11 Contentment Island Rd, Darien, CT 06820

Off market nov 2019 for $2.5M

$4,731,642

Est. refi paymentEst. refi $17,713/mo

•

4,521

sq ft

11 Contentment Island Rd, Darien, CT 06820

About this home

SUNRISE SUNSET SPLENDOUR Enchanting Contentment Island with magical water views to both Scott's Cove & Butler's Island Marsh. In prestigious private Tokeneke Assoc, this is a home for All Seasons with beautiful vistas throughout the year. Welcome To ''Blue Haven'' designed by Ed Wallace in 1926, then expanded 1981 by the current owner. There are inviting rooms-to enjoy, to entertain and to relax! Friends & family can gather in the wonderful family rm or awake to the sounds of water birds, while enjoying morning coffee on the large terrace. How about sharing an afternoon beverage on your patio with views directly across Birch Park! And then there is winter, made particularly special in your cathedral library when reading next to the warmth of a January fire. Hurry to a very special house.

Single-familyProperty Type

1926Year Built

1.18 acresLot Size

$1,047Est. Price/Sq.Ft.

3 car garageParking

Listed by Rita Kirby • William Pitt Sotheby's Int'l

Bought with Rita Kirby • William Pitt Sotheby's Int'l

Source:Smart MLS #170234154

Redfin Estimate

$4,731,642

$2.1M since sold in November 2019$104K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 33.9% higher than the average sale price ($3.53M) 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 JUN 1, 2026
$3,200,000
D
4 beds4 baths4,254 sq ft
3 Bittersweet Trl, Norwalk, CT 06853
SOLD JUL 22, 2026
$3,670,000
E
4 beds4.5 baths4,907 sq ft
2 Point Rd, Norwalk, CT 06854
SOLD JUL 15, 2026
$2,500,000
F
4 beds3.5 baths4,064 sq ft
370 Rowayton Ave, Norwalk, CT 06853

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

Earn from this home

Sell

$2,674,961

Est. take-home

List your home with Redfin and save $47,316

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$7,359/mo

Redfin rental estimate

List your home for rent

Market trends in 06820, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

106.9%

2.0% MoM

Median sale price

$2.9M

$131K MoM

Avg. days on market

17d

4 days MoM

Recently sold homes

21 MoM

New listings for sale

$2,295,000
4 beds2.5 baths2,676 sq ft
6 Oak Crst, Darien, CT 06820
$1,795,000
4 beds3 baths2,412 sq ft
260 West Ave, Darien, CT 06820
$2,350,000
4 beds4 baths3,025 sq ft
96 Fitch Ave, Darien, CT 06820
VIDEO TOUR
$6,250,000
5 beds8 baths8,388 sq ft
24 Arrowhead Way, Darien, CT 06820
$2,450,000
2 beds2.5 baths2,830 sq ft
71 Hale Ln #71, Darien, CT 06820
See all

Provided by Redfin

Sale history for 11 Contentment Island Rd

Year

Property tax

Land + Additions

Assessment*

2023

$39,131 (+2.2%)

$1,478,750 + $743,330

$2,222,080

2022

$38,286 (+2.3%)

$1,478,750 + $743,330

$2,222,080

2021

$37,420 (+2.9%)

$1,478,750 + $743,330

$2,222,080

2020

$36,353 (−0.7%)

$1,478,750 + $743,330

$2,222,080

2019

$36,598 (+6.5%)

$1,478,750 + $743,330

$2,222,080

2018

$34,356 (−0.5%)

$1,478,750 + $657,790

$2,136,540

2017

$34,526 (+2.5%)

$1,478,750 + $657,790

$2,136,540

2016

$33,693 (+5.1%)

$1,478,750 + $657,790

$2,136,540

2014

$32,069

$1,478,750 + $657,790

$2,136,540

Tax history for 11 Contentment Island Rd

Year

Property tax

Land + Additions

Assessment*

2023

$39,131 (+2.2%)

$1,478,750 + $743,330

$2,222,080

2022

$38,286 (+2.3%)

$1,478,750 + $743,330

$2,222,080

2021

$37,420 (+2.9%)

$1,478,750 + $743,330

$2,222,080

2020

$36,353 (−0.7%)

$1,478,750 + $743,330

$2,222,080

2019

$36,598 (+6.5%)

$1,478,750 + $743,330

$2,222,080

2018

$34,356 (−0.5%)

$1,478,750 + $657,790

$2,136,540

2017

$34,526 (+2.5%)

$1,478,750 + $657,790

$2,136,540

2016

$33,693 (+5.1%)

$1,478,750 + $657,790

$2,136,540

2014

$32,069

$1,478,750 + $657,790

$2,136,540

*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

1.18 Acres

Year renovated

—

Sq. Ft.

