Google satellite image for 2 Whaling Rd, Darien, CT 06820

Off market feb 2000 for $1.2M

$3,299,479

Est. refi paymentEst. refi $7,958/mo

•

4.5 ba

•

3,868

sq ft

2 Whaling Rd, Darien, CT 06820

About this home

2 Whaling Rd is a 3,868 square foot house on a 1 acre lot with 5 bedrooms and 4.5 bathrooms. - it last sold on February 28, 2000 for $1,200,000. Based on Redfin's Darien data, we estimate the home's value is $3,299,479.

Single-familyProperty Type

1968Year Built

1 acresLot Size

$853Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$3,299,479

$2.1M since sold in February 2000$20K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.9% lower than the average sale price ($3.54M) of 6 comparable homes.

SOLD JUL 15, 2026
$3,450,000
A
5 beds4.5 baths3,512 sq ft
15 Queens Ln, Darien, CT 06820
SOLD SEP 23, 2026
$4,600,000
B
5 beds4.5 baths4,740 sq ft
6 Searles Rd, Darien, CT 06820
SOLD AUG 20, 2026
$2,999,999
C
5 beds4.5 baths5,777 sq ft
12 Settlers Trl, Darien, CT 06820
SOLD JUN 30, 2026
$2,985,000
D
4 beds2.5 baths3,694 sq ft
10 Queens Ln, Darien, CT 06820
SOLD JUN 30, 2026
$3,425,000
E
4 beds4.5 baths3,560 sq ft
53 Goodwives River Rd, Darien, CT 06820
SOLD JUN 22, 2026
$3,800,000
F
4 beds4 baths4,662 sq ft
7 Raiders 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

$2,939,004

Est. take-home

List your home with Redfin and save $32,995

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$6,970/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

NEW 3 HRS AGO
$6,795,000
5 beds7 baths7,980 sq ft
20 Saint Nicholas Rd, Darien, CT 06820
$6,985,000
7 beds10 baths9,058 sq ft
451 Mansfield Ave, Darien, CT 06820
$1,499,000
3 beds2 baths1,804 sq ft
28 Dubois St, Darien, CT 06820
COMING SOON
$2,299,000
4 beds3.5 baths2,700 sq ft
212 West Ave, Darien, CT 06820
$1,099,000
3 beds1 bath1,266 sq ft
22 Chestnut St, Darien, CT 06820
See all

Provided by Redfin

Sale history for 2 Whaling Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,771 (+2.2%)

$647,500 + $475,230

$1,122,730

2022

$19,345 (+2.3%)

$647,500 + $475,230

$1,122,730

2021

$18,907 (+3.1%)

$647,500 + $475,230

$1,122,730

2020

$18,334 (−0.8%)

$647,500 + $475,230

$1,122,730

2019

$18,491 (+9.1%)

$647,500 + $475,230

$1,122,730

2018

$16,954 (−0.5%)

$567,000 + $487,340

$1,054,340

2017

$17,038 (+2.5%)

$567,000 + $487,340

$1,054,340

2016

$16,627 (+5.1%)

$567,000 + $487,340

$1,054,340

2014

$15,826

$567,000 + $487,340

$1,054,340

Tax history for 2 Whaling Rd

Year

Property tax

Land + Additions

Assessment*

2023

$19,771 (+2.2%)

$647,500 + $475,230

$1,122,730

2022

$19,345 (+2.3%)

$647,500 + $475,230

$1,122,730

2021

$18,907 (+3.1%)

$647,500 + $475,230

$1,122,730

2020

$18,334 (−0.8%)

$647,500 + $475,230

$1,122,730

2019

$18,491 (+9.1%)

$647,500 + $475,230

$1,122,730

2018

$16,954 (−0.5%)

$567,000 + $487,340

$1,054,340

2017

$17,038 (+2.5%)

$567,000 + $487,340

$1,054,340

2016

$16,627 (+5.1%)

$567,000 + $487,340

$1,054,340

2014

$15,826

$567,000 + $487,340

$1,054,340

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

Property details

Interior

Basement Information
Basement Type: Full

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Central Forced Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 10

Exterior

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

Property Information
Living Sq. Ft: 3,868
Gross Sq. Ft: 3,868
# 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: 5
Baths: 4.5
Sq. Ft.: 3,868
Stories: 2.0
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1968
Year Renovated: —
County: Fairfield County
APN: 108616

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Tokeneke Elementary School

Public PreK-5 • Assigned • 1.4mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 1.6mi

10/10

Darien High School

Public 9-12 • Assigned • 2.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk 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

7/10 Wind Factor

78% 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

$3.14M – $3.80M

Reach more buyers when you sell with Redfin. Save up to $32,995 in fees. 3 minutes to get started.

