Google satellite image for 12 Contentment Island Rd, Darien, CT 06820

Sold

$8,799,596

Est. refi paymentEst. refi $11,802/mo

•

4 ba

•

3,986

sq ft

12 Contentment Island Rd, Darien, CT 06820

About this home

Beautifully Sited Direct Waterfront On Contentment Island Intokeneke Assoc On Private Peninsula In Scott's Cove/Water Views Of Lis. Spectacular Panoramaic Waterviews, Indigenous Wildlife, Lovely Sunsets.

Single-familyProperty Type

1959Year Built

1.41 acresLot Size

$2,208Est. Price/Sq.Ft.

2 car garageParking

Source:Public Records

Redfin Estimate

$8,799,596

$3.8M since sold in September 2002$409K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 219.4% higher than the average sale price ($2.75M) of 6 comparable homes.

SOLD JUN 22, 2026
$3,800,000
A
4 beds4 baths4,662 sq ft
7 Raiders Ln, Darien, CT 06820
SOLD SEP 4, 2026
$960,000
B
3 beds3 baths2,790 sq ft
3 Pheasant Ct, Norwalk, CT 06854
SOLD OCT 1, 2026
$1,880,000
C
4 beds2.5 baths2,408 sq ft
115 Tokeneke Rd, Darien, CT 06820
SOLD JUL 29, 2026
$1,825,000
D
3 beds2.5 baths2,816 sq ft
161 Old Kings Hwy S, Darien, CT 06820
SOLD JUL 16, 2026
$3,464,000
E
5 beds3.5 baths2,478 sq ft
128 Five Mile River Rd, Darien, CT 06820
SOLD SEP 23, 2026
$4,600,000
F
5 beds4.5 baths4,740 sq ft
6 Searles Rd, Darien, CT 06820

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Earn from this home

Sell

$8,292,414

Est. take-home

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Refinance

Est. cash available

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Rent

$6,779/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.1%

1.1% MoM

Median sale price

$3.0M

$24K MoM

Avg. days on market

13d

0 days MoM

Recently sold homes

110

7 MoM

New listings for sale

NEW 2 HRS AGO
$1,850,000
4 beds3 baths3,414 sq ft
101 Hoyt St, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$1,649,000
3 beds3 baths2,007 sq ft
27 Lakeside Ave, Darien, CT 06820
COMING SOON
$4,725,000
6 beds6 baths6,459 sq ft
12 Seagate Rd, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$2,699,000
5 beds4.5 baths4,084 sq ft
53 Country Club Rd, Darien, CT 06820
$7,995,000
5 beds6.5 baths5,172 sq ft
3 Coves End Rd, Darien, CT 06820
$1,895,000
4 beds2.5 baths2,456 sq ft
9 Wilson Ridge Rd E, Darien, CT 06820
$3,795,000
4 beds4 baths4,361 sq ft
5 Cross Rd, Darien, CT 06820
OPEN SUN, 12PM TO 3PM
$1,795,000
4 beds2 baths2,091 sq ft
150 Holmes Ave, Darien, CT 06820
FOR SALE BY OWNER
$2,200,000
5 beds4 baths4,600 sq ft
13 Silver Lakes Dr, Darien, CT 06820
See all

Provided by Redfin

Sale history for 12 Contentment Island Rd

Year

Property tax

Land + Additions

Assessment*

2023

$76,453 (+2.2%)

$3,589,320 + $752,150

$4,341,470

2022

$74,804 (+2.3%)

$3,589,320 + $752,150

$4,341,470

2021

$73,110 (+3.1%)

$3,589,320 + $752,150

$4,341,470

2020

$70,896 (−0.9%)

$3,589,320 + $752,150

$4,341,470

2019

$71,504 (+10.4%)

$3,589,320 + $752,150

$4,341,470

2018

$64,791 (−0.5%)

$3,434,200 + $595,070

$4,029,270

2017

$65,113 (+2.5%)

$3,434,200 + $595,070

$4,029,270

2016

$63,542 (+5.1%)

$3,434,200 + $595,070

$4,029,270

2014

$60,476

$3,433,990 + $595,070

$4,029,060

Tax history for 12 Contentment Island Rd

Year

Property tax

Land + Additions

Assessment*

2023

$76,453 (+2.2%)

