31 Contentment Island Road

Darien, CT 06820

$6,495,000 PRICE
6 Beds
5/1 Baths
6,586 Sqft
2 Acres
$2,500 HOA

Premier Darien Waterfront Residence on Contentment Island Road, in the private Tokeneke Association! This exquisitely renovated estate seamlessly blends classic beauty with modern amenities, catering to the desires of today's discerning homebuyers. This property boasts abundant space, featuring direct water access complemented by a private dock and moorings, as well as a charming guest house, nestled within its expansive two acre grounds. Features include: 7 fireplaces, heart of pine flooring, and 9+ ceilings throughout. The Main Level boasts spacious open living areas with direct views of the water, gourmet Chef's Kitchen and Family Room, custom Library, lovely Living Room, Dining Room with beautiful coffered ceiling, and a stunning Sunroom with panoramic water views. The Second floor offers: 4 large Bedrooms and three Full Baths with direct water views, including a Primary suite with a lovely Sitting Room/Office. The Third Floor includes a large Media room, an additional Bedroom, two Bonus Rooms (Gym and Office) and a Full Bath. Minutes to downtown Darien, Rowayton, shops, restaurants, trains, and Award Winning Schools! A rare opportunity for coastal living just 40 miles from NYC. Also, enjoy outstanding evening sunsets!

Listed by

Patricia Schram
Real Estate Salesperson
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Additional Information

ADDITIONAL INFORMATION

ASSOCIATION FEE / FREQUENCY: $2,500.00 / Annually
ATTIC DESCRIPTION: Storage Space, Floored, Pull-Down Stairs
BASEMENT DESCRIPTION: Full, Unfinished, Storage
ELEMENTARY SCHOOL: Tokeneke
EXCLUSIONS: Light fixtures in Dining Room and Sunroom
GARAGE: Detached Garage, Paved, Driveway
GARAGE COUNT: 2
HOA DESCRIPTION: Security Services
HOA FEE: $2,500
HOA INCLUDES: Security Service, Road Maintenance
HIGH SCHOOL: Darien
IS OCCUPIED?: Owner
IS WATERFRONT?: Yes
JUNIOR HIGH SCHOOL: Middlesex
LIVING AREA SQFT: 6,586
NEIGHBORHOOD: Tokeneke
PROPERTY TAX: $59,052
SEWER: Septic
STYLE: Colonial
TAX AMOUNT: $59,052
TAX YEAR: July 2024-June 2025
TYPE: Single Family For Sale
YEAR BUILT: 1912
YEAR BUILT DETAILS: Public Records
ZONING: R-1

AMENITIES

Park
Playground/Tot Lot
Public Transportation
Audio System
Auto Garage Door Opener
Cable - Pre-wired
Open Floor Plan
Security System

INTERIOR/EXTERIOR FEATURES

AIR CONDITIONING: Central Air
APPLIANCES INCLUDED: Gas Cooktop, Electric Range, Convection Range, Microwave, Refrigerator, Subzero, Icemaker, Dishwasher, Instant Hot Water Tap, Washer, Electric Dryer, Wine Chiller
ATTIC: Yes
BEDS: 6
COOLING: Central Air
EXTERIOR FEATURES: Terrace,Garden Area,Guest House,Stone Wall,French Doors,Underground Sprinkler
EXTERIOR SIDING: Shingle, Clapboard
FIREPLACES: 7
FULL BATHS: 5
FURNACE TYPE: Oil
HALF BATHS: 1
HEAT: Oil
HEAT FUEL: Oil
HOT WATER: Oil, 65 Gallon Tank
LAUNDRY ROOM: Main Level
LAUNDRY ROOM ACCESS: Adjacent to Mudroom and Back Stairs
ROOF: Slate
ROOMS: 20

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Location for 31 Contentment Island Road, Darien, CT

Schools for 31 Contentment Island Road, Darien, CT

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

Elementary School
Tokeneke Elementary School
7 Old Farm Road
Darien, CT 06820

Grades: PK-5
(203) 655-9666
Middle School
Middlesex Middle School
204 Hollow Tree Ridge Road
Darien, CT 06820

Grades: 6-8
(203) 655-2518
High School
Darien High School
80 High School Lane
Darien, CT 06820

Grades: 9-12
(203) 655-3981

Private Schools

SCHOOL	LOCATION	GRADE
Pear Tree Point School	90 Pear Tree Point Road, Darien, CT, 06820	K-5
St Lukes Parish School	1864 Post Road, Darien, CT, 06820	PK-K
Our Gang Nursery School	26 East Lane, Darien, CT, 06820	PK-K
Our Lady Of Grace Nursery School & Kindergarten	635 Glenbrook Road, Stamford, CT, 06906	PK-K
Yeshiva Bais Binyomin	132 Prospect St, Stamford, CT, 06901	9-12
Sacred Heart Academy of Stamford	200 Strawberry Hill Avenue, Stamford, CT, 06902	9-12
Waterside School	770 Pacific Street, Stamford, CT, 06902	PK-5
Waterside School	770 Pacific Street, Stamford, CT, 06902	K-5
Jewish High School of Connecticut	1937 W MAIN ST, Stamford, CT, 06902	9-12
Pear Tree Point School	90 Pear Tree Point Road, Darien, CT, 06820	K-5
St Lukes Parish School	1864 Post Road, Darien, CT, 06820	PK-K
Our Gang Nursery School	26 East Lane, Darien, CT, 06820	PK-K
Our Lady Of Grace Nursery School & Kindergarten	635 Glenbrook Road, Stamford, CT, 06906	PK-K
Yeshiva Bais Binyomin	132 Prospect St, Stamford, CT, 06901	9-12
Sacred Heart Academy of Stamford	200 Strawberry Hill Avenue, Stamford, CT, 06902	9-12
Waterside School	770 Pacific Street, Stamford, CT, 06902	PK-5
Waterside School	770 Pacific Street, Stamford, CT, 06902	K-5
Jewish High School of Connecticut	1937 W MAIN ST, Stamford, CT, 06902	9-12

*UG = ungraded.
Detailed school information provided by GreatSchools.org © 2025. All rights reserved.

Public and private school information is provided by sources including GreatSchools.org and various MLS services including the One Key, SMARTMLS, NCMLS, DARMLS and Greenwich MLS, and is subject to the terms of use on those sites. William Pitt and Julia B. Fee Sotheby’s International Realty believes the information provided by these sources to be accurate but will not be held responsible if any data as well as information such as school districts for listings is inaccurate.

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Community

Darien

Fairfield County, Connecticut

Darien, a residential community along Long Island Sound, features many restored Colonial homes, adding to its charm and historic value. The heart of the community is found in its civic activities, top-rated...

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Request More Info for 31 Contentment Island Road, Darien, CT

Patricia Schram
Real Estate Salesperson
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View My Profile

Schedule a Showing Best Day/Time

Yes, I would like more information from Sotheby's International Realty. Please use and/or share my information with a Sotheby's International Realty agent to contact me about my real estate needs.