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

Nearby similar homes

$1,299,000

3 beds2 baths3,094 sq ft

53 Maple St, Darien, CT 06820

One bedroom cottage • Private home office • Updated interiors

FOR SALE BY OWNER

$2,200,000

5 beds4 baths4,600 sq ft

13 Silver Lakes Dr, Darien, CT 06820

Massive attic • Open-concept layout • Nearby train station

$1,099,000

3 beds1 bath1,266 sq ft

22 Chestnut St, Darien, CT 06820

Colonial home • 0.37-acre lot • Major highways

$699,900

3 beds1.5 baths1,762 sq ft

18 Fairmont Ave, Stamford, CT 06906

Level lot • Rear kitchen • Cozy den

$1,795,000

4 beds3 baths2,412 sq ft

260 West Ave, Darien, CT 06820

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

$3,695,000

4 beds3.5 baths6,021 sq ft

15 Wildcat Rd, Darien, CT 06820

Circular drive • Mature landscaping • 12-foot ceilings

New listings for sale in 06820

NEW 3 HRS AGO

$6,795,000

5 beds7 baths7,980 sq ft

20 Saint Nicholas Rd, Darien, CT 06820

Chef's kitchen • Media room • 1.33 acre lot

$6,985,000

7 beds10 baths9,058 sq ft

451 Mansfield Ave, Darien, CT 06820

Landscaped acres • Circular drive • Stone facade

$1,499,000

3 beds2 baths1,804 sq ft

28 Dubois St, Darien, CT 06820

1940 colonial • 0.22-acre lot • Formal dining room

COMING SOON

$2,299,000

4 beds3.5 baths2,700 sq ft

212 West Ave, Darien, CT 06820

Circular driveway • White kitchen • In-ground pool

$1,099,000

3 beds1 bath1,266 sq ft

22 Chestnut St, Darien, CT 06820

Colonial home • 0.37-acre lot • Major highways

Home values near 2 Whaling Rd

Data from public records.

Address	Redfin Estimate
17 Whaling Road, Darien, CT 4 Beds \| 4.5 Baths \| 4358 Sq. Ft.	$3,312,411
16 Whaling Road, Darien, CT 4 Beds \| 4.5 Baths \| 4203 Sq. Ft.	$4,079,756
10 Whaling Road, Darien, CT 5 Beds \| 3.5 Baths \| 4436 Sq. Ft.	$3,937,137
118 Goodwives River Road, Darien, CT 6 Beds \| 6.5 Baths \| 6780 Sq. Ft.	$6,399,451
9 Conant Place, Darien, CT 4 Beds \| 5.5 Baths \| 4853 Sq. Ft.	$5,415,298
14 Salem Straits, Darien, CT 4 Beds \| 3.5 Baths \| 4480 Sq. Ft.	$3,651,576
1 Beverly Place, Darien, CT 5 Beds \| 6.5 Baths \| 5544 Sq. Ft.	$6,636,281

Address	Redfin Estimate
9 Whaling Road, Darien, CT 4 Beds \| 3.5 Baths \| 4444 Sq. Ft.	$3,669,978
20 Whaling Road, Darien, CT 5 Beds \| 4.5 Baths \| 4446 Sq. Ft.	$3,990,787
19 Whaling Road, Darien, CT 5 Beds \| 5.5 Baths \| 4900 Sq. Ft.	$3,916,747
3 Hawthorne Road, Darien, CT 6 Beds \| 7.5 Baths \| 8402 Sq. Ft.	$7,535,447
130 Goodwives River Road, Darien, CT 6 Beds \| 6.5 Baths \| - Sq. Ft.	$6,793,473
124 Goodwives River Road, Darien, CT 4 Beds \| 4.5 Baths \| 5046 Sq. Ft.	$3,894,335
138 Goodwives River Road, Darien, CT 6 Beds \| 6.5 Baths \| 9734 Sq. Ft.	$5,519,967

Address	Redfin Estimate
7 Whaling Road, Darien, CT 5 Beds \| 5 Baths \| 4700 Sq. Ft.	$4,957,904
6 Whaling Road, Darien, CT 6 Beds \| 5 Baths \| 4674 Sq. Ft.	$3,820,409
5 Conant Place, Darien, CT 4 Beds \| 4.5 Baths \| 4513 Sq. Ft.	$5,305,526
63 Salem Straits, Darien, CT 4 Beds \| 3 Baths \| 3787 Sq. Ft.	$3,394,155
35 Salem Straits, Darien, CT 5 Beds \| 6.5 Baths \| 5684 Sq. Ft.	$3,744,659
18 Beverly Place, Darien, CT 5 Beds \| 4.5 Baths \| 5615 Sq. Ft.	$4,636,607
114 Goodwives River Road, Darien, CT 4 Beds \| 4.5 Baths \| 3367 Sq. Ft.	$3,985,660

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.

Redfin Brokerage Licenses

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

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

About this home

Redfin Estimate

Earn from this home

Market trends in 06820, CT

Sale history for 2 Whaling Rd

Tax history for 2 Whaling Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06820

Home values near 2 Whaling Rd

More real estate resources