$3,589,320 + $752,150

$4,341,470

2022

$74,804 (+2.3%)

$3,589,320 + $752,150

$4,341,470

2021

$73,110 (+3.1%)

$3,589,320 + $752,150

$4,341,470

2020

$70,896 (−0.9%)

$3,589,320 + $752,150

$4,341,470

2019

$71,504 (+10.4%)

$3,589,320 + $752,150

$4,341,470

2018

$64,791 (−0.5%)

$3,434,200 + $595,070

$4,029,270

2017

$65,113 (+2.5%)

$3,434,200 + $595,070

$4,029,270

2016

$63,542 (+5.1%)

$3,434,200 + $595,070

$4,029,270

2014

$60,476

$3,433,990 + $595,070

$4,029,060

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.41 Acres

Year renovated

2004

Sq. Ft.

3,986

Year built

1959

Style

Single Family Residential

County

Fairfield County

APN

109175

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Around this home

Schools

Tokeneke Elementary School

Public PreK-5 • Assigned • 1.0mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 2.3mi

10/10

Darien High School

Public 9-12 • Assigned • 2.5mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Darien, CT • 06820

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$8.36M – $10.12M

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Nearby similar homes

OPEN SAT, 1PM TO 3PM

$1,649,000

3 beds3 baths2,007 sq ft

27 Lakeside Ave, Darien, CT 06820

$639,000

4 beds2.5 baths1,659 sq ft

41 Baxter Dr, Norwalk, CT 06854

$3,850,000

4 beds3.5 baths6,021 sq ft

15 Wildcat Rd, Darien, CT 06820

$679,000

3 beds2 baths1,428 sq ft

5 Michael St, Norwalk, CT 06854

$1,425,000

3 beds2.5 baths1,616 sq ft

14 Park Ln, Norwalk, CT 06851

FOR SALE BY OWNER

$2,200,000

5 beds4 baths4,600 sq ft

13 Silver Lakes Dr, Darien, CT 06820

New listings for sale in 06820

NEW 2 HRS AGO

$1,850,000

4 beds3 baths3,414 sq ft

101 Hoyt St, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$1,649,000

3 beds3 baths2,007 sq ft

27 Lakeside Ave, Darien, CT 06820

COMING SOON

$4,725,000

6 beds6 baths6,459 sq ft

12 Seagate Rd, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$2,699,000

5 beds4.5 baths4,084 sq ft

53 Country Club Rd, Darien, CT 06820

$7,995,000

5 beds6.5 baths5,172 sq ft

3 Coves End Rd, Darien, CT 06820

$1,895,000

4 beds2.5 baths2,456 sq ft

9 Wilson Ridge Rd E, Darien, CT 06820

$3,795,000

4 beds4 baths4,361 sq ft

5 Cross Rd, Darien, CT 06820

OPEN SUN, 12PM TO 3PM

$1,795,000

4 beds2 baths2,091 sq ft

150 Holmes Ave, Darien, CT 06820

FOR SALE BY OWNER

$2,200,000

5 beds4 baths4,600 sq ft

13 Silver Lakes Dr, Darien, CT 06820

Home values near 12 Contentment Island Rd

Data from public records.

Address	Redfin Estimate
15 Contentment Island Road, Darien, CT 2 Beds \| 1 Baths \| 1401 Sq. Ft.	$2,553,184
29 Contentment Island Road, Darien, CT 5 Beds \| 4.5 Baths \| 4988 Sq. Ft.	$7,286,296

Address	Redfin Estimate
19 Contentment Island Road, Darien, CT 5 Beds \| 6.5 Baths \| 8274 Sq. Ft.	$10,858,112
14 Contentment Island Road, Darien, CT 6 Beds \| 5 Baths \| 5009 Sq. Ft.	$6,913,946

Address	Redfin Estimate
3 Contentment Island Road, Darien, CT 5 Beds \| 4.5 Baths \| 4924 Sq. Ft.	$5,309,710
7 Contentment Island Road, Darien, CT 4 Beds \| 3.5 Baths \| 5245 Sq. Ft.	$5,192,993

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