Google street view image for 33 Crooked Mile Rd, Darien, CT 06820

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SOLD

$4,205,178

Est. refi paymentEst. refi $13,231/mo

•

5.5 ba

•

5,800

sq ft

33 Crooked Mile Rd, Darien, CT 06820

About this home

Classic Colonial Has Beautiful Property And A Spectacular Setting At The End Of A Desirable North Darien Cul-De-Sac. It Offers Gracious Living Spaces. Wonderful Open Kitchen With Granite Island And Wet Bar Perfect For Entertaining.

Excluded: Library Sconces

Single-familyProperty Type

1960Year Built

2.03 acresLot Size

$725Est. Price/Sq.Ft.

2 car garageParking

Source:Public Records

Redfin Estimate

$4,205,178

$2.2M since sold in September 2012$439K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.9% higher than the average sale price ($3.93M) of 6 comparable homes.

SOLD DEC 18, 2025
$4,425,000
A
5 beds5.5 baths8,938 sq ft
11 Old Oak Rd, Darien, CT 06820
SOLD MAY 29, 2026
$4,500,000
B
5 beds5 baths5,864 sq ft
6 Cloudy Ln, Darien, CT 06820
SOLD JUN 11, 2026
$4,315,000
C
5 beds6 baths4,653 sq ft
28 Crooked Mile Rd, Darien, CT 06820
SOLD SEP 1, 2026
$2,450,000
D
5 beds5 baths5,458 sq ft
235 Hawks Hill Rd, New Canaan, CT 06840
SOLD MAY 8, 2026
$4,600,000
E
5 beds5 baths6,325 sq ft
15 Marianne Rd, Darien, CT 06820
SOLD APR 15, 2026
$3,308,000
F
5 beds4 baths3,509 sq ft
5 Wheat Ln, Darien, CT 06820

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Earn from this home

Sell

$3,961,716

Est. take-home

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Refinance

Est. cash available

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Rent

$7,391/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.0%

1.3% MoM

Median sale price

$3.0M

$23K MoM

Avg. days on market

13d

0 days MoM

Recently sold homes

112

9 MoM

New listings for sale

COMING SOON
$3,600,000
5 beds4.5 baths4,423 sq ft
18 Bates Farm Ln, Darien, CT 06820
FOR SALE BY OWNER
$2,200,000
5 beds4 baths3,033 sq ft
13 Silver Lakes Dr, Darien, CT 06820
$7,500,000
5 beds7 baths10,213 sq ft
460 Middlesex Rd, Darien, CT 06820
$2,895,000
4 beds2.5 baths4,080 sq ft
30 Birch Rd, Darien, CT 06820
$3,825,000
5 beds3.5 baths4,400 sq ft
21 Harbor Rd, Darien, CT 06820
$1,895,000
4 beds3 baths2,303 sq ft
13 Chestnut St, Darien, CT 06820
VIDEO TOUR
$3,595,000
3 beds4.5 baths4,733 sq ft
31 Hancock Ln, Darien, CT 06820
3D WALKTHROUGH
$1,200,000
3 beds2 baths1,974 sq ft
145 West Ave, Darien, CT 06820
$1,749,000
4 beds2.5 baths2,106 sq ft
60 Middlesex Rd, Darien, CT 06820
$3,925,000
4 beds3.5 baths4,093 sq ft
20 Lighthouse Way, Darien, CT 06820
See all

Provided by Redfin

Sale history for 33 Crooked Mile Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,859 (+2.2%)

$788,410 + $850,360

$1,638,770

2022

$28,236 (+2.3%)

$788,410 + $850,360

$1,638,770

2021

$27,597 (+3.1%)

$788,410 + $850,360

$1,638,770

2020

$26,761 (−0.9%)

$788,410 + $850,360

$1,638,770

2019

$26,991 (+1.2%)

$788,410 + $850,360

$1,638,770

2018

$26,668 (−0.5%)

$844,760 + $813,680

$1,658,440

2017

$26,800 (+2.5%)

$844,760 + $813,680

$1,658,440

2016

$26,154 (+7.8%)

$844,760 + $813,680

$1,658,440

2014

$24,267

$844,760 + $771,960

$1,616,720

Tax history for 33 Crooked Mile Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,859 (+2.2%)

$788,410 + $850,360

$1,638,770

2022

$28,236 (+2.3%)

$788,410 + $850,360

$1,638,770

2021

$27,597 (+3.1%)

$788,410 + $850,360

$1,638,770

2020

$26,761 (−0.9%)

$788,410 + $850,360

$1,638,770

2019

$26,991 (+1.2%)

$788,410 + $850,360

$1,638,770

2018

$26,668 (−0.5%)

$844,760 + $813,680

$1,658,440

2017

$26,800 (+2.5%)

$844,760 + $813,680

$1,658,440

2016

$26,154 (+7.8%)

$844,760 + $813,680

$1,658,440

2014

$24,267

$844,760 + $771,960

$1,616,720

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

2.03 Acres

Year renovated

2013

Sq. Ft.

5,800

Year built

1960

Style

Single Family Residential

County

Fairfield County

APN

102890

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 0.5mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 2.1mi

10/10

Darien High School

Public 9-12 • Assigned • 1.3mi

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 99° expected this year, 15 days in 30 years

6/10 Wind Factor

67% 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

$4.00M – $4.84M

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New listings for sale in 06820

COMING SOON

$3,600,000

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18 Bates Farm Ln, Darien, CT 06820

FOR SALE BY OWNER

$2,200,000

5 beds4 baths3,033 sq ft

13 Silver Lakes Dr, Darien, CT 06820

$7,500,000

5 beds7 baths10,213 sq ft

460 Middlesex Rd, Darien, CT 06820

$2,895,000

4 beds2.5 baths4,080 sq ft

30 Birch Rd, Darien, CT 06820

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VIDEO TOUR

$3,595,000

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3D WALKTHROUGH

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3 beds2 baths1,974 sq ft

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Home values near 33 Crooked Mile Rd

Data from public records.

Address	Redfin Estimate
25 Crooked Mile Road, Darien, CT 3 Beds \| 2.5 Baths \| 3246 Sq. Ft.	$2,864,308
30 Crooked Mile Road, Darien, CT 6 Beds \| 6 Baths \| 5100 Sq. Ft.	$4,219,676

Address	Redfin Estimate
34 Crooked Mile Road, Darien, CT 6 Beds \| 3.5 Baths \| 3307 Sq. Ft.	$3,181,305
24 Crooked Mile Road, Darien, CT 5 Beds \| 4 Baths \| 3508 Sq. Ft.	$3,652,739

Address	Redfin Estimate
35 Crooked Mile Road, Darien, CT 5 Beds \| 6.5 Baths \| 9351 Sq. Ft.	$5,604,512
11 Crooked Mile Road, Darien, CT 4 Beds \| 2.5 Baths \| 5044 Sq. Ft.	$4,026,814

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