upper
- Area: 68.62 Square Feet
- Dimensions: 7.3 x 9.4
Bathroom
- Features: Hardwood Floor
- Level: Main
- Area: 40.88 Square Feet
- Dimensions: 5.6 x 7.3
Bathroom
- Features: Tub w/Shower, Hardwood Floor
- Level: Upper
- Area: 40.04 Square Feet
- Dimensions: 5.2 x 7.7
Dining room
- Features: High Ceilings, Beamed Ceilings, Built-in Features, Gas Log Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 291.84 Square Feet
- Dimensions: 15.2 x 19.2
Great room
- Features: High Ceilings, Entertainment Center, Gas Log Fireplace, Hardwood Floor
- Level: Main
- Area: 400.2 Square Feet
- Dimensions: 23 x 17.4
Kitchen
- Features: High Ceilings, Breakfast Nook, Granite Counters, Gas Log Fireplace, Hardwood Floor
- Level: Main
- Area: 824.4 Square Feet
- Dimensions: 36 x 22.9
Library
- Features: High Ceilings, Bookcases, Wet Bar, Gas Log Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 702.75 Square Feet
- Dimensions: 28.11 x 25
Living room
- Features: High Ceilings, Gas Log Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 462.16 Square Feet
- Dimensions: 21.2 x 21.8
Media room
- Features: Entertainment Center, Hardwood Floor
- Level: Third,Other
- Area: 213.06 Square Feet
- Dimensions: 15.1 x 14.11
Office
- Features: Hardwood Floor
- Level: Third,Upper
- Area: 217.08 Square Feet
- Dimensions: 10.8 x 20.1
Sun room
- Features: Beamed Ceilings, Gas Log Fireplace, French Doors, Limestone Floor
- Level: Main
- Area: 342.22 Square Feet
- Dimensions: 14.2 x 24.1
Heating
- Forced Air, Zoned, Oil
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Electric Range, Convection Range, Microwave, Refrigerator, Subzero, Ice Maker, Dishwasher, Instant Hot Water, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Main Level
Features
- In-Law Floorplan
- Basement: Full,Unfinished,Storage Space
- Attic: Storage,Floored,Pull Down Stairs
- Number of fireplaces: 7
Interior area
- Total structure area: 6,586
- Total interior livable area: 6,586 sqft
- Finished area above ground: 6,586
Property
Parking
- Total spaces: 2
- Parking features: Detached
- Garage spaces: 2
Features
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Walk to Water, Dock or Mooring, Access
Lot
- Size: 2 Acres
- Features: Level, Landscaped, Open Lot
Details
- Parcel number: 109209
- Zoning: R-1
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Clapboard
- Foundation: Concrete Perimeter, Stone
- Roof: Slate
Condition
- New construction: No
- Year built: 1912
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & neighborhood
Community
- Community features: Golf, Health Club, Library, Park, Playground, Near Public Transport, Tennis Court(s)
Location
- Region: Darien
- Subdivision: Tokeneke
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $2,500 annually
- Amenities included: Security
- Services included: Security, Road Maintenance
Services availability
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$6,001,500
2% more+ $120K
With Zillow Showcase(estimated)
$6,121,530