Google street view image for 22 Contentment Island Rd, Darien, CT 06820

Off market oct 2004 for $2.6M

$4,359,189

Est. refi paymentEst. refi $6,724/mo

•

4 ba

•

4,394

sq ft

22 Contentment Island Rd, Darien, CT 06820

About this home

22 Contentment Island Rd is a 4,394 square foot house on a 1 acre lot with 4 bedrooms and 4 bathrooms. - it last sold on October 19, 2004 for $2,600,000. Based on Redfin's Darien data, we estimate the home's value is $4,359,189.

Single-familyProperty Type

1950Year Built

1 acresLot Size

$992Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$4,359,189

$1.8M since sold in October 2004$20K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.4% higher than the average sale price ($3.65M) of 6 comparable homes.

SOLD SEP 23, 2026
$4,600,000
A
5 beds4.5 baths4,740 sq ft
6 Searles Rd, Darien, CT 06820
SOLD JUN 22, 2026
$3,800,000
B
4 beds4 baths4,662 sq ft
7 Raiders Ln, Darien, CT 06820
SOLD JUN 30, 2026
$3,425,000
C
4 beds4.5 baths3,560 sq ft
53 Goodwives River Rd, Darien, CT 06820
SOLD JUL 22, 2026
$3,670,000
D
4 beds4.5 baths4,907 sq ft
2 Point Rd, Norwalk, CT 06854
SOLD JUN 1, 2026
$3,200,000
E
4 beds4 baths4,254 sq ft
3 Bittersweet Trl, Norwalk, CT 06853
SOLD MAR 27, 2026
$3,205,000
F
4 beds3.5 baths3,972 sq ft
18 Winding Ln, Darien, CT 06820

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$3,293,887

Est. take-home

List your home with Redfin and save $43,592

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$7,220/mo

Redfin rental estimate

List your home for rent

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 8 HRS AGO
$1,850,000
4 beds3 baths3,414 sq ft
101 Hoyt St, Darien, CT 06820
OPEN TODAY, 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 TODAY, 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 22 Contentment Island Rd

Year

Property tax

Land + Additions

Assessment*

2023

$30,265 (+2.2%)

$1,134,000 + $584,640

$1,718,640

2022

$29,612 (+2.3%)

$1,134,000 + $584,640

$1,718,640

2021

$28,942 (+3.1%)

$1,134,000 + $584,640

$1,718,640

2020

$28,065 (−0.9%)

$1,134,000 + $584,640

$1,718,640

2019

$28,306 (+4.9%)

$1,134,000 + $584,640

$1,718,640

2018

$26,995 (−0.5%)

$1,134,000 + $544,810

$1,678,810

2017

$27,130 (+2.5%)

$1,134,000 + $544,810

$1,678,810

2016

$26,475 (+5.1%)

$1,134,000 + $544,810

$1,678,810

2014

$25,199

$1,134,000 + $544,810

$1,678,810

Tax history for 22 Contentment Island Rd

Year

Property tax

Land + Additions

Assessment*

2023

$30,265 (+2.2%)

$1,134,000 + $584,640

$1,718,640

2022

$29,612 (+2.3%)

$1,134,000 + $584,640

$1,718,640

2021

$28,942 (+3.1%)

$1,134,000 + $584,640

$1,718,640

2020

$28,065 (−0.9%)

$1,134,000 + $584,640

$1,718,640

2019

$28,306 (+4.9%)

$1,134,000 + $584,640

$1,718,640

2018

$26,995 (−0.5%)

$1,134,000 + $544,810

$1,678,810

2017

$27,130 (+2.5%)

$1,134,000 + $544,810

$1,678,810

2016

$26,475 (+5.1%)

$1,134,000 + $544,810

$1,678,810

2014

$25,199

$1,134,000 + $544,810

$1,678,810

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

Property details

Interior

Bathroom Information
# of Full Baths: 4

Heating & Cooling
Heating Type: Central Forced Air

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 9

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Exterior Wall: Wood Siding/Shingle

Property Information
Living Sq. Ft: 4,394
Gross Sq. Ft: 4,394
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Attached Garage
Garage / Carport Type: Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 43,560
Municipality Name: DARIEN
Acres: 1
Zoning Code: R-1
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 4,394
Stories: 2.0
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1950
Year Renovated: —
County: Fairfield County
APN: 109173

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Tokeneke Elementary School

Public PreK-5 • Assigned • 1.1mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 2.4mi

10/10

Darien High School

Public 9-12 • Assigned • 2.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

10/10 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

$4.14M – $5.01M

Reach more buyers when you sell with Redfin. Save up to $43,592 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$10,995,000

3 beds3.5 baths4,225 sq ft

57 Rowayton Ave, Norwalk, CT 06853

$3,595,000

3 beds3.5 baths2,641 sq ft

14 Rocky Point Rd, Norwalk, CT 06853

$4,495,000

4 beds3 baths3,207 sq ft

61 Five Mile River Rd, Darien, CT 06820

NEW CONSTRUCTION

$3,249,000

5 beds4.5 baths6,406 sq ft

20 Locust Hill Rd, Darien, CT 06820

$639,000

4 beds2.5 baths1,659 sq ft

41 Baxter Dr, Norwalk, CT 06854

NEW CONSTRUCTION

$5,650,000

6 beds5.5 baths6,500 sq ft

237 Tokeneke Rd, Darien, CT 06820

New listings for sale in 06820

NEW 8 HRS AGO

$1,850,000

4 beds3 baths3,414 sq ft

101 Hoyt St, Darien, CT 06820

OPEN TODAY, 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 TODAY, 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 22 Contentment Island Rd

Data from public records.

Address	Redfin Estimate
15 Contentment Island Rd, Darien, CT 2 Beds \| 1 Baths \| 1401 Sq. Ft.	$2,553,184
3 Contentment Island Rd, Darien, CT 5 Beds \| 4.5 Baths \| 4924 Sq. Ft.	$5,309,710

Address	Redfin Estimate
19 Contentment Island Rd, Darien, CT 5 Beds \| 6.5 Baths \| 8274 Sq. Ft.	$10,858,112
29 Contentment Island Rd, Darien, CT 5 Beds \| 4.5 Baths \| 4988 Sq. Ft.	$7,286,296

Address	Redfin Estimate
31 Contentment Island Rd, Darien, CT 6 Beds \| 5.5 Baths \| 6586 Sq. Ft.	$7,597,283
14 Contentment Island Rd, Darien, CT 6 Beds \| 5 Baths \| 5009 Sq. Ft.	$6,913,946

More real estate resources

Cities
Neighborhoods
Zip Codes
Minor Civil Divisions
Popular Searches

Greenwich homes for sale
Darien homes for sale
Stamford homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wilton homes for sale
Weston homes for sale
Monroe homes for sale
Fairfield homes for sale
New Canaan homes for sale

Houses for rent in Tokeneke	Agents near me	Westport, CT homes for sale	Tokeneke Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Tokeneke Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings