Home / Recently Sold / Darien
Closed · For Sale
$6,000,000
Asked $6,175,000 · Sold 2025-08-08

31 Contentment Island Road, Darien, Connecticut 06820

6 beds 6 baths 6,586 sq ft Single Family For Sale Built 1912

About this home

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.

Status
Closed
Type
Single Family For Sale
Price
$6,000,000
Beds
6
Baths
6
Interior
6,586 sq ft
Lot
2 ac
Year Built
1912
MLS #
24105934
ZIP
06820
Days on Market
4
Heat
Oil · Hot Air, Zoned
Cooling
Central Air
Water
Public Water Connected
Sewer
Septic
Parking
Detached Garage (2-car)
Laundry
Main Level — Large laundry room
Flood Zone
No

Flood risk: check the FEMA flood map for this address.

HOA & Fees

HOA fee
$2,500 / Annually
Fee includes
Security Service, Road Maintenance
Amenities
Security Services

Schools

Elementary
Tokeneke
Middle / Jr High
Middlesex
High School
Darien

Taxes

Property tax
$62,228 (July 2025-June 2026)
Assessed value
$4,019,890

Interior

Appliances
Gas Cooktop, Electric Range, Convection Range, Microwave, Refrigerator, Subzero, Icemaker, Dishwasher, Instant Hot Water Tap, Washer, Electric Dryer, Wine Chiller
Basement
Full, Unfinished, Storage
Attic
Storage Space, Floored, Pull-Down Stairs
Fireplaces
7
Total rooms
20

Building & Exterior

Style
Colonial
Roof
Slate
Siding
Shingle, Clapboard
Foundation
Concrete, Stone
New construction
No/Resale

Lot & Land

Zoning
R-1
Lot
Level Lot, Professionally Landscaped, Water View, Open Lot
Waterfront
L. I. Sound Frontage, Walk to Water, Dock or Mooring, View, Access
Direct waterfront
Yes

What's nearby

Grocery
Whole Foods Market1.55 mi away
Also nearby
Stop & Shop1.61 mi away
Pharmacy
CVS Pharmacy1.57 mi away
Train
Darien Station1.64 mi awayMetro-North Railroad
Bus stop
West Ave @ Leroy Ave1.75 mi away
Elementary
Tokeneke
Middle
Middlesex
High school
Darien
~1.3 miWhole Foods Market — 1.55 miStop & Shop — 1.61 miCVS Pharmacy — 1.57 miDarien — 1.64 miWest Ave @ Leroy Ave — 1.75 mi
This homeGroceryPharmacyTrainBus

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2025-08-08Sold — $6,000,000 asked $6,175,000 (this listing)MLS 24105934

Public record

From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1916
Living area554 sq ft
Total rooms4
Lot size2 acres
Stories1
HeatSPLIT LEVEL
ExteriorFRAME
Assessed value$4,019,890
Town appraisal$5,742,700
Last recorded sale1998 — $2,000,000
Listing courtesy of Compass Connecticut, LLC — Nancy Dauk · (203) 423-3100

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