$6,175,000

31 Contentment Island Rd Darien, CT 06820

6 beds
5 full, 1 partial
6,586 sqft
2.0 acres
$938 / sqft
House

Property details

About 31 Contentment Island Rd

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.

Highlights

Home typeOther
HeatingForced Air, Zoned
StatusActive
CoolingCentral Air
Size6,586 sqft
BasementYes
Lot size2 Acres
Year built1912
ParkingDetached Garage
MLS #24105934
Garage2 spaces
WaterfrontWaterfront, Dock, Water Access
ViewWater

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 5
  • Appliances: Gas Cooktop, Electric Range, Microwave, Refrigerator, Subzero, Ice Maker, Dishwasher, Instant Hot Water, Washer, Electric Dryer, Wine Cooler
  • Basement: Yes
  • Total Bedroom Count: 6
  • Garage Space: 2 spaces
  • Attached Garage: No
  • Private Pool: No
  • Parking: Detached Garage
  • Waterfront: Waterfront, Dock, Water Access
  • View: Water
  • Architectural Style: Colonial
  • Heating: Forced Air, Zoned
  • Cooling: Central Air
  • List Price: $6,175,000
  • Price/SqFt: $937
  • HOA Amount: $2500 Annually
  • Annual Tax Amount: $59,052
  • Tax Year: 2024
  • Lot: Level, Landscaped, Views, Open Lot
  • Directions: Old Farm Rd to Searles Rd to Contentment Island. Please Park on UPPER Drive, (stay left up Shennemere) vs continuing down Contentment. You will see cottage. Past cottage to front door.
  • Year Built: 1912
  • Living Area: 6,586 SqFt
  • Lot Size: 2 Acres
  • MLS Number: 24105934
  • Office Name: Compass Connecticut, LLC
  • Office Phone: (203) 423-3100
  • Office Email: nancyrdauk@gmail.com
  • Listing Agent: Nancy Dauk

IDXCopyright © 2025 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/24/2025, 11:45:30 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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31 Contentment Island Rd, Darien, CT 06820 - aerial view of property and surrounding area with a large body of water

$6,175,000

31 Contentment Island Rd

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Price information

Property sales

DateEventPrice
Sep 29, 1998
Home Sold
$2,000,000

Tax history

YearAssessmentProperty Tax
2024$4,019,890$59,052
2023$3,386,390$59,634
2022$3,386,390$58,347
2021$3,386,390$57,027
2020$3,386,390$55,300
2019$3,386,390$55,774

History based on county public records data.

Nearby schools

6

Rowayton Elementary School

Public District KG-5

1.3 mi

1 Roton Ave

9

Tokeneke Elementary School

Public District KG-5

1.3 mi

7 Old Farm Rd

9

Hindley Elementary School

Public District KG-5

1.6 mi

10 Nearwater Ln

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $260,913. Typical income of Darien, CT residents is $200k+ annually. Residents typically live in married, with kids family. The most common level of education of people living in this area is post secondary degree.

How much money do the neighbors make?

0%
<35k
18%
35k-100k
17%
100k-200k
65%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree

What types of families live nearby?

21%
Single, No Kids
4%
Single, with Kids
31%
Married, No Kids
44%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

19%
<11 yrs old
14%
12-17 yrs old
9%
18-34 yrs old
46%
35-64 yrs old
12%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • TennisTennis
  • Men's TennisMen's Tennis

Where do the neighbors shop?

  • NordstromNordstrom
  • Brooks BrothersBrooks Brothers
  • BloomingdalesBloomingdales

Where do the neighbors go to eat?

  • California Pizza KitchenCalifornia Pizza Kitchen
  • QdobaQdoba
  • Bonefish GrillBonefish Grill

What do the neighbors drive?

  • BMWBMW
  • AcuraAcura
  • LexusLexus

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • SportsSports
  • NewsNews
All data provided by Home Junction and Claritas

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Frequently asked questions

About 31 Contentment Island Rd

The listing price of 31 Contentment Island Rd property is $6,175,000.

The property 31 Contentment Island Rd is a house located in Darien, Connecticut, 06820.

Active Listing: 31 Contentment Island Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 31 Contentment Island Rd are: Rowayton Elementary School (GreatSchools Rating 6/10), Tokeneke Elementary School (GreatSchools Rating 9/10), Hindley Elementary School (GreatSchools Rating 9/10), Roton Middle School (GreatSchools Rating 4/10), Middlesex Middle School (GreatSchools Rating 10/10), Rogers International School (GreatSchools Rating 6/10), Center for Global Studies (GreatSchools Rating 7/10), McMahon High School (GreatSchools Rating 3/10), Darien High School (GreatSchools Rating 10/10).

According to the records, the last property tax for 2024 is $59,052 (source: MLS/based on county public records data).

The last sale was on September 29, 1998 for $2,000,000 (source: MLS/tax record).

The property at 31 Contentment Island Rd has 6 bedrooms and 5 full and 1 half bathrooms.

The property 31 Contentment Island Rd is 6,586 SqFt (source: MLS/tax record).

The year of construction for 31 Contentment Island Rd is 1912.

This home is located at 31 Contentment Island Rd in Darien, CT and zip code 06820. This 6,586 square foot home, which was built in 1912, sits on a 2.00 acre lot. Features: 6 bedrooms, 6 bathrooms. It has been listed on Rocket Homes since June 23, 2025 and is currently priced at $6,175,000.

Darien, CT housing market in May 2025 saw over 19 listings sold above listed price, more than 3 sold at listed price and over 2 sold below. The number of homes for sale in Darien, CT increased by 2% between April and May 2025.

From Rocket Homes Real Estate and based on county public records data.

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