4,521

Year built

1926

Style

Single Family Residential

County

Fairfield County

APN

109165

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Under House Garage
Garages Number: 3

Interior

Interior Information
Total Rooms: 10
Laundry Room Info: Main Level
Interior Features: Cable - Pre-wired, Security System
Fireplaces Total: 2
Cooling System: Central Air, Wall Unit
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 4

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Room Count: 11
Basement Description: Partial, Fully Finished, Walk-out
Has Attic

Exterior

Exterior Features
Roof Information: Slate
Exterior Siding: Stucco
Exterior Features: Terrace

Lot Information
Lot Description: Level Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4521
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $2,222,080

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Water, Radiator, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Tokeneke

Location Information
State: Connecticut
Directions: Searles Rd to bridge- right to Contentment Island, house on left
County: Fairfield

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 4,521
Stories: 2.0
Lot Size: 1.18 acres
Style: Single Family Residential
Year Built: 1926
Year Renovated: —
County: Fairfield County
APN: 109165

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Tokeneke Elementary School

Public PreK-5 • Assigned • 1.0mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 2.5mi

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

7/10 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

$4.50M – $5.44M

Reach more buyers when you sell with Redfin. Save up to $47,316 in fees. 3 minutes to get started.

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

Nearby similar homes

$2,750,000

4 beds3 baths3,459 sq ft

64 Shorefront Park, Norwalk, CT 06854

Waterfront setting • Sandy beach • Private balcony

NEW CONSTRUCTION

$5,650,000

6 beds5.5 baths6,500 sq ft

237 Tokeneke Rd, Darien, CT 06820

Custom design • Private elevated lot • Light filled living

NEW CONSTRUCTION

$3,249,000

5 beds4.5 baths6,406 sq ft

20 Locust Hill Rd, Darien, CT 06820

Chef's kitchen • Bonus room • 0.5 acre lot

$714,900

3 beds1.5 baths1,542 sq ft

23 Richmond Hill Rd, Norwalk, CT 06851

Updated kitchen • In-ground pool • Screened-in porch

$1,250,000

3 beds1.5 baths1,056 sq ft

68 Witch Ln, Norwalk, CT 06853

Custom home • 0.39 acres • 0.39 acre lot

$1,299,000

3 beds2 baths3,094 sq ft

53 Maple St, Darien, CT 06820

One bedroom cottage • Private home office • Updated interiors

New listings for sale in 06820

$2,295,000

4 beds2.5 baths2,676 sq ft

6 Oak Crst, Darien, CT 06820

Renovated kitchen • Fenced backyard • Downtown darien

$1,795,000

4 beds3 baths2,412 sq ft

260 West Ave, Darien, CT 06820

Chef's kitchen • Private back deck • Walkout lower level

$2,350,000

4 beds4 baths3,025 sq ft

96 Fitch Ave, Darien, CT 06820

Updated kitchen • Rear stone patio • 0.28 acre lot

VIDEO TOUR

$6,250,000

5 beds8 baths8,388 sq ft

24 Arrowhead Way, Darien, CT 06820

New addition • His her baths • 1.78 acre lot

$2,450,000

2 beds2.5 baths2,830 sq ft

71 Hale Ln #71, Darien, CT 06820

Gourmet kitchen • Private basement • $900 HOA

Home values near 11 Contentment Island Rd

Data from public records.

Address	Redfin Estimate
15 Contentment Island Road, Darien, CT 2 Beds \| 1 Baths \| 1401 Sq. Ft.	$2,466,798
29 Contentment Island Road, Darien, CT 5 Beds \| 4.5 Baths \| 4988 Sq. Ft.	$7,137,624

Address	Redfin Estimate
19 Contentment Island Road, Darien, CT 5 Beds \| 6.5 Baths \| 8274 Sq. Ft.	$10,783,498
14 Contentment Island Road, Darien, CT 6 Beds \| 5 Baths \| 5009 Sq. Ft.	$6,742,306

Address	Redfin Estimate
3 Contentment Island Road, Darien, CT 5 Beds \| 4.5 Baths \| 4924 Sq. Ft.	$5,014,516
7 Contentment Island Road, Darien, CT 4 Beds \| 3.5 Baths \| 5245 Sq. Ft.	$5,151,021

Property information provided by Smart MLS when last listed in 2019. This data may not match . Learn more.

More real estate resources

Minor Civil Divisions
Cities
Zip Codes
Neighborhoods
Popular Searches

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

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

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